3-hydroxy-benzo[b]thiophene-2-carboxylic acid | 191031-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-hydroxy-benzo[b]thiophene-2-carboxylic acid
• 英文别名: 3-Hydroxy-benzo[b]thiophen-2-carbonsaeure；3-Oxy-thionaphthen-carbonsaeure-(2)；3-Hydroxy-1-benzothiophene-2-carboxylic acid
• CAS: 191031-07-9
• 化学式: C₉H₆O₃S
• mdl: MFCD00460995
• 分子量: 194.211
• InChiKey: VBHYTUXWVBNUBL-UHFFFAOYSA-N

物化性质

• 沸点：
  413.4±30.0 °C(Predicted)
• 密度：
  1.566±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxy-benzo[b]thiophene-2-carboxylic acid 在 sodium hydroxide 、 sodium hypochlorite 、 水 作用下， 生成 dihydrothioindigo
  参考文献：
  名称：

  DE198692

  摘要：

  公开号：
• 作为产物：
  描述：

  硫代水杨酸甲酯 在 potassium tert-butylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 二甲基亚砜 、 甲苯 为溶剂， 反应 72.0h， 生成 3-hydroxy-benzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Efficient synthesis and 5-LOX/COX-inhibitory activity of some 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives

  摘要：

  A series of 3-hydroxybenzo[b]thiophene-2-carboxylic acid derivatives has been prepared and subsequently evaluated with regards to the inhibition of 5-LOX/COX. Structure optimization furnished derivatives with promising in vitro activity as dual 5-LOX/COX inhibitors with submicromolar IC50 values for inhibition of 5-LOX and COX-1, respectively. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.012

文献信息

• [EN] CARBOXAMIDE, SULFONAMIDE AND AMINE COMPOUNDS FOR METABOLIC DISORDERS<br/>[FR] COMPOSÉS DE CARBOXAMIDE, DE SULFONAMIDE ET D'AMINE POUR DES TROUBLES MÉTABOLIQUES
  申请人：RIGEL PHARMACEUTICALS INC

  公开号：WO2009065131A1

  公开（公告）日：2009-05-22

  Disclosed are carboxamide, sulfonamide and amine compounds, as well as pharmaceutical compositions and methods of use. One embodiment is a compound having the structure in which R1, R2, R4, E, T, n and x are as described herein. In certain embodiments, a compound disclosed herein activates the AMPK pathway, and can be used to treat metabolism-related disorders and conditions.

  揭示了羧酰胺、磺胺酰胺和胺化合物，以及药物组合物和使用方法。其中一种实施例是具有以下结构的化合物，其中R1、R2、R4、E、T、n和x如本文所述。在某些实施例中，本文所披露的化合物可以激活AMPK途径，并可用于治疗与代谢有关的疾病和症状。
• Fc Receptor Modulating Compounds and Compositions
  申请人：Hogarth Mark Phillip

  公开号：US20080146632A1

  公开（公告）日：2008-06-19

  The present invention provides compounds capable of binding to an Fc receptor and modulating Fc receptor activity comprising a core lipophilic group in the form of an Aryl zing substituted with a group rich in p-electrons. The invention further provides for a method of treating an autoimmune disease involving Fc receptor activity using such compounds. A method for obtaining a compound which modulates Fc receptor activity is also provided, the method comprising: (a) providing or designing compounds having structural characteristics to fit in the groove of the FcγRIIa structure; and (b) screening the compounds for modulating activity on the Fc receptor.

  本发明提供了一种能够结合到Fc受体并调节Fc受体活性的化合物，包括一个具有芳基锌的核心亲脂基团，该芳基锌被富含p电子的基团取代。本发明还提供了一种使用这些化合物治疗自身免疫性疾病的方法，该疾病涉及Fc受体活性。本发明还提供了一种获得调节Fc受体活性的化合物的方法，该方法包括：（a）提供或设计具有结构特征以适合FcγRIIa结构凹槽的化合物；和（b）筛选具有调节Fc受体活性的化合物。
• Fc RECEPTOR MODULATING COMPOUNDS AND COMPOSITIONS
  申请人：Hogarth Mark Phillip

  公开号：US20110144170A1

  公开（公告）日：2011-06-16

  The present invention provides compounds capable of binding to an Fc receptor and modulating Fc receptor activity comprising a core lipophilic group in the form of an Aryl zing substituted with a group rich in p-electrons. The invention further provides for a method of treating an autoimmune disease involving Fc receptor activity using such compounds. A method for obtaining a compound which modulates Fc receptor activity is also provided, the method comprising: (a) providing or designing compounds having structural characteristics to fit in the groove of the FcγRIIa structure; and (b) screening the compounds for modulating activity on the Fc receptor.

  本发明提供了一种能够结合Fc受体并调节Fc受体活性的化合物，包括一个具有芳基锌取代基的亲脂性核心基团，该基团被富含p电子的基团所取代。本发明还提供了一种治疗自身免疫性疾病的方法，该方法涉及使用这些化合物来调节Fc受体活性。还提供了一种获得调节Fc受体活性的化合物的方法，该方法包括：(a)提供或设计具有适合于FcγRIIa结构凹槽的结构特征的化合物；(b)筛选这些化合物以获得对Fc受体的调节活性。
• AMPK-Activating Heterocycloalkyloxy(Hetero)Aryl Carboxamide, Sulfonamide And Amine Compounds And Methods For Using The Same
  申请人：Hong Hui

  公开号：US20120115838A1

  公开（公告）日：2012-05-10

  Disclosed are carboxamide, sulfonamide and amine compounds, as well as pharmaceutical compositions and methods of use. One embodiment is a compound having the structure in which R 1 , R 2 , R 4 , E, T, n and x are as described herein. In certain embodiments, a compound disclosed herein activates the AMPK pathway, and can be used to treat metabolism-related disorders and conditions.

  本发明涉及羧酰胺、磺酰胺和胺类化合物，以及药物组合物和使用方法。其中一种实施方式是具有以下结构的化合物，其中R1、R2、R4、E、T、n和x如本文所述。在某些实施方式中，本文所披露的化合物可以激活AMPK通路，并可用于治疗代谢相关的疾病和症状。
• METHOD FOR PROMOTING PLANT GROWTH
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150289506A1

  公开（公告）日：2015-10-15

  The present invention provides a method for promoting plant growth, which comprises treating a plant with at least one compound selected from a group consisting of a compound represented by the following Formula (1): and an agriculturally acceptable salt thereof, provided that a method for promoting plant growth which comprises treating plants with a compound corresponding to any one of the following (1) to (5) and an agriculturally acceptable salt thereof is excluded: (1) 4-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (2) 5-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (3) 6-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, (4) 7-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid, and (5) Benzo[b]thiophene-2-carboxylic acid.

  本发明提供了一种促进植物生长的方法，包括将植物处理至少一种化合物，所述化合物选自以下公式（1）表示的化合物组中的至少一种：以及其农业上可接受的盐，但是排除了使用与以下任一化合物（1）至（5）及其农业上可接受的盐相对应的化合物来促进植物生长的方法：（1）4-（三氟甲基）苯并[b]噻吩-2-羧酸，（2）5-（三氟甲基）苯并[b]噻吩-2-羧酸，（3）6-（三氟甲基）苯并[b]噻吩-2-羧酸，（4）7-（三氟甲基）苯并[b]噻吩-2-羧酸和（5）苯并[b]噻吩-2-羧酸。