5-({2-[4-(benzyloxy)-3-methoxyphenyl]ethyl}(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-(propan-2-yl)pentanenitrile

• ChemBase ID: 166393
• Molecular Formular: C33H42N2O4
• Molecular Mass: 530.69758
• Monoisotopic Mass: 530.31445783
• SMILES: c1(c(ccc(c1)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C)OCc1ccccc1)OC
• Canonical SMILES: N#CC(c1ccc(c(c1)OC)OC)(C(C)C)CCCN(CCc1ccc(c(c1)OC)OCc1ccccc1)C
• InChI: InChI=1S/C33H42N2O4/c1-25(2)33(24-34,28-14-16-29(36-4)32(22-28)38-6)18-10-19-35(3)20-17-26-13-15-30(31(21-26)37-5)39-23-27-11-8-7-9-12-27/h7-9,11-16,21-22,25H,10,17-20,23H2,1-6H3
• InChIKey: PWIBBBJJFPZJFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({2-[4-(benzyloxy)-3-methoxyphenyl]ethyl}(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-(propan-2-yl)pentanenitrile
• IUPAC Traditional name: 5-({2-[4-(benzyloxy)-3-methoxyphenyl]ethyl}(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile
• Synonyms: 3,4-Dimethoxy-α-[3-[[2-[3-methoxy-4-(phenylmethoxy)phenyl]ethyl]methylamino]propyl]-α-(1-methylethyl)benzeneacetonitrile; p-O-Desmethyl p-O-Benzyl Verapamil

Database IDs

• CAS Number: 114829-62-8
• PubChem SID: 162260526
• PubChem CID: 46781152

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.3495896
• LogD (pH = 7.4): 4.5145516
• Log P: 6.7676587
• Molar Refractivity: 157.2605 cm^3
• Polarizability: 61.146343 Å^3
• Polar Surface Area: 63.95 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: Brownish Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D291050

Intermediate for the preparation of Verapamil metabolite.

REFERENCES

• Nelson, W.L., et al.: Drug Metab. Dispos., 16, 184 (1988)