ethyl 2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoate

• ChemBase ID: 177395
• Molecular Formular: C29H40N2O4
• Molecular Mass: 480.6389
• Monoisotopic Mass: 480.29880777
• SMILES: c1cccc(c1[C@@H](NC(=O)Cc1cc(c(cc1)C(=O)OCC)OCC)CC(C)C)N1CCCCC1
• Canonical SMILES: CCOc1cc(ccc1C(=O)OCC)CC(=O)N[C@H](c1ccccc1N1CCCCC1)CC(C)C
• InChI: InChI=1S/C29H40N2O4/c1-5-34-27-19-22(14-15-24(27)29(33)35-6-2)20-28(32)30-25(18-21(3)4)23-12-8-9-13-26(23)31-16-10-7-11-17-31/h8-9,12-15,19,21,25H,5-7,10-11,16-18,20H2,1-4H3,(H,30,32)/t25-/m0/s1
• InChIKey: FTCMVLQJMIXDSI-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoate
• IUPAC Traditional name: ethyl 2-ethoxy-4-({[(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl]carbamoyl}methyl)benzoate
• Synonyms: 2-Ethoxy-4-[2-[[(1S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]amino]-2-oxoethyl]benzoic Acid Ethyl Ester; (S)-Ethyl 2-ethoxy-4-[[[N-[1-(2-piperidinophenyl)-3-methyl-1-butyl]amino]carbonyl]methyl]benzoate; Repaglinide Impurity; (S)-Repaglinide Ethyl Ester (Repaglinide Impurity)

Database IDs

• CAS Number: 147770-06-7
• PubChem SID: 164233305
• PubChem CID: 10648419

CALCULATED PROPERTIES

• Acid pKa: 15.285665
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.8645306
• LogD (pH = 7.4): 5.93967
• Log P: 5.940717
• Molar Refractivity: 141.3458 cm^3
• Polarizability: 54.256153 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chlorofrom; Methanol
• Apperance: White Solid
• Melting Point: 115-118°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R144505

Repaglinide impurity.

REFERENCES

• Grell, W., et al.: J. Med. Chem., 41, 5219 (1998)