Ursodeoxycholic Acid Impurity

English Synonyms

R)-4-((3R,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoicacid;(R)-4-((3R,5S,7R,10S,13R)-3,7-dihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoicacid;URSODEOXYCHOLOCACID,3,7-dihydroxy-,(3-alpha,5-beta,7-alpha)-cholan-24-oicaci;5β-Cholanicacid-3α,7α-diolChenodiol;CDCA;CHENODEOXYCHOLICACID;CHENODESOXYCHOLICACID;CHENODIOL

Chenodeoxycholic Acid Properties

Application and Synthesis of Chenodeoxycholic Acid

Nature

Chenodeoxycholic Acid Is a White or Off-White Solid at Room Temperature and Pressure. It Is Almost Insoluble in Water, Easily Soluble in Ethanol and Glacial Acetic Acid, And Slightly Soluble in Chloroform.

Pharmacological Action

Chenodeoxycholic Acid Works Mainly by Reducing the Saturation of Cholesterol in Bile. When Chenodeoxycholic Acid Accounts for 70% of the Bile Salts in Bile, It Can Restore Lipids to the Micelle State, Thereby Making Cholesterol Unsaturated and Dissolving and Falling Off. Large Doses [10-15 Mg/(Kg·d)] of Chenodeoxycholic Acid Can Inhibit the Synthesis of Cholesterol and Increase Bile Secretion in Patients with Cholelithiasis, But the Secretion of Bile Salts and Phospholipids Remains Unchanged.

Application

Chenodeoxycholic Acid Is a Bioactive Molecule Extracted from the Bile of Chickens, Ducks, Geese, Etc. It Can Be Used to Prevent and Treat Cholesterol Gallstones and Hyperlipidemia, And Has a Certain Effect on Bile Pigment Stones and Mixed Stones. In Addition, This Compound Can Be Used to Investigate the Substrate Range of Newly Discovered Organic Reactions in the Study of Organic Synthesis Methodology, And Has Certain Applications in Basic Biochemical Research.

Chemical Properties

This Product Is Extracted from the Bile of Chickens, Ducks, Geese, Etc. It Is a White or Light Yellow Crystalline Powder; It Tastes Bitter and Has a Peculiar Smell. Mp141-142℃. It Is Easily Soluble in Ethanol, Chloroform and Glacial Acetic Acid, And Almost Insoluble in Water. Chenodeoxycholic Acid Can Reduce the Synthesis and Secretion of Cholesterol, Reduce the Excretion of Total Cholesterol in Bile, Thereby Increasing the Bile's Ability to Dissolve Cholesterol, And Promote the Dissociation of Cholesterol That Has Already Formed Stones to Achieve a Lithotripsy Effect. After Oral Administration, This Product Has a Very High Concentration in the Gallbladder and Can Circulate Enterohepatic Multiple Times. This Product Is Easily Decomposed by Bacteria in the Intestines to Produce Metabolites with Hepatotoxicity.

Use

This Product Is a Dissolving Agent for Cholesterol Gallstones. It Is Used to Prevent and Treat Cholesterol Gallstones and Hyperlipidemia. It Also Has a Certain Effect on Bile Pigment Stones and Mixed Stones. It Has a Better Effect on Patients with Mild Symptoms, Good Gallbladder Function, And No Bile Duct Obstruction. Long-Term Use May Cause Mild Diarrhea. A Few Patients May Have Itching, Dizziness, Nausea and Abdominal Distension. Some Patients May Induce Biliary Colic and Temporary Increase in Transaminase. It Is Contraindicated for Pregnant Women, Women of Childbearing Age, Pancreatitis, Cirrhosis, Gastric and Duodenal Ulcers, Hepatitis and Bile Duct Obstruction.

Production Method

The Process of Preparing Deoxychecholic Acid from Goose (Chicken) Bile: Goose (Chicken) Bile Is Hydrolyzed with Naoh to Obtain Hydrolyzate, Then Acidified with Hci to Obtain Total Bile Acid, Degreased with Defatted Gasoline and Ethanol to Obtain Crude Deoxychecholic Acid, Then Salted with Barium Chloride in Ethanol to Obtain Deoxychecholic Acid Barium Salt, Then Debarized with Ethyl Acetate and Hci to Obtain Crystals, Which Are Washed with Ethyl Acetate and Dried to Obtain Deoxychecholic Acid. The Total Yield (Based on Chicken or Goose Bile) Is 1.92%.

Category

Toxic Substances

Toxicity Classification

Poisoning

Acute toxicity

Oral-Rat Ld50: 4000 Mg/Kg; Oral-Mouse Ld50: 3000 Mg/Kg

Flammability Hazard Characteristics

Thermal Decomposition Spicy Smoke

Storage and Transportation Characteristics

Low Temperature, Ventilation and Drying of the Warehouse

Fire Extinguishing Agent

Water, Carbon dioxide, Foam, Dry powder