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HomeProduct name listPerifosine (KRX-0401)

Perifosine (KRX-0401)

Synonym(s):4-[[Hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium inner salt;KRX-0401;Octadecyl-(1,1-dimethyl-4-piperidylio) phosphate

  • CAS NO.:157716-52-4
  • Empirical Formula: C25H52NO4P
  • Molecular Weight: 461.663
  • MDL number: MFCD00927554
  • EINECS: 690-653-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 20:33:22
Perifosine (KRX-0401) Structural

What is Perifosine (KRX-0401)?

The Uses of Perifosine (KRX-0401)

Antineoplastic.

The Uses of Perifosine (KRX-0401)

It acts as an Akt inhibitor and a PI3K inhibitor, and is a drug candidate being developed for a variety of cancer indications.

The Uses of Perifosine (KRX-0401)

An alkylphospholipid which inhibits Akt activation and the anti-apoptotic MAPK pathway.

What are the applications of Application

Perifosine is an alkylphospholipid which inhibits Akt activation and the anti-apoptotic MAPK pathway

Definition

ChEBI: A phospholipid consisting of 1,1-dimethylpiperidinium-4-yl hydrogen phosphate in which the hydrogen is replaced by a stearyl (octadecyl) group.

Biological Activity

perifosine is an inhibitor of akt [1].perifosine is a synthetic antitumor alkylphospholipid. it induces cell apoptosis through inhibiting the activity of akt. perifosine shows antitumor activity in various cell lines including nsclc, mm, epithelial carcinoma, prostate carcinoma and leukemia cells. in h460 cells, perifosine decreased cell survival and induced apoptosis with ic50 values of 1μm and 10 μm, respectively. the treatment of perifosine was also found to induce cleavage of caspase-8, caspase-9, caspase-3 and parp in this cell line. in mm.1s cells, perifosine induced sub-g1 phase population increase from 15% to 57% at 10 μm and induced cleavage of caspase-8, caspase-9 and parp in a dose-dependent manner. in mice inoculated with mm.1s cells, oral administration of perifosine significantly reduced mm tumor growth and increased survival [1, 2].

Biochem/physiol Actions

Perifosine (octadecyl-(1,1-dimethyl-4-piperidylio)) is an antitumor compound. It acts at lipid rafts and stops lysosomal accumulation and mTORC1 (mammalian target of rapamycin complex 1) signaling. This drug exhibits significant antiproliferative activity in vitro and in vivo in various human cancer model systems.

storage

Store at -20°C

References

[1] elrod h a, lin y d, yue p, et al. the alkylphospholipid perifosine induces apoptosis of human lung cancer cells requiring inhibition of akt and activation of the extrinsic apoptotic pathway. molecular cancer therapeutics, 2007, 6(7): 2029-2038.
[2] hideshima t, catley l, yasui h, et al. perifosine, an oral bioactive novel alkylphospholipid, inhibits akt and induces in vitro and in vivo cytotoxicity in human multiple myeloma cells. blood, 2006, 107(10): 4053-4062.

Properties of Perifosine (KRX-0401)

Melting point: 271-272° (dec)
storage temp.  -20°C
solubility  H2O: soluble10mg/mL, clear
form  powder
color  white to beige
CAS DataBase Reference 157716-52-4

Safety information for Perifosine (KRX-0401)

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H226:Flammable liquids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.

Computed Descriptors for Perifosine (KRX-0401)

InChIKey SZFPYBIJACMNJV-UHFFFAOYSA-N

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