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.
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.
