M5571
Miltefosine
≥98% (perchloric acid titration)
Synonym(s):
Choline hexadecyl phosphate, HePC, Hexadecyl phosphocholine
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About This Item
Empirical Formula (Hill Notation):
C21H46NO4P
CAS Number:
Molecular Weight:
407.57
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51191904
MDL number:
biological source
synthetic (organic)
Quality Level
description
zwitterionic
assay
≥98% (perchloric acid titration)
form
powder
solubility
H2O: 10 mg/mL, clear, colorless
functional group
phospholipid
lipid type
phospholipids
storage temp.
room temp
SMILES string
[O-]P(OCC[N+](C)(C)C)(OCCCCCCCCCCCCCCCC)=O
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
Application
- Easy one-pot synthesis of multifunctionalized indole-pyrrole hybrids as a new class of antileishmanial agents.: This study underlines the necessity for innovative treatments amidst growing resistance to established drugs such as miltefosine which is used as a positive control reference, potentially setting a new direction for antileishmanial drug development (Ciccone et al., 2024).
Biochem/physiol Actions
Inhibitor of protein kinase C and of phosphatidylcholine synthesis. Used for the treatment of visceral and cutaneous leishmaniasis. Active against metronidazole-resistant and -susceptible strains of Trichomonas vaginalis
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Suresh K Tipparaju et al.
Journal of medicinal chemistry, 51(23), 7344-7347 (2008-11-08)
The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T. cruzi, and P. falciparum cultures followed by determination of IC(50) in L. donovani and
Abdullah Alotaibi et al.
Scientific reports, 9(1), 11364-11364 (2019-08-08)
Extracts of 35 samples of European propolis were tested against wild type and resistant strains of the protozoal pathogens Trypanosoma brucei, Trypanosoma congolense and Leishmania mexicana. The extracts were also tested against Crithidia fasciculata a close relative of Crithidia mellificae
Maria V Papadopoulou et al.
Journal of medicinal chemistry, 54(23), 8214-8223 (2011-10-26)
A series of novel 2-nitro-1H-imidazole- and 3-nitro-1H-1,2,4-triazole-based aromatic and aliphatic amines were screened for antitrypanosomal activity and mammalian cytotoxicity by the Drugs for Neglected Diseases initiative (DNDi). Out of 42 compounds tested, 18 3-nitro-1,2,4-triazoles and one 2-nitroimidazole displayed significant growth