3,5-bis(2H3)methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 168882
• Molecular Formular: C17H17Cl2NO4
• Molecular Mass: 370.22718
• Monoisotopic Mass: 369.05346339
• SMILES: N1C(=C(C(C(=C1C)C(=O)OC)c1cccc(c1Cl)Cl)C(=O)OC)C
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)OC)C
• InChI: InChI=1S/C17H17Cl2NO4/c1-8-12(16(21)23-3)14(10-6-5-7-11(18)15(10)19)13(9(2)20-8)17(22)24-4/h5-7,14,20H,1-4H3
• InChIKey: VEACAIASCBTOFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis(^2H₃)methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-bis(^2H₃)methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid 3,5-Dimethyl Ester-d6; Felodipine 3,5-Dimethyl Ester-d6

Database IDs

• PubChem SID: 162263014
• PubChem CID: 71316715

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.8314652
• LogD (pH = 7.4): 3.0793157
• Log P: 3.0835993
• Molar Refractivity: 94.4496 cm^3
• Polarizability: 35.890865 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F232387

A labelled dimethyl ester analogue of the calcium channel blockers Felopidine (F232375) and Nifedipine (N457000).

REFERENCES

• Berntsson, P. et al.: J. Cardio. Pharmacol., 10, S60 (1987)
• Gaudio, A. et al.: J. Pharmac. Sci., 83, 1110 (1987)
• Kwok, T.C. et al.: Nature, 441, 91 (1987)