2-ethyl-4-nitro-2H-1,2,3-triazole | 107945-74-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-ethyl-4-nitro-2H-1,2,3-triazole
• 英文别名: 2-Ethyl-4-nitro-1,2,3-triazole；2-ethyl-4-nitrotriazole
• CAS: 107945-74-4
• 化学式: C₄H₆N₄O₂
• 分子量: 142.117
• InChiKey: PUHOBPBAHALGAH-UHFFFAOYSA-N

物化性质

• 沸点：
  282.4±32.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethyl-4-nitro-2H-1,2,3-triazole 在 1% Pd/C 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以92%的产率得到4-amino-2-ethyl-2H-1,2,3-triazole
  参考文献：
  名称：

  HETEROARYLOXY QUINAZOLINE DERIVATIVE

  摘要：

  公开号：

  EP2221301B1
• 作为产物：
  描述：

  碘乙烷 、 5-硝基-1H-1,2,3-噻唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以53%的产率得到2-ethyl-4-nitro-2H-1,2,3-triazole
  参考文献：
  名称：

  HETEROARYLOXY QUINAZOLINE DERIVATIVE

  摘要：

  公开号：

  EP2221301B1

文献信息

• Selective complexation of 1-ethyl-5-nitro-1,2,3-triazole (entz) with copper(II) salts: Preparation and characterization of [Cu(entz)2Cl2] and [Cu(entz)4(H2O)2](ClO4)2
  作者：Sergei V. Voitekhovich、Juliya V. Filippova、Anna G. Sukhanova、Alexander S. Lyakhov、Ludmila S. Ivashkevich、Gennady T. Sukhanov、Yuri V. Grigoriev

  DOI：10.1016/j.inoche.2012.07.041

  日期：2012.10

  Abstract Treatment of a mixture of isomeric N-ethyl-4(5)-nitro-1,2,3-triazoles with copper(II) chloride or copper(II) perchlorate was found to yield crystalline complexes with 1-ethyl-5-nitro-1,2,3-triazole (entz), namely [Cu(entz)2Cl2] or [Cu(entz)4(H2O)2](ClO4)2, respectively. The obtained complexes, being the rare examples of coordination compounds of vicinal nitrotriazoles, have been characterized

  摘要 用氯化铜 (II) 或高氯酸铜 (II) 处理异构 N-乙基-4(5)-硝基-1,2,3-三唑的混合物，发现与 1-乙基-5-硝基-1,2,3-三唑 (entz)，即分别为 [Cu(entz)2Cl2] 或 [Cu(entz)4(H2O)2](ClO4)2。所得配合物是邻位硝基三唑配位化合物的罕见例子，已通过X射线衍射和热法表征。两种化合物都呈现单核配合物，entz 通过杂环的 N3 原子配位。该配合物在氨水的作用下很容易分解，以高产率生成纯的1-乙基-5-硝基-1,2,3-三唑。络合和去络合反应的连续被证明是分离 1-乙基-5-硝基-1,2、
• HETEROARYLOXY QUINAZOLINE DERIVATIVES
  申请人：IINO Tomoharu

  公开号：US20120270856A1

  公开（公告）日：2012-10-25

  Disclosed are compounds of the following formula and their pharmaceutically-acceptable salts, which have an effect of glucokinase activation and are useful in the field of medicines for treatment for diabetes, obesity, etc. (wherein ring A represents a pyrazolyl group optionally having a lower alkyl group, etc.; ring B represents a heteroaryl group; R represents a lower alkyl group, etc.; R 1 represents a group of a formula: (wherein R 11 and R 12 each independently represent a hydrogen atom, etc.; m indicates an integer of from 2 to 6), etc.; R 2 represents a lower alkyl group, etc.; r indicates an integer of from 0 to 3; k indicates an integer of from 0 to 4).

  本发明揭示了下述公式化合物及其药用可接受盐，其具有激活葡萄糖激酶的作用，并且在治疗糖尿病、肥胖等领域中有用（其中环A表示一个吡唑基团，可以选择地具有一个较低的烷基等；环B表示一个杂环基团；R表示一个较低的烷基等；R1表示一个公式的基团：（其中R11和R12各自独立地表示一个氢原子等；m表示2至6的整数等），等；R2表示一个较低的烷基等；r表示0至3的整数；k表示0至4的整数）。
• HETEROARYL QUINAZOLINE DERIVATIVES
  申请人：MSD K.K.

  公开号：US20140011801A1

  公开（公告）日：2014-01-09

  Disclosed are compounds of the following formula and their pharmaceutically-acceptable salts, which have an effect of glucokinase activation and are useful in the field of medicines for treatment for diabetes, obesity, etc. (wherein ring A represents a pyrazolyl group optionally having a lower alkyl group, etc.; ring B represents a heteroaryl group; R represents a lower alkyl group, etc.; R 1 represents a group of a formula: (wherein R 11 and R 12 each independently represent a hydrogen atom, etc.; m indicates an integer of from 2 to 6), etc.; R 2 represents a lower alkyl group, etc.; r indicates an integer of from 0 to 3; k indicates an integer of from 0 to 4).

  本发明揭示了以下公式的化合物及其药学上可接受的盐，其具有激活葡萄糖激酶的作用，并在治疗糖尿病、肥胖等领域的药物中有用。(其中环A表示一个吡唑基团，可选地具有较低的烷基等；环B表示一个杂环基团；R表示一个较低的烷基等；R1表示一个公式的基团：(其中R11和R12各自独立地表示氢原子等；m表示2到6的整数等)，等；R2表示一个较低的烷基等；r表示0到3的整数；k表示0到4的整数)。
• Heteroaryl quinazoline derivatives
  申请人：MSD K.K.

  公开号：US08846700B2

  公开（公告）日：2014-09-30

  Disclosed are compounds of the following formula and their pharmaceutically-acceptable salts, which have an effect of glucokinase activation and are useful in the field of medicines for treatment for diabetes, obesity, etc. (wherein ring A represents a pyrazolyl group optionally having a lower alkyl group, etc.; ring B represents a heteroaryl group; R represents a lower alkyl group, etc.; R1 represents a group of a formula: (wherein R11 and R12 each independently represent a hydrogen atom, etc.; m indicates an integer of from 2 to 6), etc.; R2 represents a lower alkyl group, etc.; r indicates an integer of from 0 to 3; k indicates an integer of from 0 to 4).

  本发明涉及以下式的化合物及其药学上可接受的盐，具有葡萄糖激酶激活作用，在糖尿病、肥胖等治疗药物领域中有用。(其中环A表示一个吡唑基团，可选地具有较低的烷基等；环B表示一个杂环基团；R表示一个较低的烷基等；R1表示一个公式的基团：(其中R11和R12各自独立地表示氢原子等；m表示2至6的整数)，等；R2表示一个较低的烷基等；r表示0至3的整数；k表示0至4的整数)。
• Quantum-chemical investigation of certain physicochemical properties of C-nitro-1,2,3-triazole and N-alkyl-4(5)-nitro-1,2,3-triazoles
  作者：O. A. Ivashkevich、Vadim E. Matulis、P. N. Gaponik、G. T. Sukhanov、J. V. Filippova、A. G. Sukhanova

  DOI：10.1007/s10593-009-0210-1

  日期：2008.12

  Quantum-chemical calculations have been carried out on molecular electrostatic potentials, proton affinity in the gas phase, gas phase basicity, and pK (BH+) values in aqueous solution for C-nitro- and N-alkyl-4(5)-nitro-1,2,3-triazoles, and the relative stability of the isomeric N-alkyl-4(5)-nitrotriazoles (alkyl = Me, Et, i-Pr, t-Bu) in the gas phase and in aqueous solution. For all the studied substances in the gas phase the 2H-tautomer and the N(2)-isomers were considerably more stable than the corresponding N(1) compounds, and the 3H-tautomer and N(3)-isomer were the least stable. In aqueous solution 1- and 3-isomers had close values of energies, but in the case of C-nitro-1,2,3-triazole the 1H form became even more stable than the 2H-form. It was established which ring nitrogen atoms of 1,2,3-triazoles are protonated in the gas phase and in solution. The obtained data correlate well with the results of experimental investigations on the alkylation of 1,2,3-triazoles in acidic and basic media and of the experimental investigation on the alkylation of C-nitro-1,2,3-triazoles with diethyl sulfate carried out in the present work.