Cinitapride

Chemical compound From Wikipedia, the free encyclopedia

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]

Trade namesCintapro, Pemix, Gapulsid
ATC code
Legal status
  • In general: ℞ (Prescription only)
Quick facts Clinical data, Trade names ...
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
PubChem CID
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)
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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

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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