Structure-activity relationships of bioisosteric replacement of the carboxylic acid in novel androgen receptor pure antagonists

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 9, 2010, Pages 3159-3168

  Yoshino, Hitoshi ^a   Sato, Haruhiko ^a   Tachibana, Kazutaka ^a   Shiraishi, Takuya ^a   Nakamura, Mitsuaki ^a   Ohta, Masateru ^a   Ishikura, Nobuyuki ^a   Nagamuta, Masahiro ^a   Onuma, Etsuro ^a   Nakagawa, Toshito ^a   Arai, Shinichi ^a   Ahn, Koo Hyeon ^b   Jung, Kyung Yun ^b   Kawata, Hiromitsu ^a  

^a CHUGAI PHARMACEUTICAL CO LTD   (Japan)

^b C and C Research Laboratories   (South Korea)

Author keywords

Androgen receptor; Bioisostere; Prostate cancer; Pure antagonist; Sulfonamide

Indexed keywords

2 [(CYANODIMETHYLMETHYL)AMINO]ETHANESULFONIC ACID BIS(4 METHOXYBENZYL)AMIDE; 2 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]ETHANESULFONAMIDE; 2 [3 [(1 DIMETHYLAMINOMETHYLIDENE)SULFAMOYL]PROPYLAMINO] 2 METHYLPROPIONIC ACID ETHYL ESTER; 2 [3 [1 (4 METHOXYBENZYL) 1H TETRAZOL 5YL]PROPYLAMINO] 2 METHYLPROPIONITRILE; 2 [3 [2 (4 METHOXYBENZYL) 2H TETRAZOL 5YL]PROPYLAMINO] 2 METHYLPROPIONITRILE; 2 [4 [(1 DIMETHYLAMINOMETHYLIDENE)SULFAMOYL]BUTYLAMINO] 2 METHYLPROPIONIC ACID METHYL ESTER; 2 [4 [N METHYL N(TERT BUTOXYCARBONYL)SULFAMOYL]BUTYLAMINO] 2 METHYLPROPIONIC ACID ETHYL ESTER; 3 [3 (3 CHLORO 4 CYANOPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIDIN 1 YL]PROPANE 1 SULFONAMIDE; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIDIN 1 YL]PROPANE 1 SULFONAMIDE; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIDIN 1 YL]PROPANE 1 SULFONIC ACID; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]PROPANE 1 SULFONIC ACID DIMETHYLAMIDE; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]PROPANE 1 SULFONIC ACID METHYLAMIDE; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]PROPYLSULFAMIDE; 3 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]PROPYLUREA; 4 [3 (3 AMINOPHENYL) 4,4 DIMETHYL 5 OXO 2 THIOXOIMIDAZOLIN 1 YL 2 TRIFLUOROMETHYL]BENZONITRILE; 4 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]BUTANE 1 SULFONAMIDE; 4 [3 (4 CYANO 3 TRIFLUOROMETHYLPHENYL) 5,5 DIMETHYL 4 OXO 2 THIOXOIMIDAZOLIN 1 YL]BUTYRAMIDE; 4 [4,4 DIMETHYL 5 OXO 3 [3 (1H TETRAZOL 5 YL)PROPYL] 2 THIOXOIMIDAZOLIDIN 1 YL] 2 TRIFLUOROMETHYLBENZONITRILE; 4 AMINO 3 METHYL 2 TRIFLUOROMETHYLBENZONITRILE; ANDROGEN RECEPTOR; ANTIANDROGEN; BICALUTAMIDE; CARBOXYLIC ACID; CH 4933468; FLUTAMIDE; N (4 CHLORO 2 METHYL 3 TRIFLUOROMETHYLPHENYL) 2,2 DIMETHYLPROPIONAMIDE; N (4 CHLORO 2 METHYL 5 TRIFLUOROMETHYLPHENYL) 2,2 DIMETHYLPROPIONAMIDE; RU 56187; SULFONAMIDE; THIOHYDANTOIN DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER CELL CULTURE; CANCER INHIBITION; CELL STRAIN LNCAP; CONTROLLED STUDY; DRUG METABOLISM; DRUG SCREENING; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HELA CELL; HUMAN; HUMAN CELL; IN VITRO STUDY; LIVER MICROSOME; MALE; MASS SPECTROMETRY; MOUSE; MULTIPLE CYCLE TREATMENT; NONHUMAN; PROSTATE CANCER; PROTON NUCLEAR MAGNETIC RESONANCE; RECEPTOR BINDING; RECEPTOR BLOCKING; REPORTER GENE; STRUCTURE ACTIVITY RELATION; TUMOR XENOGRAFT;

ANDROGEN ANTAGONISTS; ANIMALS; ANTINEOPLASTIC AGENTS, HORMONAL; CARBOXYLIC ACIDS; CELL LINE, TUMOR; DOSE-RESPONSE RELATIONSHIP, DRUG; INHIBITORY CONCENTRATION 50; MALE; MICE; MICE, SCID; MOLECULAR STRUCTURE; NITRILES; PROSTATIC NEOPLASMS; SULFONAMIDES; THIOHYDANTOINS; XENOGRAFT MODEL ANTITUMOR ASSAYS;

MUS;

EID: 77951204941     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.03.036     Document Type: Article

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