2624-44-4

Basic information

• Product Name: Etamsylate
• Synonyms: altodor;ciclonamina;cyclonamine;dicynene;dicynone;diethylammonium2,5-dihydroxybenzenesulfonate;diethylammoniumcyclohexadien-4-ol-1-one-4-sulfonate;diidroxi-1,4-benzenesulfonato-3-di-etilammonium
• CAS NO: 2624-44-4
• Molecular Formula: C₄H₁₁N*C₆H₆O₅S
• Molecular Weight: 263.31
• EINECS: 220-090-7
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Other APIs;For the prevention and treatment of bleeding before surgery, but for intestinal bleeding, bleeding and urinary tract bleeding, etc;API
• Mol File: 2624-44-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 125°
• Boiling Point: 496.4 °C at 760 mmHg
• Flash Point: 254 °C
• Appearance: Powder
• Density: 1.3441 (rough estimate)
• Vapor Pressure: 1.13E-10mmHg at 25°C
• Refractive Index: 1.5060 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Very soluble in water, freely soluble in methanol, soluble in anhydrous ethanol, practically insoluble in methylene chloride.
• Stability: Hygroscopic
• Merck: 14,3722
• CAS DataBase Reference: Etamsylate(CAS DataBase Reference)
• NIST Chemistry Reference: Etamsylate(2624-44-4)
• EPA Substance Registry System: Etamsylate(2624-44-4)

Safety Data

• RTECS: DB6145000
• HazardClass: IRRITANT
• Hazardous Substances Data: 2624-44-4(Hazardous Substances Data)

Usage

Description

Etamsylate, also known as diethylaminoethoxyhexestrol, is a synthetic estrogen derivative with a white solid appearance. It possesses both hemostatic and anti-coagulant properties, making it a versatile pharmaceutical agent for various medical applications.

Uses

Used in Hemorrhage Control:
Etamsylate is used as a hemostatic agent for controlling excessive bleeding, particularly in cases of trauma or surgical procedures. Its ability to promote blood clotting helps prevent blood loss and stabilize patients.
Used in Anti-Coagulation Therapy:
In addition to its hemostatic properties, Etamsylate also functions as an anti-coagulant, making it useful in preventing blood clot formation and reducing the risk of thrombotic events, such as deep vein thrombosis and pulmonary embolism.
Used in Prostaglandin Synthesis Inhibition:
Etamsylate is used as a prostaglandin synthesis inhibitor, which helps regulate the production of prostaglandins that play a role in inflammation, pain, and blood clotting. By inhibiting prostaglandin synthesis, Etamsylate can help manage inflammation and pain associated with various conditions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Etamsylate is used as an active ingredient in various formulations, such as tablets and injections, for the treatment of hemorrhage, blood clotting disorders, and inflammatory conditions. Its dual action as a hemostatic and anti-coagulant makes it a valuable compound in the development of medications for diverse medical needs.

Clinical Use

Short-term treatment of blood loss in menorrhagiaProphylaxis of surgical bleeding (unlicensed)

Drug interactions

Potentially hazardous interactions with other drugs None known

Metabolism

Etamsylate is excreted unchanged, mainly in the urine.

InChI:InChI=1/C6H6O5S.C4H11N/c7-4-1-2-5(8)6(3-4)12(9,10)11;1-3-5-4-2/h1-3,7-8H,(H,9,10,11);5H,3-4H2,1-2H3

Synthetic route

dobesilate (88-46-0) + diethylamine (109-89-7) → ethamsylate (2624-44-4)

Conditions	Yield
In cyclohexane at 65 - 70℃; Solvent; Temperature;	85%
In ethanol at 25℃; for 1.5h; Temperature;

benzene-1,4-diyl diacetate (1205-91-0) → ethamsylate (2624-44-4)

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

ethamsylate (2624-44-4) + p-toluenesulfonyl chloride (98-59-9) → ammonium salt of 2,5-dihydroxybenzenesulphonic acid monotosylate

Conditions	Yield
With ammonium hydroxide In N-methyl-acetamide; water
With ammonium hydroxide In N-methyl-acetamide; water

ethamsylate (2624-44-4) → C4H11N*C6H4O5S

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;

Upstream product

• 1205-91-0 benzene-1,4-diyl diacetate 
• 88-46-0 dobesilate 
• 109-89-7 diethylamine 

Relevant articles and documents

C10H17NO5S.1/20H2O compound

The invention discloses a C10H17NO5S.1/20H2O compound and a preparation method thereof. The compound is measured by using a powder X-ray diffraction measurement method, and shows characteristic diffraction peaks represented by a diffraction angle of 2theta +/- 0.2 degrees at the places of 13.4 degrees, 17.2 degrees, 20.5 degrees, 21.4 degrees, 23.7 degrees, 24.5 degrees, 26.9 degrees, 28.0 degreesand 34.0 degrees. The C10H17NO5S.1/20H2O compound prepared by the preparation method has the advantages of good thermal stability, high purity, and weak hygroscopicity, has a simple process, a high yield and strong repeatability, and is suitable for industrial production.