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"Antiviral Compounds And Uses Thereof"

Abstract: This invention relates to: (a) compounds and salts thereof that, inter alia, inhibit HCV; (b) intermediates useful for the preparation of such compounds and salts; (c) compositions comprising such compounds and salts; (d) methods for preparing such intermediates, compounds, salts, and compositions; (e) methods of use of such compounds, salts, and compositions; and (f) kits comprising such compounds, salts, and compositions.

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Patent Information

Application #
Filing Date
13 September 2011
Publication Number
06/2013
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

ABBOTT LABORATORIES
100 ABBOTT PARK ROAD, ABBOTT PARK, IL 60064 U.S.A.

Inventors

1. ROCKWAY TODD W.
34136, NORTH LAVENDER CIRCLE, GURNEE, ILLINOIS 60030 U.S.A.
2. BETEBENNER DAVID A.
220, APPLEY AVENUE, LIBERTYVILLE, ILLINOIS 60048 U.S.A.
3. DEGOEY DAVID A.
8649, 226TH AVENUE, SALEM, WISCONSIN 53168 U.S.A.
4. FLENTGE CHARLES A.
8628, 225TH AVENUE, SALEM, WISCONSIN 53168 U.S.A.
5. HUTCHINSON DOUGLAS K.
160, EAST DEPOT STREET, ANTIOCH, ILLIONIS 60002 - 1863 U.S.A.
6. KATI WARREN M.
152, KNOBB HILL LANE, GURNEE, ILLINOIS 60031 U.S.A.
7. KRUEGER ALLAN C.
7260, PRESIDENTIAL DRIVE, GURNEE, ILLINOIS 60031 U.S.A.
8. LIU DACHUN
504, LAKEHURST ROAD, APT. 1R WAUKEGAN, ILLINOIS 60085 U.S.A.
9. LONGENECKER KENTON L.
1371, OSAGE ORANGE ROAD, GRAYSLAKE, ILLINOIS 60030 U.S.A.
10. PRATT JOHN K.
8210, 61ST AVENUE, KENOSHA, WISCONSIN 53142 U.S.A.
11. STEWART KENT D.
4715, KING'S WAY, NORTH GURNEE, ILLINOIS 60031 U.S.A.
12. WAGNER ROLF
42530, SHERIDAN OAKS DRIVE, ANTIOCH, ILLINOIS 60002 U.S.A.
13. MARING CLARENCE J.
1228, W. BORDERS DRIVE, PALATINE, ILLINOIS 60067 U.S.A.

Specification

NA

WE CLAIM:
1. A compound or salt thereof, wherein:
the compound correspoads in structure to formula (I):
(Formula Removed)
is selected from the group consisting of single carbon-carbon bond and double carbon-carbon bond;
R1 is selected from the group consisting of hydrogen, methyl, and nitrogen-protecting group;
R2 is selected from the group consisting of hydrogen, halo, hydroxy, methyl, cyclopropyl, and cyclobutyl;
R3 is selected from the group consisting of hydrogen, halo, oxo, and methyl;
R4 is selected from the group consisting of
(Formula Removed)

R5 is selected from the group consisting of halo, alkyl. alkenyl, alkynyl. nitro, cyano, azido, alkyloxy, alkcnyloxy, alkynyloxy, amino, aminocarbonyl, aminosulfonyl, alkylsulfonyl, carbocyclyl, and hctcrocyclyl, wherein:
(A) the amino, aminocarbonyl, and aminosulfonyl optionally are substituted with:
(1) one or two substitucnts independently selected from the group consisting of alkyl, alkcnyl, alkynyl, and alkylsulfonyl, or
(2) two substitucnts (bat, together with the amino nitrogen, form a single-ring heterocyclyl, and
(b) the alkyl, alkcnyl, alkynyl, alkyloxy, alkcnyloxy, alkynyloxy, and alkylsulfonnyl,
optionally arc substituted with one or more substitucnts independently selected from the
group consisting of halo, oxo, nitro, eyano, azido, hydroxy, amino, alkyloxy, trimethylsilyl.
carbocyclyl, and heterocyclyl, wherein:
the amino optionally is substituted with:
(1) one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkylcarbonyl, alkylsulfonyl, alkyloxycarbonyl, carbocyclyl, heterocyclyl, carbocyclylalkyl, and heterocyclylaikyl, or
(2) two substituents that, together with the amino nitrogen, form a single-ring heterocyclyl, and
(c) the carbocyclyl and heterocyclyl optionally are substituted with up to three
substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, halo,
oxo, nitro, cyano, azido, hydroxy, amino, alkyloxy, trimethylsilyl, carbocyclyl, and
heterocyclyl, wherein:
the amino optionally is substituted with:
(1) one or two substituents independently selected from the group
consisting of alkyl, alkenyl, alkynyl, alkylcarbonyl, alkylsulfonyl,
alkyloxycarbonyl, carbocyclyl, heterocyclyl, carbocyclylalkyl, and
heterocyclylaikyl, or
(2) two substituents that, together with the amino nitrogen, form a single-ring beterocyclyl;

R6 is selected from the group consisting of hydrogen, hydroxy, alkyl, alkenyl, alkynyl, alkyloxy, alkenyloxy, alkynyloxy, alkylsulfonyloxy, ammo, carbocyclylsulfonyloxy, haloalkylsulfonyloxy, and halo;
R7 is selected from the group consisting of hydrogen, C5-C6-carbocyclyl, 5-6-membered heterocyclyl, fused 2-ring carbocyclyl, and fused 2-ring heterocyclyl, wherein:
the C5-C6-carbotyclyl, S-6-membered heterocyclyl, fused 2-ring carbocyclyl, and fused 2-ring heterocyciyi optionally are substituted with one or more substituents independently selected from the group consisting of KE, RF, RC, RU, RI, RJ, and RK; each RE is independently selected from the group consisting of halo, nitro, hydroxy, oxo, carboxy, cyano, amino, imino, azido, and aldeh3'do, wherein:
the amino optionally is substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, and alkynyl;
each RF is independently selected from the group consisting of alkyl, alkenyl, and alkynyl, wherein:
each such substituent optionally is substituted with one or more substituents independently selected from the group consisting of carboxy, hydroxy, halo, amino, imino, nitro, azido, oxo, aminosulfonyl, alkylslfonyl, alkyloxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, alkyloxy, alkenyloxy, alkynyloxy, carbocyclyl, heterocyciyi, cyano, and aminocarbonyl, wherein: the amino, imino, aminosulfonyl, aminocarbonyl, carbocyclyl, and heterocyciyi optionally arc substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkylsulfonyl, alkenylsulfonyl, alkynylsulfonyl, alkylsulfonylamino, hydroxy, and alkyloxy, wherein:
amino portion of the alkylsulfonylamino optionally is substituted with a substituent selected from (he group consisting of alkyl, alkcnyl, and alkynyl; each RG is independently selected from the group consisting of carbocyclyl and heterocyclyl, wherein:
each such substituent optionally is substituted with one or more substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, carboxy, hydroxy, halo, amino, nitro. azido, oxo, aminosulfonyl, alkyloxycarbonyl, alkenyloxycarbonyl. alkynyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, alkyloxy, alkenyloxy, alkynyloxy, carbocyclyl, heterocyciyi, cyano, and aminocarbonyl, wherein:
the amino, aminosulfonyl, and aminocarbonyl optionally arc substituted with one or two substituents independently selected from the group consisting of alkyl,
alkenyl, alkynyl, alkylsulfonyl, alkenylsulfonyi, and alkynylsulfonyl; each RH is independently selected from the group consisting of alkylcxy, alkenyloxy, alkynyloxy, alkylsulfonyloxy, alkenylsulfunyloxy, and alkynyisuifonyloxy, wherein:
each such substituent optionally is substituted with one or more substituents independently selected from the group consisting of carboxy, hydroxy, halo, amino, nitro. azido, oxo, aminosulfonyl, alkyloxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, alkyloxy, alkenyloxy, alkynyloxy, carbocyclyl, hcterocyclyl, cyano, and aminocarbonyl, wherein:
the amino, aminosulibnyl, and aminocarbonyl optionally are substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkylsulfonyl, alkcnylsnlfonyl, and alkynylsulfonyl; each RI is independently selected from the group consisting of alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, aminocarbonyl, alkyloxycarbonyl, carbocyclylcarbonyl, and heterocyclylcarbonyl, wherein:
(a) the alkylcarbonyl. aikenylcaibonyl, and alkynylcarbonyl optionally are substituted with one or more substituents independently selected from the group consisting of carboxy, hydroxy, halo, amino, nitro, azido, oxo, aminosulfonyl, alkyloxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, alkyloxy, alkenyloxy, alkynyloxy, carbocyclyl, heterocyclyl, cyano, and aminocarbonyl, and
(b) the aminocarbonyl optionally is substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkyloxyalkyl, carbocyclyl, hetcrocyclyl, alkylsulfonyl, and alkylsulfonylamino, wherein:
the carbocyclyl and heterocyclyl optionally arc substituted with one or two substituents independently selected from the group consisting of halo, alkyl, and oxo; each RJ is independently selected from the group consisting of carbocyclylsulfonylamino, beterocyclylsulfonylamino, alkylcarbonytamino, alkenylcarbonylamino, alkynylcarbonyiamino, alkyloxycarbonylamino, alkenyloxycarbonylamino, alkynyloxycarbonylamino, alkylsulfonylamino, alkenylsulfonylamino, alkynylsulfonylamino, aminocarbonylamino, alkyloxycarbonylaminoimino, alkylsuifonylaminoimino, alkenylsulfonylaminoimino, and alkynylsulfonylaminoimino, wherein:
(a) the amino portion of such substituent; optionally is substituted with a substituent independently selected from the group consisting of carbocyclylalkyl, heterocyclylalkyl, alkylcarbonyloxy, aminocarbonylalkyl, alkyl, alkenyl, alkynyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, alkyloxycarbonyl, alkyloxyalkyloxycarbonyl, alkylcarbonyloxyalkyl, and alkylsulfonyl, wherein:
(J) the carbocyclyl portion of the carbocyclylalkyl and the hctcrocyclyl portion of the heterocyclylalkyl optionally are substituted with one or more
substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, carboxy, hydroxy, alkyloxy, alkenyloxy, alkynyloxy, halo, nhro, cyano, azido, oxo, and amino, and
(2) the amino portion of the aminocarbonylalkyl optionally is substiluted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, and alkynyl,
(b) the alkyl, alkenyl, and alkynyl portion of such subsituents optionally is
substituted with one or more substituents independently selected from the group consisting of
carboxy, halo, oxo, amino, alkyloxycarbonyl, alkylcarbonyloxy, hydroxy, alkyloxy,
carbocyclyl, heterocyclyl, and cyano, wherein;
the amino optionally is substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkyloxy, alkenyloxy, and alkynyloxy, wherein:
the alkyl optionally is substituted with one or more hydroxy;
(c) the carbocyclyl and heterocyclyl portions of such substituents optionally are
substituted with one or more substituents independently selected from the group consisting of
alkyl, alkenyl. alkynyl. carboxy, hydroxy, alkyloxy, alkenyloxy, alkynyloxy, halo, nitro,
cyano, azido, and amino, wherein:
the amino optionally is substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, and alkynyl; and each RK is independently selected from the group consisting of aminosulfonyl, alkylsulfonyl, alkenylsulfonyl, and alkynylsulfonyl, wherein:
(a) the alkylsulfonyl, alkenylsulfonyl, and alkynylsulfonyl optionally arc substituted
with one or more substituents independently selected from the group consisting of carboxy,
hydroxy, halo, amino, nitro, azido, oxo, aminosulfonyl, alkyloxycarbonyl,
alkenyloxycarbonyl, alkynyloxycarbonyl, alkylcarbonyloxy, alkenylcarbonyloxy,
alkynylcarbonyloxy, alkyloxy, alkenyloxy, alkynyloxy, carbocyclyl, heterocydyl, cyano, and
aminocarbonyl, wherein:
the amino, aminosulfonyl, and aminocarbonyl optionally arc substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, and alkynyl; and
(b) the aminosulfonyl optionally is substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, and alkynyl.
2. The compound or salt of claim 1, wherein the compound corresponds in structure to formula. 1-2:
(Formula Removed)
3. The compound or salt of claim 1, wherein the compound corresponds in structure to
formula 1-6:
(Formula Removed)
4. The compound or salt of claim 1, wherein the compound corresponds in structure to formula I-10:(Formula Removed)
5. The compound or salt of claim 1. wherein the compound corresponds in structure to formula 1-11:
(Formula Removed)
6. The compound or salt of any one of claims 1-5, wherein === is a single carbon-carbon bond.
7. The compound or salt of any one of claims 1-5, wherein === is a double carbon-carbon bond.
it. The compound or salt of any one of claims 1-7, wherein R1 is selected from the group consisting of hydrogen and methyl.
9. The compound or salt of any one of claims 1-8, wherein RZ is selected from the group
consisting of hydrogen, methyl, hydroxy, and halo.
10. The compound or salt of any one of claims 1-9, wherein R3 is selected from the group consisting of hydrogen, halo, and oxo.
11. The compound or salt of any one of claims 1-3, wherein R5 is selected from the group consisting of halo, alkyl, and alkyloxy.
12. The compound or salt of any one of claims 1-3, wherein R5 is tert-bulyl.
13. The compound or salt of any one of claims 1-3, wherein R5 is selected from the group consisting of C1-C4-alkyl and 5-6-membered heterocyclyl, wherein:
(a) the C1-C4-alkyl optionally is substitutcd with one or more independently selected
halo substituents; and
(b) the 5-6-membered heterocyclyl optionally is substituted with one or more
independently selected C1-C4-alkyl substituents.
14. The compound or salt of any one of claims 1-3, wherein R5 is selected from the group consisting of tert-butyl, trifluoromethyl, and 5-6-membered heterocyelyl optionally substituted with methyl.
15. The compound or salt of any one of claims 1 and 2, wherein R6 is selected from the group consisting of hydrogen, hydroxy, atkenyl, alkyl, alkyloxy, amino, and halo.
16. The compound or salt of any one of claims 1 and 2, wherein R6 is selected from the group consisdng of methyl, elhenyl, ethyl, hydroxy, methoxy, amino, and iodo.
17. The compound or salt of any one of claims 1-5, wherein B7 is hydrogen or C5-C6-carbocyclyl substituted with a substitucnt selected from the group consisting of RE, RF, RG, RH, RI, RJ, and RK.
18. The compound or salt of any one of claims 1-5, wherein R7 is 5-6-membered heterocyclyl substituted with a substituent selected from the group consisting of RF and RJ.
19. The compound or salt of any one of ckims 1-5, wherein RF is alkylsuifonylamino.
20. The compound or salt of claim I, wherein the compound is selected from the group consisting of
(Formula Removed)

Documents

Application Documents

# Name Date
1 6990-DELNP-2011-AbandonedLetter.pdf 2018-02-05
1 6990-delnp-2011-Form-1-(24-10-2011).pdf 2011-10-24
2 6990-delnp-2011-Correspondence others-(24-10-2011).pdf 2011-10-24
2 6990-delnp-2011-Form-18.pdf 2017-07-05
3 6990-delnp-2011-Form-3 (13-03-2012).pdf 2012-03-13
3 6990-DELNP-2011-FER.pdf 2017-06-29
4 6990-delnp-2011-Correspondence others-(13-03-2012).pdf 2012-03-13
4 6990-delnp-2011-Assignment-(13-08-2013).pdf 2013-08-13
5 6990-delnp-2011-GPA.pdf 2012-05-01
5 6990-delnp-2011-Correspondence-Others-(13-08-2013).pdf 2013-08-13
6 6990-delnp-2011-Form-5.pdf 2012-05-01
6 6990-delnp-2011-Form-2-(13-08-2013).pdf 2013-08-13
7 6990-delnp-2011-GPA-(13-08-2013).pdf 2013-08-13
7 6990-delnp-2011-Form-3.pdf 2012-05-01
8 6990-delnp-2011-Form-2.pdf 2012-05-01
8 6990-delnp-2011-Abstract.pdf 2012-05-01
9 6990-delnp-2011-Claims.pdf 2012-05-01
9 6990-delnp-2011-Form-1.pdf 2012-05-01
10 6990-delnp-2011-Correspondence Others.pdf 2012-05-01
10 6990-delnp-2011-Description (Complete).pdf 2012-05-01
11 6990-delnp-2011-Correspondence Others.pdf 2012-05-01
11 6990-delnp-2011-Description (Complete).pdf 2012-05-01
12 6990-delnp-2011-Claims.pdf 2012-05-01
12 6990-delnp-2011-Form-1.pdf 2012-05-01
13 6990-delnp-2011-Abstract.pdf 2012-05-01
13 6990-delnp-2011-Form-2.pdf 2012-05-01
14 6990-delnp-2011-Form-3.pdf 2012-05-01
14 6990-delnp-2011-GPA-(13-08-2013).pdf 2013-08-13
15 6990-delnp-2011-Form-2-(13-08-2013).pdf 2013-08-13
15 6990-delnp-2011-Form-5.pdf 2012-05-01
16 6990-delnp-2011-Correspondence-Others-(13-08-2013).pdf 2013-08-13
16 6990-delnp-2011-GPA.pdf 2012-05-01
17 6990-delnp-2011-Assignment-(13-08-2013).pdf 2013-08-13
17 6990-delnp-2011-Correspondence others-(13-03-2012).pdf 2012-03-13
18 6990-delnp-2011-Form-3 (13-03-2012).pdf 2012-03-13
18 6990-DELNP-2011-FER.pdf 2017-06-29
19 6990-delnp-2011-Form-18.pdf 2017-07-05
19 6990-delnp-2011-Correspondence others-(24-10-2011).pdf 2011-10-24
20 6990-delnp-2011-Form-1-(24-10-2011).pdf 2011-10-24
20 6990-DELNP-2011-AbandonedLetter.pdf 2018-02-05

Search Strategy

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