SB-366791

Names

[ Name ]:
SB-366791

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

Biological Activity

[Description]:

SB-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 Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

Research 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.

[Related Small Molecules]

capsaicin | Capsazepine | EIPA | Diphenyleneiodonium chloride | HC-030031 | SKF-96365 | HC 067047 | AMG 9810 | GSK-1016790A | SAR7334 | PF-4840154 | RN-1734 | AMG-517 | IcilinAG-3-5 | ML204

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
494.2±45.0 °C at 760 mmHg

[ Melting Point ]:
169 °C

[ Molecular Formula ]:
C₁₆H₁₄ClNO₂

[ Molecular Weight ]:
287.741

[ Flash Point ]:
252.7±28.7 °C

[ Exact Mass ]:
287.071320

[ PSA ]:
38.33000

[ LogP ]:
4.52

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.650

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

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...