9165. Teriflunomide
Nomenclature
CAS number: 163451-81-8;
108605-62-5
(unspecified stereo)
(2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-butenamide; A-771726. C12H9F3N2O2; mol wt 270.21.
C 53.34%, H 3.36%, F 21.09%, N 10.37%, O 11.84%.
Description and references
Disease modifying antirheumatic drug (DMARD); active metabolite of leflunomide, q.v. Prepn: R. R. Bartlett, F.-J. K"ammerer, WO 9117748; eidem, US 5494911 (1991, 1996 both to Hoechst). Identification as active metabolite: J. W. Patterson et al., J. Med. Chem. 35, 507 (1992). Phamacokinetics: J. Lucien et al., Ther. Drug Monit. 17, 454 (1995). Inhibits dihydroorotate dehydrogenase: J. P. Davis et al., Biochemistry 35, 1270 (1996). Configurational study: G. Bertolini et al., J. Med. Chem. 40, 2011 (1997); and crystal structure: C. Papageorgiou et al., Bioorg. Chem. 25, 233 (1997). HPLC determn in plasma: V. Chan et al., J. Chromatogr. B 803, 331 (2004).
Therapeutic Category
Immunomodulator; in treatment of multiple sclerosis.
Keywords
Immunomodulator