Design, synthesis, and biological evaluation of 4-phenylpyrrole derivatives as novel androgen receptor antagonists

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 1, 2012, Pages 422-434

  Yamamoto, Satoshi ^a   Matsunaga, Nobuyuki ^a   Hitaka, Takenori ^a   Yamada, Masami ^a   Hara, Takahito ^a   Miyazaki, Junichi ^a   Santou, Takashi ^a   Kusaka, Masami ^a   Yamaoka, Masuo ^a   Kanzaki, Naoyuki ^a   Furuya, Shuichi ^a   Tasaka, Akihiro ^a   Hamamura, Kazumasa ^a   Ito, Mitsuhiro ^a  

^a TAKEDA PHARMACEUTICAL COMPANY LIMITED   (Japan)

Author keywords

1 Arylmethyl 4 phenylpyrrole derivatives; Androgen receptor antagonists; Castration resistant prostate cancers

Indexed keywords

1 [[6 CHLORO 5 (HYDOXYMETHYL)PYRIDIN 3 YL]METHYL] 4 (CYANOPHENYL) 2,5 DIMETHYL 1H PYRROLE 3 CARBONITRILE; 1 NITRO 4 [(1E) 2 NITRO 1 PROPENYL]BENZENE; 2,5 DIMETHYL 3 (4 NITROPHENYL) 1H PYRROLE; 4 (4 CYANOPHENYL) 2 METHYL 1H PYRROLE 3 CARBONITRILE; 4 (4 CYANOPHENYL) 2 METHYL 1H PYRROLE 3 CARBOXAMIDE; 4 (4 CYANOPHENYL) 2 METHYL 1H PYRROLE 3 CARBOXYLIC ACID; 4 (4 CYANOPHENYL) 2,5 DIMETHYL 1H PYRROLE 3 CARBONITRILE; 4 (4 CYANOPHENYL) 2,5 DIMETHYL 1H PYRROLE 3 CARBOXAMIDE; 4 (4 CYANOPHENYL) 2,5 DIMETHYL 1H PYRROLE 3 CARBOXYLIC ACID; 4 (4 CYANOPHENYL) 5 METHYL 1H PYRROLE 3 CARBONITRILE; 4 PHENYLPYRROLE DERIVATIVE; 4[(1E) 2 NITRO 1 ETHENYL]BENZONITRILE; [1 BENZYL 4 (METHOXYCARBONYL) 2,5 DIMETHYL 1H PYRROL 3 YL]BORONIC ACID; ANDROGEN RECEPTOR; ANDROGEN RECEPTOR ANTAGONIST; BENZYL 4 (4 CYANOPHENYL) 2 METHYL 1H PYRROLE 3 CARBOXYLIC ACID; BICALUTAMIDE; ETHYL 1 (CYCLOHEXYLMETHYL) 2,5 DIMETHYL 4 (4 NITROPHENYL) 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 1,2,5 TRIMETHYL 4 (4 NITROPHENYL) 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1 (2 PHENYLETHYL) 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1 (PHENYLCARBONYL) 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1 (PHENYLSULFONYL) 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1 PHENYL 1H PYRROLE 3 CARBOXYLIC ACID; ETHYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1H PYRROLE 3 CARBOXYLIC ACID; METHYL 1 BENZYL 4 BROMO 2,5 DIMETHYL 1H PYRROLE 3 CARBOXYLIC ACID; METHYL 4 (4 CYANOPHENYL) 2,5 DIMETHYL 1H PYRROLE 3 CARBOXYLIC ACID; METHYL 4 BROMO 2,5 DIMETHYL 1H PYRROLE 3 CARBOXYLIC ACID; PROSTATE SPECIFIC ANTIGEN; TERT BUTYL 2,5 DIMETHYL 4 (4 NITROPHENYL) 1H PYRROLE 3 CARBOXYLIC ACID; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; AREA UNDER THE CURVE; ARTICLE; BINDING AFFINITY; CANCER INHIBITION; CASTRATION RESISTANT PROSTATE CANCER; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG EFFICACY; DRUG SCREENING; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; MONOTHERAPY; MOUSE; NONHUMAN; PROSTATE CANCER; PROTEIN BLOOD LEVEL; RECEPTOR BINDING; STRUCTURE ACTIVITY RELATION; TUMOR VOLUME; TUMOR XENOGRAFT; WEIGHT REDUCTION;

AMINO ACID SUBSTITUTION; ANDROGEN RECEPTOR ANTAGONISTS; ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG DESIGN; DRUG RESISTANCE, NEOPLASM; HUMANS; MALE; MICE; MICE, INBRED ICR; MICE, NUDE; MUTATION; PROSTATIC NEOPLASMS; PYRROLES; RECEPTORS, ANDROGEN; TRANSPLANTATION, HETEROLOGOUS;

EID: 84855191808     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.10.067     Document Type: Article

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