Discovery and SAR studies of a novel class of cytotoxic 1,4-disubstituted piperidines via Ugi reaction

European Journal of Medicinal Chemistry

Volumn 83, Issue , 2014, Pages 174-189

  De Castro, Sonia ^a   Camarasa, María José ^a   Balzarini, Jan ^b   Velázquez, Sonsoles ^a  

^a INSTITUTO DE QUÍMICA MÉDICA   (Spain)

^b REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

Anticancer; Disubstituted piperidines; Structure activity relationships; Ugi reaction

Indexed keywords

ALLYL 4 [N BENZYL 2 [(TERT BUTOXYCARBONYL)AMINO] 4 METHOXY 4 OXOBUTANAMIDO] 4 (BENZYLCARBAMOYL)PIPERIDINE 1 CARBOXYLATE; BENZYL [1 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 1 OXO 3 PHENYLPROPAN 2 YL]CARBAMATE; CYTOSTATIC AGENT; METHYL 3 [[[(9H FLUOREN 9 YL)METHOXY]CARBONYL]AMINO] 4 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 3 (BENZYLCARBAMOYL)PYRROLIDIN 3 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [[(BENZYLOXY)CARBONYL]AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 (BUTYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 (CYCLOHEXYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 [(2 METHOXY 2 OXOETHYL)CARBAMOYL]PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [BENZYL[N BENZYL 4 [(TERT BUTYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (2 PHENETHYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (3,4,5 TRIMETHOXYBENZYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (4 FLUOROBENZYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO 4 OXOBUTANOATE]; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (CYCLOPROPYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (SEC BUTYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (SEC BUTYL)AMINO] 3 [[(BENZYLOXY)CARBONYL]AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4YL] (METHYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE; METHYL 4 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4YL] [2 METHOXY 2 (OXOETHYL)AMINO] 3 [(TERT BUTOXYCARBONYL)AMINO] 4 OXOBUTANOATE]; PIPERIDINE DERIVATIVE; TERT BUTYL 2 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]CARBAMOYL]PYRROLIDINE 1 CARBOXYLATE; TERT BUTYL 4 [N BENZYL 2 [(TERT BUTOXYCARBONYL)AMINO] 4 METHOXY 4 OXOBUTANAMIDO] 4 (BENZYLCARBAMOYL)PIPERIDINE 1 CARBOXYLATE; TERT BUTYL [1 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 1 OXO 3 PHENYLPROPAN 2 YL]CARBAMATE; TERT BUTYL [1 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 (1H INDOL 3 YL) 1 OXOPROPAN 2 YL]CARBAMATE; TERT BUTYL [1 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 (4 HYDROXYPHENYL) 1 OXOPROPAN 2 YL]CARBAMATE; TERT BUTYL [1 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 3 METHYL 1 OXOPENTAN 2 YL]CARBAMATE; TERT BUTYL [1 [[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL] (SEC BUTYL)AMINO] 1 OXO 3 PHENYLPROPAN 2 YL]CARBAMATE; TERT BUTYL [2 [BENZYL[N BENZYL 4 (BENZYLCARBAMOYL)PIPERIDIN 4 YL]AMINO] 2 OXOETHYL]CARBAMATE; UNCLASSIFIED DRUG; UNINDEXED DRUG; ANTINEOPLASTIC AGENT; PIPERIDINE;

ANTINEOPLASTIC ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL LINE; CANCER INHIBITION; CHEMICAL REACTION; CYTOSTASIS; CYTOTOXICITY; HUMAN; HUMAN CELL; IC 50; STRUCTURE ACTIVITY RELATION; UGI REACTION; ANIMAL; CHEMISTRY; DRUG DESIGN; MOUSE; SYNTHESIS; TUMOR CELL LINE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG DESIGN; HUMANS; MICE; PIPERIDINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84903190870     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.06.026     Document Type: Article

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