3-(3R)-1-[(2H5)benzyl]piperidin-3-yl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

• ChemBase ID: 161192
• Molecular Formular: C28H32ClN3O6
• Molecular Mass: 542.02318
• Monoisotopic Mass: 541.19796344
• SMILES: C1N(C[C@@H](CC1)OC(=O)C1=C(NC(=C([C@H]1c1cc(ccc1)[N+](=O)[O-])C(=O)OC)C)C)Cc1ccccc1.Cl
• Canonical SMILES: COC(=O)C1=C(C)NC(=C([C@@H]1c1cccc(c1)[N+](=O)[O-])C(=O)O[C@@H]1CCCN(C1)Cc1ccccc1)C.Cl
• InChI: InChI=1S/C28H31N3O6.ClH/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20;/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3;1H/t23-,26-;/m1./s1
• InChIKey: KILKDKRQBYMKQX-MIPPOABVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3R)-1-[(^2H₅)benzyl]piperidin-3-yl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• IUPAC Traditional name: 3-(3R)-1-[(^2H₅)benzyl]piperidin-3-yl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• Synonyms: (4R)-rel-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-[-1-[(Phenyl-d5)methyl]-3-piperidinyl] Ester Hydrochloride; (+/-)-Benidipine-d5 Hydrochloride; Coniel-d5; KW 3049-d5; rac Benidipine-d5 Hydrochloride

Database IDs

• PubChem SID: 162255327
• PubChem CID: 71313656

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.1523023
• LogD (pH = 7.4): 3.1822286
• Log P: 4.0241766
• Molar Refractivity: 142.0076 cm^3
• Polarizability: 53.527584 Å^3
• Polar Surface Area: 113.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B157502

A labelled dihydropyridine calcium channel blocker. Antihypertensive.

REFERENCES

• Suzuki, T., et al.: Cardiovasc. Drug Rev., 7, 25 (1989)
• Hirayama, N., et al.: Acta Crystallogr., C47, 458 (1989)