1-octyl-1,2,4-triazole | 105279-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-octyl-1,2,4-triazole
• CAS: 105279-46-7
• 化学式: C₁₀H₁₉N₃
• 分子量: 181.281
• InChiKey: KCFVSVHSXGAKGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-octyl-1,2,4-triazole 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 1-octyl-4-methyl-1,2,4-triazolium bis-(trifluoromethylsulfonyl)imide
  参考文献：
  名称：

  Physicochemical and Thermal Properties for a Series of 1-Alkyl-4-methyl-1,2,4-triazolium Bis(trifluoromethylsulfonyl)imide Ionic Liquids

  摘要：

  Physicochemical properties and long-term thermal stabilities are reported for a series of 1-alkyl-4-methyl-1,2,4-triazolium [NTf2] ionic liquids, and a Walden plot analysis was conducted in order to determine the ionicity of these materials. In general, viscosities were found to increase with increasing alkyl chain length while densities and molar conductivities were found to decrease. The 1,2,4-triazolium ionic liquids were classified as "good" ionic liquids after analysis of the Walden plot; however, they did not perform as well as the standard imidazolium ionic liquid [bmim][NTf2]. Thermal properties from DSC and TGA experiments were also completed. 1,2,4-Triazolium ionic liquids with an alkyl chain length of octyl (C8) or less exhibited a single Tg transition below -70 °C; however, the decyl (C10) and dodecyl (C12) systems exhibited a Tm value. No correlation between Tonset or Td5% and alkyl chain length was observed during short-term, temperature-ramped TGA experiments. However, long-term, isothermal TGA studies indicated a general increase in T0.01/10 value as the alkyl chain length increased. Both short- and long-term TGA studies indicated that the 1,2,4-triazolium ionic liquids were not as thermally stable as the model imidazolium ionic liquid [bmim][NTf2].

  DOI：

  10.1021/jp505592t
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 1-溴辛烷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以78%的产率得到1-octyl-1,2,4-triazole
  参考文献：
  名称：

  使用基于三唑鎓的离子液体合成钯纳米颗粒：一种可重复使用的催化剂，用于将芳基硼酸加成到硝基苯乙烯中

  摘要：

  摘要 通过在标准大气压氢压下，在 1-octyl-1,2,4-triazolium 三氟乙酸盐离子液体中简单加热 Pd(OAc)2，可形成直径为 9.4 nm 的稳定且小尺寸的钯纳米粒子。通过XRD、SEM、TEM和EDX分析技术表征钯纳米颗粒。芳基硼酸与硝基苯乙烯的加成反应以高产率提供了二芳基取代的产物。这种 Pd-NPs 能够通过简单的倾析程序回收，最多可重复使用四次，而不会对其催化活性产生任何影响。图形概要

  DOI：

  10.1080/00397911.2018.1533971

文献信息

• Synthesis and Sorption Analysis of Task-specific Fluorous Ionic Liquids
  作者：Verena Adamer、Gerhard Laus、Ulrich J. Griesser、Herwig Schottenberger

  DOI：10.5560/znb.2013-3142

  日期：2013.10.1

  Six 1-alkyl-4-tridecafluorooctyl-1,2,4-triazolium triflimides 2a-f and 4-amino-1-tridecafluorooctyl- 1,2,4-triazolium triflimide (4) were prepared from the respective iodides 1a-f (1a, 2a: n-propyl; 1b, 2b: n-butyl; 1c, 2c: n-hexyl; 1d, 2d: n-heptyl; 1e, 2e: n-octyl; 1f, 2f: n-decyl) and iodide 3 by ion metathesis. Compounds 2a and 4 are liquid at room temperature. Two liquid fluorous imidazolium salts bearing functionalized polar substituents were synthesized in an analogous manner, namely 1-(2- (diethylamino)ethyl)-3-(heptadecafluorodecyl)imidazolium triflimide (5b) and 1-(2-hydroxyethyl)- 3-(heptadecafluorodecyl)imidazolium triflimide (6b) from the respective bromides 5a and 6a. The bis(triflimide) 5c has a melting point slightly above room temperature. Three fluorous ionic liquids (ILs; 2a, 5b, and 6b) were subjected to vapor sorption analysis at 25 °C and exhibited dual affinity to water and, even much more pronounced, to methoxynonafluorobutane (hydrofluoroether HFE-7100). Thus, IL 6b absorbed 3:2% (by weight) water and 200% HFE, whereas ILs 2a and 5b absorbed 0.4 and 0:5% water, but 300 and 1200% HFE, respectively. Commercial 1-butyl-2,3- dimethyl-imidazolium triflimide and 1-ethyl-3-methyl-imidazolium triflimide were used as reference compounds and absorbed 0.9 and 2:2% water, respectively, but only 17% HFE.

  由各自的碘化物 1a-f 制备了六种 1-烷基-4-十三氟辛基-1,2,4-三唑三亚胺 2a-f 和 4-氨基-1-十三氟辛基-1,2,4-三唑三亚胺（4）（1a, 2a：1a，2a：正丙基；1b，2b：正丁基；1c，2c：正己基；1d，2d：正庚基；1e，2e：正辛基；1f，2f：正癸基）和碘化物 3 通过离子复分解反应制备而成。化合物 2a 和 4 在室温下呈液态。以类似的方法合成了两种带有官能化极性取代基的液态氟咪唑鎓盐，即 1-(2-(二乙基氨基)乙基)-3-(十七氟癸基)咪唑鎓三氟化物 (5b) 和 1-(2-羟乙基)-3-(十七氟癸基)咪唑鎓三氟化物 (6b)，它们分别来自各自的溴化物 5a 和 6a。双三亚胺 5c 的熔点略高于室温。对三种氟离子液体（ILs；2a、5b 和 6b）在 25 °C 下进行了蒸汽吸附分析，结果表明它们对水具有双重亲和力，对甲氧基壬基氟丁烷（氢氟醚 HFE-7100）的亲和力更为明显。因此，IL 6b 可吸收 3:2%（重量比）的水和 200% 的氢氟醚，而 IL 2a 和 5b 则分别可吸收 0.4% 和 0:5% 的水，但氢氟醚的吸收率分别为 300% 和 1200%。商用 1-丁基-2,3-二甲基-咪唑三氟利昂和 1-乙基-3-甲基-咪唑三氟利昂被用作参考化合物，它们分别吸收了 0.9% 和 2:2% 的水，但只吸收了 17% 的 HFE。
• Thienopyrimidine derivatives, processes for the preparation thereof and therapeutic uses thereof
  申请人：SANOFI

  公开号：US10220044B2

  公开（公告）日：2019-03-05

  The present invention relates to compounds of formula (I): wherein R6 is —CONH2 or a —C(Rα)(Rβ)(OH) group; R is a substituted phenyl or heteroaryl group; R7 is an optionally substituted aryl or heteroaryl group. Process for the preparation thereof and therapeutic use thereof.

  本发明涉及式（I）化合物： 其中 R6 是-CONH2 或-C(Rα)(Rβ)(OH)基团；R 是取代的苯基或杂芳基；R7 是任选取代的芳基或杂芳基。 其制备工艺及其治疗用途。
• GCN2 inhibitors and uses thereof
  申请人：Merck Patent GmbH

  公开号：US10988477B2

  公开（公告）日：2021-04-27

  The present invention provides compounds inhibiting General amino acid Control Non-derepressible 2 kinase (“GCN2”), compositions thereof, and methods of using the same for treating various disorders, such as cancer.

  本发明提供了抑制通用氨基酸控制非去势 2 激酶（"GCN2"）的化合物、其组合物及其用于治疗各种疾病（如癌症）的方法。
• Substituted 6-membered aryl or heteroaryl allosteric modulators of nicotinic acetylcholine receptors
  申请人：Merck Sharp & Dohme Corp.

  公开号：US11026958B2

  公开（公告）日：2021-06-08

  The present disclosure relates to compounds of formula (I) that are useful as modulators of α7 nAChR, compositions comprising such compounds, and the use of such compounds for preventing, treating, or ameliorating disease, particularly disorders of the central nervous system such as cognitive impairments in Alzheimer's disease, Parkinson's disease, and schizophrenia, as well as for L-DOPA induced-dyskinesia and inflammation.

  本公开涉及可用作α7 nAChR调节剂的式(I)化合物、包含此类化合物的组合物，以及使用此类化合物预防、治疗或改善疾病，特别是中枢神经系统疾病，如阿尔茨海默病、帕金森病和精神分裂症中的认知障碍，以及L-DOPA诱导的运动障碍和炎症。
• Correlating Structure with Thermal Properties for a Series of 1-Alkyl-4-methyl-1,2,4-triazolium Ionic Liquids
  作者：Lucas A. Daily、Kevin M. Miller

  DOI：10.1021/jo4003932

  日期：2013.4.19

  Thermal properties (T-m and T-d) are reported for a series of 1-alkyl-4-methyl-1,2,4-triazolium ionic liquids where the alkyl chain length R and anion [X-] were varied. The highest melting transitions were observed when a longer alkyl chain or smaller anion was employed. Thermal stability was the greatest when anions with weak hydrogen bonding capability were used. Correlations were also made between H-1 NMR chemical shift values in acetone-d(6) and the hydrogen bonding capability of the anion.