Hexadecyl 2-(trimethylamino)ethyl phosphate
hexadecylphosphocholine
CAS: 58066-85-6
Molecular Formula: C21H46NO4P
Hexadecyl 2-(trimethylamino)ethyl phosphate - Names and Identifiers
| Name | hexadecylphosphocholine |
| Synonyms | d18506 Miltex 13-18506 miltefosine hexadecylphosphocholine CHOLINE HEXADECYL PHOSPHATE 1-n-Hexadecylphosphorylcholine Hexadecyl 2-(trimethylamino)ethyl phosphate hexadecyl 2-(trimethylammonio)ethyl phosphate cholinephosphate,hexadecylester,hydroxide,innersalt 2-(((hexadecyloxy)hydroxyphosphinyl)oxy)-n,n,n-trimethyl-ethanaminiuhydrox 2-(((hexadecyloxy)hydroxyphosphinyl)oxy)-n,n,n-trimethylethanaminiumhydroxid |
| CAS | 58066-85-6 |
| EINECS | 622-572-6 |
| InChI | InChI=1/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 |
Hexadecyl 2-(trimethylamino)ethyl phosphate - Physico-chemical Properties
| Molecular Formula | C21H46NO4P |
| Molar Mass | 407.57 |
| Melting Point | 232-234° (dec) |
| Solubility | H2O: soluble10mg/mL, clear, colorless |
| Appearance | Crystalline solid |
| Color | White to Almost white |
| Storage Condition | room temp |
| Physical and Chemical Properties | Melting point of 232~234 deg C (decomposition), at 225 deg C discoloration. Acute toxicity LD50 rats (mg/kg):246 oral. |
| Use | It can enter the cell membrane and block the cell signaling process to induce a special functional disorder to prevent further growth of the tumor. It is used for the palliative treatment of breast cancer skin, which is difficult for conventional treatment. |
| In vitro study | Miltefosine is an alkylphosphocholine drug that is active against a variety of parasitic insect species, cancer cells, and some pathogenic bacteria and fungi. Miltefosine inhibited PKC from NIH3T3 cells in cell-free extracts with an IC50 of about 7 μm. Miltefosine targets HIV-infected macrophages and acts as a long-term HIV-1 reservoir in the body. Miltefosine works by inhibiting the PI3K/Akt pathway, which removes infected macrophages from the circulation without affecting healthy cells. Miltefosine inhibits the PI3K/Akt survival pathway in cancer cell lines. Miltefosine causes skeletal muscle insulin resistance in vitro by interfering with the insulin signaling pathway and inhibiting insulin-stimulated glucose uptake. Miltefosine dose-dependently inhibited insulin-stimulated Akt phosphorylation by 75% at 40 μm and 98% at 60 μm. |
| In vivo study | Miltefosine inhibits anti-IgE-induced histamine release from human skin mast cells. Miltefosine was able to reduce the cytokines IL-1β,IL-4, and IL-6 in certain skin tissue cells and strongly hindered the esterification of cholesterol. |
Hexadecyl 2-(trimethylamino)ethyl phosphate - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact |
| Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 2811 6.1 / PGIII |
| WGK Germany | 3 |
| RTECS | KH2890000 |
| Toxicity | LD50 in rats (mg/kg): 246 orally (Muschiol) |
Hexadecyl 2-(trimethylamino)ethyl phosphate - Reference
| Reference Show more | 1. Liang Defeng, Zhou Xincai, Wu Yunfei. Effect of metformin on apoptosis of periodontal ligament fibroblasts induced by high glucose by regulating PI3K/AKT pathway [J]. Journal of Oral Science Research, 2020,36(12):1103-1107. |
Hexadecyl 2-(trimethylamino)ethyl phosphate - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.454 ml | 12.268 ml | 24.536 ml |
| 5 mM | 0.491 ml | 2.454 ml | 4.907 ml |
| 10 mM | 0.245 ml | 1.227 ml | 2.454 ml |
| 5 mM | 0.049 ml | 0.245 ml | 0.491 ml |
Last Update：2024-01-02 23:10:35
Supplier List
Spot supply
Product Name: Miltefosine Visit Supplier Webpage Request for quotationCAS: 58066-85-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Miltefosine Visit Supplier Webpage Request for quotationCAS: 58066-85-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History