1,2-二甲基-5-苯基-1H-吡咯-3-羧酸 | 65473-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1,2-二甲基-5-苯基-1H-吡咯-3-羧酸
• 英文名称: 1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylic acid
• 英文别名: 1,2-dimethyl-5-phenyl-pyrrole-3-carboxylic acid；1,2-dimethyl-5-phenylpyrrole-3-carboxylic acid
• CAS: 65473-92-9
• 化学式: C₁₃H₁₃NO₂
• mdl: MFCD04154120
• 分子量: 215.252
• InChiKey: TWKHIBUROIJSPC-UHFFFAOYSA-N

物化性质

• 熔点：
  195-197 °C
• 沸点：
  392.8±30.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,2-二甲基-5-苯基-1H-吡咯-3-羧酸 在 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以85%的产率得到4-bromo-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylic acid
  参考文献：
  名称：

  Petruso, S.; Caronna, S.; Sferlazzo, M., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1277 - 1280

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙氧基羰基-1-苯基戊烷-1,4-二酮 在 sodium hydroxide 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 25.0h， 生成 1,2-二甲基-5-苯基-1H-吡咯-3-羧酸
  参考文献：
  名称：

  Petruso, S.; Caronna, S.; Sferlazzo, M., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1277 - 1280

  摘要：

  DOI：

文献信息

• [EN] COPPER COMPLEXES FOR TREATMENT OF NEURODEGENERATIVE DISORDERS<br/>[FR] COMPLEXES DE CUIVRE DESTINÉS AU TRAITEMENT D'ÉTATS NEURODÉGÉNÉRATIFS
  申请人：ALS THERAPY DEVELOPMENT INST

  公开号：WO2022047014A1

  公开（公告）日：2022-03-03

  The present disclosure relates to copper complexes, pharmaceutical compositions comprising these complexes, chemical processes for preparing these complexes, and their use in the treatment of neurodegenerative disease, e.g., amyotrophic lateral sclerosis (ALS).

  本公开涉及铜配合物、包含这些配合物的药物组合物、制备这些配合物的化学过程，以及它们在治疗神经退行性疾病（例如肌萎缩侧索硬化症）中的应用。
• ARYLPIPERAZINE-CONTAINING PYRROLE 3-CARBOXAMIDE DERIVATIVES FOR TREATING DEPRESSIVE DISORDERS
  申请人：Lee Jinhwa

  公开号：US20110178091A1

  公开（公告）日：2011-07-21

  The present invention relates to novel arylpiperazine-containing pyrrole 3-carboxamide derivatives of formula (I) or a pharmaceutically acceptable salt thereof which is useful for preventing or treating depressive disorders. The present invention also provides a method for preparing the arylpiperazine-containing pyrrole 3-carboxamide derivatives or the pharmaceutically acceptable salt thereof, a pharmaceutical composition containing same, and a method for preventing or treating depressive disorders.

  本发明涉及一种新的芳基哌嗪含有吡咯3-羧酰胺衍生物的化合物（I），或其药学上可接受的盐，用于预防或治疗抑郁症。本发明还提供了制备芳基哌嗪含有吡咯3-羧酰胺衍生物或其药学上可接受的盐的方法，包括含有它们的药物组合物，以及预防或治疗抑郁症的方法。
• Arylpiperazine-containing pyrrole 3-carboxamide derivatives for treating depressive disorders
  申请人：Lee Jinhwa

  公开号：US08895558B2

  公开（公告）日：2014-11-25

  The present invention relates to novel arylpiperazine-containing pyrrole 3-carboxamide derivatives of formula (I) or a pharmaceutically acceptable salt thereof which is useful for preventing or treating depressive disorders. The present invention also provides a method for preparing the arylpiperazine-containing pyrrole 3-carboxamide derivatives or the pharmaceutically acceptable salt thereof, a pharmaceutical composition containing same, and a method for preventing or treating depressive disorders.

  本发明涉及一种新的芳基哌嗪基吡咯-3-羧酰胺衍生物（I式）或其药学上可接受的盐，用于预防或治疗抑郁症。本发明还提供了一种制备芳基哌嗪基吡咯-3-羧酰胺衍生物或其药学上可接受的盐的方法，以及含有它的制药组合物和预防或治疗抑郁症的方法。
• [EN] ARYLPIPERAZINE-CONTAINING PYRROLE 3-CARBOXAMIDE DERIVATIVES FOR TREATING DEPRESSIVE DISORDERS<br/>[FR] DÉRIVÉS DE PYRROLE 3-CARBOXAMIDE CONTENANT DE L'ARYLPIPÉRAZINE POUR LE TRAITEMENT DE TROUBLES DÉPRESSIFS
  申请人：GREEN CROSS CORP

  公开号：WO2010038948A3

  公开（公告）日：2010-06-24
• Further optimization of novel pyrrole 3-carboxamides for targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant
  作者：Suk Youn Kang、Eun-Jung Park、Woo-Kyu Park、Hyun Jung Kim、Gildon Choi、Myung Eun Jung、Hee Jeong Seo、Min Ju Kim、Ae Nim Pae、Jeongmin Kim、Jinhwa Lee

  DOI：10.1016/j.bmc.2010.06.037

  日期：2010.8

  In the continuing search for novel compounds targeting serotonin 5-HT2A, 5-HT2C, and serotonin transporter, new arylpiperazine-containing pyrrole 3-carboxamide derivatives were synthesized and evaluated. Based on the lead reported previously, structural modifications regarding N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 5, were accomplished for improvements in not only binding affinity against serotonin receptors and transporter, but also in hERG channel inhibition. Along the line, both the forced swimming tests and spontaneous locomotor activity tests were performed to distinguish between antidepressant activity and false positive results. As potential antidepressant agents, both 2,4-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide and 5-tert-butyl-2-methyl-1H-pyrrole-3-carboxamide derivatives exhibited favorable in vitro and in vivo activities, warranting further investigation around these scaffolds. (C) 2010 Elsevier Ltd. All rights reserved.