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Capsazepine

CAT: 1410-M20641-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:1410-M20641-02Size:10 mg
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Description
Capsazepine is an antagonist of TRPV1 receptor (IC50 : 562 nM) . Capsazepine blocks the painful sensation of heat caused by capsaicin (the active ingredient of chilli pepper) which activates the TRPV1 ion channel. It is therefore considered to be a capsaicin antagonist.
CAS Number
138977-28-3
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
376.9
Molecular Formula
C19H21ClN2O2S
Notes
Research use only, not for human use.
Receptor
TRPA1

Chemical Information

Capsazepine

Capsazepine is a 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. It has a role as a capsaicin receptor antagonist. It is a member of catechols, a benzazepine, a member of thioureas and a member of monochlorobenzenes.

CAS Number138977-28-3
PubChem CID2733484
IUPAC NameN-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2-benzazepine-2-carbothioamide
Molecular FormulaC19H21ClN2O2S
Molecular Weight376.9
XLogP3.9
Topological Polar Surface Area87.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity445
SMILES
C1CC2=CC(=C(C=C2CN(C1)C(=S)NCCC3=CC=C(C=C3)Cl)O)O
InChI
InChI=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)
InChIKey
DRCMAZOSEIMCHM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Capsazepine
CAS: 138977-28-3
CID: 2733484
Formula: C19H21ClN2O2S
MW: 376.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight376.9
XLogP33.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass376.1012268
Monoisotopic Mass376.1012268
Topological Polar Surface Area87.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity445
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
326688Capsazepine

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