Skip to Content
Merck
All Photos(1)

Key Documents

S0441

Sigma-Aldrich

SB-366791

≥98% (HPLC), powder

Synonym(s):

N-(3-Methoxyphenyl)-4-chlorocinnamide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H14NO2Cl
CAS Number:
Molecular Weight:
287.74
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear

originator

GlaxoSmithKline

SMILES string

COc1cccc(NC(=O)\C=C\c2ccc(Cl)cc2)c1

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+

InChI key

RYAMDQKWNKKFHD-JXMROGBWSA-N

Gene Information

human ... TRPV1(7442)

Related Categories

Application

SB-366791 has been used as a transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonist:
  • to infer the in vitro and in vivo pharmacology of (E)-3-(4-t-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acrylamide (AMG 9810)
  • to study its effects on sodium hydrogen sulfide (NaHS) or capsaicin-induced contractile activity
  • to study the inhibitory potency of phoneutria toxin (PnTx3-5) (native and recombinant) on various responses mediated by transient receptor potential cation channel subfamily V member 1 (TRPV1)

Biochem/physiol Actions

SB-366791 might exhibit analgesic properties on bone cancer-related pain behavior.
Vanilloid receptor-1 (TRPV1) antagonist.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Vincent Minville et al.
Journal of translational medicine, 17(1), 346-346 (2019-10-24)
Tibial fracture is associated with inflammatory reaction leading to severe pain syndrome. Bradykinin receptor activation is involved in inflammatory reactions, but has never been investigated in fracture pain. This study aims at defining the role of B1 and B2-kinin receptors
Flavia Lage Pessoa da Costa et al.
Biochemical pharmacology, 182, 114210-114210 (2020-09-04)
TRPV1 is a cation channel expressed in peripheral nociceptive pathways and its activation can trigger nociception signals to the brain. Ketamine is an intravenous anesthetic routinely used for anesthesia induction and with potent analgesic activity. Despite its proven depressant action
Pharmacological investigation of hydrogen sulfide (H2S) contractile activity in rat detrusor muscle
Patacchini R, et al.
European Journal of Pharmacology, 509(2-3), 171-177 (2005)
Narender R Gavva et al.
The Journal of pharmacology and experimental therapeutics, 313(1), 474-484 (2004-12-24)
The vanilloid receptor 1 (VR1 or TRPV1) is a membrane-bound, nonselective cation channel expressed by peripheral sensory neurons. TRPV1 antagonists produce antihyperalgesic effects in animal models of inflammatory and neuropathic pain. Here, we describe the in vitro and in vivo
Elizete Maria Rita Pereira et al.
Neuropharmacology, 162, 107826-107826 (2019-10-28)
Capsaicin, an agonist of TRPV1, evokes intracellular [Ca2+] transients and glutamate release from perfused trigeminal ganglion. The spider toxin PnTx3-5, native or recombinant is more potent than the selective TRPV1 blocker SB-366791 with IC50 of 47 ± 0.18 nM, 45 ± 1.18 nM and 390 ± 5.1 nM in

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service