3-ethyl-4-methyl-2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-2,5-dihydro-1H-pyrrole-1-carboxamide

• ChemBase ID: 168658
• Molecular Formular: C16H21N3O4S
• Molecular Mass: 351.42064
• Monoisotopic Mass: 351.12527717
• SMILES: C1(=O)N(CC(=C1CC)C)C(=O)NCCc1ccc(cc1)S(=O)(=O)N
• Canonical SMILES: CCC1=C(C)CN(C1=O)C(=O)NCCc1ccc(cc1)S(=O)(=O)N
• InChI: InChI=1S/C16H21N3O4S/c1-3-14-11(2)10-19(15(14)20)16(21)18-9-8-12-4-6-13(7-5-12)24(17,22)23/h4-7H,3,8-10H2,1-2H3,(H,18,21)(H2,17,22,23)
• InChIKey: AJEMFZRCUKJSES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethyl-4-methyl-2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-2,5-dihydro-1H-pyrrole-1-carboxamide
• IUPAC Traditional name: 3-ethyl-4-methyl-2-oxo-N-[2-(4-sulfamoylphenyl)ethyl]-5H-pyrrole-1-carboxamide
• Synonyms: Des[(trans-4-methylcyclohexyl)amino]carbonyl Glimepiride; N-[2-[4-(Aminosulfonyl)phenyl]ethyl]-3-ethyl-2,5-dihydro-4-methyl-2-oxo-1H-pyrrole-1-carboxamide; 4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzenesulfonamide

Database IDs

• CAS Number: 119018-29-0
• PubChem SID: 162262790
• PubChem CID: 11772520

CALCULATED PROPERTIES

• Acid pKa: 10.223774
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1554987
• LogD (pH = 7.4): 1.1549292
• Log P: 1.155506
• Molar Refractivity: 91.1021 cm^3
• Polarizability: 35.51538 Å^3
• Polar Surface Area: 109.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 177-179°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E925045

Intermediate for the preparation of Glimepiride.