3-{2-[4-(diphenylmethyl)piperazin-1-yl](2H4)ethyl} 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 172526
• Molecular Formular: C35H38N4O6
• Molecular Mass: 610.69942
• Monoisotopic Mass: 610.27913496
• SMILES: N1C(=C([C@@H](C(=C1C)C(=O)OCCN1CCN(CC1)C(c1ccccc1)c1ccccc1)c1cccc(c1)[N+](=O)[O-])C(=O)OC)C
• Canonical SMILES: COC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1)[N+](=O)[O-])C(=O)OCCN1CCN(CC1)C(c1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C35H38N4O6/c1-24-30(34(40)44-3)32(28-15-10-16-29(23-28)39(42)43)31(25(2)36-24)35(41)45-22-21-37-17-19-38(20-18-37)33(26-11-6-4-7-12-26)27-13-8-5-9-14-27/h4-16,23,32-33,36H,17-22H2,1-3H3/t32-/m0/s1
• InChIKey: ANEBWFXPVPTEET-YTTGMZPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[4-(diphenylmethyl)piperazin-1-yl](^2H₄)ethyl} 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-{2-[4-(diphenylmethyl)piperazin-1-yl](^2H₄)ethyl} 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: (4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 2-[4-(Diphenylmethyl)-1-piperazinyl]ethyl-d4 Methyl Ester; (+)-Manidipine-d4; S-(+)-Manidipine-d4

Database IDs

• CAS Number: 1217836-12-8
• PubChem SID: 164228436
• PubChem CID: 46782099

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.3017452
• LogD (pH = 7.4): 4.3359923
• Log P: 5.189972
• Molar Refractivity: 175.1293 cm^3
• Polarizability: 66.449524 Å^3
• Polar Surface Area: 116.93 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M164012

Labelled (S)-Manidipine enantiomer. A dihydropyridine calcium channel blocker. Antihypertensive.

REFERENCES

• Meguro, K., et al.: Chem. Pharm. Bull., 33, 3787 (1985)
• Mizuno, K., et al.: Curr. Ther. Res., 52, 248 (1992)