76822-56-5

Usage

Uses

Used in Pharmaceutical Industry:
MDL 646 is used as an anti-ulcer agent for its antisecretory and cytoprotective activity in the stomach, which can help in the treatment and prevention of gastric ulcers.

Upstream product

• 41138-69-6 7-{3-[(tert-butyldimethylsilanyl)oxy]-5-oxocyclopent-1-en-1-yl}heptanoic acid methyl ester 
• 125177-28-8 E-(3R,4R)-3-t-butyldimethylsiloxy-4-methoxy-4-methyl-1-tributylstannyl-1-octene 
• 54664-61-8 cis-1,4-diacetoxy-2-cyclopentene 
• 29783-26-4 cis-4-cyclopentene-1,3-diol 
• 60176-77-4 (1S,4R)-4-hydroxy-2-cyclopentenyl acetate 
• 542-92-7 cyclopenta-1,3-diene 
• 125151-73-7 (3R,4R)-3-t-butyldimethylsiloxy-4-methoxy-4-methyl-1-octyne 
• 122804-44-8 7-{(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-methyl-oct-1-enyl]-5-oxo-cyclopentyl}-7-hydroxy-heptanoic acid methyl ester 
• 122804-45-9 7-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-4-methyl-oct-1-enyl]-5-oxo-cyclopent-(E)-ylidene]-heptanoic acid methyl ester 
• 103729-50-6 (1R,3S)-(-)-1-acetoxycyclopentan-3-ol 
• 104069-09-2 (1S,4R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enol 
• 35444-47-4 Methylpimeloyl chloride 
• 20291-40-1 7-methoxy-7-oxoheptanoic acid 
• 125226-65-5 (8R,11R,12R,15R,16R)-11,15-di-t-butyldimethylsiloxy-7-hydroxy-16-methyl-16-methoxy-9-oxo-prost-13-en-1-oic acid methyl ester 

Relevant academic research and scientific papers

Towards a Large Scale Preparation of Mexiprostil

The enantioselective synthesis of mexiprostil (16R-16-methoxy-16-methyl PGE1 methyl ester) is described.The assembly of the prostaglandin framework has been accomplished by the three component coupling process, via consecutive linking of the ω

Structure-Activity Studies of 16-Methoxy-16-methyl Prostaglandins

The synthesis of the pure diastereoisomer of 16-methoxy-16-methyl-PGF2α, -PGE2, and PGE1 is described.The absolute configuration of C-16 was established by chemical methods, while the absolute C-15 configurations of the diastereoisomers were assigned tentatively on the basis of their chromatographic behavior and NMR spectra.The synthetic prostaglandin analogues were evaluated for antisecretory, antifertility, and diarrheogenic effects.Both the C-15 and C-16 configurations were found to be critical for the biological activities.These studies indicate that the introduction of the methyl and methoxy groups at C-16 into the prostaglandin analogues markedly increases the ratio of antisecretory to diarrheogenic action.One of the PGE1 derivatives, 9f(15α,16R) (MDL 646, mexiprostil), was selected for further pharmacological evaluation and is currently under clinical investigation.