Skip to Content
Merck
All Photos(3)

Documents

M5571

Sigma-Aldrich

Miltefosine

≥98% (perchloric acid titration)

Synonym(s):

Choline hexadecyl phosphate, HePC, Hexadecyl phosphocholine

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C21H46NO4P
CAS Number:
58066-85-6
Molecular Weight:
407.57
MDL number:
MFCD00133396
UNSPSC Code:
51191904
PubChem Substance ID:
329818017
NACRES:
NA.85

biological source

synthetic (organic)

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Paromomycin sulfate salt ≥98% (TLC)

Sigma-Aldrich

P9297

Paromomycin sulfate salt

Paromomycin sulfate salt powder, BioReagent, suitable for cell culture, potency: ≥675 μg per mg

Sigma-Aldrich

P5057

Paromomycin sulfate salt

Thomas P C Dorlo et al.
Antimicrobial agents and chemotherapy, 52(8), 2855-2860 (2008-06-04)
The pharmacokinetics of miltefosine in leishmaniasis patients are, to a great extent, unknown. We examined and characterized the pharmacokinetics of miltefosine in a group of patients with Old World (Leishmania major) cutaneous leishmaniasis. Miltefosine plasma concentrations were determined in samples
M Rakotomanga et al.
Antimicrobial agents and chemotherapy, 51(4), 1425-1430 (2007-01-24)
Miltefosine (hexadecylphosphocholine [HePC]) is the first orally active antileishmanial drug. Transient HePC treatment of Leishmania donovani promastigotes at 10 microM significantly reduced the phosphatidylcholine content and enhanced the phosphatidylethanolamine (PE) content in parasite membranes, suggesting a partial inactivation of PE-N-methyltransferase.
Thomas P C Dorlo et al.
The Journal of antimicrobial chemotherapy, 67(11), 2576-2597 (2012-07-27)
Miltefosine is an alkylphosphocholine drug with demonstrated activity against various parasite species and cancer cells as well as some pathogenic bacteria and fungi. For 10 years it has been licensed in India for the treatment of visceral leishmaniasis (VL), a
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service