88852-12-4

Usage

Uses

Used in Pharmaceutical Industry:
Limaprost is used as an antithrombotic and vasodilator for the treatment of patients with pulmonary emphysema, tuberculosis, and chronic lung disease. It helps in improving cardiac function and reducing platelet aggregation, which can contribute to the prevention of blood clots.
Used in Prostaglandin Synthesis:
Limaprost Alfadex is used in the synthesis of prostaglandins and their derivatives, which have various applications in medicine, including the treatment of various cardiovascular and respiratory conditions.
Brand Names:
Opalmon, Prorenal

InChI:InChI=1/C36H60O30.C22H36O5/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44;1-3-4-9-16(2)14-17(23)12-13-19-18(20(24)15-21(19)25)10-7-5-6-8-11-22(26)27/h7-54H,1-6H2;8,11-13,16-19,21,23,25H,3-7,9-10,14-15H2,1-2H3,(H,26,27)/b;11-8+,13-12+/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-;16-,17+,18+,19+,21+/m10/s1

Upstream product

• 144877-58-7 (E)-7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3S,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-non-1-enyl]-5-oxo-cyclopentyl}-hept-2-enoic acid allyl ester 
• 149585-88-6 C₂₉H₅₆O₄Si₂ 
• 58707-52-1 (3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-ol 

Downstream Products

• 853998-94-4 (2E)-7-{(1R,2S)-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxo-3-cyclopenten-1-yl}-2-heptenoic acid 
• 75554-85-7 C₂₂H₃₆O₅ 

Relevant academic research and scientific papers

Key intermediate for preparing limaprost and application thereof

The invention provides a key intermediate, i.e., a compound as shown in a formula B which is described in the specification, for synthesis of limaprost. In the formula, R1 is selected from a group consisting of a tert-butyldimethylsilyl group, a tert-buty

Before preparing a Lima intermediate row element, method for preparing the same and before the Lima row element through its method of preparation

An intermediate of formula (V) used for preparing limaprost of formula (I), preparation method thereof, and preparation method of limaprost therefrom. The present preparation method of limaprost from the intermediate of formula (V) includes: reduction of the compound of formula (V), followed by protection, deprotection and oxidation of hydroxyl group to provide the compound of formula (II), then deprotecion of hydroxyl group and/or carboxyl group of the compound of formula (II) to provide limaprost of formula (I).

Synthesis of Allyl Ester of Prostaglandin E and the Conversion of the Allyl Ester Moiety into Carboxylic Acid by Chemical Method. A Highly Practical Synthesis of Natural PGE1 and Limaprost

Synthesis of prostaglandin E allyl ester via two-component coupling process and the conversion of the allyl ester moiety into free carboxylic acid by the reaction with HCO2H-Et3N in the presence of a palladium catalyst has been described.

Prostaglandin analogues

Prostaglandin analogues of the formula:- STR1 (wherein R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms, the wavy line indicates attachment in α- or β-configuration or a mixture thereof, and the double bonds between C2 -C3 and C13 -C14 are trans), and cyclodextrin clathrates of such acids and esters, and when R represents a hydrogen atom, non-toxic salts of such acids, possess hypotensive activity, inhibitory activity on blood platelet aggregation and vasodilator activity, and weak diarrhoea-producing activity.