Uses
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Chenodeoxycholic acid

Uses
Product Name
Chenodeoxycholic acid
CAS No.
474-25-9
Chemical Name
Chenodeoxycholic acid
Synonyms
CDCA;Chenix;Fluibil;Kebilis;chendol;Chenocol;Chenodex;Hekbilin;Ulmenide;Chendiol
CBNumber
CB4285737
Molecular Formula
C24H40O4
Formula Weight
392.57
MOL File
474-25-9.mol
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Chenodeoxycholic acid Property

Melting point:
165-167 °C (lit.)
alpha 
12 º (c=1, CHCl3)
Boiling point:
437.26°C (rough estimate)
Density 
0.9985 (rough estimate)
refractive index 
1.4460 (estimate)
Flash point:
9℃
storage temp. 
room temp
solubility 
PRACTICALLY INSOLUBLE
form 
Powder
pka
pKa 4.34 (Uncertain)
color 
White to off-white
Water Solubility 
PRACTICALLY INSOLUBLE
Merck 
13,2062
BRN 
3219887
InChIKey
RUDATBOHQWOJDD-BSWAIDMHSA-N
CAS DataBase Reference
474-25-9(CAS DataBase Reference)
EPA Substance Registry System
Chenodiol (474-25-9)
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Safety

Hazard Codes 
Xn
Risk Statements 
63
Safety Statements 
22-24/25-45-36/37
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
2
RTECS 
FZ1980000
HS Code 
29181990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

H370Causes damage to organs

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C9377
Product name
Chenodeoxycholic acid
Purity
≥97%
Packaging
5g
Price
$149
Updated
2021/12/16
Sigma-Aldrich
Product number
C1050000
Product name
Chenodeoxycholic acid
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/12/16
Sigma-Aldrich
Product number
C9377
Product name
Chenodeoxycholic acid
Purity
≥97%
Packaging
25g
Price
$334
Updated
2021/12/16
Sigma-Aldrich
Product number
C9377
Product name
Chenodeoxycholic acid
Purity
≥97%
Packaging
100mg
Price
$39
Updated
2021/03/22
Sigma-Aldrich
Product number
C-145
Product name
Chenodeoxycholic acid
Purity
500?μg/mL in methanol, certified reference material, Cerilliant?
Packaging
145-1ml
Price
$73
Updated
2020/08/18
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Chenodeoxycholic acid Chemical Properties,Usage,Production

Uses

Chenodeoxycholic acid is a bile acid synthesized in the liver from cholesterol. henodeoxycholic acid has been used in a study to assess its effects as a long-term replacement therapy for cerebrotendinous xanthomatosis (CTX). It has also been used in a study to investigate its effects on the small-intestinal absorption of bile acids in patients with ileostomies.

Description

Chenodeoxycholic acid is the first agent to be introduced into the US market for the treatment of radiolucent gallstones. Large scale clinical trials have demonstrated the safety and efficacy of this agent. Chenodeoxycholic acid reduces the biliary concentration of cholesterol relative to that of bile acids and phospholipid, reducing the saturation and thus the lithogenicity of the bile. Success rates in dissolving gallstones are in the range of 50-70% within 4-24 months of treatment. Continuation of the drug after stone dissolution may be required to prevent reoccurrence. Chenodeoxycholic acid is the 7α-isomer of ursodeoxycholic acid which was introduced into the European market in 1978.

chenodeoxycholic acid structure

Chemical Properties

Off-White Solid

Originator

Rowell (USA)

History

Chenodeoxycholic acid was isolated in 1924 from goose gall by Adolf Windaus and human gall by Heinrich Wieland.Its complete structural configuation was elucidated by Hans Lettre at the University of Gottingen.
In 1968, William Admirand and Donald Small at Boston University Medical School established that in patients with gallstones their bile was saturated with cholesterol, sometimes even exhibiting microcrystals, whereas this was not the case in normal people.It was then found that biliary levels of cholic acid and chenodeoxycholic acid were lower in patients with cholesterol gallstones than in normal people. Leslie Thistle and John Schoenfield at the Mayo Clinic in Rochester, Minnesota, then administered individual bile salts by mouth for four months and found that chenodeoxycholic acid reduced the amount of cholesterol in the bile.This led to a national collaborative study in the United States, which confirmed the effectiveness of chenodeoxycholic acid in bringing about dissolution of gallstones in selected patients. However, recent developments such as laparoscopic cholecystectomy and endoscopic biliary techniques have curtailed the role of chenodeoxycholic acid and ursodeoxycholic acid in the treatment of cholelithiasis.

Uses

Chenodeoxycholic acid is a bile acid that induces apoptosis through protein kinase C signaling pathways.It is a major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate. With other bile acids, forms mixed micelles with lecithin in bile which solubilize cholesterol and thus facilitates its excretion.Bile acids are essential for solubilization and transport of dietary lipids, are the major products of cholesterol catabolism, and are physiological ligands for farnesoid X receptor (FXR), a nuclear receptor that regulates genes involved in lipid metabolism.They are also inherently cytotoxic, as physiological imbalance contributes to increased oxidative stress. Bile acid-controlled signaling pathways are promising novel targets to treat such metabolic diseases as obesity, type II diabetes, hyperlipidemia, and atherosclerosis.

  1. Chenodeoxycholic acid is widely utilized in therapeutic applications. It is applied in medical therapy to dissolve gallstones. It is employed in the treatment of cerebrotendineous xanthomatosis. It is used to treat constipation and cerebrotendineous xanthomatosis. It acts as a urea receptor in supramolecular chemistry which can contain anions. It is a staining additive commonly used with ruthenium or organic photo-sensitizers in the preparation of staining solutions for dye solar cells.
  2. Chenodeoxycholic Acid is a staining additive commonly used with ruthenium or organic photo-sensitizers in the preparation of staining solutions for Dye Solar Cells. This co-adsorbent will prevent dye aggregation on the semiconductor surface, reducing losses in the solar cell's operation.
  3. Chenodeoxycholic Acid is a white solid added with the dye powder to the solvent while preparing staining solutions. The concentration of co-adsorbent is typically 10 fold the dye concentration.
  4. Chenodeoxycholic acid has been used in a study to assess its effects as a long-term replacement therapy for cerebrotendinous xanthomatosis (CTX).
  5. It has also been used in a study to investigate its effects on the small-intestinal absorption of bile acids in patients with ileostomies.
  6. Chenodeoxycholic acid (CDCA) is a hydrophobic primary bile acid that activates nuclear receptors involved in cholesterol metabolism.EC50 concentrations for activation of FXR range from 13-34 μM.In cells, CDCA also binds to bile acid binding proteins (BABP) with a reported stoichiometry of 1:2.CDCA toxicity is linked to increased cellular glutathione levels and increased oxidative stress. Exposure of cells to excess CDCA contributes to liver and intestinal cancers.

Uses

anticholithogenic, antilipemic agent

Uses

A major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate. With other bile acids, forms mixed micelles with lecithin in bile which solubilize cholesterol and thus fa cilitates its excretion. Fcilitates fat absorption in the small intestine by micellar solubilization of fatty acids and monoglycerides. Anticholelithogenic. Epimeric with Ursodiol.

Uses

An apoptosis inducer via PKC-dependent signalling pathway.

Manufacturing Process

To 1,400 ml of an approximately 50% water/triglycol solution of the potassium salt of chenodeoxycholic acid, obtained by the Wolff-Kishner reduction (using hydrazine hydrate and potassium hydroxide) from 50 g of 7- acetyl-12-ketochenodeoxycholic acid, 220 ml of dilute hydrochloric acid is added to bring the pH to 2. The solution is stirred and the crude chenodeoxycholic acid precipitates. The precipitate is recovered and dried to constant weight at about 60°C. About 36 g of the crude chenodeoxycholic acid, melting in the range of 126°-129°C, is obtained.
25 g of crude chenodeoxycholic acid so obtained is dissolved in 750 ml of acetonitrile while stirring and heating. 3 g of activated charcoal is added and then removed by suction filtering. The resulting liquid filtrate is cooled, the pure chenodeoxycholic acid crystallizing out. The crystals are recovered by suction filtering and the recovered crystals dried under vacuum. The yield is 19 g of pure chenodeoxycholic acid with a melting range of 168°-171°C.

brand name

CHEWM

Therapeutic Function

Gallostone dissolving agent

World Health Organization (WHO)

Chenodeoxycholic acid was introduced in 1975 for the treatment of cholelithiasis. It is available in several countries and the World Health Organization is not aware that registration has been refused in any other country.

General Description

Chenodeoxycholic acid is a bile acid synthesized in the liver from cholesterol.

Purification Methods

This major bile acid in vertebrates (~80mg) is chromatographed on silica gel (5g) and eluted with CHCl3/EtOAc (3:2) and crystallised from EtOAc/hexane. It has IR: max 1705 cm-1(CHCl3). It also crystallises from EtOAc, EtOAc/heptane after purifying via the poorly soluble Na and K salt if necessary. [Kametani et al. J Org Chem 4 7 2331 1982, Beilstein 10 IV 1604.]

Chenodeoxycholic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Chenodeoxycholic acid Suppliers

Shandong JunRui Pharmaceutical Co., Ltd.
Tel
0539-5636807
Fax
0539-5636807
Email
ffeng813@qq.com
Country
China
ProdList
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Wuxi Jingyao Bio-Technology Co., Ltd.
Tel
510-88770633-
Email
jingyaobiotech@126.com;
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China
ProdList
268
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55
Zhejiang Invertin Biotechnology Co.,Ltd.td.
Tel
0572-2165030- ;0572-2165030- ;0572-2165030-
Fax
QQ:1169435659
Email
invertin@yeah.net;invertin@yeah.net;invertin@yeah.net
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China
ProdList
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Shaanxi Kondopu Biotechnology Co. LTD
Tel
184-2900-1220
Fax
qq:1140835348
Email
1140835348@qq.com
Country
China
ProdList
428
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58
Shaanxi Pioneer Biotech Co.,Ltd
Tel
029-86107037-8021
Email
sales@pioneerbiotech.com
Country
China
ProdList
637
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58
Shanghai demo pharmaceutical technology co., LTD
Tel
400-021-7337
Fax
021-50182339
Email
2355568894@qq.com
Country
China
ProdList
46
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58
Hubei Chenxin Pharmaceutical Co., Ltd.
Tel
Fax
QQ:2544920688
Email
like1076463918@163.com
Country
China
ProdList
2670
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58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83945878-
Fax
022-83945176
Email
export@creasyn.com
Country
China
ProdList
784
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68
Shanghai Boyle Chemical Co., Ltd.
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2926
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
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76
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View Lastest Price from Chenodeoxycholic acid manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Chenodeoxycholic acid 474-25-9
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-03
Hebei Crovell Biotech Co Ltd
Product
Chenodeoxycholic Acid 474-25-9
Price
US $120.70/Kg/Bag
Min. Order
10g
Purity
99%
Supply Ability
10000kg
Release date
2021-07-01
Baoji Guokang Bio-Technology Co., Ltd.
Product
Chenodeoxycholic acid 474-25-9
Price
US $132.00/KG
Min. Order
1Kg/Bag
Purity
98%
Supply Ability
100T
Release date
2021-06-07

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