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94-19-9

94-19-9 Structure

94-19-9 Structure
IdentificationBack Directory
[Name]

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

94-19-9
[Synonyms]

setd
etazol
etazole
aethazol
sethadil
globucid
ethazole
globucin
globuzid
berlophen
sul-spantab
sulfaethidol
sul-spansion
sulfaethidole
sulphaethidole
sulfaethidiole
sulfa-perlongit
TIMTEC-BB SBB001155
sulfaethylthiadiazole
ethazole(pharmaceutical)
2-sulfanilamidoaethylthiodiazol
n-(5-ethyl-1,3,4-thiadiazol-2-yl)-sulfanilamid
n-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfanilamide
Sulphanyl acid N-(5-ethyl-1,3,4-thiadiazol-2yl) amide
4-amino-n-(5-ethyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamid
4-AMINO-N-(5-ETHYL-[1,3,4]THIADIAZOL-2-YL)-BENZENESULFONAMIDE
4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzene-1-sulfonamide
Benzenesulfonamide, 4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)-
[EINECS(EC#)]

202-312-4
[Molecular Formula]

C10H12N4O2S2
[MDL Number]

MFCD00057224
[MOL File]

94-19-9.mol
[Molecular Weight]

284.36
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT
[Toxicity]

LD50 intraperitoneal in mouse: 1459mg/kg
Hazard InformationBack Directory
[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
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