3-{1-[(3,3-diphenylpropyl)(methyl)amino]-2-methylpropan-2-yl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

• ChemBase ID: 122737
• Molecular Formular: C36H42ClN3O6
• Molecular Mass: 648.18818
• Monoisotopic Mass: 647.27621376
• SMILES: C1(=C(NC(=C(C1c1cc([N+](=O)[O-])ccc1)C(=O)OC)C)C)C(=O)OC(CN(CCC(c1ccccc1)c1ccccc1)C)(C)C.Cl
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(CN(CCC(c1ccccc1)c1ccccc1)C)(C)C)C.Cl
• InChI: InChI=1S/C36H41N3O6.ClH/c1-24-31(34(40)44-6)33(28-18-13-19-29(22-28)39(42)43)32(25(2)37-24)35(41)45-36(3,4)23-38(5)21-20-30(26-14-9-7-10-15-26)27-16-11-8-12-17-27;/h7-19,22,30,33,37H,20-21,23H2,1-6H3;1H
• InChIKey: WMFYOYKPJLRMJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{1-[(3,3-diphenylpropyl)(methyl)amino]-2-methylpropan-2-yl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• IUPAC Traditional name: lercanidipine hydrochloride; 3-{1-[(3,3-diphenylpropyl)(methyl)amino]-2-methylpropan-2-yl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• Synonyms: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 2-[(3,3-Diphenylpropyl)methylamino]-1,1-dimethylethyl Methyl Ester Hydrochloride; Cardiovasc; Carmen; Corifeo; Lercadip; Lercan; Lercapin; Lercaton; Lerkamen; Lerzam; R 75; Rec 15/2375; Renovia; Vasodip; Zandip; Zanicor; Lercanidipine Hydrochloride; Lercanidipine HCl; 3-(1-((3,3-diphenylpropyl)(methyl)amino)-2-methylpropan-2-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride; Masnidipine; Zanidip; Lercanidipine Hydrochloride; 盐酸乐卡地平

Database IDs

• CAS Number: 100427-27-8; 132866-11-6
• PubChem SID: 162217090
• PubChem CID: 157917

CALCULATED PROPERTIES

• Acid pKa: 19.46478
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.0651655
• LogD (pH = 7.4): 4.4544396
• Log P: 6.4098167
• Molar Refractivity: 176.8488 cm^3
• Polarizability: 67.42021 Å^3
• Polar Surface Area: 111.01 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale-Yellow Powder
• Melting Point: 175-177°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Mechanism of Action: Calcium antagonist

Product Information

• Salt Data: HCl
• Application(s): Antihypertensive agent

DETAILS

Toronto Research Chemicals - L179000

A dihydropyridine calcium channel blocker. Antihypertensive.

REFERENCES

• Bianchi, G., et al.: Pharmacol. Res., 21, 193 (1989)
• Rimoldi, E., et al.: Acta Therap., 200, 23 (1989)
• Argekar, A., et al.: J. Pharm. Biomed. Anal., 21, 1137 (1989)
• Eur. Pat., 1985, Recordati, 153 016; CA, 104, 88442v, (synth, pharmacol)
• Bianchi, G. et al., IRCS Med. Sci. : Libr. Compend., 1986, 14, 817, (pharmacol)
• Bianchi, G. et al., Pharmacol. Res., 1989, 21, 193, (pharmacol)
• Meredith, P.A. et al., Expert Opin. Invest. Drugs, 1999, 8, 1043-1062
• McClellan, K.J. et al., Drugs, 2000, 60, 1123-1140, (rev)