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

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

Hazard Codes 

Xi

HazardClass 

IRRITANT

Toxicity

LD50 intraperitoneal in mouse: 1459mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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

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