1-十二烷基咪唑
| 中文名称 | 1-十二烷基咪唑 |
|---|---|
| 中文同义词 | 1-十二烷基咪唑 25G;(3R,4S)-1-苄基-N,4-二甲基哌啶-3-胺;N-正十二烷基咪唑;N-十二烷基咪唑;1-十二咪唑;1-十二烷基咪唑;1-十二烷基咪唑,10 MM DMSO 溶液;化合物:1-Dodecylimidazole |
| 英文名称 | 1-DODECYLIMIDAZOLE |
| 英文同义词 | 1-DODECYLIMIDAZOLE;1-DODECYL-1H-IMIDAZOLE;1-dodecyl-1h-imidazol;1-dodecyl-imidazol;1-laurylimidazole;1-Dodecylimidazole,95%;n-laurylimidazole;N-DODECYLIMIDAZOLE |
| CAS号 | 4303-67-7 |
| 分子式 | C15H28N2 |
| 分子量 | 236.4 |
| EINECS号 | 224-314-4 |
| 相关类别 | Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Imidazoles & Benzimidazoles;Miscellaneous Reagents;Imidazoles & Benzimidazoles;Heterocycles |
| Mol文件 | 4303-67-7.mol |
| 结构式 |  |
1-十二烷基咪唑 性质
| 熔点 | 69.5-70.5 °C(Solv: ethyl acetate (141-78-6)) |
|---|---|
| 沸点 | 146 °C (0.5 mmHg) |
| 密度 | 0.9624 (rough estimate) |
| 蒸气压 | 0.009Pa at 20℃ |
| 折射率 | 1.5312 (estimate) |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | 可溶于氯仿（少许）、甲醇（少许） |
| 酸度系数(pKa) | 7.08±0.10(Predicted) |
| 形态 | 液体 |
| 颜色 | 透明黄色 |
| InChI | InChI=1S/C15H28N2/c1-2-3-4-5-6-7-8-9-10-11-13-17-14-12-16-15-17/h12,14-15H,2-11,13H2,1H3 |
| InChIKey | JMTFLSQHQSFNTE-UHFFFAOYSA-N |
| SMILES | C1N(CCCCCCCCCCCC)C=CN=1 |
| LogP | 3.56-5.5 at pH5-9 |
| 表面张力 | 45mN/m at 20mg/L and 20℃ |
| EPA化学物质信息 | 1H-Imidazole, 1-dodecyl- (4303-67-7) |
N-dodecylimidazole, an acid activated detergent with a pKa of 6.3, has been shown to be cytotoxic to cells in culture. N-dodecylimidazole displayed extracellular pH (pHe)-dependent cytotoxicity against EMT-6 and MGH U1 cells. cell killing was dose dependent and was 100-fold greater at pHe 6.0 than pHe 7.0.
The hypocholesterolaemic activity of 1-dodecylimidazole results in part from the inhibition of cholesterol biosynthesis at the level of 2,3-oxidosqualene sterol cyclase.
1-dodecylimidazole (150 mg/kg body wt; by stomach tube; daily for 10 days) has lower serum cholesterol concentrations than control rats.
| Animal Model: | Male rats |
| Dosage: | 150 mg/kg body wt |
| Administration: | By stomach tube; daily for 10 days |
| Result: | Had significantly lower serum cholesterol concentrations than untreated animals. |
288-32-4
143-15-7
4303-67-7
以咪唑（0.68 g，10 mmol）和溴代十二烷（2.5 g，10 mmol）为原料，加入无水碳酸钾（2.76 g，20 mmol）于50 mL圆底烧瓶中，溶解于20 mL丙酮中。将混合溶液加热回流7小时。反应完成后，通过旋转蒸发去除丙酮溶剂。粗产物经柱层析纯化，使用乙酸乙酯作为洗脱液。收集目标组分后，通过减压旋转蒸发除去乙酸乙酯溶剂，最终产物经真空干燥，得到纯化的1-十二烷基咪唑，产率为90%。
参考文献：
[1] Russian Journal of Organic Chemistry, 2013, vol. 49, # 9, p. 1291 - 1299
[2] Zh. Org. Khim., 2013, vol. 49, # 9, p. 1308 - 1316,9
[3] Patent: CN106188014, 2016, A. Location in patent: Paragraph 0016
[4] Patent: CN103951702, 2016, B. Location in patent: Paragraph 0059; 0060
[5] Tetrahedron, 2010, vol. 66, # 35, p. 7077 - 7082
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