IP Library › Granted Patent US 7,482,357

Granted Patent B2

US 7,482,357 · App. 10/557,171 · Granted Jan 27, 2009

17-acetamido-4-azasteroid derivatives as androgen receptor modulators

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Quick Facts

Patent No.: US 7,482,357
App. No.: 10/557,171
Granted: Jan 27, 2009
Kind: B2

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USPTO Patent Center↗ Full Patent PDF↗

Abstract

Compounds of structural formula I are modulators of the androgen receptor (AR) in a tissue selective manner. These compounds are useful in the enhancement of weakened muscle tone and the treatment of conditions caused by androgen deficiency or which can be ameliorated by androgen administration, including osteoporosis, osteopenia, glucocorticoid-induced osteoporosis, periodontal disease, bone fracture, bone damage following bone reconstructive surgery, sarcopenia, frailty, aging skin, male hypogonadism, postmenopausal symptoms in women, atherosclerosis, hypercholesterolemia, hyperlipidemia, obesity, aplastic anemia and other hematopoietic disorders, inflammatory arthritis and joint repair, HIV-wasting, prostate cancer, benign prostatic hyperplasia (BPH), cancer cachexia, Alzheimer's disease, muscular dystrophies, cognitive decline, sexual dysfunction, sleep apnea, depression, premature ovarian failure, and autoimmune disease, alone or in combination with other active agents.

Claims (871)

1. A compound of structural formula I:

a pharmaceutically acceptable salt or a stereoisomer thereof,

wherein:

X is hydrogen, or halogen;

Z is hydrogen, CF 3 , carbonyl C 1-3 alkyl, C 1-4 alkoxy, halogen, C 1-3 alkyl, and hydroxymethyl, wherein said alkyl, and alkoxy are optionally substituted with one to seven fluorine atoms;

represents a group chosen from pyridinyl and quinolyl

R 1 , R 2 , R 3 , and R 4 are each independently chosen from:

hydrogen,

halogen,

C 1-8 alkyl,

amino C 0-6 alkyl,

C 1-6 alkylamino C 0-6 alkyl,

(C 1-6 alkyl) 2 amino C 0-6 alkyl,

C 1-6 alkoxy C 0-6 alkyl,

hydroxycarbonyl C 0-6 alkyl,

C 1-6 alkoxycarbonyl C 0-6 alkyl,

hydroxycarbonyl C 1-6 alkyloxy,

hydroxy C 0-6 alkyl,

cyano,

perfluoroC 1-4 alkyl,

perfluoroC 1-4 alkoxy,

C 0-6 alkylcarbonyl,

C 1-6 alkylcarbonyloxy,

C 1-6 alkylcarbonylamino,

C 1-6 alkylsulfonylamino,

C 1-6 alkoxycarbonylamino,

C 1-6 alkylaminocarbonylamino,

(C 1-6 alkyl) 2 aminocarbonylamino, and

(C 1-6 alkyl) 2 aminocarbonyloxy,

wherein

R 1 and R 2 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group, and

R 3 and R 4 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group, and

R 1 , R 2 , R 3 , and R 4 are each independently optionally substituted with one or more R 9 ;

R 5 , R 6 , and R 7 are each independently chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

(C 3-8 )heterocyclyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy aryl,

carboxy C 3-8 cycloalkyl,

carboxy C 3-8 heterocyclyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy,

R 5 , R 6 , and R 7 are each independently optionally substituted with one or more R 9 ;

R 8 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 1-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy C 3-8 cycloalkyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy;

wherein R 8 is optionally substituted with one or more R 9 ; and

R 9 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl,

(C 3-8 )heterocyclyl C 0-10 alkyl,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-1 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 1-10 alkyloxy C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxycarbonylC 0-10 alkoxy,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

C 1-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

wherein, R 9 is optionally substituted with one or more groups selected from hydrogen, OH, (C 1-6 )alkoxy, halogen, CO 2 H, CN, O(C═O)C 1 -C 6 alkyl, NO 2 , trifluoromethoxy, trifluoroethoxy, —O b (C 1-10 )perfluoroalkyl, and NH 2 .

2. A compound according to claim 1 , wherein X is halogen and Z is C 1-3 alkyl optionally substituted with one to seven fluorine atoms.

3. A compound according to claim 1 having a structural formula II:

a pharmaceutically acceptable salt or a stereoisomer thereof,

wherein:

represents a group chosen from pyridinyl and quinolyl

R 1 , R 2 , R 3 , and R 4 are each independently chosen from:

hydrogen,

halogen,

C 1-8 alkyl,

amino C 0-6 alkyl,

C 1-6 alkylamino C 0-6 alkyl,

(C 1-6 alkyl) 2 amino C 0-6 alkyl,

C 1-6 alkoxy C 0-6 alkyl,

hydroxycarbonyl C 0-6 alkyl,

C 1-6 alkoxycarbonyl C 0-6 alkyl,

hydroxycarbonyl C 1-6 alkyloxy,

hydroxy C 0-6 alkyl,

cyano,

perfluoroC 1-4 alkyl,

perfluoroC 1-4 alkoxy,

C 0-6 alkylcarbonyl,

C 1-6 alkylcarbonyloxy,

C 1-6 alkylcarbonylamino,

C 1-6 alkylsulfonylamino,

C 1-6 alkoxycarbonylamino,

C 1-6 alkylaminocarbonylamino,

(C 1-6 alkyl) 2 aminocarbonylamino, and

(C 1-6 alkyl) 2 aminocarbonyloxy,

and wherein

R 1 and R 2 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group,

R 3 and R 4 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group, and

R 1 , R 2 , R 3 , and R 4 are each independently optionally substituted with one or more R 9 ;

R 5 , R 6 , and R 7 are each independently chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

(C 3-8 )heterocyclyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 1-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 1-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(CO 10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy aryl,

carboxy C 3-8 cycloalkyl,

carboxy C 3-8 heterocyclyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

R 5 , R 6 , and R 7 are each independently optionally substituted with one or more R 9 ;

R 8 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-1 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 1-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy C 3-8 cycloalkyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

R 8 is optionally substituted with one or more R 9 ; and

wherein R 9 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl,

(C 3-8 )heterocyclyl C 0-10 alkyl,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 1-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 1-10 alkyloxy C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxycarbonylC 0-10 alkoxy,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

C 1-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

4. A compound according to claim 3 , wherein

is pyridinyl.

5. A compound according to claim 1 having structural formula III:

a pharmaceutically acceptable salt or a stereoisomer thereof,

wherein:

represents a group chosen from: and pyridinyl;

R 2 , R 3 , and R 4 are each independently chosen from:

hydrogen,

halogen,

C 1-8 alkyl,

amino C 0-6 alkyl,

C 1-6 alkylamino C 0-6 alkyl,

(C 1-6 alkyl) 2 amino C 0-6 alkyl,

(C 0-6 alkyl)amino,

(C 0-6 alkyl)carbonylamino,

C 1-6 alkoxy C 0-6 alkyl,

hydroxycarbonyl C 0-6 alkyl,

C 1-6 alkoxycarbonyl C 0-6 alkyl,

hydroxycarbonyl C 1-6 alkyloxy,

hydroxy C 0-6 alkyl,

cyano,

perfluoroC 1-4 alkyl, and

perfluoroC 1-4 alkoxy,

wherein

R 3 and R 4 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group and

R 2 , R 3 , and R 4 are each independently optionally substituted with one or more R 9 ; R 5 , R 6 , and R 7 are each independently chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

(C 3-8 )heterocyclyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy aryl,

carboxy C 3-8 cycloalkyl,

carboxy C 3-8 heterocyclyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 1-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy; and

R 5 , R 6 , and R 7 are each independently optionally substituted with one or more R 9 ;

R 8 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy C 3-8 cycloalkyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

hydroxycarbonylC 0-10 alkyloxy,

C 1-10 alkylthio,

C 1-10 alkylsulfinyl,

aryl C 0-10 alkylsulfinyl,

C 3-8 heterocyclyl C 0-10 alkylsulfinyl,

C 3-8 cycloalkyl C 0-10 alkylsulfinyl,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy; and

wherein R 8 is optionally substituted with one or more R 9 ; and

R 9 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 C 2-10 alkynyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl,

(C 3-8 )heterocyclyl C 0-10 alkyl,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 1-10 alkyloxy C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxycarbonylC 0-10 alkoxy,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

C 1-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy; and

wherein, R 9 is optionally substituted with one or more groups selected from hydrogen, OH, (C 1-6 )alkoxy, halogen, CO 2 H CN, O(C—O)C 1 -C 6 alkyl, NO 2 , trifluoromethoxy, trifluoroethoxy, —O b (C 1-10 )perfluoroalkyl, and NH 2 .

6. A compound of claim 5 and formula III, or a pharmaceutically acceptable salt or a stereoisomer thereof, wherein:

represents a group chosen from: pyridinyl;

R 2 , R 3 , and R 4 are each independently chosen from:

hydrogen,

halogen,

C 1-8 alkyl,

(C 0-6 alkyl)amino,

(C 0-6 alkyl)carbonylamino,

amino C 0-6 alkyl,

C 1-6 alkylamino C 0-6 alkyl,

(C 1-6 alkyl) 2 amino C 0-6 alkyl,

C 1-6 alkoxy C 0-6 alkyl,

C 1-6 alkoxycarbonyl C 0-6 alkyl,

hydroxy C 0-6 alkyl,

cyano,

perfluoroC 1-4 alkyl, and

perfluoroC 1-4 alkoxy,

wherein

R 3 and R 4 together with the carbon atom to which they are attached can optionally form a spiro-C 3-6 cycloalkyl group, or an oxo group, and

R 2 , R 3 , and R 4 are each independently optionally substituted with one or more R 9 ;

R 5 , R 6 , and R 7 are each independently chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

(C 3-8 )heterocyclyl C 0-10 alkyl(carbonyl) 0-1 ,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkylaminocarbonyl,

di-C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 3-8 cycloalkyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

(C 3-8 heterocyclyl C 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonylamino,

(aryl C 1-10 alkyl) 1-2 aminocarbonylamino,

C 0-10 alkyl aminocarbonylamino,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonylamino,

(C 1-10 alkyl) 2 aminocarbonyl C 0-10 alkyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl C 0-10 alkyl,

C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

aryl C 0-10 alkyl aminocarbonyl C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

(aryl C 1-10 alkyl) 1-2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 0-10 alkyl carbonylamino(C 0-10 alkyl),

C 0-10 alkoxy carbonylamino(C 0-10 alkyl),

carboxy C 0-10 alkylamino,

carboxy C 0-10 alkyl,

carboxy aryl,

carboxy C 3-8 cycloalkyl,

carboxy C 3-8 heterocyclyl,

C 1-10 alkoxy,

C 1-10 alkyloxy C 0-10 alkyl

C 1-10 alkylcarbonyloxy,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy,

aryl C 0-10 alkylcarbonyloxy,

C 1-10 alkylcarbonyloxy amino,

C 3-8 heterocyclyl C 0-10 alkylcarbonyloxy amino,

C 3-8 cycloalkyl C 0-10 alkylcarbonyloxy amino,

aryl C 0-10 alkylcarbonyloxy amino,

(C 1-10 alkyl) 2 aminocarbonyloxy,

(aryl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 heterocyclyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

(C 3-8 cycloalkyl C 0-10 alkyl) 1-2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

hydroxycarbonylC 0-10 alkoxy,

C 1-10 alkylthio,

C 1-10 alkylsulfonyl,

aryl C 0-10 alkylsulfonyl,

C 3-8 heterocyclyl C 0-10 alkylsulfonyl,

C 3-8 cycloalkyl C 0-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

R 5 , R 6 , and R 7 are each independently optionally substituted with one or more R 9 ;

R 8 is chosen from:

hydrogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1,

C 0-10 alkylamino C 0-10 alkyl,

carboxy C 0-10 alkyl,

carboxy C 3-8 heterocyclyl,

C 1-10 alkyloxy C 0-10 alkyl,

hydroxy C 0-10 alkyl, and

perfluoroC 1-6 alkyl,

wherein R 8 is optionally substituted with one or more R 9 ;

R 9 is chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl,

(C 3-8 )heterocyclyl C 0-10 alkyl,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

di-C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 0-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 1-10 alkyloxy C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxycarbonylC 0-10 alkoxy,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

C 1-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy; and

7. A compound according to claim 6 , wherein R 2 is chosen from hydrogen, halogen, C 1-8 alkyl, and perfluoroC 1-6 alkyl.

8. A compound according to claim 6 , wherein R 3 and R 4 are each independently chosen from hydrogen, halogen, C 1-8 alkyl, C 1-10 alkoxyl, and perfluoroC 1-6 alkyl.

9. A compound according to claim 6 , wherein R 8 is chosen from:

hydrogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl(carbonyl) 0-1 ,

C 0-10 alkylamino C 0-10 alkyl,

hydroxy C 0-10 alkyl, and

perfluoroC 1-6 alkyl,

wherein R 8 is optionally substituted with at least one substituent, R 9 , chosen from:

hydrogen,

halogen,

(carbonyl) 0-1 C 1-10 alkyl,

(carbonyl) 0-1 C 2-10 alkenyl,

(carbonyl) 0-1 aryl C 1-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkyl,

(C 3-8 )heterocyclyl C 0-10 alkyl,

C 1-4 acylamino C 0-10 alkyl,

C 0-10 alkylamino C 0-10 alkyl,

di-(C 1-10 alkyl)amino C 0-10 alkyl,

arylC 0-10 alkylamino C 0-10 alkyl,

(arylC 1-10 alkyl) 2 amino C 0-10 alkyl,

C 3-8 cycloalkyl C 0-10 alkylamino C 0-10 alkyl,

C 3-8 heterocyclyl C 0-10 alkylamino C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyl,

C 1-10 alkoxy (carbonyl) 0-1 C 0-10 alkyl,

C 1-10 alkyloxy C 0-10 alkyl,

(C 1-10 alkyl) 2 aminocarbonyloxy,

hydroxycarbonylC 0-10 alkoxy,

(C 1-1 alkyl) 2 aminocarbonyloxy,

hydroxy C 0-10 alkyl,

C 1-10 alkylsulfonyl,

C 1-10 alkylsulfonylamino,

aryl C 1-10 alkylsulfonylamino,

C 3-8 heterocyclyl C 1-10 alkylsulfonylamino,

C 3-8 cycloalkyl C 1-10 alkylsulfonylamino,

cyano,

nitro,

perfluoroC 1-6 alkyl, and

perfluoroC 1-6 alkoxy, and

10. A compound selected from:

N-(pyridin-2-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-3-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-4-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(6-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(1-oxidopyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[3-(methylthio)pyridin-2-yl]methyl-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{1H-trifluoromethyl)pyridin-3-yl]methyl}-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[N-methyl(pyridin-2-ylmethyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(2,2,2-trifluoro-1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-hydroxy-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{tert-butyl[6-aminomethyl)pyridin-2-yl]methylcarbamate}-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-fluoropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(4-tert-butylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-chloropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

and pharmaceutically acceptable salts and stereoisomers thereof.

11. A compound according to claim 10 , selected from:

N-[(3-fluoropyridin-2-yl)methyl]-20-fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

and pharmaceutically acceptable salts and stereoisomers thereof.

12. A compound according to claim 10 , selected from:

N-(pyridin-2-ylmethyl)-4-methyl-3-oxo-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-3-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-4-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(6-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(1-oxidopyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[3-methylthio)pyridin-2-yl]methyl-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{[6-(trifluoromethyl)pyridin-3-yl]methyl}methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[N-methyl(pyridin-2-ylmethyl)]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(2,2,2-trifluoro-1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-hydroxy-6-methylpyridin-2-yl)methyl])-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{tert-butyl[6-aminomethyl)pyridin-2-yl]methylcarbamate}-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-fluoropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(4-tert-butylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-chloropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-methylpyridin-2-yl)methyl]methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-fluoropyridin-2-yl)methyl]-20-fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

and pharmaceutically acceptable salts and stereoisomers thereof.

13. A compound according to claim 12 selected from:

N-(pyridin-2-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-3-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(pyridin-4-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(6-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(1-oxidopyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[3-methylthio)pyridin-2-yl]methyl-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{[6-trifluoromethyl)pyridin-3-yl]methyl)}-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[N-methyl(pyridin-2-ylmethyl)]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-(2,2,2-trifluoro-1-pyridin-2-ylethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-hydroxy-6-methylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-{tert-butyl[6-aminomethyl)pyridin-2-yl]methylcarbamate}methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-fluoropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(4-tert-butylpyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-chloropyridin-2-yl)methyl]-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-methylpyridin-2-yl)methyl]methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

N-[(3-fluoropyridin-2-yl)methyl]-20-fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide;

and pharmaceutically acceptable salts and stereoisomers thereof.

14. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier.

15. A process for making a pharmaceutical composition comprising combining a compound according to claim 1 and a pharmaceutically acceptable carrier.

16. A compound which is N-(pyridin-2-ylmethyl)-4-methyl-3-oxo-4-aza-5α-androst-1-en-17β-acetamide or a pharmaceutically acceptable salt or stereoisomer thereof.

17. A pharmaceutical composition according to claim 16 comprising a compound which is N-(pyridin-2-ylmethyl)-4-methyl-3 -oxo-4-aza-5α-androst-1-en-17β-acetamide or a pharmaceutically acceptable salt or stereoisomer thereof and a pharmaceutically acceptable carrier.

Assignments (2)

CHANGE OF NAME Recorded Jan 29, 2010

From: MERCK & CO., INC.

To: MERCK SHARP & DOHME CORP.

Reel/Frame 023870/0001 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2006

From: DANKULICH, WILLIAM P.; KAUFMAN, MILDRED L.; MEISSNER, ROBERT S.; MITCHELL, HELEN J.

To: MERCK & CO., INC.

Reel/Frame 017638/0875 →