2316. Cisapride
Nomenclature
CAS number: 81098-60-4
cis-4-Amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide; cis-4-amino-5-chloro-N-[1-[3-(p-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-o-anisamide. C23H29ClFN3O4; mol wt 465.95.
C 59.29%, H 6.27%, Cl 7.61%, F 4.08%, N 9.02%, O 13.73%.
Description and references
Prokinetic 5-HT4 receptor agonist; facilitates gastric release of acetylcholine. Prepn: G. Van Daele, EP 76530; idem, US 4962115 (1983, 1990 both to Janssen); and pharmacology: idem et al., Drug Dev. Res. 8, 225 (1986). Spectrophotometric and HPLC determn in pharmaceutical prepns: E. M. Hassan et al., J. Pharm. Biomed. Anal. 24, 659 (2001). HPLC determn in plasma and bioavailability: J. Emami et al., ibid. 33, 513 (2003). Pharmacokinetics: J. A. Barone et al., Clin. Pharm. 6, 640 (1987). Review of pharmacology and therapeutic efficacy in humans: L. R. Wiseman, D. Faulds, Drugs 47, 116-152 (1994); in animals: R. J. Washabau, J. A. Hall, J. Am. Vet. Med. Assoc. 207, 1285-1288 (1995).
Derivative
Monohydrate.Nomenclature
CAS number: 260779-88-2
R-51619; Acenalin (Kyowa); Alimix (Janssen); Prepulsid (Janssen-Cilag); Risamol (Jansen). C23H29ClFN3O4.H2O; mol wt 483.96.
C 57.08%, H 6.46%, Cl 7.33%, F 3.93%, N 8.68%, O 16.53%.
Properties
Crystals from 2-propanol, mp 109.8°. Sol in acetone. Sparingly sol in methanol. Practically insol in water.Therapeutic Category
Gastroprokinetic.
Therapeutic Category (Veterinary)
Gastroprokinetic.Keywords
Gastroprokinetic