Misoprostol

Misoprostol is an analog of prostaglandin E1 (PGE1; Item No. 13010) and an agonist of the PGE2 receptor subtypes EP2 and EP3.1,2,3 It binds to EP1, EP2, EP3-III, and EP4 receptors (Kis = 35.675, 10.249, 0.319, 5.499 μM, respectively) and is selective for EP receptors over DP, FP, IP, and TP receptors (Kis = >100 μM for all).1 Misoprostol inhibits electrically induced twitch contraction in isolated guinea pig ileum circular muscle and vas deferens (EC50s = 102.92 and 4.3 nM, respectively), which endogenously express high levels of EP2 and EP3 receptors, respectively.3,4 It inhibits FMLP-induced superoxide anion generation in human neutrophils (EC50 = 0.35 μM).2 Misoprostol inhibits ethanol-induced gastric lesion formation in rats (ED50 = 0.31 μg/kg).5 Formulations containing misoprostol have been used in the prevention of NSAID-induced gastric ulcers.WARNING This product is not for human or veterinary use.

A PGE1 analog and agonist of EP2 and EP3 receptors

382.5

≥98%

Biochemicals/Receptor Pharmacology/Agonists,Lipids/Prostaglandins

Formal_Name:9-oxo-11α,16-dihydroxy-16-methyl-prost-13E-en-1-oic acid, methyl ester;Synonyms:SC 29333

CCCCC(C)(O)C/C=C/[C@H]([C@H]1CCCCCCC(OC)=O)[C@H](O)CC1=O

C22H38O5

59122-46-2

≥ 1 year

DMF: >100 mg/ml DMSO: >50 mg/ml Ethanol: >50 mg/ml PBS (pH 7.2): >1.6 mg/ml

1.Walt, R.P. Misoprostol for the treatment of peptic ulcer and antiinflammatory-drug-induced gastroduodenal ulceration. New England Journal of Medicine 327, 1575-1580 (1992).
2.Bunce, K.T.,Clayton, N.M.,Coleman, R.A., et al. GR63799X - a novel prostanoid with selectivity for EP₃ receptors. Advances in Prostaglandin, Thromboxane, and Leukotriene Research 21, 379-382 (1990).
3.Talpain, E.,Armstrong, R.A.,Coleman, R.A., et al. Characterization of the PGE receptor subtype mediating inhibition of superoxide production in human neutrophils. British Journal of Pharmacology 114, 1459-1465 (1995).
4.Smith, G.C.S.,Coleman, R.A. and McGrath, J.C. Characterization of dilator prostanoid receptors in the fetal rabbit ductus arteriosus. Journal of Pharmacology and Experimental Therapeutics 271, 390-396 (1994).

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