(2Z)-but-2-enedioic acid 3-ethyl 5-methyl 2-{[2-amino(2H4)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 160555
• Molecular Formular: C24H29ClN2O9
• Molecular Mass: 524.94806
• Monoisotopic Mass: 524.1561582
• SMILES: N1C(=C(C(C(=C1COCCN)C(=O)OCC)c1ccccc1Cl)C(=O)OC)C.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.NCCOCC1=C(C(=O)OCC)C(C(=C(N1)C)C(=O)OC)c1ccccc1Cl
• InChI: InChI=1S/C20H25ClN2O5.C4H4O4/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;5-3(6)1-2-4(7)8/h5-8,17,23H,4,9-11,22H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: TZNOWAJJWCGILX-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid 3-ethyl 5-methyl 2-{[2-amino(^2H₄)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: maleic acid 3-ethyl 5-methyl 2-{[2-amino(^2H₄)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl)-6-methyl-1,4-dihydropyridine-d4 Maleic Acid Salt; Amlodipine-d4 Maleic Acid Salt

Database IDs

• PubChem SID: 162254690
• PubChem CID: 45358916

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.366646
• LogD (pH = 7.4): -0.37164375
• Log P: 1.6355954
• Molar Refractivity: 108.6381 cm^3
• Polarizability: 41.695133 Å^3
• Polar Surface Area: 99.88 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 172-174°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A633502

A deuterated dihydropyridine calcium channel blocker.

REFERENCES

• Arrowsmith, J.E., et al.: J. Med. Chem., 29, 1696 (1986)
• burges, R.A., et al.: J. Cardiovasc Pharmacol., 9, 110 (1986)
• Packer, M., et al.: N. Engl. J. Med., 335, 1107 (1996)