1,1-Dimethylpiperidin-1-Ium-4-yl Octadecyl Phosphate (1,1-二甲基哌啶-1--4-基)十八烷基磷酸酯
CAS 157716-52-4 MFCD00927554
化学结构图
SMILES: CCCCCCCCCCCCCCCCCCOP(=O)([O-])OC1CC[N+](C)(C)CC1
化学属性
| Mol. Formula | C25H52NO4P |
|---|---|
| Mol. Weight | 462 |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | 1,1-Dimethylpiperidin-1-Ium-4-yl Octadecyl Phosphate |
|---|---|
| CAS Number | 157716-52-4 |
| Synonym | 4-[[Hydroxy(octadecyloxy)phosphinyl]oxy]-1,1-dimethyl-piperidinium Inner Salt KRX-0401 KRX-0401; KRX 0401; KRX0401; NKA17; NSC639966; NSC 639966; NSC-639966; D 21266; D-21266; Perifosine NSC 639966 |
| Chemical Name Translation | (1,1-二甲基哌啶-1--4-基)十八烷基磷酸酯 |
| Formula | C25H52NO4P |
| IUPAC Name | 1,1-dimethylpiperidin-1-ium-4-yl octadecyl phosphate. |
| InChIKey | SZFPYBIJACMNJV-UHFFFAOYSA-N |
| InChI | InChI=1S/C25H52NO4P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-29-31(27,28)30-25-20-22-26(2,3)23-21-25/h25H,4-24H2,1-3H3 |
| Canonical SMILES | O=P(OC1CC[N+](C)(C)CC1)([O-])OCCCCCCCCCCCCCCCCCC |
| MDL Number | N/A |
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分类
- Pharmaceuticals
- Intermediates & Fine Chemicals
产品应用
- Perifosine is an orally active alkyl-phosphocholine compound with potential antineoplastic activity. Targeting cellular membranes, perifosine modulates 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. Perifosine has a lower gastrointestinal toxicity profile than the related agent miltefosine.
相关文献及参考
- Block, M., et al.: Anti. Res., 30, 2025 (2010),
- Carrasco, M., et al.: Brit. J. Pharmacol., 160, 355 (2010),
- Munoz-Martinez, F., et al.: Biochem. Pharmacol., 80, 793 (2010),
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