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Azosemide

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Azosemide 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
  • SK-110
  • 2-chloro-5-(2H-1,2,3,4-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide
  • 2-chloro-5-(2H-tetrazol-5-yl)-4-(2-thienylmethylamino)benzenesulfonamide
  • 2-chloro-5-(2H-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide
  • Azosemide Solution, 1000ppm
  • Azosemide Solution, 100ppm
CAS:
27589-33-9
MF:
C12H11ClN6O2S2
MW:
370.84
EINECS:
248-549-7
Mol File:
27589-33-9.mol
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Azosemide Chemical Properties

Melting point:
218-221°
Boiling point:
221°C (rough estimate)
Density 
1.6843 (rough estimate)
refractive index 
1.6100 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
3.58±0.10(Predicted)
color 
Crystals
CAS DataBase Reference
27589-33-9(CAS DataBase Reference)
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Safety Information

Toxicity
LD50 orl-rat: 2545 mg/kg IYKEDH 18,666,87
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Azosemide Usage And Synthesis

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

Diuretic.

Uses

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.

Azosemide Preparation Products And Raw materials

Raw materials

AzosemideSupplier

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