27589-33-9

Basic information

• Product Name: Azosemide
• Synonyms: 2-chloro-5-(1h-tetrazol-5-yl)-4-((2-thienylmethyl)amino)-benzenesulfonamid;2-chloro-5-(1h-tetrazol-5-yl)-n(sup4)-2-thenyl-sulfanilamid;2-chloro-5-(1h-tetrazol-5-yl)-n(sup4)-2-thenylsulfanilamide;5-(4’-chloro-5’-sulfamoyl-2’-thenylaminophenyl)-tetrazole;azosemid;ple1053;AZOSEMIDE;2-chloro-5-(1h-tetrazol-5-yl)-4-(2-thenylamino)benzenesulphonamide
• CAS NO: 27589-33-9
• Molecular Formula: C₁₂H₁₁ClN₆O₂S₂
• Molecular Weight: 370.84
• EINECS: 248-549-7
• Mol File: 27589-33-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 218-221°
• Boiling Point: 221°C (rough estimate)
• Flash Point: 359.6°C
• Appearance: /
• Density: 1.6843 (rough estimate)
• Vapor Pressure: 7.19E-18mmHg at 25°C
• Refractive Index: 1.6100 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 3.58±0.10(Predicted)
• CAS DataBase Reference: Azosemide(CAS DataBase Reference)
• NIST Chemistry Reference: Azosemide(27589-33-9)
• EPA Substance Registry System: Azosemide(27589-33-9)

Safety Data

• Hazardous Substances Data: 27589-33-9(Hazardous Substances Data)

Usage

Description

Azosemide is a high-ceiling diuretic similiar in structure and profile to furosemide, albeit somewhat less potent and less bioavailable. It is useful in the treatment of congestive heart failure and similar edematous conditions.

Originator

Boehringer Manheim (W. Germany)

Uses

Different sources of media describe the Uses of 27589-33-9 differently. You can refer to the following data:
1. Diuretic.
2. Azosemide is a high-ceiling diuretic agent. It is used in the treatment of edematous states and hypertension.

Definition

ChEBI: A sulfonamide that is benzenesulfonamide which is substituted at positions 2, 4, and 5 by chlorine, (2-thienylmethyl)amino and 1H-tetrazol-5-yl groups, respectively. It is a diuretic that has been used in the management of oedema and hyp rtension.

Manufacturing Process

The 4-chloro-5-sulfamoyl-2-thenylaminobenzonitrile used as starting material is obtained by the reaction of 4-chloro-2-fluoro-5-sutfamoyl-benzonitrile with thenylamine in anhydrous tetrahydrofuran. Then the 5-(4'-chloro-5'-sulfamoyl-2'-thenylamino)phenyltetrazole (MP 218° to 221°C, yield 37% of theory) is obtained by the reaction of 4-chloro-5- sulfamoyl-2-thenylaminobenzonitrite (MP 170° to 174°C) with sodium azide and ammonium chloride,

Brand name

LURET

Therapeutic Function

Diuretic

Safety Profile

Poison by intraperitoneal andintravenous routes. Moderately toxic by ingestion andsubcutaneous routes. An experimental teratogen. Whenheated to decomposition it emits toxic fumes of Cl-, SOx,and NOx.

InChI:InChI=1/C12H11ClN6O2S2/c13-9-5-10(15-6-7-2-1-3-22-7)8(12-16-18-19-17-12)4-11(9)23(14,20)21/h1-5,15H,6H2,(H2,14,20,21)(H,16,17,18,19)