methyl 2-(piperazin-1-yl)benzothiazole-6-carboxylate | 1312762-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: methyl 2-(piperazin-1-yl)benzothiazole-6-carboxylate
• 英文别名: Methyl 2-(piperazin-1-yl)benzo[d]thiazole-6-carboxylate；methyl 2-piperazin-1-yl-1,3-benzothiazole-6-carboxylate
• CAS: 1312762-94-9
• 化学式: C₁₃H₁₅N₃O₂S
• 分子量: 277.347
• InChiKey: JDUUOACWZRJGLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-(piperazin-1-yl)benzothiazole-6-carboxylate 在 甲醇 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-(4-(2-(tert-butoxycarbonylamino)-3-(thiophen-2-yl)propanoyl)piperazin-1-yl)benzo[d]thiazole-6-carboxylic acid
  参考文献：
  名称：

  SUBSTITUTED BENZOTHIAZOLE AND BENZOXAZOLE DERIVATIVES USEFUL AS INHIBITORS OF DPP-1

  摘要：

  本发明涉及替代苯并噻唑和苯并噁唑衍生物，包含它们的药物组合物以及它们在通过DPP-1调节的疾病和症状治疗中的应用。

  公开号：

  US20110152287A1
• 作为产物：
  描述：

  2-氯-6-溴苯并噻唑 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0~100.0 ℃ 、103.42 kPa 条件下， 反应 52.0h， 生成 methyl 2-(piperazin-1-yl)benzothiazole-6-carboxylate
  参考文献：
  名称：

  Small molecules enhance functional O-mannosylation of Alpha-dystroglycan

  摘要：

  Alpha-dystroglycan (alpha-DG), a highly glycosylated receptor for extracellular matrix proteins, plays a critical role in many biological processes. Hypoglycosylation of alpha-DG results in various types of muscular dystrophies and is also highly associated with progression of majority of cancers. Currently, there are no effective treatments for those devastating diseases. Enhancing functional O-mannosyl glycans (FOG) of alpha-DG on the cell surfaces is a potential approach to address this unmet challenge. Based on the hypothesis that the cells can up-regulate FOG of alpha-DG in response to certain chemical stimuli, we developed a cell-based high-throughput screening (HTS) platform for searching chemical enhancers of FOG of alpha-DG from a large chemical library with 364,168 compounds. Sequential validation of the hits from a primary screening campaign and chemical works led to identification of a cluster of compounds that positively modulate FOG of alpha-DG on various cell surfaces including patient-derived myoblasts. These compounds enhance FOG of alpha-DG by almost ten folds, which provide us powerful tools for O-mannosylation studies and potential starting points for the development of drug to treat dystroglycanopathy. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.11.011

文献信息

• Small-compound enhancers for functional O-mannosylation of alpha-dystroglycan, and uses thereof
  申请人：Wu Xiaohua

  公开号：US10221168B1

  公开（公告）日：2019-03-05

  The present invention provides compounds that can enhance functional O-mannosylation of proteins including alpha-dystroglycan. Also provided are methods of preparation of the compounds defined by the formula I. Also provided are the methods of using the compounds or the pharmaceutical acceptable salts or prodrugs thereof in treating and preventing subjects suffering from the diseases including muscular dystrophies and cancers.

  本发明提供了一种可以增强蛋白质的O-甘露糖基化功能，包括α-骨骼肌糖蛋白的化合物。还提供了一种按照式I定义的化合物的制备方法。同时提供了使用这些化合物或其药用可接受的盐或前药来治疗和预防患有包括肌肉萎缩症和癌症在内的疾病的方法。
• [EN] COMPOUNDS FOR MODULATING FXR<br/>[FR] COMPOSÉS POUR LA MODULATION DE FXR
  申请人：NANJING RUIJIE PHARMA CO LTD

  公开号：WO2020249064A1

  公开（公告）日：2020-12-17

  Provided herein are compounds of Formula (I), a stereoisomer, enantiomer or a pharmaceutically acceptable salt thereof; wherein variables are as defined herein; and their pharmaceutical compositions, which are useful as modulators of the activity of Farnesoid X receptors (FXR).

  本文提供的是式（I）的化合物，其立体异构体，对映异构体或其药用盐；其中变量如本文所定义；以及它们的药物组成物，可用作法尼索德X受体（FXR）活性调节剂。
• Substituted benzothiazole and benzoxazole derivatives useful as inhibitors of DPP-1
  申请人：Jordan Alfonzo D.

  公开号：US08481547B2

  公开（公告）日：2013-07-09

  The present invention is directed to substituted benzothiazole and benzoxazole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by DPP-1.

  本发明涉及取代苯并噻唑和苯并噁唑衍生物、含有它们的药物组合物以及它们在治疗由DPP-1调节的疾病和病状中的应用。
• Discovery of HPG1860, a Structurally Novel Nonbile Acid FXR Agonist Currently in Clinical Development for the Treatment of Nonalcoholic Steatohepatitis
  作者：Cheng Mo、Xiaoqing Xu、Pan Zhang、Yihong Peng、Xinpeng Zhao、Shijia Chen、Fang Guo、Yating Xiong、Xin-Jie Chu、Xiaodong Xu

  DOI：10.1021/acs.jmedchem.3c00456

  日期：2023.7.27
• US8481547B2
  申请人：——

  公开号：US8481547B2

  公开（公告）日：2013-07-09