1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl | 137569-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl
• 英文别名: 1-Methyl-2,5-dihydropyrrole-3-carboxylic acid
• CAS: 137569-65-4
• 化学式: C₆H₉NO₂
• mdl: MFCD19230874
• 分子量: 127.143
• InChiKey: JTCLUVOKSLROST-UHFFFAOYSA-N

物化性质

• 沸点：
  247.1±35.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  9
• 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：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl 、 2-(4-chloro-2-fluorophenyl)-3-(pyridin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine hydrogen chloride 在 1-丙基磷酸酐 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [2-(4-chloro-2-fluorophenyl)-3-(pyridin-4-yl)-6,7-dihydropyrazolo[1,5-a]pyrazin-5(4H)-yl](1-methyl-2,5-dihydro-1H-pyrrol-3-yl)methanone
  参考文献：
  名称：

  [EN] IRREVERSIBLE MUTEGFR INHIBITORS
  [FR] INHIBITEURS IRRÉVERSIBLES DE MUTEGFR

  摘要：

  Compounds of formula (I) processes for their production and their use as pharmaceuticals.

  公开号：

  WO2023213882A1
• 作为产物：
  描述：

  1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl-, ethyl ester 在 盐酸 作用下， 反应 2.0h， 以0.12 g的产率得到1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl
  参考文献：
  名称：

  .beta.-Proline analogs as agonists at the strychnine-sensitive glycine receptor

  摘要：

  3-Carboxy-3,4-dehydropyrrolidine was found to bind with affinity equal to that of glycine in a [H-3]strychnine binding assay. Simple substitution of the 1-, 2-, 4-, or 5-position resulted in marked loss of affinity. A decline in affinity was also found upon enlargement, contraction, or saturation of the 5-membered ring. However, beta-proline and azetidine-3-carboxylic acid retained significant binding affinity. Despite its good affinity in [H-3]strychnine binding, 3-carboxy-3,4-dehydropyrrolidine showed only weak agonist activity in intracellular recordings of cultured murine spinal cord neurons. This apparent lack of correlation between binding and functional results is discussed in light of the current models of the strychnine-sensitive glycine receptor.

  DOI：

  10.1021/jm00080a006

文献信息

• .beta.-Proline analogs as agonists at the strychnine-sensitive glycine receptor
  作者：Graham Johnson、James T. Drummond、Peter A. Boxer、Robert F. Bruns

  DOI：10.1021/jm00080a006

  日期：1992.1

  3-Carboxy-3,4-dehydropyrrolidine was found to bind with affinity equal to that of glycine in a [H-3]strychnine binding assay. Simple substitution of the 1-, 2-, 4-, or 5-position resulted in marked loss of affinity. A decline in affinity was also found upon enlargement, contraction, or saturation of the 5-membered ring. However, beta-proline and azetidine-3-carboxylic acid retained significant binding affinity. Despite its good affinity in [H-3]strychnine binding, 3-carboxy-3,4-dehydropyrrolidine showed only weak agonist activity in intracellular recordings of cultured murine spinal cord neurons. This apparent lack of correlation between binding and functional results is discussed in light of the current models of the strychnine-sensitive glycine receptor.
• [EN] IRREVERSIBLE MUTEGFR INHIBITORS<br/>[FR] INHIBITEURS IRRÉVERSIBLES DE MUTEGFR
  申请人：[en]BAYER AKTIENGESELLSCHAFT

  公开号：WO2023213882A1

  公开（公告）日：2023-11-09

  Compounds of formula (I) processes for their production and their use as pharmaceuticals.