3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-{[2-(methylcarbamoyl)phenyl]formamido}ethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 173259
• Molecular Formular: C29H32ClN3O7
• Molecular Mass: 570.03328
• Monoisotopic Mass: 569.19287806
• SMILES: N1C(=C(C(C(=C1COCCNC(=O)c1c(cccc1)C(=O)NC)C(=O)OCC)c1ccccc1Cl)C(=O)OC)C
• Canonical SMILES: CCOC(=O)C1=C(COCCNC(=O)c2ccccc2C(=O)NC)NC(=C(C1c1ccccc1Cl)C(=O)OC)C
• InChI: InChI=1S/C29H32ClN3O7/c1-5-40-29(37)25-22(16-39-15-14-32-27(35)19-11-7-6-10-18(19)26(34)31-3)33-17(2)23(28(36)38-4)24(25)20-12-8-9-13-21(20)30/h6-13,24,33H,5,14-16H2,1-4H3,(H,31,34)(H,32,35)
• InChIKey: SNNCONCKJDOFKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-{[2-(methylcarbamoyl)phenyl]formamido}ethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-{[2-(methylcarbamoyl)phenyl]formamido}ethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 4-(2-Chlorophenyl)-1,4-dihydro-2-methyl-6-[[2-[[2-[(methylamino)carbonyl]benzoyl]amino]ethoxy]methyl]-5-pyridinedicarboxylic Acid 5-Ethyl 3-Methyl Ester; 3-Ethyl 5-Methyl (4RS)-4-(2-Chlorophenyl)-6-methyl-2-[[2-[[2-(methylcarbamoyl)benzoyl]amino]ethoxy]methyl]-1,4-dihydropyridine-3,5-dicarboxylate; N-[2-[(Methylamino)carbonyl]benzoyl] Amlodipine

Database IDs

• CAS Number: 721958-72-1
• PubChem SID: 164229169
• PubChem CID: 10393223

CALCULATED PROPERTIES

• Acid pKa: 13.724895
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.363737
• LogD (pH = 7.4): 2.3826857
• Log P: 2.382933
• Molar Refractivity: 152.7275 cm^3
• Polarizability: 57.31266 Å^3
• Polar Surface Area: 132.06 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M285800

Amlodipine Besilate (A633500) impurity.

REFERENCES

• Coburn, R., et al.: J. Med. Chem., 31, 2103 (1988)
• Gupta, S., et al.: Eur. J. Med. Chem., 38, 867 (1988)
• Vazzana, I., et al.: J. Med. Chem., 50, 334 (1988)