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7085-55-4

Basic Information
CAS No.: 7085-55-4
Name: Troxerutin
Molecular Structure:
Molecular Structure of 7085-55-4 (Troxerutin)
Formula: C33H42O19
Molecular Weight: 742.68
Synonyms: trihydroxyethylrutin;4H-1-Benzopyran-4-one,2-[3,4-bis(2- hydroxyethoxy)phenyl]-3-[[6-O-(6-deoxy-RL- mannopyranosyl)-a-D-glucopyranosyl]oxy]- 5-hydroxy-7-(2-hydroxyethoxy)-;Vitamin P4;Venoruton P4;Troxerutine;
EINECS: 230-389-4
Density: 1.65 g/cm3
Melting Point: 181 °C
Boiling Point: 1058.4 °C at 760 mmHg
Flash Point: 332 °C
Solubility:
Appearance: yellow powder
Hazard Symbols:
Risk Codes:
Safety: 22-24/25
Transport Information:
PSA: 297.12000
LogP: -2.69060
Synthetic route
75-21-8

oxirane

7085-55-4

troxerutin

Conditions
ConditionsYield
With chitosan In methanol at 75℃; for 3h; Concentration; Temperature; Autoclave;96%
With natural polymer sodium alginate In methanol at 70℃; for 4h; Temperature; Autoclave;87.6%
Stage #1: oxirane; rutin With sodium hydroxide In water at 75℃; for 6h;
Stage #2: With hydrogenchloride In water pH=4;
540-51-2

2-bromoethanol

7085-55-4

troxerutin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 85℃;94.9%
107-07-3

2-chloro-ethanol

7085-55-4

troxerutin

Conditions
ConditionsYield
With potassium hydroxide at 68℃; for 24h; Temperature; Inert atmosphere;90%
With potassium carbonate In N,N-dimethyl-formamide for 0.133333h; Heating;
75-21-8

oxirane

23869-24-1

7-mono-O-(β-hydroxyetyl)rutoside

7085-55-4

troxerutin

Conditions
ConditionsYield
With pyridine In methanol at 75 - 80℃; Reagent/catalyst; Temperature; Autoclave;64%
With sodium hydroxide In methanol; water at 60 - 70℃; Reagent/catalyst; Solvent;
75-21-8

oxirane

A

266363-39-7

7,3',4'-trihydroxyethylisoquercitrine-3-glucoside

B

7,5',4'-trihydroxyethylisoquercitrine-3-glucoside

C

791084-12-3

7,4'-dihydroxyethylkaempferol-3-rutinoside

D

13190-91-5

7,4'-di-hydroxyethyl rutoside

E

7085-55-4

troxerutin

F

6980-20-7

5,7,3',4'-tetra-hydroxyethyl rutoside

Conditions
ConditionsYield
With sodium hydroxide In water at 75℃; for 6h; Product distribution / selectivity;
7085-55-4

troxerutin

3',4'-bis(2-O-sulfate ethoxy)-7-(2-O-sulfate ethoxy)rutin

Conditions
ConditionsYield
Stage #1: troxerutin With triethylamine sulfurtrioxide In N,N-dimethyl acetamide at 20 - 100℃; for 0.5h; Microwave irradiation;
Stage #2: With triethylamine In N,N-dimethyl acetamide at 4℃; for 24h;
Stage #3: With sodium acetate In water
89%
10355-47-2

glutaric acid divinyl ester

7085-55-4

troxerutin

1218941-80-0

troxerutin vinyl glutarate

Conditions
ConditionsYield
With pyridine at 50℃; for 72h; Enzymatic reaction;65%
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;
4074-90-2

divinyl adipate

7085-55-4

troxerutin

1218941-81-1

troxerutin vinyl adipate

Conditions
ConditionsYield
With pyridine at 55℃; for 96h; Enzymatic reaction;60%
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;
10355-49-4

azelaic acid divinyl ester

7085-55-4

troxerutin

1218941-82-2

troxerutin vinyl azelate

Conditions
ConditionsYield
With pyridine at 60℃; for 148h; Enzymatic reaction;57%
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;
108-24-7

acetic anhydride

7085-55-4

troxerutin

1429915-87-6

3',4',7-tri-O-(2-acetoxyethoxy)quercetin

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 7h;57%
10355-50-7

divinyl sebacate

7085-55-4

troxerutin

1218941-83-3

troxerutin vinyl sebacate

Conditions
ConditionsYield
With pyridine at 60℃; for 120h;55%
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;

dodecandioic acid divinyl ester

7085-55-4

troxerutin

troxerutin vinyl dodecandiate

Conditions
ConditionsYield
With pyridine at 50℃; for 96h;51%
7085-55-4

troxerutin

23077-88-5

3,5-Dihydroxy-3',4',7-tri-(β-hydroxyethoxy)flavon

Conditions
ConditionsYield
With hydrogenchloride In methanol Heating; Yield given;
15423-11-7

divinyl tridecanedioate

7085-55-4

troxerutin

1218941-84-4

C48H66O22

Conditions
ConditionsYield
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;
13416-90-5

divinyl butanedioate

7085-55-4

troxerutin

1218941-79-7

C39H48O22

Conditions
ConditionsYield
With pyridine; alkaline protease from Bacillus subtilis at 50℃; for 120h; Enzymatic reaction; regioselective reaction;

dodecandioic acid divinyl ester

7085-55-4

troxerutin

C54H71NO21

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 96 h / 50 °C
2: 1-octyl-3-methyl-3H-imidazolium nitrate / 48 h / 60 °C
View Scheme
4074-90-2

divinyl adipate

7085-55-4

troxerutin

C50H63NO23

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 96 h / 55 °C / Enzymatic reaction
2: N-octylpyridinium tetrafluoroborate / 24 h / 60 °C
View Scheme
10355-50-7

divinyl sebacate

7085-55-4

troxerutin

C54H71NO23

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 120 h / 60 °C
2: n-butylpyridinium chloride / 36 h / 70 °C
View Scheme
7085-55-4

troxerutin

C46H57NO21

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 72 h / 50 °C / Enzymatic reaction
2: 1-octyl-3-methylimidazolium tetrafluoroborate / 24 h / 50 °C
View Scheme
7085-55-4

troxerutin

C46H56FNO21

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 72 h / 50 °C / Enzymatic reaction
2: 1-octyl-3-methyl-imidazolium bromide / 24 h / 50 °C
View Scheme
7085-55-4

troxerutin

C45H55NO21

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 72 h / 50 °C / Enzymatic reaction
2: 1-hexyl-3-methylimidazolium tetrafluoroborate / 24 h / 50 °C
View Scheme
7085-55-4

troxerutin

C47H57NO21

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 72 h / 50 °C / Enzymatic reaction
2: 1-octyl-3-methyl-imidazolium bromide / 24 h / 60 °C
View Scheme
7085-55-4

troxerutin

C48H59NO23

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 72 h / 50 °C / Enzymatic reaction
2: 1-octylpyridinium bis[(trifluoromethyl)sulfonyl]amide / 30 h / 60 °C
View Scheme
7085-55-4

troxerutin

C52H67NO22

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 148 h / 60 °C / Enzymatic reaction
2: N-n-hexylpyridinium tetrafluoroborate / 36 h / 60 °C
View Scheme
Downstream Products
23077-88-5
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    7085-55-4 Troxerutin

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    7085-55-4

    Troxerutin

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  • Troxerutin7085-55-4

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    7085-55-4

    Troxerutin7085-55-4

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Specification

Troxerutin, with the CAS register number 7085-55-4, is also known to us as ruven; posorutin;troxerutin; trihydroxyethylrutin; vastribil;3',4',7-tris-o-(2-hydroxyethyl)rutin; 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. This kind of chemical belong to the categories of miscellaneous natural products;natural plant extract;intermediates & fine chemicals;pharmaceuticals and so on. As for its usage, it is usually used as the anticoagulant which has the function of resisting the formation of thrombus and it is also applied in hemiplegic paralysis, myocardial infarction and arteriosclerosis caused by the cerebral thrombosis and cerebral embolism. While using this kind of chemical, do not breathe dust and avoid contacting with skin and eyes. If yo need more safety information, you could refer to the WGK Germany 3.

Physical properties about Troxerutin are:  (1)ACD/LogP: -1.897; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -2.04; (4)ACD/LogD (pH 7.4): -3.38; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.60; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 19; (10)#H bond donors: 10; (11)#Freely Rotating Bonds: 25; (12)Index of Refraction: 1.69 ; (13)Molar Refractivity: 171.184 cm3; (14)Molar Volume: 447.922 cm3; (15)Polarizability: 67.863 10-24cm3; (16)Surface Tension: 100.818000793457 dyne/cm; (17)Density: 1.658 g/cm3; (18)Flash Point: 332.007 °C; (19)Enthalpy of Vaporization: 162.361 kJ/mol; (20)Boiling Point: 1058.406 °C at 760 mmHg;

You can still convert the following datas into molecular structure:
(1)InChI=1S/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-/m0/s1;
(2)InChIKey=IYVFNTXFRYQLRP-VVSTWUKXSA-N;
(3)Smilesc1(c(c(c2c(cc(cc2o1)OCCO)O)=O)O[C@@H]1O[C@@H]([C@@H](O)[C@@H]([C@@H]1O)O)CO[C@@H]1[C@@H]([C@@H]([C@@H](O)[C@@H](O1)C)O)O)c1cc(c(OCCO)cc1)OCCO;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 27160mg/kg (27160mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

CARDIAC: CARDIOMEGALY
Therapie. Vol. 20, Pg. 879, 1965.