Miltefosine

For research use only. Not for therapeutic Use.

  • CAT Number: A000585
  • CAS Number: 58066-85-6
  • Molecular Formula: C21H46NO4P
  • Molecular Weight: 407.60
  • Purity: ≥95%
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Miltefosine(Cat No.:A000585)is an alkylphosphocholine compound originally developed as an anticancer agent, now primarily used as an antiparasitic drug. It is effective against Leishmaniasis, a protozoan infection, and is the first oral drug approved for treating visceral, cutaneous, and mucocutaneous leishmaniasis. Miltefosine acts by disrupting cell membrane integrity and signaling pathways, leading to apoptosis in parasites. Additionally, it shows activity against amoebic infections like Acanthamoeba and Naegleria fowleri. Miltefosine’s broad antiparasitic spectrum makes it a vital tool in combating neglected tropical diseases.

 


Catalog Number A000585
CAS Number 58066-85-6
Synonyms

Hexadecylphosphocholine

Molecular Formula C21H46NO4P
Purity ≥95%
Target Akt
Solubility Limited solubility
Storage Store at -20C
Related CAS 93597-88-7    
Overview of Clinical Research

Miltefosine is a signal transduction pathway inhibitor. It received the orphan drug status<span style=”font-family:arial,helvetica,sans-serif;”><span style=”font-size:12px;”>&nbsp;<span style=”font-variant-ligatures: normal; orphans: 2; widows: 2;”>for Granulomatous amebic encephalitis in USA in 2017.</span></span></span>

IUPAC Name hexadecyl 2-(trimethylazaniumyl)ethyl phosphate
InChI InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3
InChIKey PQLXHQMOHUQAKB-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
Reference

1: Reinhardt M, Heyl P, Amelung F, Berger MR. Effect of miltefosine on transplanted methylnitrosourea-induced mammary carcinoma growing in Fischer 344 rats. Arzneimittelforschung. 1992 Oct;42(10):1239-42. PubMed PMID: 1282010.<br />
2: Verweij J, Planting A, van der Burg M, Stoter G. A dose-finding study of miltefosine (hexadecylphosphocholine) in patients with metastatic solid tumours. J Cancer Res Clin Oncol. 1992;118(8):606-8. PubMed PMID: 1325463.<br />
3: Eibl H, Engel J. Synthesis of hexadecylphosphocholine (miltefosine). Prog Exp Tumor Res. 1992;34:1-5. PubMed PMID: 1438793.<br />
4: Hilgard P. New pharmaceuticals: miltefosine. Anticancer Drugs. 1990 Dec;1(2):185. PubMed PMID: 2131052.

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