6,7-dimethoxy-1-methyl-9H-β-carboline | 131984-70-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 6,7-dimethoxy-1-methyl-9H-β-carboline
• 英文别名: 6,7-Dimethoxy-1-methyl-9H-β-carbolin；6,7-dimethoxy-1-methyl-9H-pyrido[3,4-b]indole
• CAS: 131984-70-8
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: OTLBRELTQIPXKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (5,6-dimethoxy-indol-3-yl)-acetonitrile 在 palladium on activated charcoal 、 phosphorus pentoxide 、 铂 、 xylene 作用下， 生成 6,7-dimethoxy-1-methyl-9H-β-carboline
  参考文献：
  名称：

  A Dimethoxy Substituted Harman and Other Compounds Derived from 5,6-Dimethoxyindole

  摘要：

  DOI：

  10.1021/ja01119a030

文献信息

• The synthesis of roeharmine and (−)-1,2,3,4-tetrahydroroeharmine
  作者：M.Sreenivasa Reddy、James M. Cook

  DOI：10.1016/s0040-4039(00)73513-1

  日期：1994.7

  The total synthesis of roeharmine 1 as well as an enantiospecific synthesis of (−)-1,2,3,4-tetrahydroroeharmine 2 has been achieved the Pictet-Spengler reaction as a key step. The optical rotation of synthetic (−)-2 was found to be higher than that reported for the natural product. A possible mechanism for the racemization of 2 upon exposure to acid has been proposed and serves as a warning to alkaloid

  roeharmine的全合成1（ - ） -以及一个映体特异性合成1,2,3,4- tetrahydroroeharmine 2已经实现了的Pictet-Spengler反应的关键步骤。发现合成（-）- 2的旋光度高于天然产物的旋光度。已经提出了在暴露于酸时外消旋2的可能机制，并向生物碱化学家发出警告，该化学家在酸性条件下分离A环烷氧基化的吲哚生物碱。
• Hair dyeing process using a composition comprising at least one indol(in)e compound and a polycyclic aromatic compound containing at least ten carbon atoms
  申请人：L'OREAL

  公开号：US10292921B2

  公开（公告）日：2019-05-21

  The invention relates to a process for dyeing keratin fibers by treating said fibers with i) at least one aromatic compound comprising a hydrocarbon-based polycycle comprising at least 10 carbon atoms, at least one of the rings of which is aromatic, ii) at least one indol(in)e compound; optionally iii) at least one metal salt, iv) at least hydrogen peroxide or at least one hydrogen peroxide-generating system and v) at least one basifying agent; to a dye composition comprising ingredients i) and ii), and optionally iii) to v) as defined previously and to a kit comprising ingredients i) to v) as defined previously. This hair dyeing process makes it possible to obtain better colorings which are more uniform, chromatic and long-lasting and which do not impair the cosmetic properties of the keratin fibers, and prevents changing of the color associated with the presence of indol(in)e derivatives.

  本发明涉及一种对角蛋白纤维进行染色的工艺，该工艺使用 i) 至少一种芳香族化合物，该化合物由至少包含 10 个碳原子的烃基多环组成，其中至少一个环是芳香族环；ii) 至少一种吲哚（in）e 化合物，可选地 iii) 至少一种金属盐；iv) 至少一种过氧化氢或至少一种过氧化氢生成系统；v) 至少一种碱化剂；本发明还涉及一种染色组合物，该组合物包含成分 i) 和 ii)；iii) 至少一种金属盐，iv) 至少过氧化氢或至少一种过氧化氢生成系统，v) 至少一种碱化剂；染发组合物包括前面定义的成分 i) 和 ii)，以及前面定义的成分 iii) 至 v)，染发试剂盒包括前面定义的成分 i) 至 v)。这种染发工艺可以获得更好的染色效果，染色更均匀、色度更高、更持久，而且不会损害角蛋白纤维的美容特性，还能防止因吲哚衍生物的存在而引起的颜色变化。
• HAIR DYEING PROCESS USING A COMPOSITION COMPRISING AT LEAST ONE INDOLE OR INDOLINE COMPOUND, A METAL SALT, HYDROGEN PEROXIDE AND A BASIFYING AGENT
  申请人：L'Oréal

  公开号：EP2582351B1

  公开（公告）日：2017-08-02
• HAIR DYEING PROCESS USING A COMPOSITION COMPRISING AT LEAST ONE INDOL(IN)E COMPOUND AND A POLYCYCLIC AROMATIC COMPOUND CONTAINING AT LEAST TEN CARBON ATOMS
  申请人：L'OREAL

  公开号：US20180092822A1

  公开（公告）日：2018-04-05

  The invention relates to a process for dyeing keratin fibres by treating said fibres with i) at least one aromatic compound comprising a hydrocarbon-based polycycle comprising at least 10 carbon atoms, at least one of the rings of which is aromatic, ii) at least one indol(in)e compound; optionally iii) at least one metal salt, iv) at least hydrogen peroxide or at least one hydrogen peroxide-generating system and v) at least one basifying agent; to a dye composition comprising ingredients i) and ii), and optionally iii) to v) as defined previously and to a kit comprising ingredients i) to v) as defined previously. This hair dyeing process makes it possible to obtain better colorings which are more uniform, chromatic and long-lasting and which do not impair the cosmetic properties of the keratin fibres, and prevents changing of the colour associated with the presence of indol(in)e derivatives.
• [EN] HAIR DYEING PROCESS USING A COMPOSITION COMPRISING AT LEAST ONE INDOLE OR INDOLINE COMPOUND, A METAL SALT, HYDROGEN PEROXIDE AND A BASIFYING AGENT<br/>[FR] PROCÉDÉ DE COLORATION CAPILLAIRE UTILISANT UNE COMPOSITION COMPRENANT AU MOINS UN INDOLE OU UN COMPOSÉ D'INDOLINE, UN SEL MÉTALLIQUE, UN PEROXYDE D'HYDROGÈNE ET UN AGENT ALCALINISANT
  申请人：OREAL

  公开号：WO2011157668A1

  公开（公告）日：2011-12-22

  The invention relates to a process for dyeing keratin fibers, in which said fibers are treated: ▪ with a composition (A) comprising i) one or more indole or indoline compounds; ii) one or more metal salts; iii) hydrogen peroxide or one or more systems that generate hydrogen peroxide; and then ▪ with a composition (B) comprising iv) one or more basifying agents. The invention also relates to a hair dyeing process for obtaining better colorations, which are more uniform, chromatic and remanent and which do not impair the cosmetic properties of keratin fibers.