US 2004/0106625 A1Published application

Therapeutic agents useful for treating pain

AssigneeEuro-Celtique S.A.

InventorsDonald J. Kyle, Qun Sun, Laykea Tafesse, Chongwu Zhang, Xiaoming Zhou

Life of this patent

Estimating the term…

Loading patent…

Abstract

A compound of formula: 1 wherein A, Ar, R3, R6, and m are disclosed herein, or a pharmaceutically acceptable salt thereof (a “Cyanoiminopiperazine Compound”), compositions comprising an effective amount of a Cyanoiminopiperazine Compound, and methods for treating or preventing pain, urinary incontinence, an ulcer, inflammatory-bowel disease, irritable-bowel syndrome, an addictive disorder, Parkinson's disease, parkinsonism, anxiety, epilepsy, stroke, a seizure, a pruritic condition, psychosis, a cognitive disorder, a memory deficit, restricted brain function, Huntington's chorea, amyotrophic lateral sclerosis, dementia, retinopathy, a muscle spasm, a migraine, vomiting, dyskinesia or depression in an animal comprising administering to an animal in need thereof an effective amount of a Cyanoiminopiperazine Compound are disclosed.

Claims236

Dependent claims

A compound of formula:

105
or a pharmaceutically acceptable salt thereof, wherein
A is —NR4—, —O—, or —S—;
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 3;
and
m is an integer ranging from 0 to 2.

21 more elements

A compound of formula:

106
or a pharmaceutically acceptable salts thereof, wherein:
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, (C2-C6)alkenyl, —(C2C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is:
(a), -naphthyl, —(C14)aryl, or —(C3-C8)cycloalkyl each of which is unsubstituted or substituted with one or more R7 groups;
or
(b) pyridyl, furyl, benzofuranyl, thiophenyl, benzothiophenyl, quinolinyl, indolyl, oxazolyl, benzoxazolyl, imidazolyl, benzimidazolyl, thiazolyl, benzothiazolyl, isoxazolyl, pyrazolyl, isothiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiadiazolyl, triazinyl, cinnolinyl, phthalazinyl, or quinazolinyl, each of which is substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 3;
and
m is an integer ranging from 0 to 2.

22 more elements

A compound of formula:

107
or a pharmaceutically acceptable salts thereof, wherein:
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, -(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C10)cycloalkenyl, -(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, (C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R7, R9, and R10 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 3;
m is an integer ranging from 0 to 2;
and
p is an integer ranging from 0 to 4.

19 more elements

A compound of formula:

108
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, (C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
R11 is -hydrogen, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, CH(halo)2, or —CH2(halo);
each R12 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
m is an integer ranging from 0 to 2;
and
q is an integer ranging from 0 to 3.

20 more elements

A compound of formula:

109
and pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, -(C9-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is hydrogen, —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, (C2-C6)alkenyl, (C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), —CH(halo)2, —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

20 more elements

A compound of formula:

110
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C3-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is hydrogen, —(C , —C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), —CH(halo)2, —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
R11 is -hydrogen, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, CH(halo)2, or —CH2(halo);
each R12 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c)-phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
and
each halo is independently —F, —Cl, —Br or —I;
q is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

21 more elements

A compound of formula:

111
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

20 more elements

A compound of formula:

112
or a pharmaceutically acceptable salts thereof, wherein:
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, -(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH—NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is:
(a) -naphthyl, —(C14)aryl, or —(C3-C8)cycloalkyl each of which is unsubstituted or substituted with one or more R7 groups;
or
(b) pyridyl, furyl, benzofuranyl, thiophenyl, benzothiophenyl, quinolinyl, indolyl, oxazolyl, benzoxazolyl, imidazolyl, benzimidazolyl, thiazolyl, benzothiazolyl, isoxazolyl, pyrazolyl, isothiazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiadiazolyl, triazinyl, cinnolinyl, phthalazinyl, or quinazolinyl, each of which is substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

22 more elements

A compound of formula:

113
or a pharmaceutically acceptable salts thereof, wherein:
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
or
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R7, R9, and R10 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, (C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR10H, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or —I;
n is an integer ranging from 0 to 2;
m is an integer ranging from 0 to 2;
and
p is an integer ranging from 0 to 4.

19 more elements

A compound of formula:

114
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
R11 is -hydrogen, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or —CH2(halo);
each R12 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each halo is independently —F, —Cl, —Br or —I;
q is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

20 more elements

A compound of formula:

115
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
R1 is -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, —CH(halo)2, or CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C0)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is hydrogen, —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
each halo is independently —F, —Cl, —Br or -1;
n is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

20 more elements

A compound of formula:

116
or a pharmaceutically acceptable salts thereof, wherein:
A is —NR4—, —O—, or —S—;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
R4 is hydrogen, —(C1-C6)alkyl, or —O—(C1-C6)alkyl;
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
R6 is -phenyl, -naphthyl, —(C3-C8)cycloalkyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each R7 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R8 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —(C3-C5)heterocycle, —C(halo)3, —CH2(halo), or —CH(halo)2;
R11 is -hydrogen, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, —C(halo)3, CH(halo)2, or —CH2(halo);
each R12 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, —(C3-C7)heterocycle, or —(C7-C10)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl, or —(C5-C10)heteroaryl, each of which is unsubstituted or substituted with one or more R7 groups;
each halo is independently —F, —Cl, —Br or —I;
q is an integer ranging from 0 to 2;
and
m is an integer ranging from 0 to 2.

20 more elements

A compound of formula:

118
or a pharmaceutically acceptable salts thereof, wherein:
Ar1 is
119
120
R1 is —H, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8C14)tricycloalkenyl, -(3- to 7-membered)heterocycle, or -(7- to 10-membered)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or -(5- to 10-membered)heteroaryl, each of which is unsubstitute or substituted with one or more R6 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, -(3- to 7-membered)heterocycle, or -(7- to 10-membered)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or -(5- to 10-membered) heteroaryl, each of which is unsubstituted or substituted with one or more R6 groups;
each R4 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, C(halo)3, —CH(halo)2, or CH2(halo);
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8—C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R6 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each R7 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, C(halo)3, —CH(halo)2, or CH2(halo);
each R8 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each R11 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R7)2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each halo is independently —F, —Cl, —Br, or —I;
m is 0 or 1;
n is an integer ranging from 0 to 3;
o is an integer ranging from 0 to 4;
p is an integer ranging from 0 to 2;
q is an integer ranging from 0 to 6;
r is an integer ranging from 0 to 5;
s is an integer ranging from 0 to 4;
and
t is an integer ranging from 0 to 2.

29 more elements

A compound of formula:

121
or a pharmaceutically acceptable salts thereof, wherein:
Ar, is
122
R1 is —H, -halo, —CH3, —NO2, —CN, —OH, —OCH3, —NH2, C(halo)3, —CH(halo)2, or —CH2(halo);
each R2 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, -(3- to 7-membered)heterocycle, or -(7- to 10-membered)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or -(5- to 10-membered)heteroaryl, each of which is unsubstitute or substituted with one or more R6 groups;
each R3 is independently:
(a) -halo, —CN, —OH, —NO2, or —NH2;
(b) —(C1-C10)alkyl, —(C2-C10)alkenyl, —(C2-C10)alkynyl, —(C3-C10)cycloalkyl, —(C8-C14)bicycloalkyl, —(C8-C14)tricycloalkyl, —(C5-C10)cycloalkenyl, —(C8-C14)bicycloalkenyl, —(C8-C14)tricycloalkenyl, -(3- to 7-membered)heterocycle, or -(7- to 10-membered)bicycloheterocycle, each of which is unsubstituted or substituted with one or more R5 groups;
or
(c) -phenyl, -naphthyl, —(C14)aryl or -(5- to 10-membered) heteroaryl, each of which is unsubstituted or substituted with one or more R6 groups;
each R4 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, —C(halo)3, —CH(halo)2, or CH2(halo);
each R5 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R8)2, —CH═NR8, —NR8OH, —OR8, —COR8, —C(O)OR8, —OC(O)R8, —OC(O)OR8, —SR8, —S(O)R8, or —S(O)2R8;
each R6 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, 15-(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each R7 is independently —H, —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, -(3- to 5-membered)heterocycle, —C(halo)3, —CH(halo)2, or CH2(halo);
each R8 is independently —(C1-C6)alkyl, —(C2-C6)alkenyl, —(C2-C6)alkynyl, —(C3-C8)cycloalkyl, —(C5-C8)cycloalkenyl, -phenyl, —C(halo)3, —CH(halo)2, —CH2(halo), —CN, —OH, -halo, —N3, —NO2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each R11 is independently —CN, —OH, —(C1-C6)alkyl, —(C2-C6)alkenyl, -halo, —N3, —NO2, —N(R7)2, —CH═NR7, —NR7OH, —OR7, —COR7, —C(O)OR7, —OC(O)R7, —OC(O)OR7, —SR7, —S(O)R7, or —S(O)2R7;
each halo is independently —F, —Cl, —Br, or —I;
m is 0 or 1;
n is an integer ranging from 0 to 3;
o is an integer ranging from 0 to 4;
p is an integer ranging from 0 to 2;
q is an integer ranging from 0 to 6;
r is an integer ranging from 0 to 5;
s is an integer ranging from 0 to 4;
and
t is an integer ranging from 0 to 2.

28 more elements

Dependencies are inferred from the claim text.

Facts

Application: 10/607,563Filed 27 Jun 2003
Priority: 28 Jun 2002
Published: 3 Jun 2004
Term ends: Not estimatedThe source records don’t support an estimate.

Classification30 codes

C07D 213/74
Nitrogen atoms: amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
A61P 1/00
Drugs for disorders of the alimentary tract or the digestive system
A61P 1/04
Drugs for disorders of the alimentary tract or the digestive system: for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of…
A61P 1/08
Drugs for disorders of the alimentary tract or the digestive system: for nausea, cinetosis or vertigo; Antiemetics

Family

Application60/391,962Us provisional application · filed 28 Jun 2002
Application60/411,030Us provisional application · filed 17 Sep 2002
Application60/413,148Us provisional application · filed 25 Sep 2002
Application60/416,582Us provisional application · filed 8 Oct 2002
US 7,279,493 B2Related patent
US 2004/0106625 A1This patent

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