3-[2-(2H3)methyl(2H6)propan-2-yl]-1-(4-methylbenzenesulfonyl)urea

• ChemBase ID: 178698
• Molecular Formular: C12H18N2O3S
• Molecular Mass: 270.34792
• Monoisotopic Mass: 270.10381345
• SMILES: c1c(ccc(c1)S(=O)(=O)NC(=O)NC(C)(C)C)C
• Canonical SMILES: O=C(NS(=O)(=O)c1ccc(cc1)C)NC(C)(C)C
• InChI: InChI=1S/C12H18N2O3S/c1-9-5-7-10(8-6-9)18(16,17)14-11(15)13-12(2,3)4/h5-8H,1-4H3,(H2,13,14,15)
• InChIKey: KGDPVKYFROQKNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-1-(4-methylbenzenesulfonyl)urea
• IUPAC Traditional name: 3-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-1-(4-methylbenzenesulfonyl)urea
• Synonyms: Oterben-d9; Pramidex-d9; Rastinon-d9; NSC 23813-d9; NSC 87833-d9; Tolbutamide-d9; N-[(Butylamino-d9)carbonyl]-4-methylbenzenesulfonamide; 1-(Butyl-3-(p-tolyl-sulfonyl)urea-d9; Tolylsulfonylbutylurea-d9; 3-(p-Tolyl-4-sulfonyl)-1-butylurea-d9; N-Butyl-N'-(4-methylphenylsulfonyl)urea-d9; Artosin-d9; Artozin-d9; Mobenol-d9; Diabetol-d9; Orabet-d9; Oralin-d9; Orezan-d9; Orinase-d9; Orinaz-d9

Database IDs

• CAS Number: 1219794-57-6
• PubChem SID: 164234608
• PubChem CID: 71752605

CALCULATED PROPERTIES

• Acid pKa: 4.319598
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2530237
• LogD (pH = 7.4): 1.0852444
• Log P: 2.0253963
• Molar Refractivity: 70.202 cm^3
• Polarizability: 27.809378 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 108-111°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T535152

Labelled Tolbutamide (T535150). An antidiabetic, used as a hypoglycemic agent in veterinary medicine.

REFERENCES

• Mourad, N., et al.: Am. J. Physiol., 299, C389 (2010)
• Van Eerdenbrugh, B., et al.: J. Pharm. Sci., 99, 3826 (2010)
• Testai, L., et al.: J. Pharm. Pharmacol., 62, 924 (2010)