Product Name

Gliclazide

CAS Number

21187-98-4

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Product Name:
Gliclazide
CAS Number:
21187-98-4
Indication:
For the treatment of NIDDM in conjunction with diet and exercise.
Mode of Action:

Gliclazide binds to the _ cell sulfonyl urea receptor (SUR1). This binding subsequently blocks the ATP sensitive potassium channels. The binding results in closure of the channels and leads to a resulting decrease in potassium efflux leads to depolarization of the _ cells. This opens voltage-dependent calcium channels in the _ cell resulting in calmodulin activation, which in turn leads to exocytosis of insulin containing secretorty granules.

Pharmacodynamics:

Gliclazide is a second generation sulphonylurea which acts as a hypoglycemic agent. It stimulates _ cells of the islet of Langerhans in the pancreas to release insulin. It also enhances peripheral insulin sensitivity. Overall, it potentiates insulin release and improves insulin dynamics.

Metabolism:

Extensively metabolized in the liver. Less than 1% of the orally administered dose appears unchanged in the urine. Metabolites include oxidized and hydroxylated derivates, as well as glucuronic acid conjugates.

Toxicity:

LD50=3000 mg/kg (orally in mice). Gliclazide and its metabolites may accumulate in those with severe hepatic and/or renal dysfunction. Symptoms of hypoglycemia include: dizziness, lack of energy, drowsiness, headache and sweating.

IUPAC:
1-[(4-methylbenzene)sulfonyl]-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea
ATC:
A10BB09
PubChem:
3475
DrugBank:
DB01120 (APRD00460)
Formula:
C27H33N3O6S
Molecular Mass:
323.411
Synonyms:
1-(3-Azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea 1-(Hexahydrocyclopenta(c)pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea Gliclazida [INN-Spanish] Gliclazidum [INN-Latin] N-(4-Methylbenzenesulfonyl)-N'-(3-azabicyclo(3.3.0)oct-3-yl)urea
SMILES:
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN1CC2CCCC2C1
AHFS Code:
08:20.2
InChi:
BOVGTQGAOIONJV-UHFFFAOYSA-N

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