Miltefosine
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BPM-072166 | 5 g | $299 | In stock |
Product Information
Molecular Formula
C21H46NO4P
Molecular Weight
407.57
Description
Miltefosine inhibits PI3K/Akt activity with ED50 of 17.2 μM and 8.1 μM in carcinoma cell lines A431 and HeLa, first oral drug for Visceral leishmaniasis, effective against both promastigotes and amastigotes.
Synonyms
n-hexadecylphosphocholine; Hexadecylphosphocholine; Miltex; Impavido; 2-[[(Hexadecyloxy)hydroxyphosphinyl]oxy]-N,N,N-trimethylethanaminium; MAPCHO®-16; C-16Miltefosine
IUPAC Name
hexadecyl 2-(trimethylazaniumyl)ethyl phosphate
SMILES
CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
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
InChI Key
PQLXHQMOHUQAKB-UHFFFAOYSA-N
Melting Point
223-228°C (dec.)
Flash Point
320 °F
Purity
>98%
Solubility
Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance
White to Off-white Solid
Application
Antineoplastic Agents
Storage
Store at -20°C
Dissociation Constants
~2
Computed Properties
XLogP3
6.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
20
Exact Mass
407.31644595 g/mol
Monoisotopic Mass
407.31644595 g/mol
Topological Polar Surface Area
58.6Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
363
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114181223-A | Cephalotaxine derivative and preparation method and application thereof | 2022-01-05 |
| CN-114159467-A | Red platelet-rich fibrin biological injection material and application thereof | 2021-10-20 |
| CN-113560592-A | Micro-morphology control method of gold-palladium nano heterostructure material | 2021-07-16 |
| CN-113640520-A | Application of tissue transparency method and histology method in combination for detecting bacteria in tumor | 2021-07-16 |
| CN-113413237-A | Surface-modified artificial lens with degradable drug sustained-release coating with concentric ring patterns and preparation method thereof | 2021-06-01 |
| CN-113278010-A | Protein kinase degradation agent and application thereof | 2021-06-01 |
| CN-113174319-A | Culture medium sampler that punches | 2021-04-28 |
| US-11205401-B1 | HDMI device and power-saving method for immediately switching HDMI ports | 2021-04-28 |
| CN-112962909-A | Back glue type concave-convex buckle floor | 2021-04-09 |
| CN-112974122-A | Glue coating roller, back glue type floor glue coating system and glue coating method | 2021-04-09 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 33450054 | 2021-03-01 | The anti-parasitic drug miltefosine suppresses activation of human eosinophils and ameliorates allergic inflammation in mice | British journal of pharmacology |
| 32020584 | 2020-05-01 | The IUPHAR Guide to Immunopharmacology: connecting immunology and pharmacology | Immunology |
| 31265827 | 2019-09-01 | Dimethylsphingosine and miltefosine induce apoptosis in lung adenocarcinoma A549 cells in a synergistic manner | Chemico-biological interactions |
| 27556028 | 2016-01-01 | Screening of Drugs Inhibiting In vitro Oligomerization of Cu/Zn-Superoxide Dismutase with a Mutation Causing Amyotrophic Lateral Sclerosis | Frontiers in molecular biosciences |
| 25601455 | 2015-05-01 | Miltefosine for visceral and cutaneous leishmaniasis: drug characteristics and evidence-based treatment recommendations | Clinical infectious diseases : an official publication of the Infectious Diseases Society of America |
| 24890590 | 2014-08-01 | Studies on the antileishmanial mechanism of action of the arylimidamide DB766: azole interactions and role of CYP5122A1 | Antimicrobial agents and chemotherapy |
| 23968432 | 2013-09-26 | Natural product derived antiprotozoal agents: synthesis, biological evaluation, and structure-activity relationships of novel chromene and chromane derivatives | Journal of medicinal chemistry |
| 23891181 | 2013-09-01 | Synthesis and antifungal activities of miltefosine analogs | Bioorganic & medicinal chemistry letters |
| 23792315 | 2013-08-01 | Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride | European journal of medicinal chemistry |
| 23795673 | 2013-07-11 | Synthesis and antiprotozoal activity of dicationic m-terphenyl and 1,3-dipyridylbenzene derivatives | Journal of medicinal chemistry |
