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

• ChemBase ID: 166619
• Molecular Formular: C26H36N2O4
• Molecular Mass: 440.57504
• Monoisotopic Mass: 440.26750764
• SMILES: c1(c(ccc(c1)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C)O)OC
• Canonical SMILES: COc1cc(ccc1OC)C(C(C)C)(CCCN(CCc1ccc(c(c1)OC)O)C)C#N
• InChI: InChI=1S/C26H36N2O4/c1-19(2)26(18-27,21-9-11-23(30-4)25(17-21)32-6)13-7-14-28(3)15-12-20-8-10-22(29)24(16-20)31-5/h8-11,16-17,19,29H,7,12-15H2,1-6H3
• InChIKey: CAAKRPRWCVWYAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dimethoxyphenyl)-5-{[2-(4-hydroxy-3-methoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
• IUPAC Traditional name: 2-(3,4-dimethoxyphenyl)-5-{[2-(4-hydroxy-3-methoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile
• Synonyms: α-[3-[[2-(4-Hydroxy-3-methoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α -(1-methylethyl)-benzeneacetonitrile; D 702; PR 24; p-O-Desmethyl Verapamil

Database IDs

• CAS Number: 77326-93-3
• PubChem SID: 162260752
• PubChem CID: 157039

CALCULATED PROPERTIES

• Acid pKa: 10.379865
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.4792407
• LogD (pH = 7.4): 2.6434643
• Log P: 4.512338
• Molar Refractivity: 128.1656 cm^3
• Polarizability: 49.626072 Å^3
• Polar Surface Area: 74.95 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: Brown Low-Melting Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D296750

Verapamil metabolite.

REFERENCES

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