3,5-dimethyl 2,6-dimethyl-4-(2-nitrosophenyl)pyridine-3,5-dicarboxylate

• ChemBase ID: 165659
• Molecular Formular: C17H16N2O5
• Molecular Mass: 328.31934
• Monoisotopic Mass: 328.10592162
• SMILES: n1c(c(c(c(c1C)C(=O)OC)c1ccccc1N=O)C(=O)OC)C
• Canonical SMILES: COC(=O)c1c(C)nc(c(c1c1ccccc1N=O)C(=O)OC)C
• InChI: InChI=1S/C17H16N2O5/c1-9-13(16(20)23-3)15(11-7-5-6-8-12(11)19-22)14(10(2)18-9)17(21)24-4/h5-8H,1-4H3
• InChIKey: MUZLTKGYFZENFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl 2,6-dimethyl-4-(2-nitrosophenyl)pyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-dimethyl 2,6-dimethyl-4-(2-nitrosophenyl)pyridine-3,5-dicarboxylate
• Synonyms: 2,6-Dimethyl-4-(2-nitrosophenyl)-3,5-pyridinedicarboxylic Acid 3,5-Dimethyl Ester2,6-Dimethyl-3,5-dicarbomethoxy-4-(2-nitrosophenyl)pyridine; 4-(2-Nitrosophenyl)-2,6-dimethyl-3,5-dimethoxycarbonylpyridine; Dehydronitroso Nifedipine

Database IDs

• CAS Number: 50428-14-3
• PubChem SID: 162259792
• PubChem CID: 128034

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.7421205
• LogD (pH = 7.4): 2.7500985
• Log P: 2.750201
• Molar Refractivity: 87.8443 cm^3
• Polarizability: 33.792248 Å^3
• Polar Surface Area: 94.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229890

A photodegradation product of Nifedipine (N457000). Shown to relax contractions of the rat aortic strip induced by norepinephrine and other agonists.

REFERENCES

• Hayase, N. et at.: J. Pharmac. Exp. Ther., 275, 813 (1995)
• De Vries, H. et al.: Photochem. Photobio., 62, 959 (1995)