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“A Process For The Preparation Of Ozenoxacin Compound Of Formula (I) ”

Abstract: The present invention relates to amorphous form of Ozenoxacin. The present invention is also relates to improved, commercially viable and industrially advantageous process for the preparation of Ozenoxacin.

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Patent Information

Application #
Filing Date
10 February 2019
Publication Number
33/2020
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
sridhar.prasangi@optimuspharma.com
Parent Application
Patent Number
Legal Status
Grant Date
2023-10-23
Renewal Date

Applicants

OPTIMUS DRUGS PVT LTD
2nd Floor, Sy No. 37/A & 37/P, Plot No. 6P, Signature Towers, Kothaguda, Kondapur, Hyderabad, Telangana, India, Pin COde-500 084.

Inventors

1. DESI REDDY, Srinivas Reddy
2nd Floor, Sy No. 37/A & 37/P, Plot No. 6P, Signature Towers, Kothaguda, Kondapur, Hyderabad, Telangana, India, Pin COde-500 084.
2. MATHAD, Vijayavitthal Thippannachar
House No 54, Shriniketan, Mahodaya enclave, Opp: JP nagar bus stop, Miyapur, Hyderabad, Telangana, India, Pin Code-500 049.
3. Ismail
2-93/11/1/5, Taranagar, Serilingampally, Hyderabad, Telangana, India, Pin Code-500 019.

Specification

WE CLAIM:
1. An amorphous form of Ozenoxacin.
2. A process for preparing amorphous Ozenoxacin of claim 1, comprising:

a) providing a solution of Ozenoxacin in a solvent or a mixture of solvents,
b) removing the solvent from the solution obtained in step a), and
c) isolating an amorphous form of Ozenoxacin.
3. A process for the preparation of Ozenoxacin compound of formula (I) comprising the
steps of;
a) 2,4-dichloro-3-methyl benzoic acid of formula (II) is reacted with ethyl 3-(dimethylamino)acrylate (III) to obtain (Z)-ethyl 2-(2,4-dichloro-3-methylbenzoyl) -3-(dimethylamino)acrylate (IV).
b) The product of Step a) is reacted with cyclopropylamine in presence of base and solvent to obtain compound of formula (V).

c) The product of Step b) is reacted with the compound of formula (X) in presence of Palladium catalyst to obtain compound of formula (XV).
d) The product of Step c) is deprotected in presence of acidic conditions / base to obtain Ozenoxacin (I).
4. The process as claimed in claim 2 & 3, where in the solvent is selected from dimethyl sulfoxide, acetone, tetrahydrofuran, dimethylformamide, acetonitrile and ethyl acetate, dichloromethane, toluene, acetic acid, methanol, ethanol, isopropanol and water;
5. The process as claimed in claim 3, where in the base is selected from potassium carbonate, sodium carbonate, ammonia, potassium hydroxide and sodium hydroxide.
6. The process as claimed in claim 3, where in the cyclisation reagent is selected from p-toluene sulphonic acid, P2O5 / Methane sulphonic acid, polyphosphoric acid, sulphuric acid, trifluoro acetic acid and Phosphoryl chloride.

7. The process as claimed in claim 3, where in the deprotection agents are selected from trifluoroacetic acid, aqueous hydrochloric acid, sulphuric acid and methane sulphonic acid, preferably aqueous hydrochloric acid.

Documents

Orders

Section Controller Decision Date

Application Documents

# Name Date
1 201941005205-IntimationOfGrant23-10-2023.pdf 2023-10-23
1 201941005205-STATEMENT OF UNDERTAKING (FORM 3) [10-02-2019(online)].pdf 2019-02-10
2 201941005205-PatentCertificate23-10-2023.pdf 2023-10-23
2 201941005205-FORM 1 [10-02-2019(online)].pdf 2019-02-10
3 201941005205-Written submissions and relevant documents [12-10-2023(online)].pdf 2023-10-12
3 201941005205-DRAWINGS [10-02-2019(online)].pdf 2019-02-10
4 201941005205-Correspondence to notify the Controller [03-10-2023(online)].pdf 2023-10-03
4 201941005205-DECLARATION OF INVENTORSHIP (FORM 5) [10-02-2019(online)].pdf 2019-02-10
5 201941005205-US(14)-HearingNotice-(HearingDate-05-10-2023).pdf 2023-08-30
5 201941005205-COMPLETE SPECIFICATION [10-02-2019(online)].pdf 2019-02-10
6 201941005205-FORM 18 [08-03-2022(online)].pdf 2022-03-08
6 201941005205-FER_SER_REPLY [27-09-2022(online)].pdf 2022-09-27
7 201941005205-FER.pdf 2022-03-30
8 201941005205-FORM 18 [08-03-2022(online)].pdf 2022-03-08
8 201941005205-FER_SER_REPLY [27-09-2022(online)].pdf 2022-09-27
9 201941005205-US(14)-HearingNotice-(HearingDate-05-10-2023).pdf 2023-08-30
9 201941005205-COMPLETE SPECIFICATION [10-02-2019(online)].pdf 2019-02-10
10 201941005205-Correspondence to notify the Controller [03-10-2023(online)].pdf 2023-10-03
10 201941005205-DECLARATION OF INVENTORSHIP (FORM 5) [10-02-2019(online)].pdf 2019-02-10
11 201941005205-DRAWINGS [10-02-2019(online)].pdf 2019-02-10
11 201941005205-Written submissions and relevant documents [12-10-2023(online)].pdf 2023-10-12
12 201941005205-PatentCertificate23-10-2023.pdf 2023-10-23
12 201941005205-FORM 1 [10-02-2019(online)].pdf 2019-02-10
13 201941005205-STATEMENT OF UNDERTAKING (FORM 3) [10-02-2019(online)].pdf 2019-02-10
13 201941005205-IntimationOfGrant23-10-2023.pdf 2023-10-23

Search Strategy

1 SearchStrategy201941005205E_29-03-2022.pdf

ERegister / Renewals

3rd: 01 Nov 2023

From 10/02/2021 - To 10/02/2022

4th: 01 Nov 2023

From 10/02/2022 - To 10/02/2023

5th: 01 Nov 2023

From 10/02/2023 - To 10/02/2024

6th: 01 Nov 2023

From 10/02/2024 - To 10/02/2025