81026-63-3

Basic information

• Product Name: ENISOPROST
• Synonyms: ENISOPROST;Prosta-4,13-dien-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, methyl ester, (4Z,11alpha,13E)-(+-)-;SC-34301
• CAS NO: 81026-63-3
• Molecular Formula: C22H36O5
• Molecular Weight: 380.521
• Mol File: 81026-63-3.mol

Chemical Properties

• Boiling Point: 490.2°C at 760 mmHg
• Flash Point: 158.2°C
• Appearance: /
• Density: 1.092g/cm³
• Vapor Pressure: 1.15E-11mmHg at 25°C
• Refractive Index: 1.536
• PKA: 13.90±0.60(Predicted)
• CAS DataBase Reference: ENISOPROST(CAS DataBase Reference)
• NIST Chemistry Reference: ENISOPROST(81026-63-3)
• EPA Substance Registry System: ENISOPROST(81026-63-3)

Safety Data

• Hazardous Substances Data: 81026-63-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ENISOPROST is used as a pharmaceutical agent for its antisecretory properties, helping to reduce the secretion of gastric acid and protect the stomach lining. This makes it useful in the treatment of various gastrointestinal disorders, such as peptic ulcers and gastroesophageal reflux disease (GERD).

InChI:InChI=1/C22H36O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h6-7,10,12,17-18,20,24,26H,4-5,8-9,11,13-16H2,1-3H3/b7-6+,12-10+/t17-,18-,20-,22?/m1/s1

Upstream product

• 85168-46-3 (+/-)-methyl 7-(4-hydroxy-2-methoxy-5-oxo-1-cyclopenten-1-yl)-4(E)-heptenoate 
• 85168-49-6 4R(+)-hydroxy-2-(6-methoxycarbonyl-3-cis-hexenyl)-2-cyclopentenone 
• 66792-29-8 (E)-1-(tri-n-butylstannyl)-4-methyl-4-<(trimethylsilyl)-oxy>-1-octene 
• 85168-37-2 (E)-7-(5-Oxo-3-triethylsilanyloxy-cyclopent-1-enyl)-hept-4-enoic acid methyl ester 
• 132803-40-8 methyl 8-(2-furanyl)-8-hydroxy-4(Z)-octenoate 
• 129814-44-4 (+/-)-methyl trans-7-(2-hydroxy-5-oxo-3-cyclopenten-1-yl)-4(Z)-heptenoate 
• 132803-41-9 (Z)-7-((1S,2R)-2-Hydroxy-5-oxo-cyclopent-3-enyl)-hept-4-enoic acid 
• 66792-28-7 4-methyl-4-trimethylsilyloxyl-1-octyne 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 78908-09-5 (+/-)-methyl 7-(4-hydroxy-2-methoxy-5-oxo-1-cyclopenten-1-yl)-4(Z)-heptenoate 
• 78908-10-8 (+/-)-methyl 7-(3-hydroxy-5-oxo-1-cyclopenten-1-yl)-4-(Z)-heptenoate 
• 78908-11-9 (+/-)-methyl 7-<3-<(triethylsilyl)oxy>-5-oxo-1-cyclopenten-1-yl>-4(Z)-heptenoate 
• 62555-05-9 (1E)-(4R)-4-trimethylsilyloxy-4-methyl-1-iodo-1octene 

Relevant articles and documents

Synthesis and gastric antisecretory properties of 4,5-unsaturated derivatives of 15-deoxy-16-hydroxy-16-methylprostaglandin E1

The synthesis and gastric antisecretory activities of the Δ4,5-cis, Δ4,5-trans, and 4,5-acetylenic analogues of 15-deoxy-16-hydroxy-16-methyl prostaglandin E1 methyl ester are described. The key step in the preparation of these compounds involved the stereospecific conjugate addition of a cuprate reagent to the appropriate cyclopentenones. Although the trans and acetylenic derivatives were weak inhibitors of gastric acid secretion, the cis olefin was more potent and longer acting than the saturated parent compound. Selectivity with respect to unwanted diarrheagenic effects was found to be improved over that of both the parent 16-hydroxy compound and the reference standards, (15S)-15-methyl- and 16,16-dimethylprostaglandin E2.