ChemicalBook--->CAS DataBase List--->547-44-4

547-44-4

547-44-4 Structure

547-44-4 Structure
IdentificationBack Directory
[Name]

SULFANILYLUREA
[CAS]

547-44-4
[Synonyms]

a435
A 435
Urenil
Uramid
Uractyl
Euvernil
Sulfaurea
Urosulfan
NSC 78438
NSC 78438Q
Urosulfane
Sulphaurea
Sulfanyluree
A 435 (amide)
sulfacarbamide
sulfanilyl-ure
SULFANILYLUREA
Sulphacarbamide
1-Sulfanilylurea
4-Sulfacarbamide
Sulfanilcarbamid
Sulfanylharnstoff
Urea, sulfanilyl-
N-Sulfanilcarbamide
p-Aminobenzenesulfonylurea
(4-aminophenyl)sulfonylurea
[(p-Aminophenyl)sulfonyl]urea
1-(4-azanylphenyl)sulfonylurea
[(4-aMinobenzene)sulfonyl]urea
1-(4-Aminobenzenesulfonyl)urea
Sulfanilamide, N(sup1)-carbamoyl-
Sulphaminoic acid N-carbamoylamide
N-[(4-Aminophenyl)sulphonyl]urea (S
4-AMino-N-carbaMoylbenzenesulfonaMide
4-amino-n-(aminocarbonyl)-benzenesulfonamid
4-Amino-N-(aminocarbonyl)benzenesulfonamide
Benzenesulfonamide,4-amino-N-(aminocarbonyl)-
Benzenesulfonamide, 4-amino-N-(aminocarbonyl)-
1-Amino-4-([(aminocarbonyl)amino]sulfonyl)benzene
[EINECS(EC#)]

208-922-7
[Molecular Formula]

C7H9N3O3S
[MDL Number]

MFCD00025437
[MOL File]

547-44-4.mol
[Molecular Weight]

215.23
Chemical PropertiesBack Directory
[Melting point ]

146-148° (slight dec)
[density ]

1.4565 (rough estimate)
[refractive index ]

1.6630 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMSO : ≥ 28 mg/mL (130.09 mM)
[form ]

Solid
[pka]

pKa 1.78(H2O t = 25 I = 0.05) (Uncertain);5.42(H2O t = 25 I = 0.05) (Uncertain)
[color ]

White to off-white
[Water Solubility ]

2.333g/L(20 ºC)
[InChI]

InChI=1S/C7H9N3O3S/c8-5-1-3-6(4-2-5)14(12,13)10-7(9)11/h1-4H,8H2,(H3,9,10,11)
[InChIKey]

WVAKABMNNSMCDK-UHFFFAOYSA-N
[SMILES]

C1(S(NC(N)=O)(=O)=O)=CC=C(N)C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317-H302
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Description]

Sulfacarbamide is a blood sugar-lowering drug, also acting on the vegetative nervous system.
[Chemical Properties]

White solid
[Uses]

antibacterial
[Definition]

ChEBI: Sulfacarbamide is a sulfonamide and a member of benzenes.
[World Health Organization (WHO)]

Sulfacarbamide, a sulfonamide anti-infective agent, was introduced in the 1940's for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing bacterial resistance and their replacement by antibiotics which are generally more active and less toxic. The Sulfacarbamide are known to cause serious adverse effects such as renal toxicity, sometimes fatal exfoliative dermatitis and erythema multiforma and dangerous adverse reactions affecting blood formation such as agranulocytosis and haemolytic or aplastic anaemia. Sulfacarbamide still remains available in at least one country for the treatment of urinary infections.
[Mechanism of action]

Sulfonylureas bind to and inhibit the ATP-sensitive potassium channels (K) on the pancreatic beta cells. As a result, potassium efflux decreases, and the beta-cell membrane depolarizes. Membrane depolarization causes calcium channels to open, leading to calcium influx and increased intracellular calcium, which stimulates insulin secretion from the pancreatic beta cells. Sulfonylureas cause insulin release regardless of blood glucose levels.
[storage]

Store at -20°C
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