-
Name
Etamsylate
- EINECS 220-090-7
- CAS No. 2624-44-4
- Article Data4
- CAS DataBase
- Density 1.3441 (rough estimate)
- Solubility Easily soluble in water, soluble in ethanol, slightly soluble in acetone, insoluble in chloroform and ether
- Melting Point 127-131 °C
- Formula C6H6O5S.C4H11N
- Boiling Point 496.4 °C at 760 mmHg
- Molecular Weight 263.315
- Flash Point 254 °C
- Transport Information
- Appearance Powder
- Safety
- Risk Codes
-
Molecular Structure
- Hazard Symbols
- 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);
- PSA 115.24000
- LogP 2.43200
Synthetic route
| Conditions | Yield |
|---|---|
| In cyclohexane at 65 - 70℃; Solvent; Temperature; | 85% |
| In ethanol at 25℃; for 1.5h; Temperature; |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In N-methyl-acetamide; water | |
| With ammonium hydroxide In N-methyl-acetamide; water |
-
-
2624-44-4
ethamsylate
| Conditions | Yield |
|---|---|
| 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; |
Etamsylate Chemical Properties
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 
.
Etamsylate Uses
Ethamsylate (CAS NO.2624-44-4) is used as the prevention and for the treatment of pre-operative bleeding.
Etamsylate 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. |
Etamsylate Consensus Reports
Reported in EPA TSCA Inventory.
Etamsylate 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.
Etamsylate 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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