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Weed Control Using D Napropramide Composition

Abstract: The present invention provides a herbicidal composition comprising herbicidally effective amount of D-Napropamide useful for selective control of dicotyledonous weed.

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Patent Information

Application #
Filing Date
18 March 2013
Publication Number
39/2014
Publication Type
INA
Invention Field
AGROCHEMICALS
Status
Email
Parent Application
Patent Number
Legal Status
Grant Date
2023-01-27
Renewal Date

Applicants

UNITED PHOSPHORUS LIMITED
AGROCHEMICAL PLANT, DURGACHAK HALDIA-721 602, MIDNAPORE DIST. WEST BENGAL,INDIA

Inventors

1. SHROFF, JAIDEV RAJNIKANT
UNIPHOS HOUSE, MADHU PARK, 11th ROAD, KHAR (WEST), MUMBAI-400 052, STATEOF MAHARASHTRA, INDIA
2. SHROFF, VIKRAM RAJNIKANT
UNIPHOS HOUSE, MADHU PARK, 11th ROAD, KHAR (WEST), MUMBAI-400 052, STATEOF MAHARASHTRA, INDIA
3. HELLER, JEAN-JACQUES
CEREXAGRI s.a.s ENERGY PARK, BULIDING 4, 5th FLOOR, 132-190 BOULEVARD DE VERDUM F-92400 COURBEVOIE, FRANCE

Specification

FIELD OF INVENTION;
The present invention relates to a herbicidal composition comprising Napropamide-M useful for
selective control of dicotyledonous weeds.
BACKGROUND AND PRIOR ARTS:
Many herbicides are reported in the prior art. However, the herbicidal effectiveness of a given
compound cannot be predicted from an examination of the substituent groups of the compound
and often quite closely related compounds, which will have quite different weed control abilities.
Various herbicides or the isomers of the same herbicide may have overlapping or complementary
areas of activity or selectivity, and can thus be useful to control a variety of weeds upon
application of a composition. Furthermore, the various known herbicides are not completely
effective. An ideal herbicide should give selective weed control, over the full growing season,
with a single administration. It should be able to control all common weeds by controlling their
growth and reproduction as the seed, the germinating seed, the seedling, and the growing plant.
Although the enantiomers of chiral substances have the same physicochemical properties, their
biochemical activities can be quite different because biochemical processes usually show high
stereo- or enantioselectivity.
The "active" enantiomer of a chiral chemical may have the desired effect on a target species,
whereas the other enantiomer may not. It is advisable to use only the biologically active
enantiomers, thereby reducing the total amount of chemical pollutants released into the
environment.
Many agrochemicals have chiral structures. For example, about 30% of currently registered
pesticide active ingredients contain one or more chiral centers. Herbicides are used to control the
growth of undesired vegetation, and they account for most of the agrochemicals in use today.
Some chiral herbicides are sold as purified, optically active isomers, but for economic reasons,
many others are still used as racemates. Different enantiomers of chiral herbicides can have
different enantioselective activities on target weeds and different toxic effects on non-target

organisms because of their enantioselective interactions with enzymes and biological receptors in
organisms but the herbicidal selectivity of a specific isomer is not predictable.
N,N-diethyl-2-(ot-naphthoxy)propionamide is known as napropamide, and its racemic mixture is
generally marketed under trade name as "Devrinol". It is used for pre-emergence control of
annual grasses and broad-leaved weeds in many crops and plantations.
The second carbon atom at the propionamide group in napropamide has a hydrogen atom, a
methyl group, a naphthoxy moiety and a carboxamide group thereby forming a chiral center.
Hence the molecule [Fig I] can exist in two chiral stereoisomers: D or (R) and L or (S)-isomers.

Napropramide is a selective systemic herbicide absorbed by roots and translocated acripetally. It
inhibits root development and growth.
Unsolved problems in this area include widely differing sensitivities of crop plants against
herbicidal chemicals as well as the fact that repression of one weed species may cause increased
growth of another competing weed species, and that some weeds tend to become resistant against
previously effective herbicides.
US3718455 discloses new organic compounds of formula I used as herbicides.


This structure includes the compound Napropamide (Compound No. 54 and Compound No. 55).
The herbicidal activity of compounds 1 to 22 is reported on crabgrass, annual bluegrass,
watergrass and foxtail. This patent discloses that Compound No. 54 and Compound No. 55
possess good herbicidal activity and can be used as pre-emergent and post-emergent herbicides
(Table III). Again, this patent disclosure did not investigate and does not indicate any
differential selectivity of D-Napropamide towards different weed classes or types.
WO2009004642 discloses a process for manufacture of high purity D-(-)-N,N-diethyl-2-(cc-
naphthoxy)propionamide from L-2-Halopropionic Acid or (s)-(-)-2-Halopropionic Acid and a
composition comprising high purity D-(-)-N,N-diethyl-2- (a-naphthoxy)propionamide. Again,
this patent disclosure did not investigate and does not indicate any differential selectivity of D-
Napropamide towards different weed classes or types.
There is a need in the art for herbicidal composition of D-Napropamide for improved and
selective control of weeds.
SUMMARY OF THE INVENTION:
In one aspect, the present invention provides a herbicidal composition for selectively controlling
the dicotyledonous weeds infestation at a locus, said composition comprising D Napropamide.
In another aspect the present invention provides a herbicidal composition for selectively
controlling the dicotyledonous weeds infestation at a locus, said composition comprising D
Napropamide and agronomically acceptable excipients.
In yet another aspect, the present invention provides a herbicidal composition for controlling the
weeds infestation at a locus, said composition comprising D Napropamide and at least one other
agrochemical active ingredient.
DETAILED DESCRIPTION OF THE INVENTION:
In this specification, the terms Napropamide-M and D-Napropamide are used interchangeably.

Racemic Napropamide has a satisfactorily good herbicidal activity. A comparatively similar
distribution of herbicidal activity enhancement by use of D-Napropamide (over racemic
Napropamide) for monocotyledonous weeds as well as dicotyledonous weeds was expected. It
was surprisingly found that D-Napropamide demonstrates a selectively enhanced control in the
growth of dicotyledonous weeds in agronomic crops vis-a-vis the control in monocotyledonous
weeds.
Therefore, in an embodiment, the present invention provides a herbicidal composition for
controlling dicotyledonous weeds infestation at a locus, comprising a herbicidally effective
amount of D-Napropamide. Typically, the composition of D- Napropamide is used for selective
control of said dicotyledonous weed.
The term locus as used herein shall denote the vicinity of a desired crop in which weed control,
typically selective weed control, of dicotyledonous weeds is desired. The locus includes the
vicinity of desired crop plants wherein the weed infestation has either emerged or is yet to
emerge. The term crop shall include a multitude of desired crop plants or an individual crop plant
growing at a locus.
The term control indicates eradication of the investigated weed(s). A 100% control signifies total
eradication of the weed(s) under investigation.
Preferably, treating the locus with D-Napropamide comprises administering to the soil in which
the desired crop is to be planted, an effective amount of herbicidal composition of D-
Napropamide. The administration of composition is preferably by application either before
seeding, during seeding, or, as in most applications, after seeding and before the crop emerges,
so as to prevent the emergence of any weeds.
In an embodiment, the composition of D-Napropamide is administered prior to the emergence of
any weed.
Among the crops which show pre-emergence tolerance to D- Napropamide and in which this
compound can be used as a herbicide are winter oilseed rape, strawberries, blackcurrants,
gooseberries, raspberries, field trees, shrubs, broccoli, cabbage, calabrese, cauliflower, kale and

Brussel's sprouts. The herbicidal composition of the present invention is particularly useful in
controlling the growth of dicotyledonous weeds in these crops.
In an embodiment, the dicotyledonous weeds which were found surprisingly susceptible to a
composition comprising D-Napropamide are selected from the group comprising chickweed,
speedwell, poppy, field bindweed, hairy fleabane, nettleleaf goosefoot, common groundsel,
horseweed, common lambsqaurters, little mallow, burning nettle, sowthistles, carpetweed, fat
hen, blackberry nightshade, small flowered mallow, nettles, deadnettle, knotweed, common
sowthistle and amaranthus.
However, it should be understood that the herbicidal composition comprising D-Napropamide is
not limited to the control of these weeds alone but is applicable to any dicotyledonous weed.
The herbicide of the invention can be applied to the soil or to crops in any amount which will
give the required control of weeds. A preferred rate of application is from about 0.5 to about 20
L/Ha of D Napropamide, and most preferably from about 1 to about 8 L/Ha.
In an embodiment, Napropamide-M may be preferably used for control of dicotyledonous weeds
in oil-seed rape at a dose of 500 - 1500 g/Ha, preferably 750-850 g/Ha.
In another embodiment, Napropamide-M may be preferably used in field crops in the range of
450-600 g/Ha.
In another embodiment, Napropamide-M may be used in perennial crops at a dosage of 2000-
3000 g/Ha.
In an embodiment, the dicotyledonous weeds especially susceptible to a composition comprising
D-Napropamide may be selected from the group consisting of Acalypha gracilens, Acalypha
ostryifolia, Acalypha rhomboidea, Acalypha virginica, Acer rubrum, Acer saccharinum, Actaea
pachypoda, Actaea racemosa, Aeschynomene virginica, Agalinis purpurea, Agalinis setacea,
Agalinis tenuifolia, Agastache nepetoides, Agastache scrophulariifolia, Ageratina altissima,
Ageratina aromatica, Agrimonia parviflora, Agrimonia pubescens, Agrimonia rostellata, Alnus
serrulata, Amaranthus cannabinus, Amaranthus hybridus, Amaranthus spinosus, Ambrosia

artemisiifolia, Ambrosia trifida, Amelanchier arborea, Amelanchier Canadensis, Amelanchier
laevis, Amelanchier obovalis, Amelanchier stolonifera, Amorpha fruticosa, Amphicarpaea
bracteata, Anaphalis margaritacea, Anemone quinquefolia, Anemone virginiana, Angelica
venenosa, Antennaria plantaginifolia, Apocynum androsaemifolium, Apocynum cannabinum,
Aquilegia Canadensis, Arabis lyrata, Aralia nudicaulis, Aralia racemosa, Aralia spinosa,
Argemone Mexicana, Aristolochia serpentaria, Arnoglossum atriplicifolium, Arnoglossum
reniforme, Artemisia campestris, Artemisia ludoviciana, Asarum canadense, Asclepias
amplexicaulis, Asclepias incarnate, Asclepias purpurascens, Asclepias quadrifolia, Asclepias
rubra, Asclepias syriaca, Asclepias tuberose, Asclepias variegate, Asclepias verticillata,
Aureolaria pedicularia, Aureolaria virginica, Baccharis halimifolia, Baptisia tinctoria, Bartonia
paniculata, Bartonia virginica, Betula nigra, Betula populifolia, Bidens aristosa, Bidens
bidentoides, Bidens bipinnata, Bidens cernua, Bidens coronate, Bidens discoidea, Bidens
frondosa, Bidens laevis, Bidens tripartite, Boehmeria cylindrical, Brasenia schreberi, Brickellia
eupatorioides, Cakile edentula, Callitriche heterophylla, Callitriche terrestris, Caltha palustris,
Calystegia spithamaea, Campanula aparinoides, Campsis radicans, Cardamine bulbosa,
Cardamine concatenate, Cardamine parviflora, Cardamine pensylvanica, Carya alba, Carya
glabra, Carya ovate, Carya pallid, Castanea dentate, Castanea pumila, Castilleja coccinea,
Catalpa bignonioides, Ceanothus americanus, Celastrus scandens, Celtis occidentalis, Celtis
tenuifolia, Cephalanthus occidentalis, Cerastium nutans, Ceratophyllum demersum, Cercis
Canadensis, Chaerophyllum procumbens, Chamaecrista fasciculate, Chamaecrista nictitans,
Chamaedaphne calyculata, Chamaesyce maculate, Chamaesyce nutans, Chamaesyce
polygonifolia, Chamerion angustifolium, Chelone glabra, Chenopodium pratericola,
Chenopodium rubrum, Chenopodium simplex, Chimaphila maculate, Chimaphila umbellate,
Chionanthus virginicus, Chrysopsis mariana, Chrysosplenium americanum, Cicuta bulbifera,
Cicuta maculate, Hybanthus concolor, Hydrastis Canadensis, Hydrocotyle Americana,
Hydrocotyle umbellate, Hydrocotyle verticillata, Hypericum boreale, Hypericum canadense,
Hypericum crux-andreae, Hypericum densiflorum, Hypericum denticulatum, Hypericum
ellipticum, Hypericum gentianoides, Hypericum hypericoides, Hypericum majus, Hypericum
mutilum, Hypericum punctatum, Hex glabra, Ilex laevigata, Ilex mucronata, Ilex opaca, Hex
verticillata, Impatiens capensis, Ionactis linariifolius, Ipomoea pandurata, Itea virginica,
Juglans cinerea, Juglans nigra, Kalmia angustifolia, Kalmia latifolia, Kosteletzkya virginica,

Krigia biflora, Krigia virginica, Lactuca biennis, Lactuca Canadensis, Lactuca hirsute, Laportea
Canadensis, Lathyrus palustris, Lathyrus venosus, Lechea minor, Lechea mucronata, Lechea
racemulosa, Leiophyllum buxifolium, Lepidium densiflorum, Lepidium virginicum, Lespedeza
angustifolia, Lespedeza capitata, Lespedeza frutescens, Lespedeza hirta, Lespedeza repens,
Lespedeza stuevei, Lespedeza violacea, Lespedeza virginica, Liatris pilosa, Liatris spicata,
Limosella australis, Lindera benzoin, Lindernia dubia, Linum intercursum, Linum striatum,
Linum virginianum, Liquidambar styraciflua, Liriodendron tulipifera, Lobelia canbyi, Lobelia
cardinalis, Lobelia inflate, Lobelia nuttallii, Lobelia spicata, Ludwigia alternifolia, Ludwigia
hirtella, Ludwigia palustris, Ludwigia sphaerocarpa, Lupinus perennis, Lycopus americanus,
Lycopus amplectens, Lycopus rubellus, Lycopus uniflorus, Lycopus virginicus, Lyonia ligustrina,
Lyonia mariana, Lysimachia ciliate, Lysimachia hybrid, Lysimachia quadrifolia, Lysimachia
terrestris, Lysimachia thyrsiflora, Magnolia tripetala, Magnolia virginiana, Melampyrum
lineare, Menispermum canadense, Mentha A—piperita, Mentha arvensis, Menyanthes trifoliate,
Micranihemum micranthemoides, Mikania scandens, Mimulus alatus, Mimulus ringens,
Minuartia caroliniana, Mirabilis nyctaginea, Mitchella repens, Moehringia lateriflora, Mollugo
verticillata, Monarda punctata, Monotropa hypopithys, Monotropa uniflora, Morella
caroliniensis, Morella cerifera, Morella pensylvanica, Morus rubra, Myosotis laxa, Myosotis
verna, Myrica gale, Myriophyllum humile, Myriophyllum pinnatum, Myriophyllum tenellum,
Nelumbo lutea, Nuphar lutea, Nuttallanthus Canadensis, Nymphaea odorata, Nyssa sylvatica,
Obolaria virginica, Oclemena nemoralis, Oenothera biennis, Oenothera fruticosa, Oenothera
laciniata, Oenothera perennis, Oldenlandia uniflora, Oligoneuron rigidum, Onosmodium
virginianum, Opuntia humifusa, Orthilia secunda, Osmorhiza claytonia, Osmorhiza longistylis,
Oxalis dillenii, Oxalis stricta, Oxypolis rigidior, Packera aurea, Packera obovata, Packera
paupercula, Panax trifolius, Paronychia Canadensis, Paronychia fastigiata, Parthenocissus
quinquefolia, Pedicularis Canadensis, Pedicularis lanceolata, Penstemon hirsutus, Penstemon
laevigatus, Penthorum sedoides, Phlox divaricata, Phlox maculate, Phlox pilosa, Phlox subulata,
Phoradendron leucarpum, Photinia floribunda, Photinia melanocarpa, Photinia pyrifolia,
Phryma leptostachya, Physalis heterophylla, Physalis longifolia, Physalis pubescens,
Physocarpus opulifolius, Phytolacca Americana, Pilea Fontana, Pileapumila, Plantago aristata,
Plantago pusilla, Plantago virginica, Platanus occidentalis, Pluchea foetida, Podophyllum
peltatum, Polemonium reptans, Polygala brevifolia, Polygala cruciata, Polygala incarnate,

Polygala lutea, Polygala mariana, Polygala nuttallii, Polygala polygama, Polygala sanguine,
Poly gala senega, Polygala verticillata, Polygonella articulate, Polygonum amphibium,
Polygonum arifolium, Polygonum careyi, Polygonum erectum, Polygonum hydropiperoides,
Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum punctatum, , Polygonum
robustius, Polygonum sagittatum, Polygonum tenue, Populus grandidentata, Populus
tremuloides, Potentilla arguta, Potentilla Canadensis, Potentilla norvegica, Potentilla simplex,
Prenanthes altissima, Prenanthes autumnalis, Prenanthes serpentaria, Prenanthes trifoliolata,
Proserpinaca intermedia, Proserpinaca palustris, Proserpinaca pectinata, Prunella vulgaris,
Prunus Americana, Prunus angustifolia, Prunus maritime, Prunus pumila, Prunus serotina,
Pseudognaphalium helleri, Pseudognaphalium obtusifolium, Ptilimnium capillaceum,
Pycnanthemum clinopodioides, Pycnanthemum incanum, Pycnanthemum muticum,
Pycnanthemum tenuifolium, Pycnanthemum verticillatum, Pycnanthemum virginianum, Pyrola
Americana, Pyrola chlorantha, Pyrola elliptica, Pyxidanthera barbulata, Quercus alba, Quercus
coccinea, Polygonum pensylvanicum, Polygonum punctatum, Polygonum robustius, Polygonum
sagittatum, Polygonum tenue, Populus grandidentata, Populus tremuloides, Potentilla arguta,
Potentilla Canadensis, Potentilla norvegica, Potentilla simplex, Prenanthes altissima,
Prenanthes autumnalis, Prenanthes serpentaria, Prenanthes trifoliolata, Proserpinaca
intermedia, Proserpinaca palustris, Proserpinaca pectinata, Prunella vulgaris, Prunus
Americana, Prunus angustifolia, Prunus maritime, Prunus pumila, Prunus serotina,
Pseudognaphalium helleri, Pseudognaphalium obtusifolium, Ptilimnium capillaceum,
Pycnanthemum clinopodioides, Pycnanthemum incanum, Pycnanthemum muticum,
Pycnanthemum tenuifolium, Pycnanthemum verticillatum, Pycnanthemum virginianum, Pyrola
Americana, Pyrola chlorantha, Pyrola elliptica, Pyxidanthera barbulata, Quercus alba, Quercus
coccinea, Quercus ilicifolia, Quercus marilandica, Quercus michauxii, Quercus palustris,
Quercus phellos, Quercus prinoides, Quercus prinus, Quercus rubra, Quercus stellata,
Ranunculus ambigens, Ranunculus hispidus, Ranunculus longirostris, Ranunculus
pensylvanicus, Ranunculus pusillus, Ranunculus recurvatus, Ranunculus sceleratus, Ranunculus
trichophyllus, Rhexia mariana, Rhexia virginica, Rhododendron maximum, Rhododendron
periclymenoides, Rhododendron prinophyllum, Rhododendron viscosum, Rhus copallinum, Rhus
glabra, Rhus typhina, Ribes americanum, Robinia pseudoacacia, Robinia viscose, Rorippa
palustris, Rosa Carolina, Rotala ramosior, Rubus Canadensis, Rubus cuneifolius, Rubus

jlagellaris, Rubus hispidus, Rubus occidentalis, Rudbeckia hirta, Rudbeckia laciniata, Rumex
altissimus, Rumex orbiculatus, Sabatia angularis, Sabatia difformis, Sagina decumbens, Salix
bebbiana, Salix discolor, Salix eriocephala, Salix humilis, Salix interior, Salix nigra, Salix
petiolaris, Salix sericea, Salvia lyrata, Sanguinaria Canadensis, Sanguisorba Canadensis,
Sanicula Canadensis, Sanicula marilandica, Sarracenia purpurea, Saururus cernuus, Saxifraga
pensylvanica, Saxifraga virginiensis, Schwalbea Americana, Scrophularia lanceolata,
Scrophularia marilandica, Scutellaria elliptica, Scutellaria galericulata, Scutellaria integrifolia,
Scutellaria lateriflora, Senna hebecarpa, Sericocarpus asteroids, Sericocarpus linifolius, Sicyos
angulatus, Sida spinosa, Silene antirrhina, Silene stellata, Sium suave, Solanum carolinense,
Solanum ptycanthum, Solanum rostratum, Solidago bicolor, Solidago caesia, Solidago erecta,
Solidago fistulosa, Solidago flexicaulis, Solidago gigantean, Solidago juncea, Solidago
latissimifolia, Solidago nemoralis, Solidago odora, Solidago patula, Solidago puberula,
Solidago rugosa, Solidago sempervirens, Solidago stricta, Solidago uliginosa, Solidago
ulmifolia, Spergularia salina, Spiraea alba, Stachys hyssopifolia, Stachys palustris, Stachys
tenuifolia, Staphylea trifolia, Stellaria longifolia, Stellaria pubera, Strophostyles helvola,
Strophostyles umbellate, Stylosanthes biflora, Symphyotrichum cordifolium, Symphyotrichum
dumosum, Symphyotrichum ericoides, Symphyotrichum leave, Symphyotrichum lanceolatum,
Symphyotrichum lateriflorum, Symphyotrichum novi-belgii, Symphyotrichum patens,
Symphyotrichum pilosum, Symphyotrichum puniceum, Symphyotrichum subulatum,
Symphyotrichum undulatum, Teucrium canadense, Thalictrum pubescens, Thalictrum revolutum,
Thalictrum ihalictroides, Thaspium barbinode, Thaspium trifoliatum, Tilia Americana,
Toxicodendron pubescens, Toxicodendron radicans, Toxicodendron vernix, Triadenum
virginicum, Trichostema brachiatum, Trichostema dichotomum, Trichostema setaceum,
Trientalis borealis, Triodanis perfoliata, Ulmus Americana, Ulmus rubra, Utricularia
geminiscapa, Utricularia gibba, Utricularia intermedia, Utricularia juncea, Utricularia
macrorhiza, Utricularia purpurea, Utricularia radiate, Utricularia striata, Utricularia subulata,
Vaccinium angustifolium, Vaccinium corymbosum, Vaccinium fuscatum, Vaccinium
macrocarpon, Vaccinium stamineum, Valerianella umbilicata, Verbena hastate, Verbena
simplex, Verbena urticifolia, Verbesina alternifolia, Veronica anagallis-aquatica, Veronica
peregrine, Veronica scutellata, Veronicastrum virginicum, Viburnum acerifolium, Viburnum
dentatum, Viburnum nudum, Viburnum prunifolium, Viola A—palmate, Viola affinis, Viola

bicolor, Viola blanda, Viola brittoniana, Viola cucullata, Viola hirsutula, Viola labradorica,
Viola lanceolata, Viola macloskeyi, Viola pedata, Viola pubescens, Viola sagittata, Viola triloba,
Vitis aestivalis, Vitis labrusca, Vitis riparia, Vitis vulpine, Xanthium strumarium, and Zizia
aptera.
In another embodiment, the herbicidal composition of present invention is effective against
dicotyledonous weeds selected from Cirsium arvense, Taraxacum officinale, Ranunculus repens,
Senecio vulgaris, Papaver rohoeas, Veronica persica, Matricaria sp., Fallopia Convolvulus,
Veronica arvensis, Veronica hederofolia, Stellaria media and Polygonum convolvulus.
In another embodiment, the present invention provides a herbicidal composition comprising D
Napropamide and agronomically acceptable excipients. These compositions were found useful in
the practice of the enhanced use and improved method of the present invention. The
agronomically acceptable excipients may be selected from carriers, inert materials, organic or
inorganic solvents, minerals, mixed solvents, wetting agents and/or emulsifying agents, adhesive
agents, anti-caking agents, deflocculating agents, and the like. The herbicidal composition may
be formulated in the form of solid and liquid formulations.
In another aspect, the present invention provides a combination comprising Napropamide-M
along with a second herbicide selective for monocotyledonous weeds. It was surprisingly found
that a broad-spectrum herbicide effect was achieved with a reduced overall amount of active
ingredient when Napropamide-M was combined with a second herbicide.
The present invention therefore also provides a herbicide composition which comprises:
(a) D-Napropamide; and
(b) a second herbicide which is active against monocotyledonous weeds.
In an embodiment, the second herbicide selected is such that not only it is active against
monocotyledonous weeds but is, preferably, relatively more active against monocotyledonous
weeds than dicotyledonous weeds.

Further, following the finding of the present invention that D-Napropamide has enhanced
activity specifically against dicotyledonous weeds, it is possible to formulate the herbicide such
that it is active in controlling dicotyledonous weeds, yet is less active (preferably substantially
inactive) against monocotyledonous plant species. Accordingly, the present invention also
provides the use of a composition comprising D-Napropamide for the control of a
dicotyledonous weed at a locus, wherein the D-Napropamide is applied in an amount such that it
is effective in controlling said dicotyledonous weed, yet is less active (preferably substantially
inactive) against monocotyledonous plant species.
Typically, said monocotyledonous plant species may be a crop plant.
In this embodiment, the activity of the D-Napropamide against the monocotyledonous plant
species is typically such that the mean final foliar fresh weight of the monocotyledonous plant
species 21 days after application of the D-Napropamide is 70% or more, more typically 80% or
more, preferably 90% or more, than the weight obtained with untreated plants.
In an embodiment, the second herbicide present within the compositions of the present invention
is selected from but not limited to, clomazone, a urea herbicide, a triazine herbicide, a
hydroxybenzonitrile herbicide, a thiocarbamate herbicide, a pyridazine herbicide,
chloroacetanilide herbicides; benzothiazole herbicides; carbanilate herbicides, cyclohexene
oxime herbicides; picolinic acid herbicides; pyridine herbicides; quinolinecarboxylic acid
herbicides; chlorotriazine herbicides, aryloxyphenoxypropionic herbicides, oxadiazolone
herbicides; phenylurea herbicides, sulfonanilide herbicides; triazolopyrimidine herbicides, amide
herbicides, pyridazine herbicides, dinitroaniline herbicides or combinations thereof.
In another preferred embodiment the present invention provides a herbicidal composition which
comprises:
(a) D-Napropamide; and
(b) clomazone.
In another preferred embodiment the present invention provides a herbicidal composition which
comprises:
(a) D-Napropamide; and

(b) Benfluralin.
In another preferred embodiment the present invention provides a herbicidal composition which
comprises:
(a) D-Napropamide; and
(b) Encapsulated Clomazone.
In a preferred embodiment, clomazone is combined with Napropamide-M as an encapsulated
capsule suspension. In one embodiment, the capsule suspension formulation of clomazone is as
described in US Reissue Patent No. RE38675, US Patent No. 5583090, US Patent No. 5783520
or PCT Publication No. WO/2011/121407, all of which are incorporated herein by reference.
In another embodiment, the present invention provides a herbicidal composition comprising (a)
Napropamide-M; (b) an urea herbicide selected from benzthiazuron, cumyluron, cycluron,
dichloralurea, diflufenzopyr, isonoruron, isouron, methabenzthiazuron, monisouron, noruron,
anisuron, buturon, chlorbromuron, chloreturon, chlorotoluron, chloroxuron, daimuron,
difenoxuron, dimefuron, diuron, fenuron, fluometuron, fluothiuron, isoproturon, linuron,
methiuron, methyldymron, metobenzuron, metobromuron, metoxuron, monolinuron, monuron,
neburon, parafluron, phenobenzuron, siduron, tetrafluron, thidiazuron, amidosulfuron,
azimsulfuron, bensulfuron, chlorimuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron,
flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, mesosulfuron,
metazosulfuron, methiopyrisulfuron, monosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron,
primisulfuron, propyrisulfuron, pyrazosulfuron, rimsulfuron, sulfometuron, sulfosulfuron,
trifloxysulfuron, zuomihuanglong, chlorsulfuron, cinosulfuron, ethametsulfuron, iodosulfuron,
iofensulfuron, metsulfuron, prosulfuron, thifensulfuron, triasulfuron, tribenuron, triflusulfuron,
tritosulfuron, buthiuron, ethidimuron, tebuthiuron, thiazafluron and thidiazuron; and (c) an
agriculturally acceptable carrier or diluent.
In an embodiment, the present invention provides a composition comprising (a) Napropamide-
M; and (b) dimefuron.

In an embodiment, Napropamide-M is combined with a triazine herbicide in the compositions of
the present invention, the triazine herbicide being selected from the group consisting of
dipropetryn, fucaojing, trihydroxytriazine, atrazine, chlorazine, cyanazine, cyprazine, eglinazine,
ipazine, mesoprazine, procyazine, proglinazine, propazine, sebuthylazine, simazine,
terbuthylazine, trietazine, indaziflam, triaziflam, atraton, methometon, prometon, secbumeton,
simeton, terbumeton, ametryn, aziprotryne, cyanatryn, desmetryn, dimethametryn,
methoprotryne, prometryn, simetryn and terbutryn.
In another embodiment, Napropamide-M may be combined with a nitrile herbicide in the
compositions of the present invention, the nitrile herbicide being selected from bromobonil,
bromoxynil, chloroxynil, dichlobenil, iodobonil, ioxynil and pyraclonil.
In an embodiment, Napropamide-M may be combined with a thiocarbamate herbicide in the
compositions of the present invention, the dithiocarbamate herbicide being selected from
dazomet and metam.
In another embodiment, Napropamide-M may be combined with a pyridazine herbicide in the
compositions of the present invention, the pyridazine herbicide being selected from credazine,
cyclopyrimorate, pyridafol and pyridate.
In another embodiment, Napropamide-M may be combined with a chloroacetanilide herbicide in
the compositions of the present invention, the chlorotacetanilide herbicide being selected from
acetochlor, alachlor, butachlor, butenachlor, delachlor, diethatyl, dimethachlor, ethachlor,
ethaprochlor, metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor, propisochlor,
prynachlor, terbuchlor, thenylchlor and xylachlor.
In another embodiment, Napropamide-M may be combined with a benzothiazole herbicide in the
compositions of the present invention, the benzothiazole herbicide being selected from
benazolin, benzthiazuron, fenthiaprop, mefenacet and methabenzthiazuron.
In another embodiment, Napropamide-M may be combined with a carbanilate herbicide in the
compositions of the present invention, the carbanilate herbicide being selected from a carbanilate
herbicide selected from barban, BCPC, carbasulam, carbetamide, CEPC, chlorbufam,

chlorpropham, CPPC, desmedipham, phenisopham, phenmedipham, phenmedipham-ethyl,
propham and swep.
In another embodiment, Napropamide-M may be combined with a cyclohexene oxime herbicide
in the compositions of the present invention, the cyclohexene oxime herbicide being selected
from alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim,
tepraloxydim and tralkoxydim.
In another embodiment, Napropamide-M may be combined with a picolinic acid herbicide in the
compositions of the present invention, the picolinic acid herbicide being selected from
aminopyralid, clopyralid, halauxifen and picloram.
In an embodiment, Napropamide-M may be combined with a pyridine herbicide in the
compositions of the present invention, the pyridine herbicide being selected from aminopyralid,
cliodinate, clopyralid, diflufenican, dithiopyr, flufenican, fiuroxypyr, halauxifen, haloxydine,
picloram, picolinafen, pyriclor, pyroxsulam, thiazopyr and triclopyr.
In an embodiment, Napropamide-M may be combined with a quinoline carboxylic acid herbicide
in the compositions of the present invention, the quinoline carboxylic acid herbicide being
selected from quinclorac and quinmerac.
In another embodiment, Napropamide-M may be combined with an aryloxyphenoxypropionic
acid herbicide in the compositions of the present invention, the aryloxyphenoxypropionic acid
herbicide being selected from cloprop, 4-CPP, dichlorprop, dichlorprop-P, 3,4-DP, fenoprop,
mecoprop, mecoprop-P, chlorazifop, clodinafop, clofop, cyhalofop, diclofop, fenoxaprop,
fenoxaprop-P, fenthiaprop, fluazifop, fluazifop-P, haloxyfop, haloxyfop-P, isoxapyrifop,
kuicaoxi, metamifop, propaquizafop, quizalofop, quizalofop-P and trifop.
In another embodiment, Napropamide-M may be combined with a oxadiazolone herbicide in the
compositions of the present invention, the oxadiazolone herbicide being selected from
dimefuron, methazole, oxadiargyl and oxadiazon.

In another embodiment, Napropamide-M may be combined with a sulfoanilide herbicide in the
compositions of the present invention, the sulfoanilide herbicide being selected from benzofluor,
cloransulam, diclosulam, florasulam, flumetsulam, metosulam, perfluidone, profluazol and
pyrimisulfan.
In another embodiment, Napropamide-M may be combined with a triazolopyrimidine herbicide
in the compositions of the present invention, the triazolopyrimidine herbicide being selected
from cloransulam, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam and
pyroxsulam.
In another embodiment, Napropamide-M may be combined with amide herbicides in the
compositions of the present invention, the amide herbicide being selected from allidochlor,
amicarbazone, beflubutamid, benzadox, benzipram, bromobutide, cafenstrole, CDEA, cyprazole,
dimethenamid, dimethenamid-P, diphenamid, epronaz, etnipromid, fentrazamide, flucarbazone,
flupoxam, fomesafen, halosafen, huangcaoling, isocarbamid, isoxaben, naptalam, pethoxamid,
propyzamide, quinonamid, saflufenacil, tebutam and tiafenacil.
In another embodiment, Napropamide-M may be combined with a pyridazine herbicide in the
compositions of the present invention, the pyridazine herbicide being selected from credazine,
cyclopyrimorate, pyridafol and pyridate.
In yet another embodiment, Napropamide-M may be combined with a dinitroaniline herbicide in
the compositions of the present invention, the dinitroaniline herbicide being selected from
benfluralin, butralin, chlornidine, dinitramine, dipropalin, ethalfluralin, fluchloralin, isopropalin,
methalpropalin, nitralin, oryzalin, pendimethalin, prodiamine, profluralin and trifluralin.
In another embodiment, Napropamide-M may be combined with a third herbicide within the
compositions of the present invention. The third herbicide may be selected from the herbicides
listed above in any of the embodiments although the second and third herbicides may not be the
same.

In yet another preferred embodiment the compositions of the present invention further comprises
a third herbicide selected from clomazone, chloroacetanilide herbicides; pyrazole herbicides;
quinolinecarboxylic acid herbicides and amide herbicides.
In this embodiment, the chloroacetanilide herbicide, pyrazole herbicides, quinoline carboxylic
acid herbicide and amide herbicide may be selected from the list of compounds defined in the
embodiments described above for these classes of compounds.
In another embodiment the present invention also provides a herbicide composition which
comprises:
(c) D-Napropamide;
(d) a second herbicide ; and
(e) a third herbicide.
In yet another embodiment the present invention provides a ternary herbicidal composition
which comprises D-Napropamide; benfluralin; and clomazone.
In yet another embodiment the present invention provides a ternary herbicidal composition
which comprises D-Napropamide; dimethachlor; and clomazone.
In another embodiment, the present invention provides a composition comprising:
(a) Napropamide-M; and
(b) a second herbicide component selected from any one of:
(i) S-Metolachlor;
(ii) Clomazone;
(iii)Flufenacet;
(iv)Diflufenican;
(v) Flufenacet + diflufenacet;
(vi)Benfluraline;
(vii) Quinmerac;
(viii) Metazachlor;
(ix) Quinmerac + Metazachlor;
(x) Glufosinate;

(xi)Metribuzin;
(xii) Clomazone + S-Metolachlor;
(xiii) Dimethachlor;
(xiv) Benazolin;
(xv) Carbetamide;
(xvi) Clethodim;
(xvii)Cycloxydim;
(xviii) Sethoxydim;
(xix) Clopyralid;
(xx) Cyanazine;
(xxi) Simazine;
(xxii)Diclofop;
(xxiii) Fenoxaprop-P;
(xxiv) Fluazifop-P;
(xxv) Haloxyfop-P;
(xxvi) Propaquizafop;
(xxvii) Quizalafop;
(xxviii)Dimefuron;
(xxix) Flumetsulam;
(xxx) Propyzamide;
(xxxi) Pyridate;
(xxxii) Trifluralin; and
(xxxiii)Clomazone + Metazachlor.
In an embodiment, Napropamide-M may be combined with glufosinate. An additional advantage
demonstrated by this combination was that Napropamide-M acted pre-emergence while any
weeds emerged was quickly killed by the glufosinate component thereby rendering the pre-
emergent herbicide Napropamide-M active yet again. Therefore, the combination of
Napropamide-M with glufosinate was found to be surprisingly efficacious as a pre-emergent and
broad spectrum post-emergent herbicide.

The compound Napropamide-M is known in the art and can be prepared by any of the known
methods such as the one disclosed in WO2009004642, which is incorporated herein by reference
in its entirety.
The invention will now be explained in more detail in the following examples that illustrate, but
are not intended to limit, the invention.
EXAMPLES:
Field trials were conducted on various moncotyledonous weeds and dicotyledonous weeds and
the effect of a composition comprising the D-isomer of Napropamide was studied to understand
the selective and effective control of dicotyledonous weeds over monocotyledonous weeds. The
effect of a composition comprising the D-isomer of Napropamide in comparison to racemic
napropramide and untreated was studied, which is concluded hereinbelow:
STATISTICAL ANALYSIS MODEL:
Several small plot replicated trials were carried out to evaluate and/or compare the efficacy of a
composition comprising D-Napropamide against a range of indicated annual broadleaved and
grass weed species in the indicated crops. No problems were encountered during mixing or
application of any of the product formulations or tank mixtures under test.
In each of the reported data, the homogeneity of variance was tested by Bartlett's test. Wherever
this test indicated no homogeneity of variance, the transformed values were used for analysis of
variance. Assessment data was then analyzed using a two-way analysis of variance (ANOVA) on
untransformed and transformed data. The probability of no significant differences occurring
between treatment means was calculated as the F probability value (p(F)). A mean comparison
test was only performed and reported when the treatment of F that was calculated during analysis
of variance was significant at the observed significance level specified for the mean comparison
test. Where the data was transformed, treatment means in the reports were presented in their
detransformed state, with the appropriate letter test and mean descriptions (LSD and standard
deviation) derived from the transformed ANOVA.

Example l:Controlled Trial: Comparative effect of a composition comprising D- isomer of .
Napropamide and a composition comprising Napropamide for controlling Stellaria media fdicot
weed) and Poa annua (monocot weed)
A study was carried out to determine the relative biological activity of the composition
comprising D and L isomers of Napropamide when applied pre-emergence to one
monocotyledon and one dicotyledon species. Napropamide, containing 450 grammes active
substance per litre (g a.s./L) formulated as a suspension concentrate and the D-isomer of
Napropamide (1000 g a.s./L) were applied at a range of concentrations from 0.1575 to 1.26
kilograms of active substance per hectare (kg a.s/Ha).
EC50 values in kg a.s./Ha were calculated from the dose response data using final foliar fresh
weight data for each species and was used to determine the relative biological activity of the
composition comprising D and L isomers of Napropamide. The methodology was based on the
OECD guideline 2008, according to the revision of July 2006 for seedling emergence and
growth. The study was conducted to GLP standards.
Seeds were sown directly into non-porous plastic pots containing the following mix of soil: 10 L
of sterile loam + 4 L of coarse grit (washed quartztite, nominal 4 mm) + 10 L of sand. This soil
mix was characterized as a sandy loam with an organic carbon content of 1.5% and pH of 7.2.
Details of the plant species, number of seeds per pot and pot size are shown below. All seeds
were sown 1-2 cm deep.
Details of plant species

The highest concentration of Napropamide was prepared by measuring a calculated volume by
weight and diluting with tap water to the full required volume. Lower concentrations were
prepared by serial dilution with water. D-Napropamide was prepared by dissolving the calculated

weight in acetone and adding water to give the full required volume in 50:50 acetone + water.
Lower concentrations were prepared by serial dilution with 50:50 acetone + water. D-
Napropamide dissolved completely.

The sprayer was calibrated within 24 hours prior to application by weight of 15 applications of
water to six 86 mm ID petri dishes. The total weight of water over a known area enabled a
simple calculation giving the volume rate to be made. The volume rate achieved was within the
range specified in the study plan (200 L/Ha ± 10%).
Replication was 5 pots per treatment for each plant species. After application, pots were placed
on the bench in glasshouse in randomized blocks. Plants were assessed for emergence, mortality
and visual injury (expressed as a percentage of the untreated control: 0% = no injury, 1-39% =
slight injury, 40 - 69% = moderate injury, 70 - 99% = severe injury and 100% = all plants dead)
at 14 and 21 days after 50% emergence in the untreated controls. Fresh weights (biomass above

soil level) were also recorded 21 days after 50% emergence in the untreated controls". Plants were
fully turgid at the time of harvest.
1. Mean final foliar fresh weights (g)

D-Napropamide demonstrates distribution of enhanced activity towards control of dicot weed
vis-a-vis only a moderate selectivity towards monocot weed in comparison with Napropamide.

A composition comprising D - Napropamide demonstrates distribution of enhanced activity
towards control of dicot weed vis-a-vis only a moderate selectivity towards monocot weed in
comparison with Napropamide.
Assessment data was recorded on pro-forma sheets and entered into Gylling ARM 7 software.
EC50 values were calculated using audited means data from the final assessments (21 day).
Gylling ARM 7.0 software used a simple probit - maximum likelihood estimation method with
99% confidence level. The EC50 values generated were then visually checked against the means
data table to verify they appeared correct.
EC50 values in kg as/ha based on the final fresh weights



Conclusion: A composition comprising D - Napropamide demonstrates distribution of enhanced
activity towards control of dicot weed vis-a-vis only a moderate selectivity towards monocot
weed in comparison with Napropamide. A composition comprising D-Napropamide was found
about 1.63 times more active than a composition comprising racemic Napropamide and 2.86
more active than a composition comprising L-Napropamide in monocotyledonous weeds.
Surprisingly, a composition comprising D-Napropamide was found to be about 4.07 times more
active than a composition comprising racemic Napropamide and 23.33 times more active than a
composition comprising L-Napropamide in dicotyledonous weeds. The degree of enhancement
in efficacy seen over a composition comprising racemic Napropamide and a composition
comprising L-Napropamide towards the control of dicotyledonous weeds was surprising. Equally
surprising was a clear trend of differentiated selectivity of a composition comprising D-
Napropamide towards the control of dicotyledonous weeds vis-a-vis the control of
monocotyledonous weeds.
Example 2: Efficacy of a composition comprising D- Napropamide for controlling Ranunculus
repens. Senecio vulgaris and Papaver rhoeas (dicotyledonous weed) in strawberry farm:
Trial was carried out on strawberries to evaluate the efficacy on weeds and selectivity on
strawberry crop of a composition comprising D- Napropamide and equivalent rate of Devrinol
(Napropramide) applied pre-emergence. Efficacy was assessed visually after the emergence of
significantly new growth in untreated plot. The percentage control of D- isomer of Napropamide
and Devrinol was assessed in comparison to the untreated after 224 days after application.



Conclusion: A composition comprising D - Napropamide demonstrated surprising
efficacy in the control of Ranunculus repens vis-a-vis the control achieved by
Napropamide at an equivalent dosage.

Conclusion: A composition comprising D-Napropamide demonstrated surprising
efficacy in the control of Senecio vulgaris, a dicotyledonous weed, vis-a-vis the control
achieved by Napropamide at an equivalent dosage.



Conclusion: A composition comprising D - Napropamide demonstrated surprising
efficacy in the control of Papaver rhoeas vis-a-vis the control achieved by Napropamide
at. an equivalent dosage.
Example 3: Selectivity of a composition comprising D- isomer of Napropamide for controlling
annual broadleaved and grass weed species in Winter Oilseed Rape:
Trials were conducted to evaluate the selectivity and efficacy of a composition comprising the D-
isomer of Napropamide when applied pre-emergence to oilseed rape crop. The % control of
weed was assessed at regular intervals.

Conclusion: A composition comprising D - Napropamide demonstrates poor efficacy in the
control of Apera spica-venti, a monocot weed, vis-a-vis the control achieved by Napropamide at
an equivalent dosage.
Table 5:Mean Percentage Control of Veronicapersica (dicot weed)


Conclusion: A composition comprising D - Napropamide demonstrates superior efficacy
in the control of Veronica persica, a dicot weed, vis-a-vis the control achieved by
Napropamide at an equivalent dosage.

Conclusion: A composition comprising D - Napropamide demonstrates negligible
control of Triticum aestivum, a monocot weed.



Conclusion: A composition comprising D - Napropamide demonstrates superior control
of Cirsium arvense, a dicot weed vis-a-vis a negligible control of the same weed with an
equivalent dosage of Napropamide.

Conclusion: A composition comprising D -Napropamide demonstrates superior efficacy
in the control of Senecio vulgaris, a dicot weed, vis-a-vis the control achieved by
Napropamide at an equivalent dosage.

Conclusion: A composition comprising D - Napropamide demonstrates superior efficacy
in the control of Matricaria sp., a dicot weed, vis-a-vis the control achieved by
Napropamide at an equivalent dosage.
Table 10:Mean Percentage Control of Fallopia convolvulus (a dicot weed):


Conclusion: A composition comprising D - Napropamide demonstrates superior efficacy
in the control of Fallopia convolvulus., a dicot weed, vis-a-vis the control achieved by
Napropamide at an equivalent dosage.
Example 4: Effect of a composition comprising D- isomer of Napropamide for controlling
Digitaria sanguinalis. (monocot weed)
A plot with 20% density of Digitaria sanguinalis (monocot weed) was treated with a
composition comprising D-Napropamide and a composition comprising Racemic Napropamide
and the activity was noted after 60 days of application.



Conclusion: A composition comprising D - Napropamide is only as efficacious or less in
comparison to Napropamide in the control of monocotyledonous weeds.
Example 5: Broad spectrum effect of a composition comprising D-napropramid and Clomazone
on Dicot and monocot weeds:
The effect of combination of a composition comprising D-napropramide and Clomazone was
tested in the field, post sowing of the seeds. The combination of D-napropramide and Clomazone
in a composition was tested at different amounts on monocot and dicot weeds. The field was
observed after 50 days, results of which are reproduced herein below:

From the above it is concluded that the combination of D-napropramide and Clomazone in a
composition is very effective in controlling both the dicot weeds and monocot weeds.

Example 6: Broad spectrum effect of a composition comprising D-napropramid and a
composition comprising a combination of dimetachlor + clomazone:
The field infected with TRZAW (wheat-monocot) 20/m2was treated with a composition
comprising D-napropramid (1,21/ha) and a composition comprising a combination of
dimethachlor + Clomazone (1.51/ha). The result is tabulated herein below:

From the above table it is evident that 90 to 93 % of monocot weed control was observed after
the application of a composition comprising D-napropramide and a composition comprising a
combination of dimetachlor + Clomazone (1.51/ha).

WE CLAIM:
1. A herbicidal composition for controlling dicotyledonous weeds infestation at a locus,
said composition comprising D-Napropamide.
2. The herbicidal composition as claimed in claim 1 and 2, further comprising
agronomically acceptable excipients selected from carriers, inert materials, organic
or inorganic solvents, minerals, mixed solvents, wetting agents and/or emulsifying
agents, adhesive agents, anti-caking agents and deflocculating agents.
3. The herbicidal composition as claimed in claim 1, wherein said composition is
applied to said locus at an application rate of 0.5 to 3.0 kg active ingredient/hectare.
4. The herbicidal composition as claimed in claim 1, wherein said composition is
effective against dicotyledonous weed selected from the group comprising
chickweed, speedwell, poppy, field bindweed, hairy fleabane, nettleleaf goosefoot,
common groundsel, horseweed, common lambsqaurters, little mallow, burning nettle,
sowthistles, carpetweed, fat hen, blackberry nightshade, small flowered mallow,
nettles, deadnettle, knotweed, common sowthistle and amaranthus.
5. The herbicidal composition as claimed in claim 1 and 4, wherein said composition is
effective against dicotyledonous weed selected from Cirsium arvense, Taraxacum
officinale, Ranunculus repens, Senecio vulgaris, Papaver rohoeas, Veronica persica,
Matricaria sp. Fallopia Convolvulus, Veronica arvensis, Veronica hederofolia,
Stellaria media and Polygonum convolvulus.
6. The herbicidal composition as claimed in claim 1 and 4, wherein said composition is
effective against dicotyledonous weed chickweed (Stellaria media).
7. A herbicide composition which comprises D-Napropamide; and
a second herbicide which is more active against monocotyledonous weeds than
dicotyledonous weeds.

8. A composition according to claim 7, wherein the second herbicide is selected from
clomazone, a urea herbicide, a triazine herbicide, a hydroxybenzonitrile herbicide, a
thiocarbamate herbicide, a pyridazine herbicide, chloroacetanilide herbicides;
benzothiazole herbicides; carbanilate herbicides, cyclohexene oxime herbicides
picolinic acid herbicides; pyridine herbicides; quinolinecarboxylic acid herbicides;
chlorotriazine herbicides, chlorotriazine herbicides, aryloxyphenoxypropionic
herbicides, oxadiazolone herbicides; phenylurea herbicides, sulfonanilide herbicides;
triazolopyrimidine herbicides, amide herbicides, pyridazine herbicides, dinitroaniline
herbicides or combinations thereof.
9. A composition according to claim 7-8 further comprising a third herbicide selected
from clomazone, chloroacetanilide herbicides; pyrazole herbicides;
quinolinecarboxylic acid herbicides and amide herbicides.
10. A herbicide composition which comprises:

(a) D-Napropamide;
(b) a second herbicide ; and
(c) a third herbicide.
11. A composition comprising Napropamide-M and a second herbicide component
selected from any one of:
(i) S-Metolachlor;
(ii) Clomazone;
(iii)Flufenacet;
(iv)Diflufenican;
(v) Flufenacet + diflufenacet;
(vi)Benfluraline;
(vii) Quinmerac;
(viii) Metazachlor;
(ix) Quinmerac + Metazachlor;
(x) Glufosinate;

(xi)Metribuzin;
(xii) Clomazone + S-Metolachlor;
(xiii) Dimethachlor;
(xiv) Benazolin;
(xv) Carbetamide;
(xvi) Clethodim;
(xvii)Cycloxydim;
(xviii) Sethoxydim;
(xix) Clopyralid;
(xx) Cyanazine;
(xxi) Simazine;
(xxii) Diclofop;
(xxiii) Fenoxaprop-P;
(xxiv) Fluazifop-P;
(xxv) Haloxyfop-P;
(xxvi) Propaquizafop;
(xxvii) Quizalafop;
(xxviii)Dimefuron;
(xxix) Flumetsulam;
(xxx) Propyzamide;
(xxxi) Pyridate;
(xxxii) Trifluralin; and
(xxxiii)Clomazone + Metazachlor.

ABSTRACT

The present invention provides a herbicidal composition comprising herbicidally effective
amount of D-Napropamide useful for selective control of dicotyledonous weed.

Documents

Orders

Section Controller Decision Date
U/S 15 GRANT MEENA J 2023-01-27
U/S 15 GRANT MEENA J 2023-01-27

Application Documents

# Name Date
1 312-KOL-2013-(18-03-2013)-SPECIFICATION.pdf 2013-03-18
1 312-KOL-2013-REQUEST FOR CERTIFIED COPY [09-02-2023(online)].pdf 2023-02-09
2 312-KOL-2013-(18-03-2013)-GPA.pdf 2013-03-18
2 312-KOL-2013-IntimationOfGrant27-01-2023.pdf 2023-01-27
3 312-KOL-2013-PatentCertificate27-01-2023.pdf 2023-01-27
3 312-KOL-2013-(18-03-2013)-FORM-3.pdf 2013-03-18
4 312-KOL-2013-Annexure [20-01-2022(online)].pdf 2022-01-20
4 312-KOL-2013-(18-03-2013)-FORM-2.pdf 2013-03-18
5 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)]-1.pdf 2022-01-20
5 312-KOL-2013-(18-03-2013)-FORM-1.pdf 2013-03-18
6 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)]-2.pdf 2022-01-20
6 312-KOL-2013-(18-03-2013)-DRAWINGS.pdf 2013-03-18
7 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)].pdf 2022-01-20
7 312-KOL-2013-(18-03-2013)-DESCRIPTION (COMPLETE).pdf 2013-03-18
8 312-KOL-2013-Correspondence to notify the Controller [31-12-2021(online)].pdf 2021-12-31
8 312-KOL-2013-(18-03-2013)-CORRESPONDENCE.pdf 2013-03-18
9 312-KOL-2013-(18-03-2013)-CLAIMS.pdf 2013-03-18
9 312-KOL-2013-FORM-26 [31-12-2021(online)].pdf 2021-12-31
10 312-KOL-2013-(18-03-2013)-ABSTRACT.pdf 2013-03-18
10 312-KOL-2013-Correspondence to notify the Controller [29-12-2021(online)].pdf 2021-12-29
11 312-KOL-2013-(19-03-2013)-FORM-18.pdf 2013-03-19
11 312-KOL-2013-FORM-26 [29-12-2021(online)].pdf 2021-12-29
12 312-KOL-2013-(05-06-2013)-PA.pdf 2013-06-05
12 312-KOL-2013-PreGrant-HearingNotice-(HearingDate-05-01-2022).pdf 2021-12-01
13 312-KOL-2013-(05-06-2013)-FORM-1.pdf 2013-06-05
13 312-KOL-2013-FORM 3 [18-05-2021(online)].pdf 2021-05-18
14 312-KOL-2013-(05-06-2013)-CORRESPONDENCE.pdf 2013-06-05
14 312-KOL-2013-Statement and Evidence [28-11-2020(online)].pdf 2020-11-28
15 312-KOL-2013-(05-03-2014)-CORRESPONDENCE.pdf 2014-03-05
15 312-KOL-2013-FORM 3 [18-11-2020(online)].pdf 2020-11-18
16 312-KOL-2013-(17-03-2014)-FORM-5.pdf 2014-03-17
16 312-KOL-2013-FORM 3 [13-10-2020(online)].pdf 2020-10-13
17 312-KOL-2013-OTHERS [12-02-2020(online)].pdf 2020-02-12
17 312-KOL-2013-(17-03-2014)-FORM-2.pdf 2014-03-17
18 312-KOL-2013-(17-03-2014)-DESCRIPTION (COMPLETE).pdf 2014-03-17
18 312-KOL-2013-PRE GRANT OPPOSITION DOCUMENT [12-02-2020(online)].pdf 2020-02-12
19 312-KOL-2013-(17-03-2014)-CORRESPONDENCE.pdf 2014-03-17
19 312-KOL-2013-PRE GRANT OPPOSITION FORM [12-02-2020(online)].pdf 2020-02-12
20 312-KOL-2013-(17-03-2014)-CLAIMS.pdf 2014-03-17
20 312-KOL-2013-FORM 3 [10-12-2019(online)].pdf 2019-12-10
21 312-KOL-2013-(17-03-2014)-ABSTRACT.pdf 2014-03-17
21 312-KOL-2013-CLAIMS [27-09-2019(online)].pdf 2019-09-27
22 312-KOL-2013-(09-04-2014)-CORRESPONDENCE.pdf 2014-04-09
22 312-KOL-2013-CORRESPONDENCE [27-09-2019(online)].pdf 2019-09-27
23 312-KOL-2013-(09-04-2014)-ANNEXURE TO FORM 3.pdf 2014-04-09
23 312-KOL-2013-FER_SER_REPLY [27-09-2019(online)].pdf 2019-09-27
24 Notarised Certificate of Incorporation.pdf 2014-09-11
24 312-KOL-2013-FORM-26 [27-09-2019(online)].pdf 2019-09-27
25 312-KOL-2013-OTHERS [27-09-2019(online)].pdf 2019-09-27
25 FORM 13 _Change name of the applicant.pdf 2014-09-11
26 312-KOL-2013-(24-06-2015)-CORRESPONDENCE.pdf 2015-06-24
26 312-KOL-2013-PETITION UNDER RULE 137 [27-09-2019(online)].pdf 2019-09-27
27 312-KOL-2013-(24-06-2015)-ANNEXURE TO FORM 3.pdf 2015-06-24
27 312-KOL-2013-FORM 3 [02-08-2019(online)].pdf 2019-08-02
28 312-KOL-2013-FORM 3 [10-04-2018(online)].pdf 2018-04-10
28 312-KOL-2013-FORM 3 [17-04-2019(online)].pdf 2019-04-17
29 312-KOL-2013-FER.pdf 2019-03-27
29 312-KOL-2013-FORM 3 [27-07-2018(online)].pdf 2018-07-27
30 312-KOL-2013-FORM 3 [15-10-2018(online)].pdf 2018-10-15
31 312-KOL-2013-FER.pdf 2019-03-27
31 312-KOL-2013-FORM 3 [27-07-2018(online)].pdf 2018-07-27
32 312-KOL-2013-FORM 3 [10-04-2018(online)].pdf 2018-04-10
32 312-KOL-2013-FORM 3 [17-04-2019(online)].pdf 2019-04-17
33 312-KOL-2013-(24-06-2015)-ANNEXURE TO FORM 3.pdf 2015-06-24
33 312-KOL-2013-FORM 3 [02-08-2019(online)].pdf 2019-08-02
34 312-KOL-2013-(24-06-2015)-CORRESPONDENCE.pdf 2015-06-24
34 312-KOL-2013-PETITION UNDER RULE 137 [27-09-2019(online)].pdf 2019-09-27
35 312-KOL-2013-OTHERS [27-09-2019(online)].pdf 2019-09-27
35 FORM 13 _Change name of the applicant.pdf 2014-09-11
36 Notarised Certificate of Incorporation.pdf 2014-09-11
36 312-KOL-2013-FORM-26 [27-09-2019(online)].pdf 2019-09-27
37 312-KOL-2013-FER_SER_REPLY [27-09-2019(online)].pdf 2019-09-27
37 312-KOL-2013-(09-04-2014)-ANNEXURE TO FORM 3.pdf 2014-04-09
38 312-KOL-2013-(09-04-2014)-CORRESPONDENCE.pdf 2014-04-09
38 312-KOL-2013-CORRESPONDENCE [27-09-2019(online)].pdf 2019-09-27
39 312-KOL-2013-(17-03-2014)-ABSTRACT.pdf 2014-03-17
39 312-KOL-2013-CLAIMS [27-09-2019(online)].pdf 2019-09-27
40 312-KOL-2013-(17-03-2014)-CLAIMS.pdf 2014-03-17
40 312-KOL-2013-FORM 3 [10-12-2019(online)].pdf 2019-12-10
41 312-KOL-2013-(17-03-2014)-CORRESPONDENCE.pdf 2014-03-17
41 312-KOL-2013-PRE GRANT OPPOSITION FORM [12-02-2020(online)].pdf 2020-02-12
42 312-KOL-2013-(17-03-2014)-DESCRIPTION (COMPLETE).pdf 2014-03-17
42 312-KOL-2013-PRE GRANT OPPOSITION DOCUMENT [12-02-2020(online)].pdf 2020-02-12
43 312-KOL-2013-(17-03-2014)-FORM-2.pdf 2014-03-17
43 312-KOL-2013-OTHERS [12-02-2020(online)].pdf 2020-02-12
44 312-KOL-2013-(17-03-2014)-FORM-5.pdf 2014-03-17
44 312-KOL-2013-FORM 3 [13-10-2020(online)].pdf 2020-10-13
45 312-KOL-2013-FORM 3 [18-11-2020(online)].pdf 2020-11-18
45 312-KOL-2013-(05-03-2014)-CORRESPONDENCE.pdf 2014-03-05
46 312-KOL-2013-(05-06-2013)-CORRESPONDENCE.pdf 2013-06-05
46 312-KOL-2013-Statement and Evidence [28-11-2020(online)].pdf 2020-11-28
47 312-KOL-2013-(05-06-2013)-FORM-1.pdf 2013-06-05
47 312-KOL-2013-FORM 3 [18-05-2021(online)].pdf 2021-05-18
48 312-KOL-2013-(05-06-2013)-PA.pdf 2013-06-05
48 312-KOL-2013-PreGrant-HearingNotice-(HearingDate-05-01-2022).pdf 2021-12-01
49 312-KOL-2013-(19-03-2013)-FORM-18.pdf 2013-03-19
49 312-KOL-2013-FORM-26 [29-12-2021(online)].pdf 2021-12-29
50 312-KOL-2013-(18-03-2013)-ABSTRACT.pdf 2013-03-18
50 312-KOL-2013-Correspondence to notify the Controller [29-12-2021(online)].pdf 2021-12-29
51 312-KOL-2013-(18-03-2013)-CLAIMS.pdf 2013-03-18
51 312-KOL-2013-FORM-26 [31-12-2021(online)].pdf 2021-12-31
52 312-KOL-2013-(18-03-2013)-CORRESPONDENCE.pdf 2013-03-18
52 312-KOL-2013-Correspondence to notify the Controller [31-12-2021(online)].pdf 2021-12-31
53 312-KOL-2013-(18-03-2013)-DESCRIPTION (COMPLETE).pdf 2013-03-18
53 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)].pdf 2022-01-20
54 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)]-2.pdf 2022-01-20
54 312-KOL-2013-(18-03-2013)-DRAWINGS.pdf 2013-03-18
55 312-KOL-2013-Written submissions and relevant documents [20-01-2022(online)]-1.pdf 2022-01-20
55 312-KOL-2013-(18-03-2013)-FORM-1.pdf 2013-03-18
56 312-KOL-2013-Annexure [20-01-2022(online)].pdf 2022-01-20
56 312-KOL-2013-(18-03-2013)-FORM-2.pdf 2013-03-18
57 312-KOL-2013-PatentCertificate27-01-2023.pdf 2023-01-27
57 312-KOL-2013-(18-03-2013)-FORM-3.pdf 2013-03-18
58 312-KOL-2013-(18-03-2013)-GPA.pdf 2013-03-18
58 312-KOL-2013-IntimationOfGrant27-01-2023.pdf 2023-01-27
59 312-KOL-2013-(18-03-2013)-SPECIFICATION.pdf 2013-03-18
59 312-KOL-2013-REQUEST FOR CERTIFIED COPY [09-02-2023(online)].pdf 2023-02-09

Search Strategy

1 ss312_29-06-2017.pdf

ERegister / Renewals

3rd: 02 Feb 2023

From 18/03/2015 - To 18/03/2016

4th: 02 Feb 2023

From 18/03/2016 - To 18/03/2017

5th: 02 Feb 2023

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6th: 02 Feb 2023

From 18/03/2018 - To 18/03/2019

7th: 02 Feb 2023

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8th: 02 Feb 2023

From 18/03/2020 - To 18/03/2021

9th: 02 Feb 2023

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10th: 02 Feb 2023

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11th: 02 Feb 2023

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13th: 18 Jan 2025

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