1-(1-(4-氯苄基)-5-甲基-1H-1,2,3-三唑-4-基)乙酮 | 1033463-42-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(1-(4-氯苄基)-5-甲基-1H-1,2,3-三唑-4-基)乙酮
• 英文名称: 1-(1-(4-chlorobenzyl)-5-methyl-1H-1,2,3-triazol-4-yl)ethanone
• 英文别名: 1-[1-(4-chlorobenzyl)-5-methyl-1H-1,2,3-triazol-4-yl]-1-ethanone；1-[1-[(4-chlorophenyl)methyl]-5-methyltriazol-4-yl]ethanone
• CAS: 1033463-42-1
• 化学式: C₁₂H₁₂ClN₃O
• 分子量: 249.7
• InChiKey: XNYJLMRHAZZUQC-UHFFFAOYSA-N

物化性质

• 熔点：
  98°
• 沸点：
  422.1±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-(1-(4-氯苄基)-5-甲基-1H-1,2,3-三唑-4-基)乙酮 、 25,27-bis[(ethoxycarbonyl)methoxy]-26,28-dihydroxycalix[4]arene 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 1.67h， 以36%的产率得到
  参考文献：
  名称：

  Synthesis and anti-integrase evaluation of novel calix[4]arene derivatives containing the triazolyl 1,3-diketo moiety

  摘要：

  A series of novel calix[4]arene derivatives incorporating two triazolyl 1,3-diketo subunits in alternate positions at the lower rim were synthesized and screened for HIV integrase inhibition activity. The chemical structures of these compounds were confirmed by means of H-1 NMR, C-13 NMR, and ESI-MS. Preliminary bioassays indicated that calix[4]arene derivatives proved to be more active than p-tert-butylcalix[4]arene derivatives. In particular, compound 4g presented the most potent integrase strand transfer inhibitory activity with an IC50 value of 6.1 mu mol/L. (C) 2014 Zai-Gang Luo and Xue-Mei Xu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.03.012
• 作为产物：
  描述：

  4-氯苯甲醇 、 乙酰丙酮 在 叠氮磷酸二苯酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.15h， 以82%的产率得到1-(1-(4-氯苄基)-5-甲基-1H-1,2,3-三唑-4-基)乙酮
  参考文献：
  名称：

  通过一锅三组分系统由苄醇新型轻松合成1,4,5-三取代1,2,3-三唑

  摘要：

  已经开发了一种简单的一锅法，可以从苄醇有效制备1,4,5-三取代的1,2,3-三唑。二苯基磷酰基叠氮化物（DPPA）和活性酮的存在允许通过使用DBU进行叠氮化物-烯酸酯[3 + 2]环加成反应。

  DOI：

  10.1016/j.tetlet.2014.12.019

文献信息

• A novel and facile synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from benzylic alcohols through a one-pot, three-component system
  作者：Davir González-Calderón、Itzel Santillán-Iniesta、Carlos A. González-González、Aydeé Fuentes-Benítes、Carlos González-Romero

  DOI：10.1016/j.tetlet.2014.12.019

  日期：2015.1

  A simple one-pot procedure has been developed to efficiently prepare 1,4,5-trisubstituted 1,2,3-triazoles from benzylic alcohols. The presence of diphenylphosphoryl azide (DPPA) and active ketones allows for an azide–enolate [3+2] cycloaddition by use of DBU.

  已经开发了一种简单的一锅法，可以从苄醇有效制备1,4,5-三取代的1,2,3-三唑。二苯基磷酰基叠氮化物（DPPA）和活性酮的存在允许通过使用DBU进行叠氮化物-烯酸酯[3 + 2]环加成反应。
• Synthesis and anti-integrase evaluation of novel calix[4]arene derivatives containing the triazolyl 1,3-diketo moiety
  作者：Zai-Gang Luo、Yu Zhao、Chao Ma、Xue-Mei Xu、Xiao-Mei Zhang、Nian-Yu Huang、Hong-Qiu He

  DOI：10.1016/j.cclet.2014.03.012

  日期：2014.5

  A series of novel calix[4]arene derivatives incorporating two triazolyl 1,3-diketo subunits in alternate positions at the lower rim were synthesized and screened for HIV integrase inhibition activity. The chemical structures of these compounds were confirmed by means of H-1 NMR, C-13 NMR, and ESI-MS. Preliminary bioassays indicated that calix[4]arene derivatives proved to be more active than p-tert-butylcalix[4]arene derivatives. In particular, compound 4g presented the most potent integrase strand transfer inhibitory activity with an IC50 value of 6.1 mu mol/L. (C) 2014 Zai-Gang Luo and Xue-Mei Xu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.