tolazamide

Also known as tolazolamide, 4-(p-tolylsulfonyl)-1,1-hexamethylenesemicarbazide, 1-(hexahydro-1-azepinyl)-3-p-tolylsulfonylurea, 1-(hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)urea, N-{[(hexahydro-1H-azepin-1-yl)-amino]carbonyl}-4-methylbenzenesulfonamide, N-(p-toluenesulfonyl)-N'-hexamethyleniminourea

Tolazamide is an oral blood glucose lowering drug used for people with Type 2 diabetes. It is part of the sulfonylurea family (ATC A10BB).

Chemical data

Formula: C14H21N3O3S
Molecular weight: 311.4 g/mol
IUPAC name: 1-(azepan-1-yl)-3-(4-methylphenyl)sulfonylurea
SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CCCCCC2
InChIKey: OUDSBRTVNLOZBN-UHFFFAOYSA-N
XLogP: 1.5
Polar surface area: 86.9 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1966
Admin. routes: oral
Indications: diabetes mellitus, type 2 diabetes mellitus

via ChEMBL · EBI

Research

230 papers

Tolazamide.2006
Sulfonylureas.2012
Tolazamide-induced hepatic dysfunction.The American journal of gastroenterology · 1978
Tolazamide (Tolinase).Clinical pharmacology and therapeutics · 1969
Sulfonylureas, First Generation.2012

via PubMed

Wikidata facts

Subclass of: sulfonylurea
Mass: 311.130363
Has use: medication

Show 7 more facts

chemical formula: C₁₄H₂₁N₃O₃S
canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CCCCCC2
World Health Organisation international non-proprietary name: tolazamide
defined daily dose: 0.5
subject has role: anti-diabetic medication
stylized name: TOLAZamide
Commons category: Tolazamide

Sources (4)

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Encyclopedic overview

3 sections

Contents

Synthesis
References
External links

Tolazamide is an oral blood glucose lowering drug used for people with Type 2 diabetes. It is part of the sulfonylurea family (ATC A10BB).

==Synthesis== 600px|center|

Excerpted from Wikipedia’s “tolazamide” article, available under the CC BY-SA 4.0 licence.

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