Chemicals and Drugs

Rioprostil

A synthetic methylprostaglandin E1 analog that reduces gastric acid secretion and enhances the gastric mucus-bicarbonate barrier. It is effective in the therapy of gastric ulcers and gives significant protection against NSAID-induced gastric mucosal damage. The drug also prevents cyclosporin A-induced damage to endocrine and exocrine pancreatic secretions. It shows a low order of acute toxicity and there is no evidence of embryotoxicity, fetotoxicity, teratogenicity, or mutagenicity in animal studies.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A synthetic methylprostaglandin E1 analog that reduces gastric acid secretion and enhances the gastric mucus-bicarbonate barrier. It is effective in the therapy of gastric ulcers and gives significant protection against NSAID-induced gastric mucosal damage. The drug also prevents cyclosporin A-induced damage to endocrine and exocrine pancreatic secretions. It shows a low order of acute toxicity and there is no evidence of embryotoxicity, fetotoxicity, teratogenicity, or mutagenicity in animal studies.

Chemical Identity

Chemical Information

Molecular Formula
C21H38O4
Molecular Weight
354.5 g/mol
CAS Registry No.
77287-05-9
IUPAC Name
(2R,3R,4R)-4-hydroxy-2-(7-hydroxyheptyl)-3-[(E)-4-hydroxy-4-methyloct-1-enyl]cyclopentan-1-one
InChIKey
SPOAFZKFCYREMW-FWYLUGOYSA-N
SMILES
CCCCC(C)(C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCCO)O)O
MeSH Unique ID
D016630
Source
PubChem CID 5311413

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

9 entry terms
  • ORF-15927
  • RWJ-15927
  • TR-4698
  • ORF 15927
  • ORF15927
  • RWJ 15927
  • RWJ15927
  • TR 4698
  • TR4698

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

92; was RIOPROSTIL (NM) 1985-91

MeSH Record

Previous Indexing

  • Anti-Ulcer Agents (1977-1991)
  • Prostaglandins E (1975-1991)
  • Prostaglandins, Synthetic (1977-1991)

MeSH Hierarchy

Tree Numbers

  1. D10w.251w.355w.255w.550w.775.450.750
  2. D23.469.050w.175w.725w.775.450.750
  3. D23.469.700.660.750

AMA Style

References

  1. National Library of Medicine. Rioprostil. Medical Subject Headings (MeSH). 2026. Unique ID D016630. http://id.nlm.nih.gov/mesh/2026/D016630
  2. Rioprostil. In: Wikidata. https://www.wikidata.org/wiki/Q27268415
  3. Rioprostil. In: PubChem Compound. CID 5311413. https://pubchem.ncbi.nlm.nih.gov/compound/5311413