西米昔布

化合物
(重定向自C16H13ClFN3O3S

西米昔布INN:cimicoxib;开发代号:UR-8880),或译西米考昔,是一种非甾体类抗炎药,用于治疗狗与骨关节炎相关的疼痛和炎症,以及治疗与手术相关的疼痛和炎症。[1][2]它是一种COX-2抑制剂英语Cyclooxygenase-2 inhibitor[3]

西米昔布
IUPAC名
4-[4-Chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzene-1-sulfonamide
识别
CAS号 265114-23-6  checkY
PubChem 213053
ChemSpider 184745
SMILES
 
  • O=S(=O)(c3ccc(n1c(c(Cl)nc1)c2ccc(OC)c(F)c2)cc3)N
InChI
 
  • 1/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)
InChIKey KYXDNECMRLFQMZ-UHFFFAOYAQ
ChEBI 76127
性质
化学式 C16H13ClFN3O3S
摩尔质量 381.81 g·mol−1
药理学
ATCvet代码 QM01AH93QM01
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

合成

 
西米昔布合成:[3]

参考资料

  1. ^ European Public Assessment Report: Cimalgex (cimicoxib). European Medicines Agency. 17 September 2018. 
  2. ^ Jeunesse, Elisabeth C.; Schneider, Marc; Woehrle, Frederique; Faucher, Mathieu; Lefebvre, Herve P.; Toutain, Pierre-Louis. Pharmacokinetic/pharmacodynamic modeling for the determination of a cimicoxib dosing regimen in the dog. BMC veterinary research. 2013-12-11, 9. ISSN 1746-6148. PMC 3892053 . PMID 24330630. doi:10.1186/1746-6148-9-250. 
  3. ^ 3.0 3.1 Almansa, Carmen; Alfón, José; de Arriba, Alberto F.; Cavalcanti, Fernando L.; Escamilla, Ignasi; Gómez, Luis A.; Miralles, Agustí; Soliva, Robert; Bartrolí, Javier; Carceller, Elena; Merlos, Manuel; García-Rafanell, Julián. Synthesis and Structure−Activity Relationship of a New Series of COX-2 Selective Inhibitors:  1,5-Diarylimidazoles. Journal of Medicinal Chemistry. 2003, 46 (16): 3463–3475. ISSN 0022-2623. PMID 12877584. doi:10.1021/jm030765s.