methyl 5-({[(3,3,4,4,4-2H5)butanoyloxy]methoxy}carbonyl)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylate

• ChemBase ID: 164836
• Molecular Formular: C21H23Cl2NO6
• Molecular Mass: 456.31642
• Monoisotopic Mass: 455.09024282
• SMILES: C1(=C(NC(=C(C1c1c(c(ccc1)Cl)Cl)C(=O)OCOC(=O)CCC)C)C)C(=O)OC
• Canonical SMILES: CCCC(=O)OCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)OC)C
• InChI: InChI=1S/C21H23Cl2NO6/c1-5-7-15(25)29-10-30-21(27)17-12(3)24-11(2)16(20(26)28-4)18(17)13-8-6-9-14(22)19(13)23/h6,8-9,18,24H,5,7,10H2,1-4H3
• InChIKey: KPBZROQVTHLCDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-({[(3,3,4,4,4-^2H₅)butanoyloxy]methoxy}carbonyl)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylate
• IUPAC Traditional name: methyl 5-({[(3,3,4,4,4-^2H₅)butanoyloxy]methoxy}carbonyl)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylate
• Synonyms: 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid 3-Methyl 5-[(1-Oxobutoxy)methyl]-d5 Ester; Clevelox-d5; Cleviprex-d5; H 324/38-d5; rac-Clevidipine-d5; Clevidipine-d5

Database IDs

• PubChem SID: 162258970
• PubChem CID: 71314900

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.8724883
• LogD (pH = 7.4): 4.0862904
• Log P: 4.0898285
• Molar Refractivity: 113.9308 cm^3
• Polarizability: 44.06842 Å^3
• Polar Surface Area: 90.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C573702

Labelled Clevidipine (C573700). Calcium channel blocker, used as an oral antihypertensive.

REFERENCES

• Odenstedt, J., et al.: J. Cardiovas., Pharmacol., 44, 407 (2004)
• Tang, H., et al.: J. Pharm. Sci., 95, 1783 (2004)
• Obach, R., et al.: Drug Metab. Disposition, 36, 1385 (2004)
• Varon, J., et al.: Drugs, 68, 283 (2004)