(2Z)-but-2-enedioic acid; 3-methyl-N-phenyl-1-(2-phenylethyl)piperidin-4-amine

• ChemBase ID: 166656
• Molecular Formular: C24H30N2O4
• Molecular Mass: 410.506
• Monoisotopic Mass: 410.22055745
• SMILES: C1C(C(CCN1CCc1ccccc1)Nc1ccccc1)C.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CC1CN(CCc2ccccc2)CCC1Nc1ccccc1.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C20H26N2.C4H4O4/c1-17-16-22(14-12-18-8-4-2-5-9-18)15-13-20(17)21-19-10-6-3-7-11-19;5-3(6)1-2-4(7)8/h2-11,17,20-21H,12-16H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: CMQYSLCPMIHEDB-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 3-methyl-N-phenyl-1-(2-phenylethyl)piperidin-4-amine
• IUPAC Traditional name: 3-methyl-N-phenyl-1-(2-phenylethyl)piperidin-4-amine; maleic acid
• Synonyms: 3-Methyl-N-phenyl-1-(2-phenylethyl)-4-piperidinamine Maleate Salt; rac-cis Despropionyl Mefentanyl Maleate Salt

Database IDs

• PubChem SID: 162260789
• PubChem CID: 71315817

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.58703184
• LogD (pH = 7.4): 1.9056504
• Log P: 3.965288
• Molar Refractivity: 95.4869 cm^3
• Polarizability: 36.605698 Å^3
• Polar Surface Area: 15.27 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 147-149°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - D297265

The major urinary metabolite of Mefentanyl (3-methylfentanyl).Controlled substance.

REFERENCES

• Riley, T.N., et al.: J. Pharm. Sci., 62, 983 (1973)
• Gillespie, T.J., et al.: J. Anal. Toxicol., 6, 139 (1973)