4-(2,3-dichlorophenyl)-5-[(2H5)ethoxycarbonyl]-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid

• ChemBase ID: 167619
• Molecular Formular: C17H17Cl2NO4
• Molecular Mass: 370.22718
• Monoisotopic Mass: 369.05346339
• SMILES: C1(=C(NC(=C(C1c1c(c(ccc1)Cl)Cl)C(=O)O)C)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)O)C
• InChI: InChI=1S/C17H17Cl2NO4/c1-4-24-17(23)13-9(3)20-8(2)12(16(21)22)14(13)10-6-5-7-11(18)15(10)19/h5-7,14,20H,4H2,1-3H3,(H,21,22)
• InChIKey: KCIBIAFYYVAYEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,3-dichlorophenyl)-5-[(^2H₅)ethoxycarbonyl]-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
• IUPAC Traditional name: 4-(2,3-dichlorophenyl)-5-[(^2H₅)ethoxycarbonyl]-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
• Synonyms: 1,4-Dihydro-2,6-dimethyl-5-(ethoxy-d5)carbonyl-4-(2,3-dichlorophenyl)-3-pyridinecarboxylic Acid; 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid 3-Ethyl Ester-d5; O-Desmethyl Felodipine-d5

Database IDs

• PubChem SID: 162261752
• PubChem CID: 71316171

CALCULATED PROPERTIES

• Acid pKa: 4.187516
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6945565
• LogD (pH = 7.4): -0.004898866
• Log P: 2.8310237
• Molar Refractivity: 94.4291 cm^3
• Polarizability: 35.649155 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449117

Labelled O-desmethyl metabolite of the calcium channel blocker Felopidine (F232375).

REFERENCES

• Uno, K. et al.: Yakub. Dotai, 7, 243 (1992)