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2624-44-4

Basic Information
CAS No.: 2624-44-4
Name: Etamsylate
Article Data: 4
Molecular Structure:
Molecular Structure of 2624-44-4 (Etamsylate)
Formula: C6H6O5S.C4H11N
Molecular Weight: 263.315
Synonyms: Dicynone;Benzenesulfonic acid, 2,5-dihydroxy-, compd. with N-ethylethanamine(1:1);E 141;Etamsylate (JAN);Diidroxi-1,4-benzenesulfonato-3-di-etilammonium [Italian];Etamsilato [INN-Spanish];2,5-Dihydroxybenzenesulfonic acid compound with diethylamine (1:1);Altodor;Biosinon;1-Hydroxy-4-oxo-2,5-cyclohexadiene-1-sulfonic acid compd. with diethylamine;Etamsylate B.P.;Etamsylate(Injection Grade);
EINECS: 220-090-7
Density: 1.3441 (rough estimate)
Melting Point: 127-131 °C
Boiling Point: 496.4 °C at 760 mmHg
Flash Point: 254 °C
Solubility: Easily soluble in water, soluble in ethanol, slightly soluble in acetone, insoluble in chloroform and ether
Appearance: Powder
PSA: 115.24000
LogP: 2.43200
Synthetic route
88-46-0

dobesilate

109-89-7

diethylamine

2624-44-4

ethamsylate

Conditions
ConditionsYield
In cyclohexane at 65 - 70℃; Solvent; Temperature;85%
In ethanol at 25℃; for 1.5h; Temperature;
1205-91-0

benzene-1,4-diyl diacetate

2624-44-4

ethamsylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: chlorosulfonic acid / 1,2-dichloro-ethane / 2.5 h / 5 - 90 °C
2: sodium hydroxide; water / 2 h / 40 °C
3: ethanol / 1.5 h / 25 °C
View Scheme
2624-44-4

ethamsylate

98-59-9

p-toluenesulfonyl chloride

ammonium salt of 2,5-dihydroxybenzenesulphonic acid monotosylate

Conditions
ConditionsYield
With ammonium hydroxide In N-methyl-acetamide; water
With ammonium hydroxide In N-methyl-acetamide; water
2624-44-4

ethamsylate

C4H11N*C6H4O5S

Conditions
ConditionsYield
With nitric acid; potassium thioacyanate; copper; potassium nitrate; 4-(pyridyl-2-azo)resorcinol In ethanol; water at 30℃; for 0.333333h; pH=5; aq. buffer;100 %Spectr.
With dihydrogen peroxide; horseradish peroxidase; phenol In aq. phosphate buffer; dimethyl sulfoxide at 20℃; pH=7; Kinetics; Enzymatic reaction;
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Chemistry

IUPAC Name: 2,5-Dihydroxybenzenesulfonic acid; N-ethylethanamine 
Molecular Formula: C10H17NO5S
Molecular Weight: 263.34g/mol
EINECS: 220-090-7
Melting Point: 127°C-131°C
Boiling Point: 496.4 °C at 760 mmHg
Flash Point: 254 °C
Solubility: easily soluble in water, soluble in ethanol, slightly soluble in acetone, insoluble in chloroform and ether
Appearance: white crystals or crystalline powder
Freely Rotating Bonds: 3 
Polar Surface Area: 70.21 Å2 
Polarizability: 10-24 cm3 
Vapour Pressure: 1.13E-10 mmHg at 25°C  
Classification Code: Coagulants; Drug / Therapeutic Agent; Hematologic Agents; Hemostatic; Hemostatics; Mutation data
   The chemical synonyms of Ethamsylate (CAS NO.2624-44-4)  are 1-Hydroxy-4-oxo-2,5-cyclohexadiene-1-sulfonicacidcompd.withdiethylamine ; 2,5-Dihydroxy-benzenesulfonicacicompd.withdiethylamine ; 2,5-Dihydroxy-benzenesulfonicacicompd.withn-ethylethanamine(1:1) ; 2,5-Dihydroxybenzenesulfonicacidcompd.withn-ethylethanamine ; 2,5-DihydroxybenzenesulfonicacidcompdwithN-ethylethanamine ; Aglumin ; Altodor ; Ciclonamina .The molecular structure of Ethamsylate (2624-44-4) is .

Uses

 Ethamsylate (CAS NO.2624-44-4) is used as the prevention and for the treatment of pre-operative bleeding.

Toxicity Data With Reference

1.    

sln-asn 1 mg/L

    MUREAV    Mutation Research. 26 (1974),159.
2.    

orl-rat LD50:7500 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews .(ADIS Press Ltd.,Wanchai, Hong Kong.: )1990,180.
3.    

scu-rat LD50:5250 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews .(ADIS Press Ltd.,Wanchai, Hong Kong.: )1990,180.
4.    

ivn-rat LD50:1350 mg/kg

    THERAP    Therapie. 15 (1960),110.
5.    

ims-rat LD50:>4 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews .(ADIS Press Ltd.,Wanchai, Hong Kong.: )1990,180.
6.    

ivn-cat LDLo:1 g/kg

    THERAP    Therapie. 15 (1960),110.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intravenous route. Mutation data reported. When heated to decomposition it emits very toxic fumes of SOx, NH3, and NOx. See also SULFONATES and AMINES.

Analytical Methods

A simple and sensitive kinetic method has been developed for the determination of ethamsylate (ESL) in its pharmaceutical preparations. The method is based upon oxidation of ESL with 3-methyl-2-benzothiazolinone hydrazone hydrochloride in presence of cerium (IV) ammonium sulfate at room temperature for 20 min. The absorbance of the reaction product is measured at 514 nm. The absorbance-concentration plot was rectilinear over the range of 4-30 microg/mL (r = 0.9999). The lower detection limit was 0.267 microl/mL (9.110 x 10(-6) M) and the lower quantitation limit was 0.808 microg/mL. The different experimental parameters affecting the development and stability of the reaction product were studied and optimized. The proposed method was applied to the determination of ESL in formulations, and the results obtained were in good agreement with those obtained using a reference method. The proposed method was also used for the in vitro detection of ESL in spiked human plasma at its therapeutic concentration level.

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