3-methyl 5-[2-(2H3)methyl(2,3,3,3-2H4)propyl] 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 175151
• Molecular Formular: C20H24N2O6
• Molecular Mass: 388.41436
• Monoisotopic Mass: 388.1634365
• SMILES: c1(ccccc1[N+](=O)[O-])C1C(=C(NC(=C1C(=O)OC)C)C)C(=O)OCC(C)C
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1ccccc1[N+](=O)[O-])C(=O)OCC(C)C)C
• InChI: InChI=1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3
• InChIKey: VKQFCGNPDRICFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl 5-[2-(^2H₃)methyl(2,3,3,3-^2H₄)propyl] 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-methyl 5-[2-(^2H₃)methyl(2,3,3,3-^2H₄)propyl] 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: Bay k 5552-d7; Baymycard-d7; Norvasc-d7; Syscor-d7; Zadipina-d7; 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 2-methylpropyl Ester-d7; Nisoldipine-d7

Database IDs

• PubChem SID: 164231061
• PubChem CID: 45040024

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.8399477
• LogD (pH = 7.4): 3.056208
• Log P: 3.0597975
• Molar Refractivity: 105.9089 cm^3
• Polarizability: 39.47395 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol
• Apperance: Light Tan Crystals
• Melting Point: 147-148°C

DETAILS

Toronto Research Chemicals - N489127

Dihydropyridine calcium channel blocker. Antihypertensive and antianginal.

REFERENCES

• Kazda, S., et al.: Arzneimittel-Forsch., 30, 2144 (1980)
• Pasanisi, F., et al.: Eur. J. Clin. Pharmacol., 29, 21 (1980)
• Lam, J., et al.: J. Am. Col. Cardiol., 6, 447 (1985)