3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate hydrochloride

• ChemBase ID: 165657
• Molecular Formular: C26H28ClN3O6
• Molecular Mass: 513.97002
• Monoisotopic Mass: 513.16666331
• SMILES: c1(c(c(c(c(n1)C)C(=O)OCCN(Cc1ccccc1)C)c1cccc(c1)[N+](=O)[O-])C(=O)OC)C.Cl
• Canonical SMILES: COC(=O)c1c(C)nc(c(c1c1cccc(c1)[N+](=O)[O-])C(=O)OCCN(Cc1ccccc1)C)C.Cl
• InChI: InChI=1S/C26H27N3O6.ClH/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19;/h5-12,15H,13-14,16H2,1-4H3;1H
• InChIKey: PTHKWJBMEAIYJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate hydrochloride
• IUPAC Traditional name: 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate hydrochloride
• Synonyms: 2,6-Dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 2-[Methyl(phenylmethyl)amino]ethyl Ester Hydrochloride; Dehydro Nicardipine Hydrochloride

Database IDs

• CAS Number: 59875-58-0
• PubChem SID: 162259790
• PubChem CID: 12609737

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.70793
• LogD (pH = 7.4): 3.5095801
• Log P: 4.3555946
• Molar Refractivity: 132.2273 cm^3
• Polarizability: 51.26372 Å^3
• Polar Surface Area: 114.55 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 154-156°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D229780

A pyridine metabolite M-5 of Nicardipine.

REFERENCES

• Triggle, A., et al.: J. Med. Chem., 23, 1442 (1980)
• Freedman, D., et al.: Drugs, 34, 578 (1980)
• Guengerich, F., et al.: Xenobiotica, 25, 689 (1980)
• Schleifer, K., et al.: Pharmazie, 54, 804 (1980)