Azosemide CAS 27589-33-9

Introduction:Basic information about Azosemide CAS 27589-33-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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
pka3.58±0.10(Predicted)
color Crystals
InChIInChI=1S/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)
InChIKeyHMEDEBAJARCKCT-UHFFFAOYSA-N
SMILESC1(S(N)(=O)=O)=CC(C2=NNN=N2)=C(NCC2SC=CC=2)C=C1Cl
CAS DataBase Reference27589-33-9(CAS DataBase Reference)

Safety Information

ToxicityLD50 orl-rat: 2545 mg/kg IYKEDH 18,666,87

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.
Chemical PropertiesCrystallized, melting point 220-223℃.
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 hyprtension.
Manufacturing ProcessThe 4-chloro-5-sulfamoyl-2-thenylaminobenzonitrile used as starting materialis obtained by the reaction of 4-chloro-2-fluoro-5-sutfamoyl-benzonitrile withthenylamine 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 azideand 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
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