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Enprostil

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This is an old revision of this page, as edited by WildCation (talk | contribs) at 15:01, 3 August 2016 (Drugbox edits: Added CSID, InChIs. Fixed PubChem to record with double bond geometry.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Enprostil
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • methyl 7-[(1S,2S,3S)-3-hydroxy-2-[(3R)-3-hydroxy-4-phenoxybut-1-enyl]-5-oxocyclopentyl]hepta-4,5-dienoate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC23H28O6
Molar mass400.46 g/mol g·mol−1
3D model (JSmol)
  • COC(=O)CCC=C=CC[C@@H]1[C@H]([C@@H](CC1=O)O)/C=C/[C@H](COc2ccccc2)O
  • InChI=1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m1/s1
  • Key:PTOJVMZPWPAXER-VFJVYMGBSA-N
  (verify)

Enprostil is a synthetic prostaglandin designed to resemble dinoprostone. Enprostil was found to be a highly potent inhibitor of gastric HCl secretion.[1]

References

  1. ^ Roszkowski, AP; Garay, GL; Baker, S; Schuler, M; Carter, H (1986). "Gastric antisecretory and antiulcer properties of enprostil, (+/−)-11 alpha, 15 alpha-dihydroxy-16-phenoxy-17,18,19,20-tetranor-9-oxoprosta-4,5,13(t)-trienoic acid methyl ester". The Journal of Pharmacology and Experimental Therapeutics. 239 (2): 382–9. PMID 3095537.
  • Toshina, K.; Hirata, I.; Maemura, K.; Sasaki, S.; Murano, M.; Nitta, M.; Yamauchi, H.; Nishikawa, T.; et al. (2000). "Enprostil, a Prostaglandin-E2 Analogue, Inhibits Interleukin-8 Production of Human Colonic Epithelial Cell Lines". Scandinavian Journal of Immunology. 52 (6): 570–5. doi:10.1046/j.1365-3083.2000.00815.x. PMID 11119262.
  • Tari, Akira; Hamada, Masanori; Kamiyasu, Toshiki; Sumii, Koji; Haruma, Ken; Inoue, Masaki; Kishimoto, Shinya; Kajiyama, Goro; Walsh, John H. (1997). "Effect of enprostil on omeprazole-induced hypergastrinemia and inhibition of gastric acid secretion in peptic ulcer patients". Digestive Diseases and Sciences. 42 (8): 1741–6. doi:10.1023/A:1018825902055. PMID 9286243.
  • Ching, C. K.; Lam, S. K. (1995). "A comparison of two prostaglandin analogues (enprostil vs misoprostol) in the treatment of acute duodenal ulcer disease". Journal of Gastroenterology. 30 (5): 607–14. doi:10.1007/BF02367786. PMID 8574332.


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