Bicyclic derivatives of the potent dual aromatase-steroid sulfatase inhibitor 2-bromo-4-{[(4-cyanophenyl)(4H-1,2,4-triazol-4-yl)amino]methyl} phenylsulfamate: Synthesis, SAR, crystal structure, and in vitro and in vivo activities

ChemMedChem

Volumn 5, Issue 9, 2010, Pages 1577-1593

  Wood, Paul M ^a   Woo, L W Lawrence ^a   Labrosse, Jean Robert ^a   Thomas, Mark P ^a   Mahon, Mary F ^b   Chander, Surinder K ^c   Purohit, Atul ^c   Reed, Michael J ^c   Potter, Barry V L ^a  

^a University of Bath   (United Kingdom)

^b University of Bath Claverton Down   (United Kingdom)

^c ST MARY S HOSPITAL   (United Kingdom)

Author keywords

Aromatase; Breast cancer; Dual inhibitors; Endocrine therapy; Sulfatase

Indexed keywords

1 BROMO 6 [[(4 CYANOPHENYL)(4H 1,2,4 TRIAZOL 4 YL)AMINO]METHYL] NAPHTHALEN 2 YL SULFAMATE; 2 (BENZYLOXY) 6 (CHLOROMETHYL)NAPHTHALENE; 2 [5 (BENZYLOXY) 1H INDOL 1 YL]ETHANOL; 2 [5 (BENZYLOXY) 1H INDOL 1 YL]ETHYL 4 METHYLBENZENESULFONATE; 4 [(4 BROMOBENZYL)(4H 1,2,4 TRIAZOL 4 YL)AMINO]BENZONITRILE; 4 [[(5 CHLORO 6 HYDROXYNAPHTHALEN 2 YL)METHYL](4H 1,2,4 TRIAZOL 4 YL)AMINO]BENZONITRILE; 4 [[(6 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALEN 2 YL)METHYL](4H 1,2,4 TRIAZOL 4 YL)AMINO]BENZONITRILE; 4 [[(6 HYDROXYNAPHTHALEN 2 YL)METHYL](4H 1,2,4 TRIAZOL 4 YL)AMINO]BENZONITRILE; 4 [[[6 (BENZYLOXY) 1,2,3,4 TETRAHYDRONAPHTHALEN 2 YL]METHYL](4H 1,2,4-TRIAZOL 4 YL)AMINO]BENZONITRILE; 4 [[[6 (BENZYLOXY)NAPHTHALEN 2 YL]METHYL](4H 1,2,4 TRIAZOL 4 YL) AMINO]BENZONITRILE; 4 [N (4 BROMOBENZYL) N (1,2,4 TRIAZOL 4 YL)AMINO]BENZONITRILE; 6 (BENZYLOXY) 2 (HYDROXYMETHYLENE) 3,4 DIHYDRONAPHTHALEN 1(2H) ONE; 6 (BENZYLOXY) 3,4 DIHYDRONAPHTHALEN 1(2H) ONE; 6 [[(4 CYANOPHENYL)(4H 1,2,4 TRIAZOL 4 YL)AMINO]METHYL] 5,6,7,8 TETRAHYDRONAPHTHALEN 2 YL SULFAMATE; 6 [[(4 CYANOPHENYL)(4H 1,2,4 TRIAZOL 4 YL)AMINO]METHYL]NAPHTHALEN 2 YL SULFAMATE; [1 BROMO 6 (CHLOROMETHYL)NAPHTHALEN 2 YLOXY]TRIISOPROPYLSILANE; [1 CHLORO 6 (CHLOROMETHYL)NAPHTHALEN 2 YLOXY]TRIISOPROPYLSILANE; [5 BROMO 6 (TRIISOPROPYLSILYLOXY)NAPHTHALEN 2 YL]METHANOL; [5 CHLORO 6 (TRIISOPROPYLSILYLOXY)NAPHTHALEN 2 YL]METHANOL; [6 (BENZYLOXY) 1,2,3,4 TETRAHYDRONAPHTHALEN 2 YL]METHANOL; [6 (BENZYLOXY) 1,2,3,4 TETRAHYDRONAPHTHALEN 2 YL]METHYL 4 METHYL BENZENESULFONATE; [6 (BENZYLOXY)NAPHTHALEN 2 YL]METHANOL; BENZYL 6 (BENZYLOXY) 2 NAPHTHOATE; ESTERASE INHIBITOR; METHYL 5 BROMO 6 (TRIISOPROPYLSILYLOXY) 2 NAPHTHOATE; METHYL 5 BROMO 6 HYDROXY 2 NAPHTHOATE; METHYL 5 CHLORO 6 (TRIISOPROPYLSILYLOXY) 2 NAPHTHOATE; METHYL 5 CHLORO 6 HYDROXY 2 NAPHTHOATE; METHYL 6 HYDROXY 2 NAPHTHOATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG DESIGN; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; FEMALE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; IN VIVO STUDY; NONHUMAN; PRIORITY JOURNAL; RAT; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

ANTINEOPLASTIC AGENTS; AROMATASE; AROMATASE INHIBITORS; BINDING SITES; CELL LINE, TUMOR; COMPUTER SIMULATION; CRYSTALLOGRAPHY, X-RAY; HUMANS; MOLECULAR CONFORMATION; STERYL-SULFATASE; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONIC ACIDS; TRIAZOLES;

EID: 77956417807     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201000203     Document Type: Article

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