Ursodeoxycholsure

Bezeichnung:Ursodeoxycholsure

CAS-Nr128-13-2

Englisch Name:Ursodeoxycholic acid

CBNumberCB1285736

SummenformelC24H40O4

Molgewicht392.57

MOL-Datei128-13-2.mol

Synonyma

Ursodeoxycholsure

Ursodeoxycholsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	203-204 °C (lit.)
Siedepunkt	437.26°C (rough estimate)
alpha	60 º (c=2, EtOH)
Dichte	0.9985 (rough estimate)
Brechungsindex	60.5 ° (C=2, EtOH)
Flammpunkt	9℃
storage temp.	2-8°C
Löslichkeit	ethanol: 50 mg/mL, clear
pka	pKa 5.04±0.04(H2O t = 25.0±0.1 I = 0.00)(Approximate)
Aggregatzustand	Solid. Powder.
Farbe	White - almost white.
Wasserlöslichkeit	practically insoluble
Merck	14,9889
BRN	3219888
InChIKey	RUDATBOHQWOJDD-UZVSRGJWSA-N
LogP	3-3.38 at 20℃
CAS Datenbank	128-13-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	24/25-36-26
RIDADR	UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany	2
RTECS-Nr.	FZ2000000
F	10
HS Code	29181990
Toxizität	LD50 in mice (g/kg): 0.1 i.v. (Ardenne, Reitnauer); in rats, mice (mg/kg): 2000, 6000 s.c.; 1000, 1200 i.p., 310, 260 i.v. (Ward)

Gefahreninformationscode (GHS)

Ursodeoxycholic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
WHITE CRYSTALLINE POWDER
Originator
Actigall,Novartis
Verwenden
Ursodeoxycholic acid (UDCS) is a cell protectant used extensively to mitigate hepatic and biliary diseases. Ursodeoxycholic acid may be used to study its specific activities that range from reduction of cholesterol absorpition, cholesterol gallstone dissolution to suppression of immune response. It is also used as an anticholelithogenic. Epimer with Chenodiol with respect to the hydroxyl group at C7.
Definition
ChEBI: Ursodeoxycholic acid is a bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones. It has a role as a human metabolite and a mouse metabolite. It is a bile acid, a dihydroxy-5beta-cholanic acid and a C24-steroid. It is a conjugate acid of an ursodeoxycholate.
Manufacturing Process
Chenodeoxycholanic acid was dissolved in acetic acid and to this solution aqueous solution of CrO3 was added. As a result 3,7-diketodeoxycholanic acid was obtained, yield 95%, melting point 145°C.
15.0 g of 3,7-diketodeoxycholanic acid were dissolved in 80 ml of toluene, then petroleum ether 30 ml were added. 3,7-Diketodeoxycholanic acid as an oil precipitate was obtained, melting point 152°-154°C.
10.0 g of 3,7-diketodeoxycholanic acid were dissolved in 300 ml butanol, heated to 120°-130°C on bath and then sodium metallic 13.0 g were added. After that to this mixture hydrochloric acid was added for neutralization. Ursodeoxychlolanic acid was obtained, yield 9.4 g, melting point 193°C (recrystallization from ethyl acetate).
Trademarks
Actigall (Watson); Urso (Axcan Scandipharm).
Therapeutic Function
Gallostone dissolving agent, Hepatoprotectant
Allgemeine Beschreibung
Ursodeoxycholic acid (UDCA) is a secondary bile acid that helps regulate cholesterol. Mass spectrometry-based analysis of UDCA is routinely performed in clinical diagnostic testing applications such as neonatal testing of inborn errors of bile acid synthesis, differentiating among types of familial intrahepatic cholestasis, and therapeutic monitoring of patient responses to UDCA therapy. This Certified Spiking Solution^? is suitable as a starting material in preparation of linearity standards, calibrators, and controls for use in LC-MS/MS and GC/MS bile acid testing methods.
Clinical Use
Dissolution of gallstones
Ursodeoxycholic acid or ursodiol is a naturally occurring bile acid that is used dissolve cholesterol gall stones and to treat cholestatic forms of liver diseases including primary biliary cirrhosis.
Arzneimittelwechselwirkung
Potentially hazardous interactions with other drugs
Ciclosporin: unpredictably increases the absorption of ciclosporin in some patients.
Stoffwechsel
Ursodeoxycholic acid is absorbed from the gastrointestinal tract and undergoes enterohepatic recycling. It is partly conjugated in the liver before being excreted into the bile. Under the influence of intestinal bacteria the free and conjugated forms undergo 7α-dehydroxylation to lithocholic acid, some of which is excreted directly in the faeces and the rest absorbed and mainly conjugated and sulphated by the liver before excretion in the faeces.
Lager
+4°C
läuterung methode
Recrystallise ursodiol from wet Et2O, EtOH or EtOH/MeOH. [Iwasaki Hoppe Seyler's Z Physiol Chem 244 181, 183 1936, Beilstein 10 III 1635.]

Ursodeoxycholic acid Upstream-Materialien And Downstream Produkte

Ursodeoxycholsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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