US 5,559,256 AGranted

Aminediol protease inhibitors

AssigneeE. R. Squibb & Sons, Inc.

InventorsEric M. Gordon, Joel C. Barrish, Gregory S. Bisacchi, Chong-Qing Sun, Joseph A. Tino, Gregory D. Vite, Robert Zahler

Life of this patent

Estimating the term…

Abstract

Novel aminediol compounds, pharmaceutical compositions containing these compounds, and methods of using these compounds in inhibiting retroviral protease, particularly useful in the treatment and/or prevention of HIV infection (AIDS).

Claims18

Dependent claims

A compound of the following formula I:

##STR888## where A.sup.a and A.sup.b are independently:
(1) hydrogen;
(2) alkyl;
##STR889## each E is independently a single bond or a peptide chain containing 1 to 4 amino acids, the N-terminus of which is bonded to A.sup.a or A.sup.b ;
R.sup.3 and R.sup.4 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.5, R.sup.6 and R.sup.7 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
(4) carbocyclo;
(5) fluorenyl;
(6) R.sup.5, R.sup.6 and R.sup.7 may, independently, be joined together with the carbon atom to which they are bonded, to form a mono-, bi- or tricyclic carbocyclic ring system;
(7) alkynyl;
or
(8) alkenyl;
each R.sup.8 is independently:
(1) hydrogen;
or
(2) alkyl;
each R.sup.9 is independently arylalkyl;
and
Z is oxygen or sulfur;
or a salt thereof,
wherein:
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "alk" or "alkyl" denote a straight or branched chain saturated radical containing 1 to 12 carbons in the normal chain, optionally substituted by one or more groups selected from:
(1) hydroxy or protected hydroxy;
(2) oxo, with the proviso that the carbon bearing the oxo group is not adjacent to a heteroatom;
(3) carboxy, (4) halo;
(5) alkoxy;
(6) aryloxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) (R.sup.12)(R.sup.13)N--;
(10) (R.sup.15)--C(O)--N(R.sup.14)--;
(11) (R.sup.15)--SO.sub.2 --N(R.sup.14)--;
(12) carbocyclo;
(13) aryl;
(14) alkylcarbonyloxy;
(15) arylcarbonyloxy, (16) cyano;
(17) mercapto;
(18) alkenyl;
(19) alkynyl;
(20) alkylthio;
(21) arylthio;
(22) trialkylsilyl;
(23) azo;
or (24) (R.sup.12)(R.sup.13)N--C(O)--O--;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkenyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon double bond and which is directly attached through one of the carbons composing said double bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) halo;
(6) (R.sup.12)(R.sup.13)N--C(O)--;
(7) cyano;
(8) alkoxycarbonyl;
(9) trialkylsilyl;
or (10) alkynyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkynyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon triple bond and which is directly attached through one of the carbons composing said triple bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) (R.sup.12)(R.sup.13)N--C(O)--;
(6) cyano;
(7) alkoxycarbonyl;
(8) alkenyl;
or (9) trialkylsilyl;
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "carbocyclo", "carbocyclic" or "carbocyclic ring system" denote a saturated or partially unsaturated, homocyclic carbon ring system containing from 1 to 3 rings and from 3 to 12 carbons per homocyclic ring, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) hydroxy or protected hydroxy, (3) halo;
(4) mercapto;
(5) cyano;
(6) carboxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) alkylcarbonyloxy;
(10) arylcarbonyloxy;
(11) (R.sup.12)(R.sup.13)N--;
(12) alkoxy;
(13) aryl, where said aryl group may be bonded through a single bond or fused;
(14) oxo;
(15) aryloxy;
(16) alkylthio;
(17) arylthio;
(18) (R.sup.15)--(O)--N(R.sup.14)--;
(19) alkenyl;
(20) alkynyl;
or (21) trialkylsilyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "aryl" denotes, a homocyclic, aromatic group containing 1 or 2 rings and from 6 to 12 carbons in the aromatic ring portion, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) alkoxy;
(3) hydroxy or protected hydroxy;
(4) halo;
(5) (R.sup.12)(.sup.13)N--;
(6) alkylthio;
(7) mercapto;
(8) nitro;
(9) cyano;
(10) carboxy;
(11) carboalkoxy;
(12) carbocyclo, where said carbocyclo group may be bonded through a single bond or fused;
(13) (R.sup.12)(R.sup.13)N--C(O)--;
(14) (R.sup.12)(R.sup.13)N--SO.sub.2 --;
(15) R.sup.3 --C(O)--N(R.sup.17)--;
(16) R.sup.3 --SO.sub.2 --N(R.sup.17)--;
(17) phenyl;
(18) alkylcarbonyloxy;
(19) arylcarbonyloxy;
(20) arylthio;
(21) aryloxy;
(22) alkylthio;
or (23) alkenyl;
where
R.sup.12 and R.sup.13 are independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.14 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.15 is:
(1) hydrogen;
(2) alkyl;
(3) alkenyl;
(4) aryl;
(5) carbocyclo;
or ##STR890## wherein R.sup.5, R.sup.6 and R.sup.7 are, independently, those groups (1) through (8) recited for R.sup.5, R.sup.6 and R.sup.7 above;
and
R.sup.17 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo.

142 more elements

A compound which is capable of inhibiting HIV protease, wherein said compound contains the moiety:

##STR904## where each E is independently a single bond or a peptide chain containing 1 to 4 amino acids, the C-terminus of which is bonded to --N(R.sup.8)--;
each R.sup.8 is independently:
(1) hydrogen;
or
(2) alkyl;
and
each R.sup.9 is independently arylalkyl;
wherein:
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "alk" or "alkyl" denote a straight or branched chain saturated radical containing 1 to 12 carbons in the normal chain, optionally substituted by one or more groups selected from:
(1) hydroxy or protected hydroxy;
(2) oxo, with the proviso that the carbon bearing the oxo group is not adjacent to a heteroatom;
(3) carboxy;
(4) halo;
(5) alkoxy;
(6) aryloxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) (R.sup.12)(R.sup.13)N--;
(10) (R.sup.15)--C(O)--N(R.sup.14)--;
(11) (R.sup.15)--SO.sub.2 --N(R.sup.14)--;
(12) carbocyclo;
(13) aryl;
(14) alkylcarbonyloxy;
(15) arylcarbonyloxy;
(16) cyano;
(17) mercapto;
(18) alkenyl;
(19) alkynyl;
(20) alkylthio;
(21) arylthio;
(22) trialkylsilyl;
(23) azo;
or (24) (R.sup.12)(R.sup.13)N--C(O)--O--;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkenyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon double bond and which is directly attached through one of the carbons composing said double bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) halo;
(6) (R.sup.12)(R.sup.13)N--C(O)--;
(7) cyano;
(8) alkoxycarbonyl;
(9) trialkylsilyl;
or (10) alkynyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkynyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon triple bond and which is directly attached through one of the carbons composing said triple bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) (R.sup.12)(R.sup.13)N--C(O)--;
(6) cyano;
(7) alkoxycarbonyl;
(8) alkenyl;
or (9) trialkylsilyl;
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "carbocyclo", "carbocyclic" or "carbocyclic ring system" denote a saturated or partially unsaturated, homocyclic carbon ring system containing from 1 to 3 rings and from 3 to 12 carbons per homocyclic ring, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) hydroxy or protected hydroxy;
(3) halo;
(4) mercapto;
(5) cyano;
(6) carboxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) alkylcarbonyloxy;
(10) arylcarbonyloxy;
(11) (R.sup.12)(R.sup.13)N--;
(12) alkoxy;
(13) aryl, where said aryl group may be bonded through a single bond or fused;
(14) oxo;
(15) aryloxy;
(16) alkylthio;
(17) arylthio;
(18) (R.sup.15)-C(O)--N(R.sup.14)--;
(19) alkenyl;
(20) alkynyl;
or (21) trialkylsilyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "aryl" denotes a homocyclic, aromatic group containing 1 or 2 rings and from 6 to 12 carbons in the aromatic ring portion, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) alkoxy;
(3) hydroxy or protected hydroxy;
(4) halo;
(5) (R.sup.12)(13)N--;
(6) alkylthio;
(7) mercapto;
(8) nitro;
(9) cyano;
(10) carboxy;
(11) carboalkoxy;
(12) carbocyclo, where said carbocyclo group may be bonded through a single bond or fused;
(13) (R.sup.12)(R.sup.13)N--C(O)--;
(14) (R.sup.12)(R.sup.13)N--SO.sub.2 --;
(15) R.sup.3 --C(O)--N(R.sup.17)--;
(16) R.sup.3 --SO.sub.2 --N(R.sup.17)--;
(17) phenyl;
(18) alkylcarbonyloxy;
(19) arylcarbonyloxy;
(20) arylthio;
(21) aryloxy;
(22) alkylthio;
or (23) alkenyl;
where
R.sup.12 and R.sup.13 are independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.14 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.15 is:
(1) hydrogen;
(2) alkyl;
(3) alkenyl;
(4) aryl;
(5) carbocyclo;
or ##STR905## wherein R.sup.5, R.sup.6 and R.sup.7 are, independently, those groups (1) through (8) recited for R.sup.5, R.sup.6 and R.sup.7 below;
R.sup.17 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.3 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.5, R.sup.6 and R.sup.7 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
(4) carbocyclo;
(5) fluorenyl;
(6) R.sup.5, R.sup.6 and R.sup.7 may, independently, be joined, together with the carbon atom to which they are bonded, to form a mono-, bi- or tricyclic carbocyclic ring system;
(7) alkynyl;
or
(8) alkenyl;
or a salt thereof.

140 more elements

A compound of the following formula I:

##STR906## where A.sup.a and A.sup.b are independently:
(1) hydrogen;
(2) alkyl;
##STR907## each E is independently a single bond or a peptide chain containing 1 to 4 amino acids, the N-terminus of which is bonded to A.sup.a or A.sup.b ;
R.sup.3 and R.sup.4 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.5, R.sup.6 and R.sup.7 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
(4) carbocyclo;
(5) fluorenyl;
(6) R.sup.5, R.sup.6 and R.sup.7 may, independently, be joined, together with the carbon atom to which they are bonded, to form a mono-, bi- or tricyclic carbocyclic ring system;
(7) alkynyl;
or
(8) alkenyl;
each R.sup.8 is independently:
(1) hydrogen;
or
(2) alkyl;
each R.sup.9 is independently arylalkyl;
and
Z is oxygen or sulfur;
or a salt thereof,
wherein:
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "alk" or "alkyl" denote a straight or branched chain saturated radical containing 1 to 12 carbons in the normal chain, optionally substituted by one or more groups selected from:
(1) hydroxy;
(2) oxo, with the proviso that the carbon bearing the oxo group is not adjacent to a heteroatom;
(3) carboxy;
(4) halo;
(5) alkoxy;
(6) aryloxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) (R.sup.12)(R.sup.13)N--;
(10) (R.sup.15)--C(O)--N(R.sup.14)--;
(11) (R.sup.15)--SO.sub.2 --N(R.sup.14)--;
(12) carbocyclo;
(13) aryl;
(14) alkylcarbonyloxy;
(15) arylcarbonyloxy;
(16) cyano;
(17) mercapto;
(18) alkenyl;
(19) alkynyl;
(20) alkylthio;
(21) arylthio;
or (22) trialkylsilyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkenyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon double bond and which is directly attached through one of the carbons composing said double bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) halo;
(6) (R.sup.12)(R.sup.13)N--C(O)--;
(7) cyano;
(8) alkoxycarbonyl;
(9) trialkylsilyl;
or (10) alkynyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkynyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon triple bond and which is directly attached through one of the carbons composing said triple bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) (R.sup.12)(R.sup.13)N--C(O)--;
(6) cyano;
(7) alkoxycarbonyl;
(8)alkenyl;
or (9) trialkylsilyl;
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "carbocyclo", "carbocyclic" or "carbocyclic ring system" denote a saturated or partially unsaturated, homocyclic carbon ring system containing from 1 to 3 rings and from 3 to 12 carbons per homocyclic ring, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) hydroxy;
(3) halo;
(4) mercapto;
(5) cyano;
(6) carboxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) alkylcarbonyloxy;
(10) arylcarbonyloxy;
(11) (R.sup.12)(R.sup.13)N--;
(12) alkoxy;
(13) aryl, where said aryl group may be bonded through a single bond or fused;
(14) oxo;
(15) aryloxy;
(16) alkylthio;
(17) arylthio;
(18) (R.sup.15)--C(O)--N(R.sup.14)--;
(19) alkenyl;
(20) alkynyl;
or (21) trialkylsilyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "aryl" denotes a homocyclic, aromatic group containing 1 or 2 rings and from 6 to 12 carbons in the aromatic ring portion, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) alkoxy;
(3) hydroxy;
(4) halo;
(5) (R.sup.12)(.sup.13)N--;
(6) alkylthio;
(7) mercapto;
(8) nitro;
(9) cyano;
(10) carboxy;
(11) carboalkoxy;
(12) carbocyclo, where said carbocyclo group may be bonded through a single bond or fused;
(13) (R.sup.12)(R.sup.13)N--C(O)--;
(14) (R.sup.12)(R.sup.13)N--SO.sub.2 --;
(15) R.sup.3 --C(O--N(R.sup.17)--;
(16) R.sup.3 --SO.sub.2 --N(R.sup.17)--;
(17) phenyl;
(18) alkylcarbonyloxy;
(19) arylcarbonyloxy;
(20) arylthio;
(21) aryloxy;
or (22) alkylthio;
where
R.sup.12 and R.sup.13 are independently:
(1) hydrogen;
(2) alkyl;
(3)aryl;
or
(4) carbocyclo;
R.sup.14 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.15 is:
(1) hydrogen;
(2) alkyl;
(3) alkenyl;
(4) aryl;
(5) carbocyclo;
or ##STR908## wherein R.sup.5, R.sup.6 and R.sup.7 are, independently, those groups (1) through (8) recited for R.sup.5, R.sup.6 and R.sup.7 above;
and
R.sup.17 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo.

142 more elements

Dependencies are inferred from the claim text.

Facts

Application: 08/079,978Filed 25 Jun 1993 · continuation in part
Priority: 20 Jul 1992
Granted: 24 Sep 1996
Term ends: Not estimatedThe source records don’t support an estimate.

Classification70 codes

C07D 207/267
With only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms: with only hydrogen…
A61P 31/12
Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics: antivirals
A61P 31/18
For RNA viruses: for HIV
A61P 37/00
Drugs for immunological or allergic disorders

Family

Serial916,916Parent of this continuation-in-part · filed 20 Jul 1992
Serial927,027Parent of this continuation-in-part · filed 6 Aug 1992
US 5,559,256 AThis patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A compound of the following formula I:

##STR888## where A.sup.a and A.sup.b are independently:
(1) hydrogen;
(2) alkyl;
##STR889## each E is independently a single bond or a peptide chain containing 1 to 4 amino acids, the N-terminus of which is bonded to A.sup.a or A.sup.b ;
R.sup.3 and R.sup.4 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.5, R.sup.6 and R.sup.7 are each independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
(4) carbocyclo;
(5) fluorenyl;
(6) R.sup.5, R.sup.6 and R.sup.7 may, independently, be joined together with the carbon atom to which they are bonded, to form a mono-, bi- or tricyclic carbocyclic ring system;
(7) alkynyl;
or
(8) alkenyl;
each R.sup.8 is independently:
(1) hydrogen;
or
(2) alkyl;
each R.sup.9 is independently arylalkyl;
and
Z is oxygen or sulfur;
or a salt thereof,
wherein:
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "alk" or "alkyl" denote a straight or branched chain saturated radical containing 1 to 12 carbons in the normal chain, optionally substituted by one or more groups selected from:
(1) hydroxy or protected hydroxy;
(2) oxo, with the proviso that the carbon bearing the oxo group is not adjacent to a heteroatom;
(3) carboxy, (4) halo;
(5) alkoxy;
(6) aryloxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) (R.sup.12)(R.sup.13)N--;
(10) (R.sup.15)--C(O)--N(R.sup.14)--;
(11) (R.sup.15)--SO.sub.2 --N(R.sup.14)--;
(12) carbocyclo;
(13) aryl;
(14) alkylcarbonyloxy;
(15) arylcarbonyloxy, (16) cyano;
(17) mercapto;
(18) alkenyl;
(19) alkynyl;
(20) alkylthio;
(21) arylthio;
(22) trialkylsilyl;
(23) azo;
or (24) (R.sup.12)(R.sup.13)N--C(O)--O--;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkenyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon double bond and which is directly attached through one of the carbons composing said double bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) halo;
(6) (R.sup.12)(R.sup.13)N--C(O)--;
(7) cyano;
(8) alkoxycarbonyl;
(9) trialkylsilyl;
or (10) alkynyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "alkynyl" denotes a straight or branched chain radical containing 2 to 12 carbons in the normal chain which contains at least one carbon to carbon triple bond and which is directly attached through one of the carbons composing said triple bond, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) aryl;
(3) carbocyclo;
(4) carboxy;
(5) (R.sup.12)(R.sup.13)N--C(O)--;
(6) cyano;
(7) alkoxycarbonyl;
(8) alkenyl;
or (9) trialkylsilyl;
wherever they appear alone or as part of another group, unless otherwise indicated, the terms "carbocyclo", "carbocyclic" or "carbocyclic ring system" denote a saturated or partially unsaturated, homocyclic carbon ring system containing from 1 to 3 rings and from 3 to 12 carbons per homocyclic ring, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) hydroxy or protected hydroxy, (3) halo;
(4) mercapto;
(5) cyano;
(6) carboxy;
(7) alkoxycarbonyl;
(8) (R.sup.12)(R.sup.13)N--C(O)--;
(9) alkylcarbonyloxy;
(10) arylcarbonyloxy;
(11) (R.sup.12)(R.sup.13)N--;
(12) alkoxy;
(13) aryl, where said aryl group may be bonded through a single bond or fused;
(14) oxo;
(15) aryloxy;
(16) alkylthio;
(17) arylthio;
(18) (R.sup.15)--(O)--N(R.sup.14)--;
(19) alkenyl;
(20) alkynyl;
or (21) trialkylsilyl;
wherever it appears alone or as part of another group, unless otherwise indicated, the term "aryl" denotes, a homocyclic, aromatic group containing 1 or 2 rings and from 6 to 12 carbons in the aromatic ring portion, optionally substituted by one or more groups selected from:
(1) alkyl;
(2) alkoxy;
(3) hydroxy or protected hydroxy;
(4) halo;
(5) (R.sup.12)(.sup.13)N--;
(6) alkylthio;
(7) mercapto;
(8) nitro;
(9) cyano;
(10) carboxy;
(11) carboalkoxy;
(12) carbocyclo, where said carbocyclo group may be bonded through a single bond or fused;
(13) (R.sup.12)(R.sup.13)N--C(O)--;
(14) (R.sup.12)(R.sup.13)N--SO.sub.2 --;
(15) R.sup.3 --C(O)--N(R.sup.17)--;
(16) R.sup.3 --SO.sub.2 --N(R.sup.17)--;
(17) phenyl;
(18) alkylcarbonyloxy;
(19) arylcarbonyloxy;
(20) arylthio;
(21) aryloxy;
(22) alkylthio;
or (23) alkenyl;
where
R.sup.12 and R.sup.13 are independently:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.14 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo;
R.sup.15 is:
(1) hydrogen;
(2) alkyl;
(3) alkenyl;
(4) aryl;
(5) carbocyclo;
or ##STR890## wherein R.sup.5, R.sup.6 and R.sup.7 are, independently, those groups (1) through (8) recited for R.sup.5, R.sup.6 and R.sup.7 above;
and
R.sup.17 is:
(1) hydrogen;
(2) alkyl;
(3) aryl;
or
(4) carbocyclo.

142 more elements

Facts

Application

08/079,978Filed 25 Jun 1993 · continuation in part

Priority

20 Jul 1992

Granted

24 Sep 1996

Term ends

Not estimatedThe source records don’t support an estimate.

Classification70 codes

C07D 207/267
With only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms: with only hydrogen…
A61P 31/12
Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics: antivirals
A61P 31/18
For RNA viruses: for HIV
A61P 37/00
Drugs for immunological or allergic disorders