Cisapride monohydrate

  • CAT Number: I024804
  • CAS Number: 260779-88-2
  • Molecular Formula: C23H31ClFN3O5
  • Molecular Weight: 483.96
  • Purity: ≥95%
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Cisapride monohydrate (Cat.No:I024804) is a gastroprokinetic agent, a drug that increases motility in the upper gastrointestinal tract. It acts directly as a serotonin 5-HT₄ receptor agonist and indirectly as a parasympathomimetic. Stimulation of the serotonin receptors increases acetylcholine release in the enteric nervous system.

Catalog Number I024804
CAS Number 260779-88-2
Molecular Formula

C23H31ClFN3O5

Purity 95%
Solubility Soluble in DMSO
Storage Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
IUPAC Name 4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide;hydrate
InChI InChI=1S/C23H29ClFN3O4.H2O/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16;/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29);1H2/t20-,22+;/m0./s1
InChIKey QBYYXIDJOFZORM-IKGOIYPNSA-N
SMILES CO[C@@H]1CN(CC[C@@H]1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCOC3=CC=C(C=C3)F.O
Reference

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2: Durdagi S, Randall T, Duff HJ, Chamberlin A, Noskov SY. Rehabilitating drug-induced long-QT promoters: in-silico design of hERG-neutral cisapride analogues with retained pharmacological activity. BMC Pharmacol Toxicol. 2014 Mar 8;15:14. doi: 10.1186/2050-6511-15-14. PubMed PMID: 24606761; PubMed Central PMCID: PMC4016140.
3: Mt-Isa S, Tomlin S, Sutcliffe A, Underwood M, Williamson P, Croft NM, Ashby D. Prokinetics prescribing in paediatrics: evidence on cisapride, domperidone, and metoclopramide. J Pediatr Gastroenterol Nutr. 2015 Apr;60(4):508-14. doi: 10.1097/MPG.0000000000000657. PubMed PMID: 25825854.
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8: Al Okab RA. Cisapride a green analytical reagent for rapid and sensitive determination of bromate in drinking water, bread and flour additives by oxidative coupling spectrophotometric methods. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb 15;103:333-7. doi: 10.1016/j.saa.2012.10.071. Epub 2012 Nov 23. PubMed PMID: 23261631.
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12: Louis H. [Management of gastroparesis and functional dyspepsia after cisapride withdrawal]. Rev Med Brux. 2012 Sep;33(4):425-9. Review. French. PubMed PMID: 23091951.
13: Kirch W, Janisch HD, Ohnhaus EE, van Peer A. Cisapride-cimetidine interaction: enhanced cisapride bioavailability and accelerated cimetidine absorption. Ther Drug Monit. 1989;11(4):411-4. PubMed PMID: 2741189.
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16: Hegar B, Alatas S, Advani N, Firmansyah A, Vandenplas Y. Domperidone versus cisapride in the treatment of infant regurgitation and increased acid gastro-oesophageal reflux: a pilot study. Acta Paediatr. 2009 Apr;98(4):750-5. doi: 10.1111/j.1651-2227.2008.01158.x. Epub 2008 Dec 10. PubMed PMID: 19076984.
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