Tolbutamide sodiumProduct ingredient for Tolbutamide
- Name
- Tolbutamide sodium
- Drug Entry
- Tolbutamide
Tolbutamide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). It is structurally similar to acetohexamide, chlorpropamide and tolazamide and belongs to the sulfonylurea class of insulin secretagogues, which act by stimulating β cells of the pancreas to release insulin. Sulfonylureas increase both basal insulin secretion and meal-stimulated insulin release. Medications in this class differ in their dose, rate of absorption, duration of action, route of elimination and binding site on their target pancreatic β cell receptor. Sulfonylureas also increase peripheral glucose utilization, decrease hepatic gluconeogenesis and may increase the number and sensitivity of insulin receptors. Sulfonylureas are associated with weight gain, though less so than insulin. Due to their mechanism of action, sulfonylureas may cause hypoglycemia and require consistent food intake to decrease this risk. The risk of hypoglycemia is increased in elderly, debilitated and malnourished individuals. Tolbutamide appears to be metabolized in the liver. Tolbutamide and its metabolites are excreted in urine (75-85%) and feces.
- Accession Number
- DBSALT001412
- Structure
- Synonyms
- Not Available
- UNII
- E830VC49W5
- CAS Number
- 473-41-6
- Weight
- Average: 292.33
Monoisotopic: 292.08575787 - Chemical Formula
- C12H17N2NaO3S
- InChI Key
- QKHDBRQBSNZFAK-UHFFFAOYSA-M
- InChI
- InChI=1S/C12H18N2O3S.Na/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11;/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15);/q;+1/p-1
- IUPAC Name
- sodium (butylcarbamoyl)(4-methylbenzenesulfonyl)azanide
- SMILES
- [Na+].CCCCNC(=O)[N-]S(=O)(=O)C1=CC=C(C)C=C1
- External Links
- ChemSpider
- 9721
- ChEMBL
- CHEMBL1200874
- Wikipedia
- Tolbutamide
- Predicted Properties
Property Value Source Water Solubility 0.304 mg/mL ALOGPS logP 1.65 ALOGPS logP 2.3 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 4.33 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 72.47 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 69.47 m3·mol-1 Chemaxon Polarizability 28.25 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon