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Troxerutin

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Troxerutin Basic information

Product Name:
Troxerutin
Synonyms:
  • 3μ,4μ,7-Tris[O-(2-hydroxyethyl)]rutin, Troxerutin
  • Troxerutin,Trihydroxyethylrutin
  • 3',4',7-Tris(hydroxyethyl)rutin
  • 3,5-Dihydroxy-3',4',7-tris(2-hydroxyethoxy)flavone 3-rutinoside
  • Factor-P-zyma
  • 2-[3,4-BIS(2-HYDROXYETHOXY)PHENYL]-3-[[6-O-(6-O-DEOXY-A-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSYL]OXY]-5-HYDROXY-7-(2-HYDROXYETHOXY)-4H-1-BENZOPYRAN-4-ONE
  • Trihydroxylrutin
  • Trihydroxyethylrutoside
CAS:
7085-55-4
MF:
C33H42O19
MW:
742.68
EINECS:
230-389-4
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Miscellaneous Natural Products
  • Natural Plant Extract
  • Inhibitors
  • TROXEPURE
  • Aromatics
  • Heterocycles
  • Oligosaccharides
  • Plant extracts
  • Herb extract
  • POSORUTIN
  • 7085-55-4
Mol File:
7085-55-4.mol
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Troxerutin Chemical Properties

Melting point:
181°C
Boiling point:
1058.4±65.0 °C(Predicted)
Density 
1.65±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Freely soluble in water, slightly soluble in ethanol (96 per cent) and practically insoluble in methylene chloride.
form 
Solid
pka
5.92±0.40(Predicted)
color 
Light Yellow to Yellow
Merck 
14,9789
BRN 
4778232
InChI
InChI=1/C33H42O19/c1-14-23(38)26(41)28(43)32(49-14)48-13-21-24(39)27(42)29(44)33(51-21)52-31-25(40)22-17(37)11-16(45-7-4-34)12-20(22)50-30(31)15-2-3-18(46-8-5-35)19(10-15)47-9-6-36/h2-3,10-12,14,21,23-24,26-29,32-39,41-44H,4-9,13H2,1H3/t14-,21+,23-,24+,26+,27-,28+,29+,32+,33-/s3
InChIKey
KMPBUGGPUQOWMJ-NXPSPVSKSA-N
SMILES
O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)O1)O)C1C(C2=C(C=C(OCCO)C=C2OC=1C1C=CC(OCCO)=C(OCCO)C=1)O)=O |&1:1,2,3,5,7,10,12,14,16,18,r|
CAS DataBase Reference
7085-55-4(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
LK8331500
HS Code 
2938100000

MSDS

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Troxerutin Usage And Synthesis

Chemical Properties

Yellow Powder

Originator

Venoruton,Novartis Co

Uses

Used in the treatment of venous disorders

Uses

vasoprotectant

Uses

Troxerutin, a derivative of the naturally occurring bioflavonoid rutin, is thought to inhibit red cell and platelet aggregation, improve erythrocyte deformability, and improve plasma viscosity retinal microcirculation. A double-blind randomized clinical trial compared troxerutin with placebo in 27 patients with CRVO. The limitations of the study included a small number of patients and short follow-up time.

Manufacturing Process

In a nitrogen atmosphere 120 g of caustic soda (3 moles) in solution are added to 610 g of rutin (1 mol) suspended in 2 litres of water, the mixture being vigorously agitated by a mechanical stirrer, 241.5 g of ethylene chlorohydrin being then introduced at 55°C for 10 min. When all the chlorohydrin has been thus added the temperature is progressively raised to 75°C and maintained at this level for 2 hours. After cooling, in a nitrogen atmosphere, the pH value adjusted to 5 by the addition of dilute hydrochloric acid. The solution is kept in an ice box for 24 hours and then filtered to remove any impurities. At reduced pressure the solution is evaporated until dry, the residue taken up in 3 litres of boning methanol which dissolves the tri-(β-hydroxyethyl)rutin formed and leaves the sparingly soluble sodium chloride behind. The tri-(β-hydroxyethyl)rutin is recovered from its methanolic solution either by evaporation and refrigeration, or by evaporation precipitation with absolute ethanol. In either case tri-(β-hydroxyethyl)rutin obtained is in the form of small very hygroscopic crystals which contain alcohol of crystallization.These crystals are quickly shaken washed in a little cold absolute ethanol and then dried in vacuum at 100°C. 680 g of anhydrous tri-(β-hydroxyethyl)rutin are thus obtained in the form of a yellow powder which melts at 156°C.GB Patent No. 833,174; April 21, 1960; Assigned to Zyma S.A., a Swiss Corporation, of Route Etraz, Nyon Canton of Vaud, Switzerland

Therapeutic Function

Topical venotonic

target

VEGFR | Wnt/β-catenin | NF-kB | SOD | PI3K | Akt

Troxerutin Preparation Products And Raw materials

Raw materials

TroxerutinSupplier

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