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

• ChemBase ID: 165661
• Molecular Formular: C20H22N2O6
• Molecular Mass: 386.39848
• Monoisotopic Mass: 386.14778643
• SMILES: c1(ccccc1[N+](=O)[O-])c1c(c(nc(c1C(=O)OC)C)C)C(=O)OCC(C)C
• Canonical SMILES: COC(=O)c1c(C)nc(c(c1c1ccccc1[N+](=O)[O-])C(=O)OCC(C)C)C
• InChI: InChI=1S/C20H22N2O6/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/h6-9,11H,10H2,1-5H3
• InChIKey: PCNPLNDGLOCZGS-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)pyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-methyl 5-[2-(^2H₃)methyl(2,3,3,3-^2H₄)propyl] 2,6-dimethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylate
• Synonyms: 2,6-Dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-(2-Methylpropyl-d7) Ester; Dehydro Nisoldipine-d7

Database IDs

• PubChem SID: 162259794
• PubChem CID: 71315324

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.8504431
• LogD (pH = 7.4): 3.8567
• Log P: 3.8567803
• Molar Refractivity: 103.3398 cm^3
• Polarizability: 40.173546 Å^3
• Polar Surface Area: 111.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229902

A labelled metabolite of Nisoldipine (N489125).

REFERENCES

• Grossi, P., et al.: Xenobiotica, 22, 899 (1992)
• Hayase, N., et al.: J. Pharm. Sci., 83, 532 (1992)
• Barlett, M., et al.: J. Pharm. Biomed. Anal., 18, 335 (1992)
• Nayler, W., et al.: J. Clin. Basic Cardiol., 2, 155 (1992)
• Mielcarek, J., et al.: J. Pharm.