Basic information Safety Supplier Related

4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE

Basic information Safety Supplier Related

4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE Basic information

Product Name:
4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE
Synonyms:
  • ethazole(pharmaceutical)
  • globucid
  • sulfaethidol
  • sulfaethidole
  • sulfaethylthiadiazole
  • sulfa-perlongit
  • sul-spansion
  • sul-spantab
CAS:
94-19-9
MF:
C10H12N4O2S2
MW:
284.36
EINECS:
202-312-4
Mol File:
94-19-9.mol
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4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE Chemical Properties

Melting point:
185.5-186.0°
Density 
1.3410 (rough estimate)
refractive index 
1.6440 (estimate)
pka
pKa 5.36(H2O t = 37) (Uncertain)
Water Solubility 
215mg/L(20 ºC)
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Safety Information

Hazard Codes 
Xi
HazardClass 
IRRITANT
Toxicity
LD50 intraperitoneal in mouse: 1459mg/kg
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4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE Usage And Synthesis

Originator

Sul-Spansion,SKF,US,1956

Definition

ChEBI: 4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide is a member of benzenes and a sulfonamide.

Manufacturing Process

0.163 mol of 2-amino-5-ethyl-1,3,4-thiadiazole was covered with 43 parts of anhydrous pyridine. To the mixture was added 50 parts (0.214 mol) of pacetylaminobenzenesulfonyl chloride with vigorous shaking at 50°C to 60°C. The reaction mixture was then heated to 125°C. When the mixture had cooled somewhat it was placed in a Claisen flask and 27.6 parts (0.69 mol) of sodium hydroxide dissolved in 110 parts of water was added through a dropping funnel while distilling off a mixture of pyridine and water. The distillation was stopped when the temperature reached 100°C and the residual liquor in the flask heated at 95°C for 30 minutes.The reaction mixture was then poured into 1,650 parts of hot water, the pH adjusted to 8 to 9, decolorizing charcoal was added and the whole was heated on the steam for 15 minutes. The charcoal was filtered off and the hot filtrate neutralized and cooled. The 2-(sulfanilamido)-5-ethyl-1,3,4-thiadiazole was purified by repeated crystallization from boiling water.

Therapeutic Function

Antibacterial

4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDESupplier

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