CBS-0550

CBS-0550
Identifiers
	IUPAC name N-[5-tert-butyl-2-(cyclopropylmethyl)-1-methylpyrazol-3-ylidene]-2-fluoro-3-(trifluoromethyl)benzamide;
CAS Number	887289-02-3;
PubChem CID	24763642;
ChemSpider	23320245;
UNII	TB180WQ919;
Chemical and physical data
Formula	C20H23F4N3O
Molar mass	397.418 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CC3Cn1c(cc(C(C)(C)C)n1C)=N\C(=O)c2cccc(C(F)(F)F)c2F;
	InChI InChI=1S/C20H23F4N3O/c1-19(2,3)15-10-16(27(26(15)4)11-12-8-9-12)25-18(28)13-6-5-7-14(17(13)21)20(22,23)24/h5-7,10,12H,8-9,11H2,1-4H3/b25-16+; Key:PABOWKPYVAFTRN-PCLIKHOPSA-N;

Short description: Chemical compound

CBS-0550 is a drug developed by Taisho Pharmaceutical, which acts as a potent and selective cannabinoid CB₂ receptor agonist, with 1400x selectivity for CB₂ over the related CB₁ receptor. Unlike most cannabinoid agonists, CBS-0550 has good solubility in water, and in animal studies it was found to produce analgesic and anti-hyperalgesic effects.^[1] A number of related compounds have been developed with similar properties.^[2]

References

↑ "Imine derivatives as new potent and selective CB2 cannabinoid receptor agonists with an analgesic action". Bioorganic & Medicinal Chemistry 16 (3): 1111–24. February 2008. doi:10.1016/j.bmc.2007.10.087. PMID 18006322.
↑ "N-Alkylidenearylcarboxamides as new potent and selective CB(2) cannabinoid receptor agonists with good oral bioavailability". Bioorganic & Medicinal Chemistry Letters 17 (22): 6299–304. November 2007. doi:10.1016/j.bmcl.2007.09.004. PMID 17884496.

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[1] "Imine derivatives as new potent and selective CB2 cannabinoid receptor agonists with an analgesic action". Bioorganic & Medicinal Chemistry 16 (3): 1111–24. February 2008. doi:10.1016/j.bmc.2007.10.087. PMID 18006322.

[2] "N-Alkylidenearylcarboxamides as new potent and selective CB(2) cannabinoid receptor agonists with good oral bioavailability". Bioorganic & Medicinal Chemistry Letters 17 (22): 6299–304. November 2007. doi:10.1016/j.bmcl.2007.09.004. PMID 17884496.

[1]

[2]

CBS-0550

Topic: Chemistry

See also

References

Identifiers

IUPAC name N-[5-tert-butyl-2-(cyclopropylmethyl)-1-methylpyrazol-3-ylidene]-2-fluoro-3-(trifluoromethyl)benzamide
CAS Number	887289-02-3
PubChem CID	24763642
ChemSpider	23320245
UNII	TB180WQ919
Chemical and physical data
Formula	C₂₀H₂₃F₄N₃O
Molar mass	397.418 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C3CC3Cn1c(cc(C(C)(C)C)n1C)=N\C(=O)c2cccc(C(F)(F)F)c2F
InChI InChI=1S/C20H23F4N3O/c1-19(2,3)15-10-16(27(26(15)4)11-12-8-9-12)25-18(28)13-6-5-7-14(17(13)21)20(22,23)24/h5-7,10,12H,8-9,11H2,1-4H3/b25-16+ Key:PABOWKPYVAFTRN-PCLIKHOPSA-N