2-amino-3-methoxy-benzoic acid chloride | 372077-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-3-methoxy-benzoic acid chloride
• 英文别名: 2-amino-3-methoxy-benzoyl chloride；2-Amino-3-methoxybenzoyl chloride；2-amino-3-methoxybenzoyl chloride
• CAS: 372077-48-0
• 化学式: C₈H₈ClNO₂
• 分子量: 185.61
• InChiKey: IUPPUTURPKNIJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-3-methoxy-benzoic acid chloride 在 ammonium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 草酰氯 、 三溴化硼 、 碳酸氢钠 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-quinazolinones as Rho kinase inhibitors

  摘要：

  Rho kinase ( ROCK) is an attractive therapeutic target for various diseases including glaucoma, hypertension, and spinal cord injury. Herein, we report the development of a series of ROCK-II inhibitors based on 4-quinazolinone and quinazoline scaffolds. SAR studies at three positions of the quinazoline core led to the identification of analogs with high potency against ROCK-II and good selectivity over protein kinase A (PKA). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.039
• 作为产物：
  描述：

  2-氨基-3-甲氧基苯甲酸 在 氯化亚砜 作用下， 生成 2-amino-3-methoxy-benzoic acid chloride
  参考文献：
  名称：

  Development of Quinazoline/Pyrimidine-2,4(1H,3H)-diones as Agonists of Cannabinoid Receptor Type 2

  摘要：

  Starting from a prototypical structure 1, we describe our efforts to design and obtain novel quinazoline/ pyrimidine-2,4(1H,3H)-diones with high CB2 agonist potency and selectivity as well as improved physicochemical characteristics, mainly hydrophilicity. The most potent and selective CB2 agonists, 8 and 36, in this series were also endowed with lower logP values than that of GW842166X and lead compound 1. These derivatives appear to be promising lead compounds for the development of future CB2 agonists.

  DOI：

  10.1021/acsmedchemlett.7b00007

文献信息

• 2-acyl indole derivatives and their use as antitumor agents
  申请人：——

  公开号：US20020091124A1

  公开（公告）日：2002-07-11

  The invention relates to novel indole and heteroindole derivatives of the formula I 1 to their tautomers, their stereoisomers, their mixtures and their salts, to their preparation and to the use of indole derivatives of the formula I as antitumor agents.

  这项发明涉及到式I的新型吲哚和杂吲哚衍生物，以及它们的互变异构体、立体异构体、混合物和盐，以及它们的制备和将式I的吲哚衍生物用作抗肿瘤药剂。
• Facile synthesis of 1,2,3,4- tetrahydrobenzo[b][1,6]naphthyridines
  作者：Ewa Wolinska、Ekaterina Paliakov、Lucjan Strekowski

  DOI：10.1515/hc.2009.15.1.63

  日期：2009.1

  Synthesis of analogs of known immunosuppressive quinolines is reported.
• Development of Quinazoline/Pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-diones as Agonists of Cannabinoid Receptor Type 2
  作者：Hai-Yan Qian、Zhi-Long Wang、You-Lu Pan、Li-Li Chen、Xin Xie、Jian-Zhong Chen

  DOI：10.1021/acsmedchemlett.7b00007

  日期：2017.6.8

  Starting from a prototypical structure 1, we describe our efforts to design and obtain novel quinazoline/ pyrimidine-2,4(1H,3H)-diones with high CB2 agonist potency and selectivity as well as improved physicochemical characteristics, mainly hydrophilicity. The most potent and selective CB2 agonists, 8 and 36, in this series were also endowed with lower logP values than that of GW842166X and lead compound 1. These derivatives appear to be promising lead compounds for the development of future CB2 agonists.
• Synthesis and biological evaluation of 4-quinazolinones as Rho kinase inhibitors
  作者：Xingang Fang、Yen Ting Chen、E. Hampton Sessions、Sarwat Chowdhury、Tomas Vojkovsky、Yan Yin、Jennifer R. Pocas、Wayne Grant、Thomas Schröter、Li Lin、Claudia Ruiz、Michael D. Cameron、Philip LoGrasso、Thomas D. Bannister、Yangbo Feng

  DOI：10.1016/j.bmcl.2011.01.039

  日期：2011.3

  Rho kinase ( ROCK) is an attractive therapeutic target for various diseases including glaucoma, hypertension, and spinal cord injury. Herein, we report the development of a series of ROCK-II inhibitors based on 4-quinazolinone and quinazoline scaffolds. SAR studies at three positions of the quinazoline core led to the identification of analogs with high potency against ROCK-II and good selectivity over protein kinase A (PKA). (C) 2011 Elsevier Ltd. All rights reserved.