3,5-bis(2H5)ethyl 4-(2-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 163015
• Molecular Formular: C19H22BrNO4
• Molecular Mass: 408.28628
• Monoisotopic Mass: 407.07322019
• SMILES: N1C(=C(C(C(=C1C)C(=O)OCC)c1ccccc1Br)C(=O)OCC)C
• Canonical SMILES: CCOC(=O)C1=C(C)NC(=C(C1c1ccccc1Br)C(=O)OCC)C
• InChI: InChI=1S/C19H22BrNO4/c1-5-24-18(22)15-11(3)21-12(4)16(19(23)25-6-2)17(15)13-9-7-8-10-14(13)20/h7-10,17,21H,5-6H2,1-4H3
• InChIKey: HHVXLILNSZSXPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis(^2H₅)ethyl 4-(2-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-bis(^2H₅)ethyl 4-(2-bromophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 4-(2-Bromophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic Acid-d10 Diethyl Ester; 4-(2-Bromophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic Acid-d10 3,5-Diethyl Ester

Database IDs

• PubChem SID: 162257150
• PubChem CID: 71314271

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1017246
• LogD (pH = 7.4): 3.353505
• Log P: 3.3578787
• Molar Refractivity: 101.96 cm^3
• Polarizability: 38.510834 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Yelklow Solid

DETAILS

Toronto Research Chemicals - B686497

Labelled trans Lacidipine intermediate.

REFERENCES

• Nasr-Esfahani, M., et al.: Bioorg. Med. Chem., 14, 2720 (2006)
• Moghadam, M., et al.: Bioorg. Med. Chem. Lett., 16, 2026 (2006)