Cianidanol Chemical Properties

Melting point:

175-177 °C (anhydrous)(lit.)

alpha 

D18 +16 to +18.4°

Boiling point:

352.36°C (rough estimate)

Density 

1.2451 (rough estimate)

refractive index 

1.4359 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated, Heated)

form 

Solid

pka

9.54±0.10(Predicted)

color 

Light Orange to Light Brown

Merck 

14,1902

InChIKey

PFTAWBLQPZVEMU-DZGCQCFKSA-N

LogP

0.510

CAS DataBase Reference

154-23-4

EPA Substance Registry System

2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)- (154-23-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DJ3450000

F 

8-10-23

HS Code 

29329990

Toxicity

LD50 oral in rat: > 10gm/kg

MSDS

• Language:English Provider:Cianidanol

Cianidanol Usage And Synthesis

Chemical Properties

Tan Solid

Uses

procollagen production inhibitoe, hepatoprotectant

Uses

Cianidanol, also known as (+)-catechin; (+)-3,3′4′,5,7-flavanepentol; 3,3′,4′, 5,7-pentahydroxyflavane, [R,3S]-2-[3,4-dihydroxyphenyl]-3,4-dihydro-1[2H]- benzopyran-3,4,7-triol, or 2-(3,4-dihydroxyphenyl)-3,4-dihydro-(2r-trans)-2h- 1-benzopyran-7-triol, is a flavonoid associated with a variety of blood disorders. An association of cianidanol and immune hemolytic anemia and thrombocytopenia has been suggested in numerous case reports. In several reports, the presence of flavonoid-dependent antibodies against red blood cells is evident with cianidanol combining with erythrocyte membranes and inducing development of autoantibodies and antibodies.Several patients had platelet antibodies with increased serum-bindable IgG values without the presence of cianidanol and several with high platelet-associated IgG levels.Antibodies against cianidanol were not detectable in certain cases.The hemolytic anemia caused acute renal failure in some patients and can be life threatening, leading to fatalities. Upon cessation of treatment with cianidanol, hematology appears to return to normal over time.
These side effects do not appear to be specific to cianidanol as the formation of IgE and IgG antibodies to troxerutin (Venoruton) and silymarin (Kegalon) was also evident with patients presenting with fever, skin eruptions, and intravascular hemolysis often demonstrating high IgG titers.Furthermore, cianidanol-induced hemolysis might also occur after sensitization by other flavonoids including rutin.

Uses

Labelled (+)-Catechin (C217500). (+)-Catechin is a flavonoid found primarily in higher woody plants as (+)-Catechin along with (-)-Epicatechin (cis form). Antidiarrheal.

Definition

ChEBI: The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.

brand name

Ausoliver;Cirramina;Transepar.

World Health Organization (WHO)

Cianidanol, which is extracted from the tropical plant Uncaria gambir, was introduced in 1976 as an adjunct in the treatment of liver disorders. Following a cluster of cases of haemolytic anaemia reported in 1985 from Naples, Italy, four of which were fatal, the company suspended sales worldwide. Although subsequently reintroduced in Switzerland and France for the treatment of acute and chronic hepatitis-B, it was later definitively withdrawn in Switzerland on detailed reassessment and the manufacturer has now withdrawn the product worldwide.

General Description

(+)-Catechin is an important beneficial compound, belonging to the flavonoid class, which is present abundantly in red wine.

Cianidanol(154-23-4)Related Product Information

• 2-Phenylphenol
• Tetrahydro-4H-pyran-4-one
• Hydroxy silicone oil
• Catechol
• Tetrahydropyran
• Triphenylphosphine
• Tea polyphenol
• Procyanidin
• (+/-)-Catechin hydrate
• Silibinin
• Dihydromyricetin
• L-Epicatechin
• Silicristin
• (-)-CATECHIN GALLATE
• (-)-CATECHIN HYDRATE
• Procyanidin B1
• (-)-Epigallocatechin
• Phenylacetone