Chemistry:SB-366791

SB-366791
Identifiers
	IUPAC name (E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide;
CAS Number	472981-92-3 ;
PubChem CID	667594;
ChemSpider	580962;
UNII	E8EY4M2N4H;
ChEBI	CHEBI:93038;
ChEMBL	ChEMBL122413;
Chemical and physical data
Formula	C16H14ClNO2
Molar mass	287.74 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC=CC(=C1)NC(=O)/C=C/C2=CC=C(C=C2)Cl;
	InChI 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+; Key:RYAMDQKWNKKFHD-JXMROGBWSA-N;

Short description: Chemical compound

SB-366791 is a drug which acts as a potent and selective blocker of the TRPV1 ion channel. It has analgesic effects in animal studies, and is used in research into pain and inflammation.^[1]^[2]^[3]

References

↑ "New compound fires up pain research". Drug Discovery Today 8 (23): 1053. December 2003. doi:10.1016/s1359-6446(03)02928-3. PMID 14693457.
↑ "TRPV1 modulates morphine self-administration via activation of the CaMKII-CREB pathway in the nucleus accumbens". Neurochemistry International 121: 1–7. December 2018. doi:10.1016/j.neuint.2018.10.009. PMID 30292787.
↑ "Hypersensitivity Induced by Intrathecal Bradykinin Administration Is Enhanced by N-oleoyldopamine (OLDA) and Prevented by TRPV1 Antagonist". International Journal of Molecular Sciences 22 (7): 3712. April 2021. doi:10.3390/ijms22073712. PMID 33918267.

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[1] "New compound fires up pain research". Drug Discovery Today 8 (23): 1053. December 2003. doi:10.1016/s1359-6446(03)02928-3. PMID 14693457.

[2] "TRPV1 modulates morphine self-administration via activation of the CaMKII-CREB pathway in the nucleus accumbens". Neurochemistry International 121: 1–7. December 2018. doi:10.1016/j.neuint.2018.10.009. PMID 30292787.

[3] "Hypersensitivity Induced by Intrathecal Bradykinin Administration Is Enhanced by N-oleoyldopamine (OLDA) and Prevented by TRPV1 Antagonist". International Journal of Molecular Sciences 22 (7): 3712. April 2021. doi:10.3390/ijms22073712. PMID 33918267.

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Identifiers

IUPAC name (E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
CAS Number	472981-92-3^Y
PubChem CID	667594
ChemSpider	580962
UNII	E8EY4M2N4H
ChEBI	CHEBI:93038
ChEMBL	ChEMBL122413
Chemical and physical data
Formula	C₁₆H₁₄ClNO₂
Molar mass	287.74 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COC1=CC=CC(=C1)NC(=O)/C=C/C2=CC=C(C=C2)Cl
InChI 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+ Key:RYAMDQKWNKKFHD-JXMROGBWSA-N

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