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M5571

Sigma-Aldrich

Miltefosine

≥98% (perchloric acid titration)

Synonym(e):

Choline hexadecyl phosphate, HePC, Hexadecyl phosphocholine

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About This Item

Empirische Formel (Hill-System):
C21H46NO4P
CAS-Nummer:
58066-85-6
Molekulargewicht:
407.57
MDL-Nummer:
MFCD00133396
UNSPSC-Code:
51191904
PubChem Substanz-ID:
329818017
NACRES:
NA.85

Biologische Quelle

synthetic (organic)

Qualitätsniveau

200

Beschreibung

zwitterionic

Assay

≥98% (perchloric acid titration)

Form

powder

Löslichkeit

H2O: 10 mg/mL, clear, colorless

Funktionelle Gruppe

phospholipid

Lipid-Typ

phospholipids

Lagertemp.

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

InChIKey

PQLXHQMOHUQAKB-UHFFFAOYSA-N

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Verwandte Kategorien

Anwendung


  • 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. Wirkung

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

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Analysenzertifikate (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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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
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