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CHEBI:70773 - capsazepine

ChEBI IDCHEBI:70773
ChEBI Namecapsazepine
Stars
DefinitionA benzazepine that is 2,3,4,5-tetrahydro-1H-2-benzazepine which is substituted by hydroxy groups at positions 7 and 8 and on the nitrogen atom by a 2-(p-chlorophenyl)ethylaminothiocarbonyl group. A synthetic analogue of capsaicin, it was the first reported capsaicin receptor antagonist.
Last Modified25 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H21ClN2O2S
Net Charge0
Average Mass376.909
Monoisotopic Mass376.10123
SMILESOc1cc2c(cc1O)CN(C(=S)NCCc1ccc(Cl)cc1)CCC2
InChIInChI=1S/C19H21ClN2O2S/c20-16-5-3-13(4-6-16)7-8-21-19(25)22-9-1-2-14-10-17(23)18(24)11-15(14)12-22/h3-6,10-11,23-24H,1-2,7-9,12H2,(H,21,25)
InChIKeyDRCMAZOSEIMCHM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
capsaicin receptor antagonist  Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel.
ChEBI Ontology
Outgoing Relation(s)
capsazepine (CHEBI:70773) has role capsaicin receptor antagonist (CHEBI:70774)
capsazepine (CHEBI:70773) is a benzazepine (CHEBI:35676)
capsazepine (CHEBI:70773) is a catechols (CHEBI:33566)
capsazepine (CHEBI:70773) is a monochlorobenzenes (CHEBI:83403)
capsazepine (CHEBI:70773) is a thioureas (CHEBI:51276)
IUPAC Name 
N-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbothioamide
Synonyms  Source
capsazepinChEBI
N-[2-(4-chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamideChEBI
2-[2-(4-chlorophenyl)ethylamino-thiocarbonyl]-7,8-dihydroxy-2,3,4,5-tetrahydro-1H-2-benzazepineChEBI
N-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbothioamideChEBI
N-(2-[4-chlorophenyl]ethyl)-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamideChEBI
ST50826300ChEBI
Manual XrefsDatabases
CapsazepineWikipedia
LSM-2983LINCS
Registry NumbersSources
Reaxys:7047754Reaxys
CAS:138977-28-3ChemIDplus
Citations