Design and synthesis of conformationally restricted capsaicin analogues based in the 1, 3, 4-thiadiazoleheterocycle reveal a novel family of transient receptor potential vanilloid 1 (TRPV1) antagonists

European Journal of Medicinal Chemistry

Volumn 66, Issue , 2013, Pages 193-203

  Rebolledo, Carolyne Lespay ^a   Sotelo Hitschfeld, Pamela ^b   Brauchi, Sebastián ^b   Olavarría, Miguel Zárraga ^a  

^a UNIVERSITY OF CONCEPCIÓN   (Chile)

^b UNIVERSIDAD AUSTRAL DE CHILE   (Chile)

Author keywords

1, 3, 4 thiadiazole; Antagonist activity; Capsaicin analogues; Restriction conformational; TRPV1 receptor

Indexed keywords

CAPSAICIN DERIVATIVE; THIADIAZOLE DERIVATIVE; VANILLOID RECEPTOR 1; VANILLOID RECEPTOR 1 ANTAGONIST; 1,3,4 THIADIAZOLE DERIVATIVE; 2 AMINO 5 (4 HYDROXY 3 IODO 5 METHOXYPHENYL) 1,3,4 THIADIAZOLE; 2 AMINO 5 (4 HYDROXY 3 METHOXYPHENYL) 1,3,4 THIADIAZOLE; 2 IODO 6 METHOXYPHENYLACETATE THIOSEMICARBAZONE; 2 METHOXYPHENYL ACETATE THIOSEMICARBAZONE; 4 FORMYL 2 IODO 6 METHOXYPHENYLACETATE; 4 FORMYL 2 METHOXYPHENYL ACETATE; 4 HYDROXY 3 IODO 5 METHOXYBENZALDEHYDE; 5 IODONONIVAMIDE; CALCIUM; CAPSAICIN; N (4 TERT BUTYLPHENYL) 4 (3 CHLORO 2 PYRIDINYL) 1 PIPERAZINECARBOXAMIDE; N [5 (4 HYDROXY 3 IODO 5 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]HEPTANAMIDE; N [5 (4 HYDROXY 3 IODO 5 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]HEXANAMIDE; N [5 (4 HYDROXY 3 IODO 5 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]NONAMIDE; N [5 (4 HYDROXY 3 IODO 5 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]OCTANAMIDE; N [5 (4 HYDROXY 3 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]HEPTANAMIDE; N [5 (4 HYDROXY 3 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]HEXANAMIDE; N [5 (4 HYDROXY 3 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]NONAMIDE; N [5 (4 HYDROXY 3 METHOXYPHENYL) 1,3,4 THIADIAZOL 2 YL]OCTANAMIDE; UNCLASSIFIED DRUG; VANILLIN;

ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG CONFORMATION; DRUG DESIGN; DRUG SYNTHESIS; EMBRYO; HIGH THROUGHPUT SCREENING; HUMAN; HUMAN CELL; MOLECULAR DOCKING; PROTEIN EXPRESSION; TEMPERATURE DEPENDENCE; BIOLOGICAL ACTIVITY; COMPARATIVE EFFECTIVENESS; CONFORMATIONAL TRANSITION; DRUG BINDING SITE; DRUG PROTEIN BINDING; DRUG RECEPTOR BINDING; FLUORESCENCE IMAGING; HEK293 CELL LINE; IC50; STATIC ELECTRICITY; STRUCTURE ACTIVITY RELATION;

EID: 84879491002     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.05.001     Document Type: Article

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