2-氯-4H-噻吩并[3,2-b]吡咯-5-羧酸甲酯 | 403860-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 中文名称: 2-氯-4H-噻吩并[3,2-b]吡咯-5-羧酸甲酯
• 英文名称: methyl 2-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylate
• CAS: 403860-08-2
• 化学式: C₈H₆ClNO₂S
• mdl: MFCD14796029
• 分子量: 215.66
• InChiKey: QETCAFYGBABJCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-4H-噻吩并[3,2-b]吡咯-5-羧酸甲酯 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 2-氯-4H-噻吩并[3,2-b]吡咯-5-羧酸
  参考文献：
  名称：

  Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies

  摘要：

  Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.

  DOI：

  10.1016/j.bmcl.2006.08.047
• 作为产物：
  描述：

  5-氯噻吩-2-甲醛 以 甲苯 为溶剂， 反应 12.0h， 生成 2-氯-4H-噻吩并[3,2-b]吡咯-5-羧酸甲酯
  参考文献：
  名称：

  Discovery of thienopyrrolotriazine derivatives to protect mitochondrial function against Aβ-induced neurotoxicity

  摘要：

  Recovery of mitochondrial dysfunction has gained increasing attention as an alternative therapeutic strategy for Alzheimer's disease (AD). Recent studies suggested that the 18 kDa mitochondrial translocator protein (TSPO) has the potential to serve as a drug target for the treatment of AD. In this study, we generated a structure-based pharmacophore model and virtually screened a commercial library, identifying SVH07 as a virtual hit, which contained a tricyclic core structure, thieno[2',3':4,5]pyrrolo[1,2-d] [1,2,4]triazine group. A series of SVH07 analogues were synthesized and their effects on the mitochondrial membrane potential and ATP production were determined by using neuronal cells under A beta-induced toxicity. Among these analogues, compound 26 significantly recovered mitochondrial membrane depolarization and ATP production. In vitro binding assays indicated that SVH07 and 26 showed high affinities to TSPO with the IC50 values in a nanomolar range. We believe that compound 26 is a promising lead compound for the development of TSPO-targeted mitochondrial functional modulators with therapeutic potential in AD. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.09.033

文献信息

• Synthetic Approach to Fused Azasultams with 1,2,4-Thiadiazepine Framework
  作者：Demyd S. Milokhov、Vasyl Y. Hys、Olesya B. Volovenko、Irina S. Konovalova、Svitlana V. Shishkina、Yulian M. Volovenko

  DOI：10.1055/s-0040-1707405

  日期：2020.10

  the one-pot and two-step reaction sequences. Chemical behavior of the obtained azasultams in reactions with amines, hydrazine, DMFDMA, and NaBH4 was investigated. An enamino ketone derived from an azasultam was exploited in the synthesis of new pyrazole and pyrimidine heterocycles.

  摘要 已经开发了通过碱基促进方案与1,2,4-噻二氮杂骨架融合的杜鹃花的合成方法。1 H -Azole-2-羧酸盐和N-（氯甲基）-N-甲基甲磺酰胺被用作一锅法和两步反应序列中的歧义结构单元。研究了所获得的杜鹃花与胺，肼，DMFDMA和NaBH 4的反应的化学行为。在合成新的吡唑和嘧啶杂环中，利用了来自氮杂苏丹草的烯胺基酮。
• [EN] SUBSTITUTED 3,4-DIHYDROISOQUINOLIN-1(2H)-ONE DERIVATIVES AND RELATED USES<br/>[FR] DÉRIVÉS DE 3,4-DIHYDROISOQUINOLIN-1(2H)-ONE SUBSTITUÉS ET UTILISATIONS ASSOCIÉES
  申请人：[en]NODTHERA LIMITED

  公开号：WO2023240134A1

  公开（公告）日：2023-12-14

  The present disclosure relates to compounds of Formula (I): and to their pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as inflammatory, autoinflammatory and autoimmune diseases and cancers.