3-(2-cyanoethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 167620
• Molecular Formular: C19H19N3O6
• Molecular Mass: 385.37066
• Monoisotopic Mass: 385.12738534
• SMILES: C1(=C(C(C(=C(N1)C)C(=O)OCCC#N)c1cc(ccc1)[N+](=O)[O-])C(=O)OC)C
• Canonical SMILES: N#CCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
• InChI: InChI=1S/C19H19N3O6/c1-11-15(18(23)27-3)17(13-6-4-7-14(10-13)22(25)26)16(12(2)21-11)19(24)28-9-5-8-20/h4,6-7,10,17,21H,5,9H2,1-3H3
• InChIKey: PVYKGJCGTZQNJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-cyanoethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-(2-cyanoethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 2-Cyanoethyl 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-(2-Cyanoethyl) 5-Methyl Ester

Database IDs

• CAS Number: 75130-24-4
• PubChem SID: 162261753
• PubChem CID: 10916009

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.3236246
• LogD (pH = 7.4): 1.5838686
• Log P: 1.5884392
• Molar Refractivity: 101.928 cm^3
• Polarizability: 37.52822 Å^3
• Polar Surface Area: 134.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide
• Apperance: Yellow Solid
• Melting Point: 128-131°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D449118

1,4-Dihydropyridine derivative used in the prevention and therapy of atherosclerotic degradation of arterial walls.

REFERENCES

• Henry, P.D., et al.: Clin. Invest. Med., 10, 601 (1987)
• Weinstein, D.B., et al.: Am. J. Med., 86, 27 (1987)
• Gaviraghi, G., et al.: Pharmacol. Res., 31, 251 (1987)