Sulfacarbamide Chemical Properties

Melting point:

146-148° (slight dec)

Density 

1.4565 (rough estimate)

refractive index 

1.6630 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 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

Sulfacarbamide Usage And Synthesis

Description

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

Chemical Properties

White solid

Uses

Sulfacarbamide-d4 is the labeled analogue of Sulfacarbamide (S688945), an antibiotic which is rapidly absorbed in blister fluid.

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.

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