Azosemide

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
Product Categories:
Mol File:27589-33-9.mol
Azosemide Structure
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)
pka3.58±0.10(Predicted)
form Solid
color Crystals
CAS DataBase Reference27589-33-9(CAS DataBase Reference)
Safety Information
ToxicityLD50 orl-rat: 2545 mg/kg IYKEDH 18,666,87
MSDS Information
Azosemide Usage And Synthesis
DescriptionAzosemide 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.
OriginatorBoehringer Manheim (W. Germany)
UsesDiuretic.
UsesAzosemide is a high-ceiling diuretic agent. It is used in the treatment of edematous states and hypertension.
DefinitionChEBI: 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 ProcessThe 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 nameLURET
Therapeutic FunctionDiuretic
Safety ProfilePoison 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 materialsSodium azide-->Benzonitrile
Chlorantraniliprole 3-Aminobenzenesulfonamide Nicotinamide N,N-Dimethylformamide Chloroacetic acid Acetamide Tetrazole Acrylamide Difluorochloromethane 1H-Tetrazole-1-acetic acid Sulfanilamide Polyacrylamide Polyamide Epichlorohydrin Nitrotetrazolium blue chloride 2,3,5-Triphenyltetrazolium chloride Boc-D-Glutamine Formamide

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