35807-85-3

Basic information

• Product Name: TAUROURSODEOXYCHOLIC ACID SODIUM SALT
• Synonyms: 3ALPHA,7BETA-DIHYDROXY-5BETA-CHOLAN-24-OIC ACID N-[2-SULFOETHYL]AMIDE SODIUM SALT;5-BETA-CHOLANIC ACID-3-ALPHA, 7-BETA-DIOL N-(2-SULPHOETHYL)-AMIDE SODIUM SALT;5BETA-CHOLAN-24-OIC ACID N-[2-SULFOETHYL]AMIDE-3ALPHA,7BETA-DIOL SODIUM SALT;SODIUM TAUROURSODEOXYCHOLATE;TAURO-URSODEOXYCHOLIC ACID, MONOSODIUM SALT;TAUROURSODEOXYCHOLIC ACID SODIUM SALT;2-(3α,7β-Dihydroxy-24-oxo-5β-cholan-24-yl)amino-1-ethanesulfonic acid sodium salt;2-[(3α,7β-Dihydroxy-24-oxo-5β-cholane-24-yl)amino]-1-ethanesulfonic acid sodium salt
• CAS NO: 35807-85-3
• Molecular Formula: C₂₆H₄₄NO₆S*Na
• Molecular Weight: 521.69
• Product Categories: Chiral Reagents;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 35807-85-3.mol

Chemical Properties

• Melting Point: 173-175°C
• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly, Heated), Ethanol (Slightly, Sonicated), Methanol (Slightly)
• CAS DataBase Reference: TAUROURSODEOXYCHOLIC ACID SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: TAUROURSODEOXYCHOLIC ACID SODIUM SALT(35807-85-3)
• EPA Substance Registry System: TAUROURSODEOXYCHOLIC ACID SODIUM SALT(35807-85-3)

Safety Data

• WGK Germany: 2
• RTECS: KI7372500
• Hazardous Substances Data: 35807-85-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Tauroursodeoxycholic Acid Sodium Salt is used as a therapeutic agent for the treatment of various liver diseases. It has been shown to have hepatoprotective effects, reducing liver injury and promoting liver regeneration.
Used in Biological Research:
TAUROURSODEOXYCHOLIC ACID SODIUM SALT is used as a research tool for studying the inhibition of alpha-naphthyl isothiocyanate-induced liver injury and bile acid cycle disruption by glycyrrhizin and glycyrrhetinic acid. It helps in understanding the underlying mechanisms of liver diseases and the potential therapeutic interventions.
Used in Cancer Research:
Tauroursodeoxycholic Acid Sodium Salt is used as an inhibitor in cancer research, specifically in the study of human cholangiocarcinoma growth. It has been shown to inhibit cancer cell growth via Ca2+-, PKC-, and MAPK-dependent pathways, providing insights into the development of novel cancer treatments.
Used in Endocrinology Research:
TAUROURSODEOXYCHOLIC ACID SODIUM SALT is used as a research compound to assess the involvement of endoplasmic reticulum (ER) stress in palmitic acid upregulation and to investigate its effect on Estradiol-17β-D-glucuronide (E-17G) induced cholestasis in female rats. This helps in understanding the role of bile acids in endocrine regulation and their potential implications in metabolic disorders.
Used in Drug Delivery Systems:
Although not explicitly mentioned in the provided materials, Tauroursodeoxycholic Acid Sodium Salt could potentially be used in drug delivery systems due to its ability to interact with lipids and membrane-bound proteins. This property may facilitate the development of novel drug delivery platforms for improved bioavailability and targeted drug delivery.

Upstream product

• 7347-25-3 sodium taurinate 
• 196505-69-8 C₂₇H₄₄O₆ 
• 107-35-7 Tau 
• 128-13-2 ursodeoxycholic acid 
• 6009-98-9 sodium taurochenodeoxycholate 

Downstream Products

• 516-35-8 tauroursodeoxycholic acid 

Relevant articles and documents

Co-immobilised 7α- and 7β-HSDH as recyclable biocatalyst: high-performance production of TUDCA from waste chicken bile

Chicken gallbladder has long been considered to be worthless and discarded as waste. The main composition of chicken bile is taurochenodeoxycholic acid (TCDCA), which is the isomeride of tauroursodeoxycholic acid (TUDCA). TUDCA has been effectively used for treatment of many diseases. In this paper, 7α- and 7β-hydroxysteroid dehydrogenases (HSDH) were co-immobilised on modified chitosan microspheres, and used as recyclable biocatalyst for the catalysis of chicken bile. The catalytic reaction reached equilibrium within 4 h compared with 1 h using TCDCA as substrate. After four continuous batch reactions, the conversion of TCDCA was lower than 40% and TUDCA yield was about 15% for the catalysis of chicken bile. TUDCA yield was approximately 62% after equilibrium and the content of TUDCA in reaction product was as high as 33.16%. Furthermore, the experiments showed that activity of enzymes were significantly inhibited by bilirubin, Cu2+ and Ca2+ in complex substrate. The research described not only widens the utilization of chicken bile, but also provides a clean way for the preparation of TUDCA.

Continuous flow synthesis and scale-up of glycine- and taurine-conjugated bile salts

A multi-gram scale protocol for the N-acyl amidation of bile acids with glycine and taurine has been successfully developed under continuous flow processing conditions. Selecting ursodeoxycholic acid (UDCA) as the model compound and N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) as the condensing agent, a modular mesoreactor assisted flow set-up was employed to significantly speed up the optimization of the reaction conditions and the flow scale-up synthesis. The results in terms of yield, in line purification, analysis, and implemented flow set-up for the reaction optimization and large scale production are reported and discussed.

Process for the preparation of tauroursodesoxycholic acid

The present invention relates to a novel method for preparing tauroursodeoxycholic acid which comprises a step of selective precipitation of the impurities present in the suspension obtained from the reaction of an aqueous solution of sodium taurinate with an acetonic solution of a mixed anhydride of ursodeoxycholic acid with an alkyl chloroformate.