3,5-diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2-[(dimethylamino)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 178128
• Molecular Formular: C28H38N2O6
• Molecular Mass: 498.61112
• Monoisotopic Mass: 498.27298695
• SMILES: C1(=C(NC(=C(C1c1ccccc1/C=C/C(=O)OC(C)(C)C)C(=O)OCC)CN(C)C)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1=C(C)NC(=C(C1c1ccccc1/C=C/C(=O)OC(C)(C)C)C(=O)OCC)CN(C)C
• InChI: InChI=1S/C28H38N2O6/c1-9-34-26(32)23-18(3)29-21(17-30(7)8)25(27(33)35-10-2)24(23)20-14-12-11-13-19(20)15-16-22(31)36-28(4,5)6/h11-16,24,29H,9-10,17H2,1-8H3/b16-15+
• InChIKey: DKLVJXTUCNPMDC-FOCLMDBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2-[(dimethylamino)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3,5-diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2-[(dimethylamino)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 2-[(Dimethylamino)methyl]-4-[2-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic Acid Diethyl Ester; GR 53992X; GX 1296X; Teludipine

Database IDs

• CAS Number: 108687-08-7
• PubChem SID: 164234038
• PubChem CID: 6436165

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.019889
• LogD (pH = 7.4): 3.579724
• Log P: 3.84699
• Molar Refractivity: 143.1843 cm^3
• Polarizability: 54.4194 Å^3
• Polar Surface Area: 94.17 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T017100

A new lipophilic calcium channel blocker; a new dihydropyridine derivative, on cell lines displaying the multidrug resistant phenotype.

REFERENCES

• Tolomeo M., et al.: Haematologica, 79, 328 (1994)