Description In vitro In vivo
ChemicalBook > CAS DataBase List > Perifosine (KRX-0401)

Perifosine (KRX-0401)

Description In vitro In vivo
Product Name
Perifosine (KRX-0401)
CAS No.
157716-52-4
Chemical Name
Perifosine (KRX-0401)
Synonyms
CS-449;D21266;D 21266;D-21266;KRX0401;KRX 0401;KRX-0401;NSC 639966;Perifosine;KRX-0401, NKA17
CBNumber
CB21179471
Molecular Formula
C25H52NO4P
Formula Weight
461.663
MOL File
157716-52-4.mol
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Perifosine (KRX-0401) Property

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

WGK Germany 
3
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0612
Product name
Perifosine
Purity
≥98% (HPLC)
Packaging
10mg
Price
$134
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0612
Product name
Perifosine
Purity
≥98% (HPLC)
Packaging
50mg
Price
$543
Updated
2024/03/01
Cayman Chemical
Product number
10008112
Product name
Perifosine
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
10008112
Product name
Perifosine
Purity
≥98%
Packaging
5mg
Price
$127
Updated
2024/03/01
Cayman Chemical
Product number
10008112
Product name
Perifosine
Purity
≥98%
Packaging
10mg
Price
$178
Updated
2024/03/01
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Perifosine (KRX-0401) Chemical Properties,Usage,Production

Description

Perifosine (KRX-0401) is a novel Akt inhibitor with IC50 of 4.7 μM in MM.1S cells, targets pleckstrin homology domain of Akt. Phase 3.

In vitro

Perifosine develops anti-proliferative properties with IC50 of 0.6-8.9 μM in immortalized keratinocytes (HaCaT), and head and neck squamous carcinoma cells. Perifosine strongly reduces phosphorylation levels of Akt and extracellular signal-regulated kinase (Erk) 1/2, induces cell cycle arrest in G1 and G2, and causes dose-dependent growth inhibition of mouse glial progenitors.  Perifosine (10 μM) completely inhibits the phosphorylation of Akt in MM.1S cells. A recent study demonstrates Perifosine induces cell cycle arrest and apoptosis in human hepatocellular carcinoma cell lines by blockade of Akt phosphorylation.

In vivo

Perifosine combining with temozolomide reduces tumor proliferation (a PDGF-driven gliomagenesis) in vivo. The results indicate that Perifosine is an effective drug in gliomas in which Akt and Ras-Erk 1/2 pathways are frequently activated, and may be new candidate for glima treatment in the clinic.  Both oral daily and weekly administration of Perifosine significantly reduce human MM tumor growth and increase survival, compared with control animals treated with PBS vehicle only. Perifosine induces thrombocytosis and leukocytosis and increases myelopoiesis in murine marrow and spleen, whereas it causes apoptosis in myeloma xenografts.

Uses

Antineoplastic.

Uses

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

Uses

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

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.

target

AKT

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.

Perifosine (KRX-0401) Preparation Products And Raw materials

Raw materials

Preparation Products

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Perifosine (KRX-0401) Suppliers

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View Lastest Price from Perifosine (KRX-0401) manufacturers

Beijing Yibai Biotechnology Co., Ltd
Product
Perifosine 157716-52-4
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99.0%
Supply Ability
500kg/month
Release date
2019-08-28
Career Henan Chemical Co
Product
Perifosine (KRX-0401) 157716-52-4
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

157716-52-4, Perifosine (KRX-0401)Related Search:


  • Perifosine
  • (1,1-Dimethylpiperidin-1-ium-4-yl) octadecyl phosphate
  • 4-((Hydroxy(octadecyloxy)phosphinyl)oxy)-1,1-dimethylpiperidinium inner salt
  • Perifosine,D 21266
  • 4-[[Hydroxy(octadecycloxy)phosphinyl]oxy]-1,1-diMethylpiperidiniuM inner salt
  • D-21266 octadecyl-(N,N-diMethyl-piperidino-4-yl)-phosphate
  • Perifosine【(1,1-dimethylpiperidin-1-ium-4-yl) octadecyl phosphate】
  • Perifosine - KRX 0401 | D 21266
  • KRX0401; KRX 0401
  • CS-449
  • NSC 639966
  • Perifosine(KRX-0401)
  • D 21266
  • D21266
  • D-21266
  • KRX 0401
  • KRX0401
  • KRX-0401
  • Perifosine (NSC-639966)
  • 1,1-diMethylpiperidiniuM-4-yl octadecyl phosphate
  • KRX-0401, NKA17
  • Piperidinium, 4-[[hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-, inner salt
  • Octadecyl-(1,1-dimethyl-4-piperidylio) phosphate
  • Perifosine, >=98%
  • Perifosine, 98%, an oral Akt inhibitor
  • KRX-0401; NSC 639966;D-21266;KRX 0401;KRX0401;D21266;D 21266
  • Perifosine (KRX-0401) USP/EP/BP
  • Perifosine KRX-0401 KRX0401
  • Perifosine, Akt inhibitor
  • 157716-52-4
  • C25H52NO4P
  • PI3K/Akt/mTOR
  • Antineoplastic
  • Akt
  • mTOR
  • PI3K
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals