2-(3-chloro-phenyl)-2H-tetrazole-5-carboxylic acid ethyl ester | 55044-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-chloro-phenyl)-2H-tetrazole-5-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(3-chlorophenyl)-2H-tetrazole-5-carboxylate；2H-Tetrazole-5-carboxylic acid, 2-(3-chlorophenyl)-, ethyl ester；ethyl 2-(3-chlorophenyl)tetrazole-5-carboxylate
• CAS: 55044-76-3
• 化学式: C₁₀H₉ClN₄O₂
• 分子量: 252.66
• InChiKey: BFKQKRPAXTWNQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  406.8±47.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-phenyl)-2H-tetrazole-5-carboxylic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以88%的产率得到2-(3-chloro-phenyl)-2H-tetrazole-5-carboxylic acid
  参考文献：
  名称：

  NOVEL COMPOUNDS

  摘要：

  这项发明涉及公式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。R1，R2，R3，R4，Q在描述中给出了含义。

  公开号：

  US20130158042A1
• 作为产物：
  描述：

  [(3-氯苯基)肼基]氯乙酸乙酯 在 氨 、 溶剂黄146 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 2-(3-chloro-phenyl)-2H-tetrazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  NOVEL COMPOUNDS

  摘要：

  这项发明涉及公式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。R1，R2，R3，R4，Q在描述中给出了含义。

  公开号：

  US20130158042A1

文献信息

• NOVEL COMPOUNDS
  申请人：HEIMANN Annekatrin

  公开号：US20130158042A1

  公开（公告）日：2013-06-20

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R 1 , R 2 , R 3 , R 4 , Q have meanings given in the description.

  这项发明涉及公式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。R1，R2，R3，R4，Q在描述中给出了含义。
• Piperazine derivatives and their use as positive allosteric modulators of mGluR5 receptors
  申请人：Heimann Annekatrin

  公开号：US08883789B2

  公开（公告）日：2014-11-11

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R1, R2, R3, R4, Q have meanings given in the description.

  本发明涉及公式I的化合物，它们用作mGlu5受体活性的正向变构调节剂，含有它们的制药组合物，以及将它们用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知衰退，如痴呆或认知损害的药物的方法。 R1，R2，R3，R4，Q在描述中给出其含义。
• Regioselective synthesis of carboxylic and fluoromethyl tetrazoles enabled by silver-catalyzed cycloaddition of diazoacetates and aryl diazonium salts
  作者：Ming-Yang Xiao、Zhen Chen、Fa-Guang Zhang、Jun-An Ma

  DOI：10.1016/j.tet.2020.131063

  日期：2020.4

  Here we present a dipolar [3 + 2] cycloaddition transformation of diazoacetates with arenediazonium salts under silver catalysis, thus offering a straightforward approach for the regioselective construction of carboxylic tetrazoles. Several merits are accompanied with this reaction including readily available starting reagents, broad coupling scope, high yields, and friendly reaction conditions. The synthetic value is further showcased by one-pot conversion of commercially available primary arylamines to tetrazoles and successful transformations of the cycloadducts into valuable 5-fluoromethyltetrazoles and an analogue of P2X3 receptor antagonist. (C) 2020 Elsevier Ltd. All rights reserved.
• Development of a Grignard-Type Reaction for Manufacturing in a Continuous-Flow Reactor
  作者：Fabrice G. J. Odille、Anna Stenemyr、Fritiof Pontén

  DOI：10.1021/op500290x

  日期：2014.11.21

  This paper describes the scale-up of a highly exothermic and fast reaction from a microreactor with an internal volume of less than 1 mL to a mesoreactor with an internal volume of 13.5 mL. The development of a continuous process for manufacturing a ketone from an ester using a Grignard reagent is described. The different steps undertaken and the considerations made to be able to operate in continuous mode and achieve a product output of ca. 0.5 kg are presented.
• EP2791130B1
  申请人：——

  公开号：EP2791130B1

  公开（公告）日：2016-03-16