Synthesis and biological evaluation of 4-phenoxy-6,7-disubstituted quinolines possessing semicarbazone scaffolds as selective c-Met inhibitors

Archiv der Pharmazie

Volumn 346, Issue 8, 2013, Pages 596-609

  Qi, Baohui ^a   Tao, Haiyan ^a   Wu, Di ^a   Bai, Jinying ^a   Shi, Yandan ^a   Gong, Ping ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

c Met; Kinase inhibitors; Quinoline; SAR; Semicarbazone

Indexed keywords

MOLECULAR SCAFFOLD; N 1 (2 BROMO 4 FLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (2 CHLOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (PIPERIDIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYL]SEMICARBAZIDE; N 1 (2 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (2 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (4 METHYLPIPERAZIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; N 1 (2 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (PIPERIDIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE] N 1, N 3 SEMICARBAZIDE; N 1 (2 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (PIPERIDIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; N 1 (2 FLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (2 METHYL 5 FLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3 BROMOPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3 FLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3, TRIFLUOROMETHYL 4 CHLOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3,4 DIMETHOXYPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3,5 DICHLOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3,5 DIFLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (3,5 DIMETHOXYPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (4 BROMOPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (4 CHLOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (4 METHYLPIPERAZIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; N 1 (4 CHLOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (4 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (4 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (4 METHYLPIPERAZIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; N 1 (4 FLUOROPHENYL ) N 4 [3 FLUORO 4 [6 METHOXY 7 [3 (PIPERIDIN 1 YL)PROPOXY]QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; N 1 (4 FLUOROPHENYL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY]BENZYLIDNE]SEMICARBAZIDE; N 1 (PYRIDIN 3 YL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 (PYRIDIN 4 YL) N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPROXY)QUINOLIN 4 YLOXY)BENZYLIDENE]SEMICARBAZIDE; N 1 PHENYL N 4 [3 FLUORO 4 [6 METHOXY 7 (3 MORPHOLINOPROPOXY)QUINOLIN 4 YLOXY]BENZYLIDENE]SEMICARBAZIDE; PHOSPHOTRANSFERASE INHIBITOR; QUINOLINE DERIVATIVE; SCATTER FACTOR RECEPTOR; SEMICARBAZONE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL; CYCLIZATION; DRUG CYTOTOXICITY; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50; IN VITRO STUDY; NUCLEOPHILICITY; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

C-MET; KINASE INHIBITORS; QUINOLINE; SAR; SEMICARBAZONE;

ANILIDES; ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; CELL SURVIVAL; DRUG DESIGN; HT29 CELLS; HUMANS; INHIBITORY CONCENTRATION 50; MOLECULAR STRUCTURE; MOLECULAR TARGETED THERAPY; NEOPLASMS; PROTEIN KINASE INHIBITORS; PROTO-ONCOGENE PROTEINS C-MET; QUINOLINES; SEMICARBAZONES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84881374393     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201300087     Document Type: Article

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