Tribenosid

Bezeichnung:Tribenosid

CAS-Nr10310-32-4

Englisch Name:Tribenoside

CBNumberCB1842212

SummenformelC29H34O6

Molgewicht478.58

MOL-Datei10310-32-4.mol

Synonyma

Tribenosid

Tribenosid physikalisch-chemischer Eigenschaften

alpha	D26 +8° (chloroform)
Siedepunkt	bp1.2 270-280°
Dichte	1.19±0.1 g/cm3(Predicted)
storage temp.	Sealed in dry,Store in freezer, under -20°C
Löslichkeit	Practically insoluble in water, very soluble in acetone, in methanol and in methylene chloride.
pka	13.01±0.70(Predicted)
Farbe	Pale Yellow to Light Yellow
InChIKey	ULLNJSBQMBKOJH-VIVFLBMVSA-N
SMILES	O(CC)C1O[C@H]([C@@H](COCC2=CC=CC=C2)OCC2=CC=CC=C2)[C@H](OCC2=CC=CC=C2)[C@H]1O
CAS Datenbank	10310-32-4

Sicherheit

Toxizität

LD50 oral in rat: > 20gm/kg

Gefahreninformationscode (GHS)

Tribenoside Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Tribenoside is the semisynthetic sugar derivate ethyl-3, 5, 6-tri-O-benzyl-D-glucofuranoside, glucose with one ethyl and three benzyl groups. It is widely used in capsule (cps) form for oral administration and cream or suppositories for topical application under several brand names. Tribenoside is indicated for the treatment of chronic venous insufficiency, hemorrhoids, and arthritis. It has a high affinity for the vessel wall and a wide spectrum of pharmacological effects, including venotonic, anti-edematous, fibrinolysis-promoting, analgesic, anti-inflammatory (inhibiting histamine and prostaglandins), anti-allergic, membrane-stabilizing, and bactericidal effects. It regulates the expression and localization of laminins in epidermal cells to reconstruct basement membranes in wound healing[1].
Chemische Eigenschaften
Yellowish to pale yellow, clear, viscous liquid.
Originator
Glyvenol,Ciba,W. Germany,1967
Verwenden
Sclerosing agent.
Verwenden
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.
Kontakt-Allergie
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.
Einzelnachweise
[1] S. Zga?arová. “Pathophysiological characterization of drug hypersensitivity to tribenoside.” Central European Journal of Medicine 9 1 (2014): 159–168.

Tribenoside Upstream-Materialien And Downstream Produkte

Tribenosid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

10310-32-4, Tribenoside Verwandte Suche:

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