MedKoo Cat#: 461486 | Name: Enprostil

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Enprostil is a synthetic PGE2 analog that has an inhibitory effect on gastric acid secretion, a mucoprotective effect, and a postprandial lowering effect on gastrin. It has been shown to be efficient and safe in the treatment of gastroduodenal ulcers.

Chemical Structure

Enprostil
Enprostil
CAS#73121-56-9

Theoretical Analysis

MedKoo Cat#: 461486

Name: Enprostil

CAS#: 73121-56-9

Chemical Formula: C23H28O6

Exact Mass: 400.1886

Molecular Weight: 400.47

Elemental Analysis: C, 68.98; H, 7.05; O, 23.97

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Enprostil; Gardrin; RS 84135; RS-84135; RS84135; Camleed; Fundyl; Gardrin; Gardrine; RS 84-135; RS 84135; RS 84135-004; Syngard;
IUPAC/Chemical Name
methyl (E)-7-(3-hydroxy-2-(3-hydroxy-4-phenoxybut-1-en-1-yl)-5-oxocyclopentyl)hepta-4,5-dienoate
InChi Key
PTOJVMZPWPAXER-BUHFOSPRSA-N
InChi Code
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+
SMILES Code
O=C(OC)CCC=C=CCC1C(/C=C/C(O)COC2=CC=CC=C2)C(O)CC1=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 400.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Morgan AG, Pacsoo C, Taylor P, McAdam WA. A comparison between enprostil and ranitidine in the management of gastric ulceration. Aliment Pharmacol Ther. 1990 Dec;4(6):635-41. PubMed PMID: 2129650. 2: Omura N, Kashiwagi H, Aoki T, Omura K, Fukuchi Y. Effects of enprostil on gastric endocrine secretion during chronic administration of lansoprazole. J Gastroenterol. 1997 Dec;32(6):740-6. PubMed PMID: 9430011. 3: Bardhan KD, Walker R, Hinchliffe RF, Bose K, Morris P, Thompson M, Miller JP, Toivanen E, Thompson RP, Patrier P, et al. Gastric ulcer healing: a comparison of enprostil versus ranitidine. J Clin Gastroenterol. 1991 Apr;13(2):157-62. PubMed PMID: 1903407. 4: Lartigue S, Corrion F, Bernades P, Bonfils S, Chevalier T, Laverdant C, Mignon M, Minaire Y, Pariente A, Vicari F, et al. [Effect of enprostil on the healing and the recurrence of duodenal ulcer. Comparison with ranitidine]. Gastroenterol Clin Biol. 1994;18(6-7):617-22. French. PubMed PMID: 7875419. 5: Schubert TT, Frizzell JA, Meier PB, Cano RI, Schwartz KE. A US multicenter study of enprostil 35 micrograms twice daily for treatment of prepyloric, pyloric channel, and duodenal bulb ulcers. Enprostil Study Group. Dig Dis Sci. 1989 Sep;34(9):1355-60. PubMed PMID: 2504566. 6: Lanza FL, Robinson MG, Isenberg JI, Basuk PM, Karlin DA. Effect of enprostil on the gastroduodenal mucosa of healthy volunteers. Aliment Pharmacol Ther. 1990 Dec;4(6):601-13. PubMed PMID: 2129647. 7: Meijer JL, Crobach LF, Jansen JB, Lamers CB. Effect of synthetic prostaglandin E2 analog enprostil on omeprazole-induced hypergastrinemia and hyperpepsinogenemia. Dig Dis Sci. 1994 Mar;39(3):609-16. PubMed PMID: 8131700. 8: Bardhan KD, Morris P, Hinchliffe RF, Saunders JH, MacDougall BR, Bold JM, Freeman PR. A comparison of low-dose maintenance treatment with enprostil against ranitidine in the prevention of duodenal ulcer recurrence. Aliment Pharmacol Ther. 1989 Oct;3(5):489-97. PubMed PMID: 2518862. 9: Grass GM, Sweetana SA, Bozarth CA. The effects of enprostil and RS-86505-007 on in-vitro intestinal permeability of rabbit and monkey. J Pharm Pharmacol. 1990 Jan;42(1):40-4. PubMed PMID: 1969948. 10: Eglen RM, Whiting RL. Characterization of the prostanoid receptor profile of enprostil and isomers in smooth muscle and platelets in vitro. Br J Pharmacol. 1989 Dec;98(4):1335-43. PubMed PMID: 2514950; PubMed Central PMCID: PMC1854831. 11: Onizuka Y, Murase K, Furusu H, Isomoto H, Mizuta Y, Takeshima F, Makiyama K, Kohno S. Effect of intrarectal prostaglandin E2 analogue (enprostil) on trinitrobenzenesulphonic acid-induced colitis in rats. J Int Med Res. 2000;28(1):28-35. PubMed PMID: 10815645. 12: Sontag SJ, Schnell TG, Budiman-Mak E, Adelman K, Fleischmann R, Cohen S, Roth SH, Ipe D, Schwartz KE. Healing of NSAID-induced gastric ulcers with a synthetic prostaglandin analog (enprostil). Am J Gastroenterol. 1994 Jul;89(7):1014-20. PubMed PMID: 8017358. 13: Cohen MM, Yeung R, Wang HR, Clark L. Human antral damage induced by alcohol is potentiated by enprostil. Gastroenterology. 1990 Jul;99(1):45-50. PubMed PMID: 2111786. 14: Toshina K, Hirata I, Maemura K, Sasaki S, Murano M, Nitta M, Yamauchi H, Nishikawa T, Hamamoto N, Katsu K. Enprostil, a prostaglandin-E(2) analogue, inhibits interleukin-8 production of human colonic epithelial cell lines. Scand J Immunol. 2000 Dec;52(6):570-5. PubMed PMID: 11119262. 15: Tari A, Hamada M, Kamiyasu T, Sumii K, Haruma K, Inoue M, Kishimoto S, Kajiyama G, Walsh JH. Effect of enprostil on omeprazole-induced hypergastrinemia and inhibition of gastric acid secretion in peptic ulcer patients. Dig Dis Sci. 1997 Aug;42(8):1741-6. PubMed PMID: 9286243. 16: Kenley RA, Chaudhry S, Visor GC. Multidimensional column-switching liquid chromatographic method for dissolution testing of enprostil soft elastic gelatin capsules. J Pharm Sci. 1986 Oct;75(10):999-1002. PubMed PMID: 3098958. 17: Sautereau D, Chovet M, Chariot J, Tsocas A, Rozé C. Central and peripheral effects of prostaglandin E2 and enprostil on exocrine pancreatic secretion in rats. Pancreas. 1989;4(2):210-8. PubMed PMID: 2502776. 18: Keelan M, Thomson AB, Clandinin MT, Tavernini M, Walker K, Cheeseman CI. Effect of oral enprostil, a synthetic prostaglandin E2, on intestinal brush border membrane lipid composition following abdominal irradiation in the rat. Clin Invest Med. 1989 Dec;12(6):350-6. PubMed PMID: 2515020. 19: Reilly CS, Biollaz J, Koshakji RP, Wood AJ. Enprostil, in contrast to cimetidine, does not inhibit propranolol metabolism. Clin Pharmacol Ther. 1986 Jul;40(1):37-41. PubMed PMID: 3087677. 20: Kohno M, Naito K, Yamada Y, Nakahara M, Otsuka M, Takaiti O, Parnes H, Chaplin M. Metabolic fate of the new anti-ulcer drug enprostil in animals. 3rd communication: tissue accumulation after consecutive oral administration of [3H]-enprostil in rats. Arzneimittelforschung. 1989 Mar;39(3):350-6. PubMed PMID: 2502988.