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| | Tribenoside Basic information |
| Product Name: | Tribenoside | | Synonyms: | Glivenol;Glucofuranoside, ethyl 3,5,6-tri-O-benzyl- (7CI);Glucofuranoside, ethyl 3,5,6-tri-O-benzyl-, D- (8CI);Glyvenal;Glyvenol;Hemocuron;TBGF;Tribenzoside | | CAS: | 10310-32-4 | | MF: | C29H34O6 | | MW: | 478.58 | | EINECS: | 233-687-2 | | Product Categories: | | | Mol File: | 10310-32-4.mol |  |
| | 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) | | form | neat | | color | Pale Yellow to Light Yellow | | InChIKey | ULLNJSBQMBKOJH-VIVFLBMVSA-N | | CAS DataBase Reference | 10310-32-4 |
| 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 Preparation Products And Raw materials |
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