5-(4-氯-苯基)-4-乙基-2,4-二氢-[1,2,4]三唑-3-酮 | 31409-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(4-氯-苯基)-4-乙基-2,4-二氢-[1,2,4]三唑-3-酮
• 英文名称: 5-(4-Chlorophenyl)-4-ethyl-2,4-dihydro-3H-1,2,4-triazol-3-one
• 英文别名: 5-(4-chloro-phenyl)-4-ethyl-2,4-dihydro-[1,2,4]triazol-3-one；5-(4-chlorophenyl)-2,4-dihydro-4-ethyl-3H-1,2,4-triazol-3-one；3-(4-chlorophenyl)-4-ethyl-1,2,4-triazolin-5-one；4H-1,2,4-Triazol-3-ol, 5-(p-chlorophenyl)-4-ethyl-；3-(4-chlorophenyl)-4-ethyl-1H-1,2,4-triazol-5-one
• CAS: 31409-32-2
• 化学式: C₁₀H₁₀ClN₃O
• 分子量: 223.662
• InChiKey: PXINDYJACXPZIN-UHFFFAOYSA-N

物化性质

• 熔点：
  188-189 °C(Solv: isopropanol (67-63-0))
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-氯-苯基)-4-乙基-2,4-二氢-[1,2,4]三唑-3-酮 在 sodium hydroxide 、 双(三环己基锡(IV))硫醚 、 三氯化硼 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 41.0h， 生成 5-(4-氯苯基)-4-乙基-2-甲基-1,2,4-三唑-3-硫酮
  参考文献：
  名称：

  The Bis(tricyclohexylstannyl) Sulfide Thionation of 3H-1,2,4- Triazol-3-ones

  摘要：

  使用双(三环己基锡)硫醚/三氯化硼组合，5-芳基-2,4-二烷基-2,4-二氢-3H-1,2,4-三唑-3-酮可以以55-74%的产率转化为相应的3H-1,2,4-三唑-3-硫酮。

  DOI：

  10.1055/s-1987-28119
• 作为产物：
  描述：

  4-氯苯甲酰肼 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 生成 5-(4-氯-苯基)-4-乙基-2,4-二氢-[1,2,4]三唑-3-酮
  参考文献：
  名称：

  2,4-Dihydro-3H-1,2,4-triazol-3-ones as anticonvulsant agents

  摘要：

  A series of 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones was evaluated for anticonvulsant activity. In general the members of this series were prepared by the alkaline cyclization of 1-aroyl-4-alkylsemicarbazides. The resulting 2-unsubstituted 3H-1,2,4-triazol-3-ones were then alkylated, yielding 2,4-dialkyl-3H-1,2,4-triazol-3-ones. Approximately one-third of the compounds examined exhibited activity against both maximal electroshock- and pentylenetetrazole-induced seizures in mice. Receptor-binding studies suggest that this activity was not a consequence of activity at either benzodiazepine or NMDA-type glutamate receptors. From this series, compound 45 was selected for further evaluation where it was also found to be active against 3-mercaptopropionic acid, bicuculline, and quinolinic acid induced seizures in mice. In addition, 45 also protected gerbils from hippocampal neuronal degeneration produced by either hypoxia or intrastriatal quinolinic acid injection.

  DOI：

  10.1021/jm00172a015

文献信息

• Substituted Arylimidazolone and Triazolone as Inhibitors of Vasopressin Receptors
  申请人：Meier Heinrich

  公开号：US20090312381A1

  公开（公告）日：2009-12-17

  The present application relates to novel, substituted 4-arylimidazol-2-ones and 5-aryl-1,2,4-triazolones, processes for the production thereof, the use thereof alone or in combinations for the treatment and/or prevention of diseases and the use thereof for the production of medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of cardiovascular diseases.

  本申请涉及新颖的取代的4-芳基咪唑-2-酮和5-芳基-1,2,4-三唑酮，其生产方法，单独或组合使用以治疗和/或预防疾病，以及用于生产治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• Process for the preparation of 5-aryl-2,4-dialkyl-3H-1,2,4-triazole-3-thiones
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0280867A1

  公开（公告）日：1988-09-07

  This invention relates to a novel process for the preparation of 5-aryl-2,4-dialkyl-3H-1,2,4-triazole-3-­thiones, useful as antidepressants, through the thionation of the corresponding 5-aryl-2,4-dialkyl-3H-1,2,4-triazol-­3-ones.

  这项发明涉及一种新型制备5-芳基-2,4-二烷基-3H-1,2,4-三唑-3-硫酮的过程，该化合物可用作抗抑郁药，通过将相应的5-芳基-2,4-二烷基-3H-1,2,4-三唑-3-酮进行硫化来实现。
• 5-aryl-3H-1,2,4-triazol-3-ones and their use in the treatment of
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05436252A1

  公开（公告）日：1995-07-25

  This invention relates to neuroprotective 5-aryl-3H-1,2,4-triazol-3-ones and to their use in the treatment of neurodegenerative disorders such as cerebral ischemia, stroke, Alzheimer's disease, Parkinson's disease, and Huntington's disease.

  本发明涉及神经保护性5-芳基-3H-1,2,4-三唑-3-酮及其在治疗神经退行性疾病如脑缺血、中风、阿尔茨海默病、帕金森病和亨廷顿病中的应用。
• 5-phenyl-3H-1,2,4-triazol-3-ones and their use as anticonvulsants
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04946856A1

  公开（公告）日：1990-08-07

  This invention relates to 5-phenyl-3H-1,2,4-triazol-3-ones and to their use as anticonvulsants for treatment of seizure disorders.

  这项发明涉及5-苯基-3H-1,2,4-三唑-3-酮及其作为抗癫痫药物治疗癫痫症的用途。
• Halopropargyl compounds, compositions, uses and processes of preparation
  申请人：Rohm and Haas Company

  公开号：US05292762A1

  公开（公告）日：1994-03-08

  Compounds of the formula ##STR1## wherein A is selected from the group consisting of hydrogen, alkyl, aryl, and heterocyclic; Y and Z are independently selected from the group consisting of O, S, and N--R; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted phenyl, and substituted or unsubstituted heterocyclic; and X is selected from the group consisting of I and Br. are disclosed to useful as antimicrobials.

  公式为##STR1##的化合物，其中A从氢、烷基、芳基和杂环中选择；Y和Z独立地从O、S和N--R中选择；R从氢、取代或未取代的烷基、取代或未取代的烯基、取代或未取代的炔基、取代或未取代的苯基和取代或未取代的杂环中选择；X从I和Br中选择。被披露为有用的抗菌剂。