2-十四烷基胍 | 41383-25-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-十四烷基胍
• 英文名称: 1-tetradecylguanidinium
• 英文别名: 2-Tetradecylguanidine
• CAS: 41383-25-9
• 化学式: C₁₅H₃₃N₃
• 分子量: 255.447
• InChiKey: HEPBMDUSWIMDBM-UHFFFAOYSA-N

物化性质

• 沸点：
  352.6±25.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-十四烷基胍 、 methyl 1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4,5-dicarboxylate 在 甲醇 、 sodium methylate 作用下， 以75%的产率得到4,5-dihydro-8H-6-(N-tetradecyl)amino-1-(β-D-ribofuranosyl)imidazo[4,5-e][1,3]diazepine-4,8-dione
  参考文献：
  名称：

  Potent Inhibition of NTPase/Helicase of the West Nile Virus by Ring-Expanded (“Fat”) Nucleoside Analogues

  摘要：

  A series of ring-expanded ("fat") nucleoside analogues (RENs) containing the 6-aminoimidazo-[4,5-e] [1,3]diazepine-4,8-dione ring system have been synthesized and screened for inhibition of NTPase/helicase of the West Nile Virus (WNV). To assess the selectivity of RENs against the viral enzymes, a truncated form of human enzyme Suv3((Delta1-159)) was also included in the study. Ring-expanded nucleosides 16, 17, and 19, which possess the long C-12, C-14, and C-18 side-chains, respectively, at position 6, as well as the ring-expanded heterocycle 39, which contains aralkyl substitution at position 1, were all found to have excellent profiles of activity and selectivity toward the viral versus human enzymes against the West Nile Virus (IC50 ranging 1-10 muM). Compound 30, while being an equally potent inhibitor of WNV, was found to be somewhat less selective, whereas compound 36, which is an alpha-anomeric counterpart of 30, exhibited potent and selective inhibition of WN-V (IC50 1-3 muM). The same compounds that showed potent inhibition of viral helicase activity completely failed to show any activity against the viral NTPase reaction even up to 500 muM. However, at concentrations >500 muM of RENs and the ATP concentrations >10 times the K-m value of the enzyme, a significant activation of NTPase activity was observed. This activating effect underwent further dramatic enhancement (>1000%) by further increases in ATP concentration in the reaction mixture, suggesting that the viral helicase and NTPase reactions are not coupled. A tentative mechanistic model has been proposed to explain the observed results.

  DOI：

  10.1021/jm030277k
• 作为产物：
  描述：

  十四胺 、 S-甲基异硫脲硫酸盐 在 sodium methylate 作用下， 生成 2-十四烷基胍
  参考文献：
  名称：

  Molecular Recognition of Nucleotides by the Guanidinium Unit at the Surface of Aqueous Micelles and Bilayers. A Comparison of Microscopic and Macroscopic Interfaces

  摘要：

  Molecular recognition of the guanidinium/phosphate pair was investigated at microscopic interfaces of aqueous micelles and bilayers. Monoalkyl and dialkyl amphiphiles with guanidinium head groups were synthesized and dispersed in water to form micelles and bilayers having guanidinium groups at the aggregate surface. Binding of nucleotides such as AMP to these functionalized aggregates was evaluated by using an equilibrium dialysis (ultrafiltration) method. The observed binding constants of 10(2)-10(4) M(-1) are much larger than the corresponding binding constant reported for a monomerically dispersed pair in the aqueous phase (1.4 M(-1)) but are smaller than those found at the macroscopic air-water interface (10(6)-10(7) M(-1)). Therefore, the macroscopic interface promotes guanidinium-phosphate interaction more effectively than the microscopic interface. The present finding indicates that the microscopic interface can strengthen hydrogen bonding and/or electrostatic interaction even in the presence of water. Saturation binding phenomena were different between micelles and bilayers. All of the guanidinium groups in fluid micelles are effective for phosphate binding, but part of the guanidinium group in bilayers are not effective probably because of steric restriction.

  DOI：

  10.1021/ja960991+

文献信息

• Synthesis and in vitro anti-hepatitis B and C virus activities of ring-expanded (‘fat’) nucleobase analogues containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system
  作者：Peng Zhang、Ning Zhang、Brent E. Korba、Ramachandra S. Hosmane

  DOI：10.1016/j.bmcl.2005.09.015

  日期：2005.12

  part of our structure-activity relationship studies, we report here the synthesis and in vitro anti-HBV and anti-HCV activities of a number of ring-expanded ('fat') nucleobases containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system. One of the compounds, ZP-88, exhibited a good activity/toxicity profile against HBV by inhibition of the synthesis of extracellular virion release (EC(50)=1.7microM

  作为我们的结构-活性关系研究的一部分，我们在这里报告许多含有咪唑[4,5-e] [ 1,3]二氮杂-4,8-​​二酮环系统。其中一种化合物ZP-88通过抑制细胞外病毒体释放的合成（EC（50）= 1.7microM，CC（50）= 286microM，SI = 168）和细胞内HBV表现出良好的针对HBV的活性/毒性复制的中间体（EC（50）= 8.4microM，CC（50）= 286microM，SI = 34）在培养的人类肝母细胞瘤2.2.15细胞中。相比之下，大多数抗HCV的化合物仅具有边缘活性/毒性特征，尽管仍比参考化合物利巴韦林更好。
• Synthetic urine and method of manufacturing same
  申请人：Stephens Matthew James

  公开号：US20050164395A1

  公开（公告）日：2005-07-28

  A synthetic urine solution and method of its manufacture are disclosed. The solution includes water having a pH between 3 and 10. The solution further includes creatinine and means for removing bacteria from the solution so as to control or eliminate sepsis of the urine solution, preferably through the use of biocide. The solution exhibits a specific gravity of from 1.005 g/cm 3 to 1.025 g/cm 3 . Additional compounds may also be included to further enhance the aesthetics or apparent authenticity of the synthetic urine produced according to this invention.

  本研究公开了一种合成尿液及其制造方法。该溶液包括 pH 值介于 3 和 10 之间的水。该溶液还包括肌酐和从溶液中清除细菌的方法，以便控制或消除尿液的败血症，最好是通过使用杀菌剂。溶液的比重为 1.005 克/厘米 3 3 至 1.025 克/厘米 3 3 .也可以加入其他化合物，以进一步提高根据本发明生产的合成尿液的美观性或表面真实性。
• UREA-BASED SYNTHETIC URINE AND METHOD OF MANUFACTURING SAME
  申请人：Stephens James Matthew

  公开号：US20140329327A1

  公开（公告）日：2014-11-06

  A synthetic urine solution and method of its manufacture are disclosed. The solution includes water having a pH between about 3 and about 10. The solution further includes creatinine, a means for removing bacteria from the solution so as to control or eliminate sepsis of the urine solution, preferably through the use of a biocide, and a urea-based compound. The solution exhibits a specific gravity of from 1.005 g/cm 3 to 1.025 g/cm 3 . Additional compounds may also be included to further enhance the aesthetics or apparent authenticity of the synthetic urine.
• US7192776B2
  申请人：——

  公开号：US7192776B2

  公开（公告）日：2007-03-20
• US9128105B2
  申请人：——

  公开号：US9128105B2

  公开（公告）日：2015-09-08