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CBS-0550

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
CBS-0550
Identifiers
  • N-[5-tert-butyl-2-(cyclopropylmethyl)-1-methylpyrazol-3-ylidene]-2-fluoro-3-(trifluoromethyl)benzamide
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC20H23F4N3O
Molar mass397.418 g·mol−1
3D model (JSmol)
  • C3CC3Cn1c(cc(C(C)(C)C)n1C)=N\C(=O)c2cccc(C(F)(F)F)c2F
  • 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

CBS-0550 is a drug developed byTaisho Pharmaceutical, which acts as a potent and selectivecannabinoidCB2receptoragonist, with 1400x selectivity for CB2 over the relatedCB1 receptor. Unlike most cannabinoid agonists, CBS-0550 has good solubility in water, and in animal studies it was found to produceanalgesic and anti-hyperalgesic effects.[1] A number of related compounds have been developed with similar properties.[2]

See also

[edit]

References

[edit]
  1. ^Ohta H, Ishizaka T, Tatsuzuki M, Yoshinaga M, Iida I, Yamaguchi T, et al. (February 2008). "Imine derivatives as new potent and selective CB2 cannabinoid receptor agonists with an analgesic action".Bioorganic & Medicinal Chemistry.16 (3):1111–24.doi:10.1016/j.bmc.2007.10.087.PMID 18006322.
  2. ^Ohta H, Ishizaka T, Tatsuzuki M, Yoshinaga M, Iida I, Tomishima Y, et al. (November 2007). "N-Alkylidenearylcarboxamides as new potent and selective CB(2) cannabinoid receptor agonists with good oral bioavailability".Bioorganic & Medicinal Chemistry Letters.17 (22):6299–304.doi:10.1016/j.bmcl.2007.09.004.PMID 17884496.
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