3-(2H9)butyl-1-[4-(hydroxymethyl)benzenesulfonyl]urea

• ChemBase ID: 171381
• Molecular Formular: C12H18N2O4S
• Molecular Mass: 286.34732
• Monoisotopic Mass: 286.09872807
• SMILES: c1(ccc(cc1)S(=O)(=O)NC(=O)NCCCC)CO
• Canonical SMILES: CCCCNC(=O)NS(=O)(=O)c1ccc(cc1)CO
• InChI: InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)
• InChIKey: SJRHYONYKZIRPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₉)butyl-1-[4-(hydroxymethyl)benzenesulfonyl]urea
• IUPAC Traditional name: 3-(^2H₉)butyl-1-[4-(hydroxymethyl)benzenesulfonyl]urea
• Synonyms: N-(Butylamnocarbonyl)-4-hydroxymethylbenzenesulfonamide-d9; Hydroxytolbutamide-d9; Hydroxymethylcarbutamide-d9; 1-Butyl-3-(p-hydroxymethylphenyl)sulfonylurea-d9; Hydroxy Tolbutamide-d9

Database IDs

• CAS Number: 1185112-19-9
• PubChem SID: 164227291
• PubChem CID: 45039534

CALCULATED PROPERTIES

• Acid pKa: 4.3286376
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.24496257
• LogD (pH = 7.4): 0.07447111
• Log P: 1.0145646
• Molar Refractivity: 72.0447 cm^3
• Polarizability: 28.535568 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 100-103°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H969852

A labelled metabolite of Tolbutamide. Formed by the cytochrome CYP2CIIC8 and IIC9 subfamily of P450 enzymes.

REFERENCES

• Relling, etl al.: J. Pharmacol. Exp. Ther., 252, 442 (1990)
• Parent, et al.: J. Pharmacol. Exp. Ther., 261, 780 (1990)
• Ho, et al.: Life Sci., 52, 21 (1990)