3-[4-(2-aminoethyl)benzenesulfonyl]-1-cyclohexylurea

• ChemBase ID: 166556
• Molecular Formular: C15H23N3O3S
• Molecular Mass: 325.42642
• Monoisotopic Mass: 325.14601261
• SMILES: NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
• Canonical SMILES: NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
• InChI: InChI=1S/C15H23N3O3S/c16-11-10-12-6-8-14(9-7-12)22(20,21)18-15(19)17-13-4-2-1-3-5-13/h6-9,13H,1-5,10-11,16H2,(H2,17,18,19)
• InChIKey: NYLHFSLGOJDWNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(2-aminoethyl)benzenesulfonyl]-1-cyclohexylurea
• IUPAC Traditional name: 3-[4-(2-aminoethyl)benzenesulfonyl]-1-cyclohexylurea
• Synonyms: Des(5-methylpyrazinecarbonyl) Glipizide; 4-(2-Aminoethyl)-N-[(cyclohexylamino)carbonyl]benzenesulfonamide; 1-[[p-(2-Aminoethyl)phenyl]sulfonyl]-3-cyclohexylurea

Database IDs

• CAS Number: 2015-16-9
• PubChem SID: 162260689
• PubChem CID: 12795527

CALCULATED PROPERTIES

• Acid pKa: 4.302339
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.7691433
• LogD (pH = 7.4): 0.7950318
• Log P: 0.79468644
• Molar Refractivity: 85.5978 cm^3
• Polarizability: 34.122147 Å^3
• Polar Surface Area: 101.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292600

Glipizide (G410225) impurity. A degradation product of Glipizide.

REFERENCES

• Hoizey, G., et al.: Clin. Chem., 51, 1666 (2005)
• Singh, S., et al.: J. Pharm. Biomed. Anal., 41, 1037 (2005)