gliclazide

Also known as 1-(3-azabicyclo[3.3.0]oct-3-yl)-3-(p-tolylsulfonyl)urea, 1-(hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea, N-(4-methylbenzenesulfonyl)-N'-(3-azabicyclo[3.3.0]oct-3-yl)urea

Gliclazide, sold under the brand name Diamicron among others, is a sulfonylurea type of anti-diabetic medication, used to treat type 2 diabetes. It is used when dietary changes, exercise, and weight loss are not enough. It is taken by mouth.

Chemical data

Formula: C15H21N3O3S
Molecular weight: 323.4 g/mol
IUPAC name: 1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea
SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CC3CCCC3C2
InChIKey: BOVGTQGAOIONJV-UHFFFAOYSA-N
XLogP: 1.5
Polar surface area: 86.9 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

1,662 papers

Gliclazide.Profiles of drug substances, excipients, and related methodology · 2017
Evaluating gliclazide for the treatment of type 2 diabetes mellitus.Expert opinion on pharmacotherapy · 2022
Gliclazide modified release.Drugs · 2002
Is gliclazide a sulfonylurea with difference? A review in 2016.Expert review of clinical pharmacology · 2016
Gliclazide.Acta crystallographica. Section C, Crystal structure communications · 1999

via PubMed

Wikidata facts

Mass: 323.13

Show 4 more facts

chemical formula: C₁₅H₂₁N₃O₃S
canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CC3CCCC3C2
Commons category: Gliclazide
defined daily dose: 60

Sources (6)

via Wikidata · CC0

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Article

9 sections

Contents

Medical uses
Contraindications
Adverse effects
Interactions
Overdose
Mechanism of action
Properties
Metabolism
References

Side effect may include low blood sugar, vomiting, abdominal pain, rash, and liver problems. Use by those with significant kidney problems or liver problems or who are pregnant is not recommended. Gliclazide is in the sulfonylurea family of medications. It works mostly by increasing the release of insulin.