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

• ChemBase ID: 162158
• Molecular Formular: C22H30ClN3O6
• Molecular Mass: 467.9431
• Monoisotopic Mass: 467.18231338
• SMILES: N1C(=C(C(C(=C1COCCN)C(=O)OCC)c1ccccc1Cl)C(=O)OC)COCCN
• Canonical SMILES: NCCOCC1=C(C(=O)OC)C(C(=C(N1)COCCN)C(=O)OCC)c1ccccc1Cl
• InChI: InChI=1S/C22H30ClN3O6/c1-3-32-22(28)20-17(13-31-11-9-25)26-16(12-30-10-8-24)19(21(27)29-2)18(20)14-6-4-5-7-15(14)23/h4-7,18,26H,3,8-13,24-25H2,1-2H3
• InChIKey: BHRYCUURXPBYOM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethyl 5-methyl 2,6-bis[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-ethyl 5-methyl 2,6-bis[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 2,6-Bis[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-3,5-pyridinedicarboxylic Acid 3-Ethyl 5-Methyl Ester; Ethyl Methyl 2,6-Bis[(2-aminoethoxy)methyl]-4-(2- chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; Bis(aminoethoxy) Amlodipine

Database IDs

• CAS Number: 721958-74-3
• PubChem SID: 162256293
• PubChem CID: 10389869

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -5.5324345
• LogD (pH = 7.4): -3.579171
• Log P: 0.4348282
• Molar Refractivity: 122.8828 cm^3
• Polarizability: 47.61475 Å^3
• Polar Surface Area: 135.13 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B402100

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)