Cinitapride

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Cinitapride
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Clinical data
Trade namesCintapro, Pemix, Gapulsid
Routes of
administration		Oral
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Legal status
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  • In general: ℞ (Prescription only)
Identifiers
  • 4-amino-N-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide
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Chemical and physical data
FormulaC21H30N4O4
Molar mass402.495 g·mol−1
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ChiralityRacemic mixture
  • InChI=1S/C21H30N4O4/c1-2-29-20-13-18(22)19(25(27)28)12-17(20)21(26)23-16-8-10-24(11-9-16)14-15-6-4-3-5-7-15/h3-4,12-13,15-16H,2,5-11,14,22H2,1H3,(H,23,26) checkY
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Cinitapride (trade names Cintapro, Pemix, Gapulsid) is a gastroprokinetic agent and antiemetic agent of the benzamide class which is marketed in India, Mexico, Pakistan, Spain,[1][2] Croatia and the Czech Republic. It acts as an agonist of the 5-HT1 and 5-HT4 receptors and as an antagonist of the 5-HT2 receptors.[3][4]

Uses

It is indicated for the treatment of gastrointestinal disorders associated with motility disturbances such as gastroesophageal reflux disease, non-ulcer dyspepsia and delayed gastric emptying. It may be also used in the management of nausea and vomiting. Cinitapride works by increasing the movement of esophagus, stomach, and intestines during digestion. It also increases the strength of muscle between esophagus and stomach to prevent reflux conditions.

Synthesis

File:Cinitapride synthesis.svg

Cinitapride is the amide formed by reacting methyl 4-amino-2-ethoxy-5-nitrobenzoate (1) with the 4-aminopiperidine derivative (2).[5][6]

References

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  1. ^ Page Module:Citation/CS1/styles.css has no content.Robert M, Salvà M, Segarra R, et al. (July 2007). "The prokinetic cinitapride has no clinically relevant pharmacokinetic interaction and effect on QT during coadministration with ketoconazole". Drug Metabolism and Disposition. 35 (7): 1149–56. doi:10.1124/dmd.106.010835. PMID 17437965. S2CID 1284844.
  2. ^ Page Module:Citation/CS1/styles.css has no content.Fernández AG, Massingham R (January 1985). "Peripheral receptor populations involved in the regulation of gastrointestinal motility and the pharmacological actions of metoclopramide-like drugs". Life Sciences. 36 (1): 1–14. doi:10.1016/0024-3205(85)90280-2. PMID 2981378.
  3. ^ Page Module:Citation/CS1/styles.css has no content.Alarcón-de-la-Lastra Romero C, López A, Martín MJ, la Casa C, Motilva V (April 1997). "Cinitapride protects against ethanol-induced gastric mucosal injury in rats: role of 5-hydroxytryptamine, prostaglandins and sulfhydryl compounds". Pharmacology. 54 (4): 193–202. doi:10.1159/000139487. PMID 9211565.
  4. ^ Page Module:Citation/CS1/styles.css has no content.Alarcón de la Lastra C, La Casa C, Martin MJ, Motilva V (March 1998). "Effects of cinitapride on gastric ulceration and secretion in rats". Inflammation Research. 47 (3): 131–6. doi:10.1007/s000110050301. PMID 9562338. S2CID 25620004. Archived from the original on 1999-08-27. Retrieved 2010-02-27.
  5. ^ Page Template:Citation/styles.css has no content.GB patent 1574419, Inglesias, J.B; Soto, J.P; Noverola, A.V; Mauri, J.M, "Piperidine compounds", issued Script error: No such module "auto date formatter"., assigned to Anphar SA 
  6. ^ Page Module:Citation/CS1/styles.css has no content."Cinitapride". Thieme. Retrieved 2024-07-02.

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