5-Methyl-1-(4-nitro-phenyl)-1,2,3-triazol-carbonsaeure-(4) | 1217-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Methyl-1-(4-nitro-phenyl)-1,2,3-triazol-carbonsaeure-(4)
• 英文别名: 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid；5-methyl-1-(4-nitrophenyl)triazole-4-carboxylic acid
• CAS: 1217-99-8
• 化学式: C₁₀H₈N₄O₄
• mdl: MFCD01931373
• 分子量: 248.198
• InChiKey: ODJVXAACULLVHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-Methyl-1-(4-nitro-phenyl)-1,2,3-triazol-carbonsaeure-(4) 反应 0.17h， 以91%的产率得到5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  氢在亲氮环上活化的硝基芳烃中亲核取代氢合成2,1-苯并异恶唑

  摘要：

  1-硝基-4-（1,2,3-三唑基/四唑基）苯与芳基乙腈在酒精介质中在过量碱存在下的反应产生了新的2,1-苯并恶唑。这些发现表明由于它们的电子缺陷特性，被唑环活化的硝基芳烃具有高反应活性。此外，发现在二取代的硝基芳烃中区域选择性地发生异恶唑环的环化。在1-（4-硝基苯基）-1-的情况下ħ四唑，四唑环裂解比σ更快ħ形成-adduct。 1 H -1,2,3-三唑-四唑-亲核取代-2,1-苯并恶唑-环化

  DOI：

  10.1055/s-0029-1216875
• 作为产物：
  描述：

  methyl 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 24.0h， 以66%的产率得到5-Methyl-1-(4-nitro-phenyl)-1,2,3-triazol-carbonsaeure-(4)
  参考文献：
  名称：

  Synthesis and mesomorphic properties of novel [1,2,3]-triazole mesogenic based compounds

  摘要：

  A series of five-membered heterocyclic 1,2,3-triazole derivatives with different substituents in N1 position was synthesized. The heterocyclic moiety was connected through an ester function to a p-decyloxyphenyl or p-decyloxybiphenyl tails Polarized microscopy studies, X-ray scattering and differential scanning calorimetry (DSC) analysis revealed that the target compounds exhibit enantiotropic liquid crystalline properties. Their mesomorphic behavior is closely related to the nature of the substituent X present in N1 position of the heterocycle. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.09.020

文献信息

• The Synthesis of Some New (<i>S</i>)-1-Aryl-<i>N</i>-(1-hydroxy-3-phenylpropan-2-yl)-5-methyl-1<i>H</i>-1,2,3-triazole-4-carboxamide
  作者：G.-L. Shen、Z.-B. Chen、Z.-F. Wu、H.-S. Dong

  DOI：10.1002/jhet.1567

  日期：2013.7

  new (S)‐1‐aryl‐N‐(1‐hydroxy‐3‐phenylpropan‐2‐yl)‐5‐methyl‐1 H‐1,2,3‐triazole‐4‐carboxamides 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j have been synthesized and established by 1H and 13C NMR, IR, MS spectra, CHN analyses, and x‐ray diffraction crystallography. The molecular conformation and packing is stabilized by interactions of intermolecular H‐bond O2’‐H2'···O1, O2‐H2···O1’ and intramolecular H‐bond N4’‐H4'N···N3’

  一些新的（S）-1-芳基-N-（1-羟基-3-苯基丙烷-2-基）-5-甲基-1  H -1,2,3-三唑-4羧酰胺4a，4b，4c，已通过1 H和13合成并建立了4d，4e，4f，4g，4h，4i，4jC NMR，IR，MS光谱，CHN分析和X射线衍射晶体学。分子间H键O2'-H2'··O1，O2‐H2···O1'和分子内H键N4'-H4'N··N3'，N4的相互作用稳定了分子构象和堆积'-H4'N···O2'，N4-H4N···N3，N4-H4N···O2。五个数字的两个环是通过分子中的H键形成的。
• The nitro aromatic compounds detection by triazole carboxylic acid and its complex with the fluorescent property
  作者：Jie Yan、Jue Chen Ni、Jin Xin Zhao、Li Xian Sun、Feng Ying Bai、Zhan Shi、Yong Heng Xing

  DOI：10.1016/j.tet.2017.03.057

  日期：2017.5

  highly selective and sensitive (KSV = 393685 M−1 and KSV = 213269 M−1, respectively) sensing to TNP from other nitro aromatic compounds (NACs) with high quenching efficiency QP value of 96.76% and 93.37%, as well as low detection limit (0.68 μM and 0.37 μM, respectively). It means that complex 2 had higher selectivity due to the less interference by 4-NT and 2-NP compared with 1. Moreover, the fluorescence

  通过改进的方法合成了5-甲基-1-（4-硝基苯基）-1 H -1，2，3-三唑-4-羧酸（1）。以化合物1为配体，首先在水热条件下制备了新的配合物[Cu（L）2 ] [Cu（L）2（H 2 O）2 ]（2）。既1和2都用来作为独占荧光传感器2，4，6三硝基苯酚（TNP）首次。荧光探测表明它们表现出高度选择性和敏感性（K SV  = 393685 M -1和K SV  = 213269 M-1）从其他硝基芳族化合物（NAC）感测TNP，具有较高的淬灭效率QP值为96.76％和93.37％，并且检测限较低（分别为0.68μM和0.37μM）。这意味着配合物2具有较高的选择性，因为与1相比，4-NT和2-NP的干扰较少。此外，通过密度泛函理论（DFT）分析了带有TNP的传感器1的荧光猝灭现象。
• Sanjeeva Reddy; Vani Devi; Sunitha, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 5, p. 590 - 597
  作者：Sanjeeva Reddy、Vani Devi、Sunitha、Kalyani、Nagaraj

  DOI：——

  日期：——
• Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives
  作者：Nazariy Pokhodylo、Olga Shyyka、Vasyl Matiychuk

  DOI：10.1007/s00044-013-0841-8

  日期：2014.5

  Anticancer screening of several novel 1,2,3-triazoles has been performed. The 1,2,3-triazole derivatives were synthesized from available starting materials according to the convenient synthetic procedures using a multicomponent reaction which gave a wide access to triazole derivatives production. The synthesized compounds were tested for their anticancer activity in NCI60 cell lines. It was observed that some compounds showed remarkable anticancer activity. Two of them possessed a significant activity on leukemia, melanoma, non-small cell lung, CNS, ovarian, renal, and breast cancer. 5-Amino-1-p-tolyl-1H-[1,2,3]triazole-4-carboxylic acid (2,5-dichloro-phenyl)-amide showed a significant correlation in COMPARE analysis.1,2,3-triazole-4-carboxamide derivatives were synthesized in a simple and convenient synthetic path, their in vitro anticancer activity was examined after the performance of molecular docking.
• da Settimo; Livi; Biagi, Farmaco, Edizione Scientifica, 1982, vol. 37, # 11, p. 728 - 739
  作者：da Settimo、Livi、Biagi、Primofiore、Masoni

  DOI：——

  日期：——