(2Z)-but-2-enedioic acid; 2-(2,2-dicyclohexylethyl)piperidine

• ChemBase ID: 176370
• Molecular Formular: C23H39NO4
• Molecular Mass: 393.56006
• Monoisotopic Mass: 393.28790873
• SMILES: C1(C(C2CCCCC2)CC2CCCCN2)CCCCC1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: C1CCC(NC1)CC(C1CCCCC1)C1CCCCC1.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C19H35N.C4H4O4/c1-3-9-16(10-4-1)19(17-11-5-2-6-12-17)15-18-13-7-8-14-20-18;5-3(6)1-2-4(7)8/h16-20H,1-15H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: JDZOTSLZMQDFLG-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 2-(2,2-dicyclohexylethyl)piperidine
• IUPAC Traditional name: maleic acid; perhexiline
• Synonyms: rac Perhexiline Maleate; 2-(2,2-Dicyclohexylethyl)piperidine Maleate; (+/-)-2-(2,2-Dicyclohexylethyl)piperidine Maleate

Database IDs

• CAS Number: 6724-53-4
• PubChem SID: 164232280
• PubChem CID: 5284439

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.2955542
• LogD (pH = 7.4): 2.6224937
• Log P: 5.5313087
• Molar Refractivity: 87.2286 cm^3
• Polarizability: 35.12344 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 181-183°C

Safety Information

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

DETAILS

Toronto Research Chemicals - P287320

Vasodilator, used in treatments for angina.

REFERENCES

• Miyamoto, S., et al.: Toxicol. Mech. Method., 19, 477 (2009)
• Perez-Reyes, E., et al.: J. Pharmacol. Exper. Ther., 328, 621(2009)
• Isoherranen, N., et al.: Chem. Res. Toxicol., 22, 294 (2009)