Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H38O4 |
| Molecular Weight | 378.5454 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](C)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
InChI
InChIKey=OOAHNJDZICJECC-BHWPLRMJSA-N
InChI=1S/C23H38O4/c1-5-6-15-23(3,4)21(25)14-13-18-17(2)16-20(24)19(18)11-9-7-8-10-12-22(26)27/h7,9,13-14,17-19,21,25H,5-6,8,10-12,15-16H2,1-4H3,(H,26,27)/b9-7-,14-13+/t17-,18+,19-,21-/m1/s1
Trimoprostil is a synthetic prostaglandin E2 derivative and prostanoid receptor agonist, with potential gastric secretion inhibitor and antiulcerogenic activity. It has been shown to reduce hydrogen ion secretion, to enhance gastric bicarbonate secretion and to reduce aspirin-induced gastric mucosal injury. In contrast to many E prostaglandins, it does not lower the tone of the lower oesophageal sphincter. Trimoprostil was well tolerated and more effective than placebo in the treatment of mild to moderate symptomatic reflux oesophagitis. It may be protective to human squamous oesophageal mucosa. Trimoprostil was not as effective as cimetidine in the treatment of duodenal ulcer.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of trimoprostil on healing and recurrence of acetic acid-induced gastric ulcer in rats. | 1986 Dec |
|
| Current concepts in clinical therapeutics: peptic ulcer disease. | 1986 Feb |
|
| Identification of trimoprostil metabolites excreted in rat bile formed by oxidation and taurine conjugation. | 1986 Jul-Aug |
|
| [Intragastric acidity under the prostaglandin E2 analog trimoprostil. Increased inhibitory effect through administration after meals]. | 1986 Mar |
|
| Specificity of PGE2 analogs interaction between food intake and antisecretory effect. | 1986 Oct |
|
| Prostaglandins in clinical treatment of gastroduodenal mucosal lesions: a review. | 1987 |
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| Effects of trimoprostil, a prostaglandin E2 analogue, on human gastric acid secretion and soluble mucin output. | 1987 Feb |
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| Biliary, fecal and urinary excretion of [3H]-prostaglandins in the rat. | 1987 Mar |
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| Pharmacokinetics and antisecretory activity of trimoprostil in Heidenhain-pouch dogs. | 1987 May |
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| Effects of acute administration of a prostaglandin E2 analog, trimoprostil, on esophageal motility in man. | 1987 Sep |
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| Double-blind study comparing cimetidine and two doses of a slow release formulation of trimoprostil in duodenal ulcer patients with a 6-month follow-up. | 1988 |
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| Effect of a slow-release formula of trimoprostil on intragastric acidity in healthy volunteers. | 1988 Apr |
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| The effect of trimoprostil (trimethyldesoxy prostaglandin E2) on the intrauterine pressure in women. | 1988 Aug |
|
| [Recent developments in synergistic drugs for protective factors in peptic ulcer--clinical efficacy and problems; prostaglandins]. | 1988 Jan |
|
| Effect of trimoprostil on gastric secretion in man. | 1988 Jun |
|
| A multicentre comparison of trimoprostil and cimetidine in the treatment of duodenal ulcer. U.K. Trimoprostil Study Collaborative Group. | 1988 Mar |
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| Treatment of reflux oesophagitis with trimoprostil. | 1989 |
|
| The effects of prostaglandins on gastric emptying. | 1989 |
|
| [Prostaglandin analogues in the treatment of peptic ulcer disease]. | 1989 Jan 9 |
|
| Cytoprotection of gastroduodenal mucous membrane with analogues of prostaglandins. | 1989 Jun |
Patents
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29701
Created by
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NCI_THESAURUS |
C78568
Created by
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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100000076946
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SUB11315MIG
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4DVL1781YC
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DTXSID201021722
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m11165
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Y-66
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5298
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6917757
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C152748
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CHEMBL2104498
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69900-72-7
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ACTIVE MOIETY
