9,10-二甲氧基铁屎米酮 | 155861-51-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吲哚萘啶生物碱
• 中文名称: 9,10-二甲氧基铁屎米酮
• 英文名称: 9,10-dimethoxycanthin-6-one
• 英文别名: 12,13-dimethoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
• CAS: 155861-51-1
• 化学式: C₁₆H₁₂N₂O₃
• 分子量: 280.283
• InChiKey: VKMIBFAQYHUWCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9,10-二甲氧基铁屎米酮 在 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 12,13-Dimethoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one;hydrochloride
  参考文献：
  名称：

  NF-κB Inhibitors from Eurycoma longifolia

  摘要：

  The roots of Eurycoma longifolia have been used in many countries of Southeast Asia to alleviate various diseases including malaria, dysentery, sexual insufficiency, and rheumatism. Although numerous studies have reported the pharmacological properties of E. longifolia, the mode of action of the anti-inflammatory activity has not been elucidated. Bioguided isolation of NF-kappa B inhibitors using an NF-kappa B-driven luciferase reporter gene assay led to the identification of a new quassinoid, eurycomalide C (1), together with 27 known compounds including 11 quassinoids (2-12), six alkaloids (13-18), two coumarins (19, 20), a squalene derivative (21), a triterpenoid (22), and six phenolic compounds (23-28) from the extract of E. longifolia. Evaluation of the biological activity revealed that C-19-type and C-20-type quassinoids, beta-carboline, and canthin-6-one alkaloids are potent NF-kappa B inhibitors, with IC50 values in the low micromolar range, while C-18-type quassinoids, phenolic compounds, coumarins, the squalene derivative, and the triterpenoid turned out to be inactive when tested at a concentration of 30 mu M. Eurycomalactone (2), 14,15 beta-dihydroklaieanone (7), and 13,21-dehydroeurycomanone (10) were identified as potent NF-kappa B inhibitors with IC50 values of less than 1 mu M.

  DOI：

  10.1021/np400701k
• 作为产物：
  描述：

  重氮甲烷 、 10-hydroxy-9-methoxycanthin-6-one 以 乙醚 为溶剂， 反应 1.0h， 生成 9,10-二甲氧基铁屎米酮
  参考文献：
  名称：

  Canthin-6-one alkaloids from Eurycoma longifolia

  摘要：

  Five new canthin-6-one alkaloids, 9,10-dimethoxycanthin-6-one, 10-hydroxy-9-methoxycanthin-6-one, 11-hydroxy- 10-methoxycanthin-6-one, 5,9-dimethoxycanthin-6-one and 9-methoxy-3-methylcanthin-5,6-dione were isolated from the bark and wood of Eurycoma longifolia, along with six known canthin-6-one alkaloids and two known beta-carboline alkaloids. Their structures were determined from spectroscopic data and other chemical evidence.

  DOI：

  10.1016/s0031-9422(00)90609-5

文献信息

• 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.
• [EN] 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<br/>[FR] PROCÉDÉ DE COLORATION CAPILLAIRE UTILISANT UNE COMPOSITION CONTENANT AU MOINS UN COMPOSÉ D'INDOL(IN)E ET UN COMPOSÉ AROMATIQUE POLYCYCLIQUE COMPORTANT AU MOINS DIX ATOMES DE CARBONE
  申请人：OREAL

  公开号：WO2015181244A1

  公开（公告）日：2015-12-03

  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 colourings 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.