5,6-二羟基-1-甲基-1H-吲哚-2-羧酸 | 126434-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5,6-二羟基-1-甲基-1H-吲哚-2-羧酸
• 中文别名: 1H-吲哚-2-羧酸,5,6-二羟基-1-甲基-(9CI)
• 英文名称: N-methyl-5,6-dihydroxyindole-2-carboxylic acid
• 英文别名: N-methyl-DHICA；5,6-Dihydroxy-1-methyl-1H-indole-2-carboxylic acid；5,6-dihydroxy-1-methylindole-2-carboxylic acid
• CAS: 126434-73-9
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: LKKBPYKGIFSFTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  527.9±45.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  82.7
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  5,6-二甲氧基吲哚-2-甲酸乙酯 在 三溴化硼 、 sodium hydride 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 5,6-二羟基-1-甲基-1H-吲哚-2-羧酸
  参考文献：
  名称：

  Synthesis and Agonistic Activity at the GPR35 of 5,6-Dihydroxyindole-2-carboxylic Acid Analogues

  摘要：

  5,6-Dihydroxyindole-2-carboxylic acid (DHICA), an intermediate of melanin synthesis and an eumelanin building block, was recently discovered to be a GPR35 agonist with moderate potency. Here, we report the synthesis and pharmacological characterization of a series of DHICA analogues against GPR35 using both label-free, dynamic mass redistribution and Tango beta-arrestin translocation assays. This led to identification of novel GPR35 agonists with improved potency and/or having biased agonism.

  DOI：

  10.1021/ml300076u

文献信息

• HAIR TREATMENT METHOD
  申请人：Kao Corporation

  公开号：EP3714866A1

  公开（公告）日：2020-09-30

  The present invention relates to a hair treatment method including the following step (i) and step (ii) in this order: Step (i): a step of applying a composition containing the following component (A) on a hair: (A) a compound represented by the following general formula (1) or a salt thereof: wherein a broken line represents the presence or absence of a π bond; R1 represents a hydroxy group or an acetoxy group; R2 represents a hydrogen atom or -COOR (R is a hydrogen atom, a methyl group, or an ethyl group); and R3 represents a hydrogen atom, an acetyl group, a methyl group, or an ethyl group; and Step (ii): a step of giving a shape to the hair while applying a temperature of 140°C or higher and 220°C or lower to the hair.

  本发明涉及一种头发处理方法，包括按以下顺序排列的步骤(i)和步骤(ii)： 步骤(i)：在头发上涂抹含有以下成分(A)的组合物的步骤： (A) 下述通式（1）所代表的化合物或其盐： 其中，断线表示存在或不存在π键；R1 表示羟基或乙酰氧基；R2 表示氢原子或-COOR（R 为氢原子、甲基或乙基）；R3 表示氢原子、乙酰基、甲基或乙基；以及 步骤(ii)：在对头发施加 140°C 或以上、220°C 或以下的温度时，给头发定型的步骤。
• COSMETIC HAIR PREPARATION
  申请人：Kao Corporation

  公开号：EP3714868A1

  公开（公告）日：2020-09-30

  The present invention relates to a hair cosmetic containing the following components (A) and (B): (A) a compound represented by the following general formula (1) or a salt thereof: wherein a broken line represents the presence or absence of a π bond; R1 represents a hydroxy group or an acetoxy group; R2 represents a hydrogen atom or -COOR (where R is a hydrogen atom, a methyl group, or an ethyl group); and R3 represents a hydrogen atom, an acetyl group, a methyl group, or an ethyl group, and (B) at least one polymer selected from the group consisting of polyvinyl alcohol and polyvinylpyrrolidone each having an average degree of polymerization of 700 or more and 10,000 or less.

  本发明涉及一种含有以下成分（A）和（B）的护发化妆品： (A) 下述通式（1）所代表的化合物或其盐： 其中断线表示存在或不存在 π 键；R1 表示羟基或乙酰氧基；R2 表示氢原子或-COOR（其中 R 是氢原子、甲基或乙基）；R3 表示氢原子、乙酰基、甲基或乙基，以及 (B) 至少一种选自聚乙烯醇和聚乙烯吡咯烷酮的聚合物，这两种聚合物的平均聚合度为 700 或以上，10,000 或以下。
• HAIR COSMETIC
  申请人：Kao Corporation

  公开号：EP3714867A1

  公开（公告）日：2020-09-30

  The present invention relates to a hair cosmetic containing the following components (A) to (C): (A) a compound represented by the following general formula (1) or a salt thereof: wherein a broken line represents the presence or absence of a π bond; R1 represents a hydroxy group or an acetoxy group; R2 represents a hydrogen atom or -COOR (R is a hydrogen atom, a methyl group, or an ethyl group); and R3 represents a hydrogen atom, an acetyl group, a methyl group, or an ethyl group; (B) a cationic surfactant; and (C) a polyoxyethylene addition type nonionic surfactant, wherein a mass ratio of the component (B) to the component (A) [(B)/(A)] is 1.0 or more; a mass ratio of the component (C) to the component (A) [(C)/(A)] is 1.0 or more; a mass ratio of t a component having an oxyethylene addition molar number of 5 or more in the components constituting the component (C) to the component (A)is satisfied with a predetermined requirement; and a pH at 25°C of the hair cosmetic is 8.0 or more and 12.0 or less.

  本发明涉及一种含有以下成分（A）至（C）的护发化妆品： (A) 下述通式（1）所代表的化合物或其盐： 其中断线表示存在或不存在π键；R1 表示羟基或乙酰氧基；R2 表示氢原子或-COOR（R 为氢原子、甲基或乙基）；R3 表示氢原子、乙酰基、甲基或乙基； (B) 阳离子表面活性剂；和 (C) 聚氧乙烯加成型非离子表面活性剂，其中 组分 (B) 与组分 (A) 的质量比[(B)/(A)]为 1.0 或以上；组分 (C) 与组分 (A) 的质量比[(C)/(A)]为 1.0 或以上；构成组分 (C) 的组分中氧乙烯加成摩尔数为 5 或以上的组分与组分 (A) 的质量比满足预定要求；以及 25°C 时头发化妆品的 pH 值为 8.0 或以上和 12.0 或以下。
• COMPOSITION
  申请人：Kao Corporation

  公开号：EP3900790A1

  公开（公告）日：2021-10-27

  The present invention relates to a composition containing (A) a compound represented by the following general formula (1) or a salt thereof: [two R1's each independently represent a hydroxy group or an acetoxy group; R2 represents a hydrogen atom or -COOR (R is a hydrogen atom, a methyl group, or an ethyl group); and R3 is a hydrogen atom, an acetyl group, or a methyl or ethyl group]; and (B) a cationic surfactant, wherein the content of the component (B) is 0.25 equivalents or more and less than 2 equivalents relative to the component (A).

  本发明涉及一种组合物，其中含有 (A) 下述通式 (1) 所代表的化合物或其盐： [两个R1各自独立地代表羟基或乙酰氧基；R2代表氢原子或-COOR（R为氢原子、甲基或乙基）；R3为氢原子、乙酰基或甲基或乙基]；和(B)阳离子表面活性剂，其中相对于组分(A)，组分(B)的含量为0.25当量或更多但少于2当量。
• Hair cosmetic
  申请人：KAO CORPORATION

  公开号：US11123278B2

  公开（公告）日：2021-09-21

  The present invention relates to a hair cosmetic containing the following components (A) to (C): (A) a compound represented by the following general formula (1) or a salt thereof: wherein a broken line represents the presence or absence of a π bond; R1 represents a hydroxy group or an acetoxy group; R2 represents a hydrogen atom or —COOR (R is a hydrogen atom, a methyl group, or an ethyl group); and R3 represents a hydrogen atom, an acetyl group, a methyl group, or an ethyl group; (B) a cationic surfactant; and (C) a polyoxyethylene addition type nonionic surfactant, wherein a mass ratio of the component (B) to the component (A) [(B)/(A)] is 1.0 or more; a mass ratio of the component (C) to the component (A) [(C)(A)] is 1.0 or more; a mass ratio of t a component having an oxyethylene addition molar number of 5 or more in the components constituting the component (C) to the component (A) is satisfied with a predetermined requirement; and a pH at 25° C. of the hair cosmetic is 8.0 or more and 12.0 or less.

  本发明涉及一种含有以下成分（A）至（C）的护发化妆品： (A) 下述通式（1）所代表的化合物或其盐： 其中，断线表示存在或不存在π键；R1 表示羟基或乙酰氧基；R2 表示氢原子或-COOR（R 为氢原子、甲基或乙基）；R3 表示氢原子、乙酰基、甲基或乙基； (B) 阳离子表面活性剂；和 (C) 聚氧乙烯加成型非离子表面活性剂，其中 组分 (B) 与组分 (A) 的质量比[(B)/(A)]为 1.0 或以上；组分 (C) 与组分 (A) 的质量比[(C)(A)]为 1.0 或以上；在构成组分 (C) 的组分中，氧乙烯加成摩尔数为 5 或以上的组分与组分 (A) 的质量比满足预定要求；在 25°C 时，护发化妆品的 pH 值为 8.0 或以上和 12.0 或以下。