75672-24-1

Usage

Uses

Used in Pharmaceutical Industry:
7-O-Acetyl Ursodeoxycholic Acid Methyl Ester is used as a reactant for the preparation of bile acids, specifically 3β-Ursodeoxycholic Acid. This application is crucial in the development of medications that target and treat various liver-related conditions, such as cholestasis and gallstones, by improving bile flow and reducing the formation of cholesterol stones.
Used in Chemical Synthesis:
7-O-Acetyl Ursodeoxycholic Acid Methyl Ester serves as an essential intermediate in the synthesis of other related compounds with potential applications in the pharmaceutical, cosmetic, and other industries. Its unique chemical structure allows for further modification and functionalization, leading to the creation of novel molecules with specific properties and uses.

Upstream product

• 128-13-2 ursodeoxycholic acid 
• 10538-55-3 3α,7β-dihydroxy-5β-cholan-24-oic acid methyl ester 
• 60384-30-7 methyl 3α,7β-diacetoxy-5β-cholan-24-oate 

Downstream Products

• 122908-04-7 ursodeoxycholic acid 3-O-β-D-N-acetylglucosaminide 

Relevant academic research and scientific papers

Preparation method of 3beta-ursodesoxycholic acid

The invention discloses a synthesis method of 3beta-ursodesoxycholic acid. The method comprises following steps: ursodesoxycholic acid is taken as a raw material and subjected to esterification, 3-position and 7-position hydroxyl groups, selective removal of a 3-position protecting group, oxidization of the 3-position hydroxyl group, reduction into 3beta hydroxyl group and hydrolysis of 7-positionand 24-position hydroxyl groups, and 3beta-ursodesoxycholic acid is obtained. The synthesis method is novel, lower in cost, high in yield, simple and convenient to operate and environmentally friendly, and conditions are mild.

Novel liver-specific nitric oxide (NO) releasing drugs with bile acid as both NO carrier and targeting ligand

Novel liver-specific nitric oxide (NO) releasing drugs with bile acid as both the NO carrier and targeting ligand were designed and synthesized by direct nitration of the hydroxyl group in bile acids or the 3-O-hydroxyl alkyl derivatives, with the intact 24-COOH being preserved for hepatocyte specific recognition. Preliminary biological evaluation revealed that oral administrated targeted conjugates could protect mice against acute liver damage induced by acetaminophen or carbon tetrachloride. The nitrate level in the liver significantly increased after oral administration of 1e while nitrate level in the blood did not significantly change. Co-administration of ursodeoxycholic acid (UDCA) significantly antagonized the increase of nitrate in the liver resulted by administration of 1e.