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Merck

850337P

Avanti

MAPCHO-16

n-hexadecylphosphocholine, powder

Sinónimos:

HPC; Fos-Choline-16; FOS16; FC-16; Miltefosine

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About This Item

Fórmula empírica (notación de Hill):
C21H46NO4P
Número de CAS:
Peso molecular:
407.57
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

Ensayo

>99% (TLC)

Formulario

powder

envase

pkg of 1 × 1 g (850337P-1g)
pkg of 1 × 5 g (850337P-5g)

fabricante / nombre comercial

Avanti Research - A Croda Brand 850337P

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

[P](=O)([O-])(OCC[N+](C)(C)C)OCCCCCCCCCCCCCCCC

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

Clave InChI

PQLXHQMOHUQAKB-UHFFFAOYSA-N

Descripción general

Hexadecylphosphocholine is a structural analog of palmitoyl lysophosphatidylcholine that is more stable to hydrolytic degradation. The lipid is often used as a detergent for membrane protein solubilization and purification. It has been shown to have antineoplastic and antiprotozoal activity.

Aplicación

MAPCHO-16 has been used to test against Leishmania intracellular amastigotes. It has also been use to evaluate its efficacy in L. infantum chagasi infections.

Acciones bioquímicas o fisiológicas

MAPCHO-16/ n-hexadecylphosphocholine/Miltefosine can be used as a stationary phase to determine total acidity of divalent cations by ion chromatography. It is used in the oral treatment of human leishmaniasis 

Envase

20 mL Clear Glass Screw Cap Vial (850337P-1g)
60 mL Amber Wide Mouth Glass Bottle with Screw Cap (850337P-5g)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC
MAPCHO is a trademark of Avanti Polar Lipids, LLC

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3


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Determination of total acidity and of divalent cations by ion chromatography with n-hexadecylphosphocholine as the stationary phase
Hu W, et al.
Journal of Chromatography A, 956(1-2), 139-145 (2002)
Synthesis of 16-mercaptohexadecylphosphocholine, a miltefosine analog with leishmanicidal activity
Hornillos V, et al.
Bioorganic & medicinal chemistry letters, 16(19), 5190-5193 (2006)
Combination therapy with nitazoxanide and amphotericin B, Glucantime, miltefosine and sitamaquine against Leishmania (Leishmania) infantum intracellular amastigotes
Mesquita JT, et al.
Acta Tropica, 130, 112-116 (2014)
Juliana Q Reimão et al.
PLoS neglected tropical diseases, 9(2), e0003556-e0003556 (2015-02-14)
The only oral drug available for the treatment of leishmaniasis is miltefosine, described and approved for visceral leishmaniasis in India. Miltefosine is under evaluation for the treatment of cutaneous leishmaniasis in the Americas although its efficacy for the treatment of
Bruno M Castro et al.
The journal of physical chemistry. B, 117(26), 7929-7940 (2013-06-07)
Edelfosine (1-O-octadecyl-2-O-methyl-sn-glycero-phosphocholine) and miltefosine (hexadecylphosphocholine) are synthetic alkylphospholipids (ALPs) that are reported to selectively accumulate in tumor cell membranes, inducing Fas clustering and activation on lipid rafts, triggering apoptosis. However, the exact mechanism by which these lipids elicit these events

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