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Cinitapride

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Cinitapride
Clinical data
Trade namesCintapro, Pemix, Gapulsid
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 4-amino-N-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H30N4O4
Molar mass402.495 g·mol−1
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
  • Key:ZDLBNXXKDMLZMF-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Cinitapride (trade namesCintapro,Pemix,Gapulsid) is agastroprokinetic agent andantiemetic agent of thebenzamide class which is marketed inIndia,Mexico,Pakistan,Spain,[1][2]Croatia and theCzech Republic. It acts as anagonist of the5-HT1 and5-HT4 receptors and as anantagonist of the5-HT2 receptors.[3][4]

Uses

[edit]

It is indicated for the treatment of gastrointestinal disorders associated with motility disturbances such asgastroesophageal reflux disease, non-ulcerdyspepsia anddelayed gastric emptying. It may be also used in the management ofnausea 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

[edit]

Cinitapride is theamide formed by reacting methyl 4-amino-2-ethoxy-5-nitrobenzoate (1) with the4-aminopiperidine derivative (2).[5][6]

References

[edit]
  1. ^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. ^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. ^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. ^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 fromthe original on 1999-08-27. Retrieved2010-02-27.
  5. ^GB patent 1574419, Inglesias, J.B; Soto, J.P; Noverola, A.V; Mauri, J.M, "Piperidine compounds", issued 1980-09-03, assigned to Anphar SA 
  6. ^"Cinitapride". Thieme. Retrieved2024-07-02.
Drugs for
functional
bowel
disorders
Antimuscarinics
Tertiary
amino group
Quaternary
ammonium

compounds
Phosphodiesterase
inhibitors
Acting on
serotonin receptors
Other
Belladonna
and derivatives
(antimuscarinics)
Propulsives
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
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