1,1-dimethyl-4-{[(octadecyloxy)phosphinato]oxy}piperidin-1-ium

• ChemBase ID: 176373
• Molecular Formular: C25H52NO4P
• Molecular Mass: 461.658441
• Monoisotopic Mass: 461.36339578
• SMILES: C1[N+](CCC(C1)OP(=O)(OCCCCCCCCCCCCCCCCCC)[O-])(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOP(=O)(OC1CC[N+](CC1)(C)C)[O-]
• InChI: InChI=1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3
• InChIKey: SZFPYBIJACMNJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1-dimethyl-4-{[(octadecyloxy)phosphinato]oxy}piperidin-1-ium
• IUPAC Traditional name: perifosine
• Synonyms: Perifosine; 4-[[Hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium Inner Salt; NSC 639966; 1,1-Dimethylpiperidin-1-ium-4-yl octadecyl phosphate

Database IDs

• CAS Number: 157716-52-4
• PubChem SID: 164232283
• PubChem CID: 148177

CALCULATED PROPERTIES

• Acid pKa: 1.904394
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.1716394
• LogD (pH = 7.4): 5.171747
• Log P: 3.1481473
• Molar Refractivity: 142.1471 cm^3
• Polarizability: 52.49727 Å^3
• Polar Surface Area: 58.59 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - P287380

Antineoplastic.

REFERENCES

• Block, M., et al.: Anti. Res., 30, 2025 (2010)
• Carrasco, M., et al.: Brit. J. Pharmacol., 160, 355 (2010)
• Munoz-Martinez, F., et al.: Biochem. Pharmacol., 80, 793 (2010)