Tribenoside Chemical Properties

alpha 

D26 +8° (chloroform)

Boiling point:

bp1.2 270-280°

Density 

1.19±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Practically insoluble in water, very soluble in acetone, in methanol and in methylene chloride.

pka

13.01±0.70(Predicted)

color 

Pale Yellow to Light Yellow

InChIKey

ULLNJSBQMBKOJH-VIVFLBMVSA-N

CAS DataBase Reference

10310-32-4

Safety Information

Toxicity

LD50 oral in rat: > 20gm/kg

Tribenoside Usage And Synthesis

Chemical Properties

Yellowish to pale yellow, clear, viscous liquid.

Originator

Glyvenol,Ciba,W. Germany,1967

Uses

Tribenoside is a vasoprotective drug. It’s used in the treatment of hemorrhoids as it has mild anti-inflammatory and wound healing properties.

Uses

Sclerosing agent.

Definition

ChEBI: (3R,4R,5R)-5-[(1R)-1,2-bis(phenylmethoxy)ethyl]-2-ethoxy-4-phenylmethoxy-3-oxolanol is a glycoside.

Manufacturing Process

4.9 g of 3,5,6-tribenzyl-1,2-isopropylidene glucofuranose are kept overnight at room temperature with 100 cc of N-ethanolic hydrochloric acid. Evaporation under vacuum at below 50°C is then carried out and the residue taken up in 150 cc of chloroform. The chloroform solution is thoroughly washed with sodium bicarbonate solution, dried with calcined sodium sulfate and evaporated under vacuum. The oily residue is then distilled under vacuum with a free flame. In this manner there is obtained the ethyl-3,5,6-tribenzyl_x0002_D-glucofuranoside of boiling point 270°C to 275°C under 1 mm pressure. The glucofuranose used as starting material is obtained as follows: 8.8 g of 1,2-isopropylidene-D-glucofuranose and 50.6 g of benzyl chloride are treated with a total of 28 g of potassium hydroxide in portions with cooling and stirring. The mixture is then stirred for 3 hours at 80°C to 90°C. Working up from chloroform solution and distillation at 250°C to 260°C under 0.1 mm pressure give 8.9 g of 1,2-isopropylidene-3,5,6-tribenzyl-D-glucofuranose.

Therapeutic Function

Topical venotonic

Hazard

Low toxicity by ingestion.

Contact allergens

This drug is used for the treatment, both topical and oral, of hemorrhoids. It leads to benzo?c acid, that is contained in Myroxylon pereirae as well, and could be the sensitizer.

Tribenoside(10310-32-4)Related Product Information

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