1H-pyrrole-3-carboxylic acid, 2,5-dihydro-4-phenyl-, ethyl ester, monohydrochloride | 137569-76-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1H-pyrrole-3-carboxylic acid, 2,5-dihydro-4-phenyl-, ethyl ester, monohydrochloride
• CAS: 137569-76-7
• 化学式: C₁₃H₁₅NO₂*ClH
• 分子量: 253.729
• InChiKey: MBFGLWAMQBZRKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1H-pyrrole-3-carboxylic acid, 2,5-dihydro-4-phenyl-, ethyl ester, monohydrochloride 在 水 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 8.75h， 生成 tert-butyl 3-(isoquinolin-5-ylcarbamoyl)-4-phenyl-2,5-dihydro-1H-pyrrole-1-carboxylate
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6
  [FR] COMPOSÉS HÉTÉROCYCLIQUES POUR LA MODULATION DE NR2F6

  摘要：

  本公开涉及能够调节NR2F6活性的化合物。本公开的化合物可用于预防及/或治疗与调节NR2F6活性相关疾病和障碍的方法。

  公开号：

  WO2021170658A1
• 作为产物：
  描述：

  1H-pyrrole-3-carboxylic acid, 2,5-dihydro-1-methyl-4-phenyl-, ethyl ester 在 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 1H-pyrrole-3-carboxylic acid, 2,5-dihydro-4-phenyl-, ethyl ester, monohydrochloride
  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

• Process for the preparation of enantiomerically enriched cyclic beta-aryl or heteroaryl carbocyclic acids
  申请人：Bachmann Stephan

  公开号：US20070232653A1

  公开（公告）日：2007-10-04

  The present invention relates to a process for the preparation of cis substituted cyclic β-aryl or heteroaryl carboxylic acid derivatives in high diastereo- and enantioselectivity by enantioselective hydrogenation in accordance with the following scheme wherein X, Ar, n, and m are defined herein and corresponding salts thereof.

  本发明涉及一种通过对下列方案进行对映选择性氢化反应，制备高对映异构体和对映选择性的顺式取代的环状β-芳基或杂芳基羧酸衍生物的方法，其中X、Ar、n和m在此定义，并且包括相应的盐。
• [EN] HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES POUR LA MODULATION DE NR2F6
  申请人：TES PHARMA S R L

  公开号：WO2021170658A1

  公开（公告）日：2021-09-02

  The present disclosure relates to compounds capable of modulating the activity of NR2F6. The compounds of the disclosure may be used in methods for the prevention and/or the treatment of diseases and disorders associated with modulating NR2F6 activity.

  本公开涉及能够调节NR2F6活性的化合物。本公开的化合物可用于预防及/或治疗与调节NR2F6活性相关疾病和障碍的方法。
• .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.