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Substance Name: Perifosine [INN]
RN: 157716-52-4
UNII: 2GWV496552
InChIKey: SZFPYBIJACMNJV-UHFFFAOYSA-N

Note

  • FDA: An orally active alkyl-phosphocholine compound with potential antineoplastic activity. Targeting cellular membranes, perifosine modulates membrane permeability, membrane lipid composition, phospholipid metabolism, and mitogenic signal transduction, resulting in cell differentiation and inhibition of cell growth. This agent also inhibits the anti-apoptotic mitogen-activated protein kinase (MAPK) pathway and modulates the balance between the MAPK and pro-apoptotic stress-activated protein kinase (SAPK/JNK) pathways, thereby inducing apoptosis. Perifosine has a lower gastrointestinal toxicity profile than the related agent miltefosine. (NCI Thesaurus)

Molecular Formula

  • C25-H52-N-O4-P

Molecular Weight

  • 461.6628
 
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Names and Synonyms

Name of Substance

  • Perifosine
  • Perifosine [INN]

Synonyms

  • 4-((Hydroxy(octadecyloxy)phosphinyl)oxy)-1,1-dimethylpiperidinium inner salt
  • 4-Hydroxy-1,1-dimethylpiperidinium hydroxide, octadecyl hydrogen phosphate, inner salt
  • D 21266
  • KRX 0401
  • KRX-0401
  • NSC 639966
  • Perifosine
  • UNII-2GWV496552

Systematic Name

  • Piperidinium, 4-((hydroxy(octadecyloxy)phosphinyl)oxy)-1,1-dimethyl-, inner salt

Registry Numbers

CAS Registry Number

  • 157716-52-4

FDA UNII

  • 2GWV496552

System Generated Number

  • 0157716524

Structure Descriptors

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

Smiles

[N+]1(CCC(CC1)OP(=O)(OCCCCCCCCCCCCCCCCCC)[O-])(C)C