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

• ChemBase ID: 160560
• Molecular Formular: C21H27ClN2O5
• Molecular Mass: 422.90248
• Monoisotopic Mass: 422.16084965
• SMILES: N1C(=C(C(C(=C1COCCN)C(=O)OCC)c1ccccc1Cl)C(=O)OCC)C
• Canonical SMILES: NCCOCC1=C(C(=O)OCC)C(C(=C(N1)C)C(=O)OCC)c1ccccc1Cl
• InChI: InChI=1S/C21H27ClN2O5/c1-4-28-20(25)17-13(3)24-16(12-27-11-10-23)19(21(26)29-5-2)18(17)14-8-6-7-9-15(14)22/h6-9,18,24H,4-5,10-12,23H2,1-3H3
• InChIKey: BGGLOZPVAWMSEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-diethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-diethyl 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-Diethyl Ester; 3-Ethyl 5-Ethyl 4-(2-Chlorophenyl)-6-methyl-2-[[2- [(2-aminoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate; Amlodipine Diethyl Ester

Database IDs

• CAS Number: 140171-65-9
• PubChem SID: 162254695
• PubChem CID: 11293140

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.0094882
• LogD (pH = 7.4): -0.0148312
• Log P: 1.9924034
• Molar Refractivity: 113.3867 cm^3
• Polarizability: 43.529114 Å^3
• Polar Surface Area: 99.88 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A633550

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)