CAS 472981-92-3|SB-366791

Introduction:Basic information about CAS 472981-92-3|SB-366791, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSB-366791
CAS Number472981-92-3Molecular Weight287.741
Density1.3±0.1 g/cm3Boiling Point494.2±45.0 °C at 760 mmHg
Molecular FormulaC16H14ClNO2Melting Point169 °C
MSDSUSAFlash Point252.7±28.7 °C

Names

Name(E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
SynonymMore Synonyms

SB-366791 BiologicalActivity

DescriptionSB-366791 is a potent , competitive and selective vanilloid receptor (VR1/TRPV1) antagonist with IC50 of 5.7±1.2 nMtarget: VR1/TRPV1IC 50: 5.7±1.2 nM [1] SB-366791 produced a concentration-dependent inhibition of the response to capsaicin with an apparent pKb of 7.74±0.08. Schild analysis indicated a competitive mechanism of action with a pA2 of 7.71.[1] SB-366791 showed a concentration-dependent potentiation of pH 5-induced 45Ca2+uptake in CHO cells expressing rat TRPV1 but not in untransfected cells[2]
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Cancer
References

[1]. M.J. Gunthorpe et al. Identification and characterisation of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist. Neuropharmacology, 2004 Jan, 46(1):133-49.

[2]. Gavva NR et al. Proton Activation Does Not Alter Antagonist Interaction with the Capsaicin-Binding Pocket of TRPV1. Mol Pharmacol, 2005 Dec, 68(6), 1524-33.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point494.2±45.0 °C at 760 mmHg
Melting Point169 °C
Molecular FormulaC16H14ClNO2
Molecular Weight287.741
Flash Point252.7±28.7 °C
Exact Mass287.071320
PSA38.33000
LogP4.52
Vapour Pressure0.0±1.3 mmHg at 25°C
Index of Refraction1.650
InChIKeyRYAMDQKWNKKFHD-JXMROGBWSA-N
SMILESCOc1cccc(NC(=O)C=Cc2ccc(Cl)cc2)c1
Storage condition-20℃

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport

Articles4

More Articles
Involvement of TRPV1 and TRPA1 in incisional intraoral and extraoral pain.

J. Dent. Res. 94(3) , 446-54, (2015)

Thermal and mechanical hypersensitivity in the injured region is a common complication. Although it is well known clinically that thermal and mechanical sensitivity of the oral mucosa is different fro...

Supraspinal TRPV1 modulates the emotional expression of abdominal pain.

Pain 155(10) , 2153-60, (2014)

The transient receptor potential vanilloid receptor type-1 (TRPV1) is critically involved in peripheral nociceptive processes of somatic and visceral pain. However, the role of the capsaicin receptor ...

Acid solution is a suitable medium for introducing QX-314 into nociceptors through TRPV1 channels to produce sensory-specific analgesic effects.

PLoS ONE 6(12) , e29395, (2011)

Previous studies have demonstrated that QX-314, an intracellular sodium channel blocker, can enter into nociceptors through capsaicin-activated TRPV1 or permeation of the membrane by chemical enhancer...

Synonyms

2-Propenamide, 3-(4-chlorophenyl)-N-(3-methoxyphenyl)-, (2E)-
N-(3-Methoxyphenyl)-4-chlorocinnamide
(2E)-3-(4-Chlorophenyl)-N-(3-methoxyphenyl)acrylamide
SB-366791
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