Structure via PubChem · Public domain (PubChem)
miltefosine
Also known as D-18506, HDPC, hexadecyl 2-(trimethylazaniumyl)ethyl phosphate, Monohexadecylphosphorylcholine, Monohexadecylphosphocholine, Hexadecylphosphocholine, Hexadecylphosphorylcholine, Miltex
Miltefosine, sold under the trade name Impavido among others, is a medication mainly used to treat leishmaniasis and infectious diseases caused by Naegleria fowleri and Balamuthia mandrillaris. This includes the three forms of leishmaniasis: cutaneous, visceral and mucosal/mucocutaneous. It may be used with liposomal amphotericin B or paromomycin. It is taken by mouth.
Chemical data
- Formula
- C21H46NO4P
- Molecular weight
- 407.6 g/mol
- IUPAC name
- hexadecyl 2-(trimethylazaniumyl)ethyl phosphate
- SMILES
- CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
- InChIKey
- PQLXHQMOHUQAKB-UHFFFAOYSA-N
- XLogP
- 6.7
- Polar surface area
- 58.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
2,154 papers~11 min read
Article
19 sectionsContents
- Medical uses
- Leishmaniasis
- Amoeba infections
- Pregnancy and breastfeeding
- Contraindications
- Side effects
- Mechanism of action
- History
- Cancer
- Leishmaniasis
- ''Naegleria fowleri'' and ''Acanthamoeba''
- Society and culture
- Availability
- Economics
- Further research
- Antiprotozoal and antifungal activities
- Anti-HIV activity
- References
- External links
Miltefosine, sold under the trade name Impavido among others, is a medication mainly used to treat leishmaniasis and infectious diseases caused by Naegleria fowleri and Balamuthia mandrillaris. This includes the three forms of leishmaniasis: cutaneous, visceral and mucosal/mucocutaneous. It may be used with liposomal amphotericin B or paromomycin. It is taken by mouth.
Common side effects include vomiting, abdominal pain, fever, headaches, and decreased kidney function. More severe side effects may include Stevens–Johnson syndrome or low blood platelets. Use during pregnancy appears to cause harm to the baby and use during breastfeeding is not recommended. How it works is not entirely clear.