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
ChemSpider
9721
ChEMBL
CHEMBL1200874
Wikipedia
Tolbutamide
Predicted Properties
PropertyValueSource
Water Solubility0.304 mg/mLALOGPS
logP1.65ALOGPS
logP2.3Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)4.33Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area72.47 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity69.47 m3·mol-1Chemaxon
Polarizability28.25 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon