Miltefosine

Miltefosine (CAS 58066-85-6)

Miltefosine | CAS 58066-85-6 is rated 5.0 out of 5 by 1.
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Synonym: 1-Hexadecylphosphorylcholine
Application: A PI 3-kinase and Akt inhibitor that also inhibits anti-IgE induced histamine release
CAS Number: 58066-85-6
Purity: >98%
Molecular Weight: 407.6
Molecular Formula: C21H46NO4P
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Mitefosine, a PI 3-kinase and Akt inhibitor belonging to the alkylphosphocholines, has also been shown to inhibit anti-IgE induced histamine release from skin mast cells. Experimental studies show that this agent can reduce cytokines IL-1β, IL-4, and IL-6 in certain skin tissue cells and also strongly impede the esterification of cholesterol. Additionally, Miltefosine displays the ability to methylate CDP-choline (sc-200713) and phosphatidylethanolamine which interferes with biosynthesis of phosphatidylcholine. Furthermore, data suggests that this compound can slow down the formation of sphingomyelin, which promotes intracellular accumulation of ceramide. Miltefosine is an inhibitor of CCT and PKC.


References

1. Chugh, P., et al. 2008. Retrovirology. 5: 11. PMID: 18237430
2. Bäumer, W., et al. 2010. Eur. J. Pharmacol. 628: 226-232. PMID: 19917276
3. Jiménez-López, J.M., et al. 2010. Lipids Health Dis. 9: 33. PMID: 20338039

Physical State :
Solid
Solubility :
Soluble in water (10 mg/ml), DMSO (800 µg/ml), ethanol (1 mg/ml), PBS(pH7.2) (2.5 mg/ml), and DMF (~50 µg/ml).
Storage :
Store at -20° C
Melting Point :
232.2-233.9° C (dec.)
Boiling Point :
480° C (Predicted)
IC50 :
Leishmania donovani: IC50 = 260 nM; Dual specificity phosphatase Cdc25A: IC50 = 25 µM (human); MCF7: IC50 = 42.3 µM (human); HT-29: IC50 = 6.15 µM (human); HL-60 : IC50 = 20.4 µM (human); THP-1: IC50 = 18.5 µM (human); HeLa: IC50 = 41.6 µM (human); A549: IC50 = 44.7 µM (human); Leishmania major: EC5050 = 17.69 µM; Leishmania donovani: EC5050 = 270 nM
pK Values :
pKa: 1.28
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
KH2890000
Transport :
UN 2811, Class 6.1, Packing group III
PubChem CID :
3599
Merck Index :
14: 6198
MDL Number :
MFCD00133396
SMILES :
CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C

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Miltefosine  Product Citations

See how others have used Miltefosine. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 23507869  Cheshenko, N. et al. 2013. FASEB J. 27: 2584-2599.

PMID: # 20064985  Tappe, D. et al. 2010. Am. J. Trop. Med. Hyg. 82: 1-3.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Cheshenko Cheshenko, N. et al. (PubMed 23507869) used Miltefosine, a PI3K/Akt inhibitor, to determine if Akt signaling contributes to herpes simplex virus (HSV) cell entry. Inhibition of Akt signaling by Miltefosine caused inhibited HSV-induced calcium release, viral entry, and plaque formation. -SCBT Publication Review
Date published: 2015-04-16
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