3,5-dimethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 160561
• Molecular Formular: C19H23ClN2O5
• Molecular Mass: 394.84932
• Monoisotopic Mass: 394.12954953
• SMILES: N1C(=C(C(C(=C1COCCN)C(=O)OC)c1ccccc1Cl)C(=O)OC)C
• Canonical SMILES: NCCOCC1=C(C(=O)OC)C(C(=C(N1)C)C(=O)OC)c1ccccc1Cl
• InChI: InChI=1S/C19H23ClN2O5/c1-11-15(18(23)25-2)16(12-6-4-5-7-13(12)20)17(19(24)26-3)14(22-11)10-27-9-8-21/h4-7,16,22H,8-10,21H2,1-3H3
• InChIKey: UDSAEMGNQXMCDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-dimethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic Acid 3,5-dimethyl Ester; 3-Methyl 5-Methyl 4-(2-Chlorophenyl)-6-methyl-2-[[2- [(2-aminoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate; Impurity F (EP),; Amlodipine Dimethyl Ester

Database IDs

• CAS Number: 140171-66-0
• PubChem SID: 162254696
• PubChem CID: 11200267

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.7238104
• LogD (pH = 7.4): -0.7284564
• Log P: 1.2787875
• Molar Refractivity: 103.8895 cm^3
• Polarizability: 39.862152 Å^3
• Polar Surface Area: 99.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A633560

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)