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Miltefosine hydrate_Molecular_structure_CAS_)
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Miltefosine hydrate

Catalog No. M9198 Name Sigma Aldrich
CAS Number Website http://www.sigmaaldrich.com
M. F. C21H48NO5P Telephone 1-800-521-8956
M. W. 425.583281 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 154522

SYNONYMS

IUPAC name
hydrate hexadecyl 2-(trimethylazaniumyl)ethyl phosphate
IUPAC Traditional name
hydrate miltex
Synonyms
HePC
Hexadecyl phosphocholine
Choline hexadecyl phosphate
Impavido
Miltex

DATABASE IDS

MDL Number MFCD12828861

PROPERTIES

Description zwitterionic
Empirical Formula (Hill Notation) C21H46NO4P · xH2O
Purity ≥98% (HPLC)
Apperance white to off-white powder
Solubility H2O: >2 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302-H317
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
GHS Precautionary statements P280
RID/ADR UN 2811 6.1/PG 3
Risk Statements 22-43
Safety Statements 36/37
Storage Temperature 2-8°C
Hazard Class 6.1
UN Number 2811
Packing Group 3
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Miltefosine induces apoptosis of triple-negative (TN) breast cancer cells by activation of p38 MAPK pathway and differential down regulation of Akt signaling. Miltefosine is an effective anti-tumor treatment of cutaneous lymphoma, cutaneous metastatic melanoma, squamous cell carcinoma, and cutaneous metastases of breast cancer. It also shows remarkable effectiveness against visceral leishmaniasis.1 Both the anti-tumor and the antiprotozoal activities appear to be exerted first by insertion of the molecule into the plasma membrane where it interferes with phospholipid metabolism.
Miltefosine or HePC induces death of triple-negative (TN) breast cancer cells. Miltefosine exerts various modes of action leading to different cell death processes, i.e. apoptosis or non-apoptosis, depending on TN breast cancer cell types. These processes involve the activation of p38 MAPK pathway and differential down regulation of Akt signaling. Miltefosine has been used for breast cancer skin metastases, and is an efficient topical anti-tumoral treatment in patients with cutaneous lymphoma, cutaneous metastases of melanoma and squamous cell carcinoma.
Description (简体中文)
Biochem/physiol Actions
Miltefosine induces apoptosis of triple-negative (TN) breast cancer cells by activation of p38 MAPK pathway and differential down regulation of Akt signaling. Miltefosine is an effective anti-tumor treatment of cutaneous lymphoma, cutaneous metastatic melanoma, squamous cell carcinoma, and cutaneous metastases of breast cancer. It also shows remarkable effectiveness against visceral leishmaniasis.1 Both the anti-tumor and the antiprotozoal activities appear to be exerted first by insertion of the molecule into the plasma membrane where it interferes with phospholipid metabolism.
Miltefosine or HePC induces death of triple-negative (TN) breast cancer cells. Miltefosine exerts various modes of action leading to different cell death processes, i.e. apoptosis or non-apoptosis, depending on TN breast cancer cell types. These processes involve the activation of p38 MAPK pathway and differential down regulation of Akt signaling. Miltefosine has been used for breast cancer skin metastases, and is an efficient topical anti-tumoral treatment in patients with cutaneous lymphoma, cutaneous metastases of melanoma and squamous cell carcinoma.

REFERENCES