hexadecyl (2-(trimethylammonio)ethyl) phosphate 米替福新

CAS 58066-85-6 MFCD00133396

化学结构图

58066-85-6
SMILES: CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C

化学属性

Mol. FormulaC21H46NO4P
Mol. Weight407.57
Appearance Solid powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical Namehexadecyl (2-(trimethylammonio)ethyl) phosphate
CAS Number58066-85-6
Synonym 2-(((Hexadecyloxy)hydroxyphosphinyl)oxy)-N,N,N-trimethylethanaminium 2-[[(Hexadecyloxy)hydroxyphosphinyl]oxy]-N,N,N-trimethylethanaminium Choline hexadecyl phosphate Choline hexadecyl phosphate HePC Hexadecyl phosphocholine Choline phosphate, hexadecyl ester, hydroxide, inner salt D 18506 HePC Hexadecyl phosphocholine Hexadecylphosphocholine Hexadecylphosphorylcholine Miltefosin CHePCHexadecylphosphocholineHDPCHexadecylphosphorylcholineMiltefosinum; mpavido; Miltex; Choline Phosphate Hexadecyl Ester Hydroxide Inner Salt; hexadecylphosphocholine; Miltefosin; Miltefosina; Miltefosinum; Miltefosine Miltex n-Hexadecylphosphocholine n-Hexadecylphosphorylcholine
MDL NumberMFCD00133396
Chemical Name Translation米替福新
Beilstein Registry Number3690495
PubChem Substance ID253660169
Reaxys-RN3690495
Merck Number6198
FormulaC21H46NO4P
IUPAC Namehexadecyl (2-(trimethylammonio)ethyl) phosphate
InChIKeyPQLXHQMOHUQAKB-UHFFFAOYSA-N
InChIInChI=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
Canonical SMILESO=P(OCCCCCCCCCCCCCCCC)([O-])OCC[N+](C)(C)C
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分类

  • Anti-virals
  • Pharmaceuticals
  • {SA} Detergents, Detergents A to M, Zwitterionic Detergents
  • Intermediates & Fine Chemicals
  • {SNA} Detergents, Detergents A to M, Zwitterionic Detergents
  • Protein Kinase Inhibitors and Activators
  • {SNA} Detergents A to M, Zwitterionic Detergents, 去垢剂, 生化试剂

产品应用

  • Miltefosine is an orally- and topically-active alkyl-phosphocholine compound with potential antineoplastic activity. Miltefosine targets cellular membranes, modulating cell membrane permeability, membrane lipid composition, phospholipid metabolism, and mitogenic signal transduction, resulting in cell differentiation and inhibition of cell growth. This agent also inhibits the anti-apoptotic mitogen-activated protein kinase (MAPK) pathway and modulates the balance between the MAPK and pro-apoptotic stress-activated protein kinase (SAPK/JNK) pathways, thereby inducing apoptosis. As an immunomodulator, miltefosine stimulates T-cells, macrophages and the expression of interleukin 3 (IL-3), granulocyte-macrophage colony stimulating factor (GM-CSF), and interferon gamma (INF-gamma). Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).

相关文献及参考

  • Chugh, P., et al al.: Retrovirology, 5, 11 (2008),
  • Dorio, T., et al.: Antimicrob. Agents Chemother., 52, 2855 (2008),

安全信息

GHS Symbol
WGK Germany3
Precautionary statements
  • P301+P310+P330
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P405 Store locked up. 上锁保管。
  • P301+P310
  • P342+P311
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P308+P313
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
RTECSKH2890000
Signal word Danger
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
Hazard Codes Xn
Risk Statements
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R22 Harmful if swallowed 吞咽有害
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 246 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Gastrointestinal - changes in structure or function of salivary glands
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   LPDSAP Lipids.  (American Oil Chemists' Soc., POB 5037, Stn. A., Champaign,
   IL 61820)  V.1-    1966-  Volume(issue)/page/year: 22,930,1987

Hazard Class6.1
UN Number 2811
Storage condition <0°C Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Packing GroupIII

系列性分类

  1. Application Areas 应用领域分类
  2. Detergents 去污剂洗净剂
  3. Detergents A to M - Detergents
  1. Application Areas 应用领域分类
  2. Detergents 去污剂洗净剂
  3. Anionic Detergents - Detergents
  1. Medical Research Areas
  2. MARK
  3. JNK
  1. Medical Research Areas
  2. Microbiology
  3. HIV Protease

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