| Identification | Back Directory | [Name]
4'-CHLORO-3-METHOXYCINNAMANILIDE | [CAS]
472981-92-3 | [Synonyms]
SB 366791
SB366791, >98%
SB 366791;SB366791
4'-CHLORO-3-METHOXYCINNAMANILIDE
N-(3-METHOXYPHENYL)-4-CHLOROCINNAMIDE
3-(4-Chlorophenyl)-N-(3-methoxyphenyl)-2-propenamide
(E)-3-(4-CHLOROPHENYL)-N-(3-METHOXYPHENYL)ACRYLAMIDE
2-Propenamide,3-(4-chlorophenyl)-N-(3-methoxyphenyl)- | [Molecular Formula]
C16H14ClNO2 | [MDL Number]
MFCD01033818 | [MOL File]
472981-92-3.mol | [Molecular Weight]
287.74 |
| Chemical Properties | Back Directory | [Melting point ]
165-167℃ | [storage temp. ]
Store at RT | [solubility ]
DMSO: 13 mg/mL, soluble
| [form ]
solid
| [color ]
off-white
| [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | [InChI]
1S/C16H14ClNO2/c1-20-15-4-2-3-14(11-15)18-16(19)10-7-12-5-8-13(17)9-6-12/h2-11H,1H3,(H,18,19)/b10-7+ | [InChIKey]
RYAMDQKWNKKFHD-JXMROGBWSA-N | [SMILES]
COc1cccc(NC(=O)\C=C\c2ccc(Cl)cc2)c1 |
| Hazard Information | Back Directory | [Description]
SB-366791 (472981-92-3) is a potent (IC50 = 0.7 μM) and selective TRPV1 blocker.1,2 Selective for TRPV1 in a panel of 47 different binding assays. | [Uses]
A potent and selective vanilloid receptor (TRPV1) antagonist. An effective antagonist of hTRPV1 when stimulated by capsaicin, acid, or noxious heat. | [Definition]
ChEBI: 3-(4-chlorophenyl)-N-(3-methoxyphenyl)-2-propenamide is a member of cinnamamides and a secondary carboxamide. | [Biological Activity]
Potent, selective and competitive vanilloid TRPV1 (VR1) receptor antagonist (pA 2 = 7.71 at hVR1); antagonizes hTRPV1 receptors activated by agonists, noxious heat, but not protons. Displays selectivity over a wide range of receptors and systems including CB 1 and CB 2 receptors, voltage-gated Ca 2+ channels and the hyperpolarization-activated current (I h ). Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ . | [Biochem/physiol Actions]
SB-366791 might exhibit analgesic properties on bone cancer-related pain behavior. | [storage]
Store at RT | [References]
1) Gunthorpe, et al., (2004) Identification and characterization of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist; Neuropharmacology 46 133
2) Varga et al. (2005) Effects of the novel TRPV1 receptor antagonist SB366791 in vitro and in vivo in the rat; Neurosci. Lett.. 385 137 |
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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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