3-(hydroxyethoxy)-4-nitroaniline | 1236207-47-8

• 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: 3-(hydroxyethoxy)-4-nitroaniline
• 英文别名: 2-(5-Amino-2-nitrophenoxy)ethanol
• CAS: 1236207-47-8
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: QSRMYCLZCWBABY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(hydroxyethoxy)-4-nitroaniline 、 N,N-二乙酰氧乙基苯胺 在 盐酸 、 sodium nitrite 、 sodium acetate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 24.0h， 以59%的产率得到4-((3-(2-hydroxyethoxy)-4-nitro)phenylazo)-N,N-bis(2-acetoxyethyl)aniline
  参考文献：
  名称：

  Synthesis and characterization of selected 4,4′-diaminoalkoxyazobenzenes

  摘要：

  The role of the -N(CH2CH2OH)(2) group in producing a mutagenic response from 4-((3-(2-hydroxyethoxy) 4-amino)phenylazo)-N,N-bis(2-hydroxyethyl)aniline has been investigated. To accomplish this goal, a group of substituted 4,4'-diaminoazobenzene dyes was synthesized, and their structures were confirmed using 1H NMR, TOF-LC-ESI mass spectrometry, and combustion analysis. Mutagenicity was determined using the standard Ames test in Salmonella strains TA98, TA100, and TA1538 with and without S9 enzyme activation. The results of this study provide evidence that the mutagenicity of the parent dye arises from the metabolic cleavage of N-hydroxyethyl groups to give the corresponding -NHCH2CH2OH and -NH2 substituted monoazo dyes as direct-acting mutagens. All 5 of the dyes studied were mutagenic at various levels with and without S9 enzyme activation in TA1538. In addition, the results show that removing one N-hydroxyethyl group and capping both -OH groups in the parent dye did not affect mutagenicity, whereas removing both N-hydroxyethyl groups produced a strong direct-acting mutagen in all three bacterial strains. Increasing the length of the N-alkyl chain from two to three carbon atoms eliminated mutagenicity in TA98 without S9 activation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.002
• 作为产物：
  描述：

  N-(4-nitro-3-(hydroxyethoxy)phenyl)acetamide 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以93.1%的产率得到3-(hydroxyethoxy)-4-nitroaniline
  参考文献：
  名称：

  Synthesis and characterization of selected 4,4′-diaminoalkoxyazobenzenes

  摘要：

  The role of the -N(CH2CH2OH)(2) group in producing a mutagenic response from 4-((3-(2-hydroxyethoxy) 4-amino)phenylazo)-N,N-bis(2-hydroxyethyl)aniline has been investigated. To accomplish this goal, a group of substituted 4,4'-diaminoazobenzene dyes was synthesized, and their structures were confirmed using 1H NMR, TOF-LC-ESI mass spectrometry, and combustion analysis. Mutagenicity was determined using the standard Ames test in Salmonella strains TA98, TA100, and TA1538 with and without S9 enzyme activation. The results of this study provide evidence that the mutagenicity of the parent dye arises from the metabolic cleavage of N-hydroxyethyl groups to give the corresponding -NHCH2CH2OH and -NH2 substituted monoazo dyes as direct-acting mutagens. All 5 of the dyes studied were mutagenic at various levels with and without S9 enzyme activation in TA1538. In addition, the results show that removing one N-hydroxyethyl group and capping both -OH groups in the parent dye did not affect mutagenicity, whereas removing both N-hydroxyethyl groups produced a strong direct-acting mutagen in all three bacterial strains. Increasing the length of the N-alkyl chain from two to three carbon atoms eliminated mutagenicity in TA98 without S9 activation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.002

文献信息

• PACKAGING ARTICLE COMPRISING AN ENVELOPE AND AN ANHYDROUS DYE COMPOSITION COMPRISING A DIRECT DYE, USE OF THE SAME AND PROCESS FOR DYEING KERATIN FIBRES
  申请人：L'OREAL

  公开号：EP3086856A1

  公开（公告）日：2016-11-02
• [EN] PACKAGING ARTICLE COMPRISING AN ENVELOPE AND AN ANHYDROUS DYE COMPOSITION COMPRISING A DIRECT DYE, USE OF THE SAME AND PROCESS FOR DYEING KERATIN FIBRES<br/>[FR] ARTICLE D'EMBALLAGE COMPRENANT UNE ENVELOPPE ET UNE COMPOSITION DE COLORANT ANHYDRE COMPRENANT UN COLORANT DIRECT, SON UTILISATION, ET PROCÉDÉ POUR COLORER DES FIBRES DE KÉRATINE
  申请人：OREAL

  公开号：WO2015097098A1

  公开（公告）日：2015-07-02

  The present invention relates to a packaging article comprising: i) an envelope defining at least one cavity, the envelope comprising water-soluble and/or liposoluble fibres; ii) at least one anhydrous dye composition containing at least one direct dye; and iii) optionally at least one anhydrous oxidizing agent; it being understood that the dye composition ii) and the anhydrous oxidizing agent iii), when it is present, are in one of the cavities defined by the envelope i). Another subject of the invention is the use of the said article for dyeing keratin fibres and a process for dyeing keratin fibres using the said article. The use of the packaging article makes it possible to obtain dye compositions whose consistency is pleasant on use, which are easy to apply and which make it possible to obtain powerful colouring of the hair.
• [EN] DYEING PROCESS USING AN INSOLUBLE SUBSTRATE BEARING AT LEAST ONE DIRECT DYE AND AN AQUEOUS COMPOSITION<br/>[FR] PROCÉDÉ DE COLORATION UTILISANT UN SUBSTRAT INSOLUBLE PORTANT AU MOINS UN COLORANT DIRECT ET UNE COMPOSITION AQUEUSE
  申请人：OREAL

  公开号：WO2015097308A1

  公开（公告）日：2015-07-02

  The present invention relates to the field of dyeing keratin fibres and more particularly to the field of hair dyeing. It claims a process for the direct dyeing of keratin fibres, in particular human keratin fibres such as the hair, which consists in using on the said fibres i) an insoluble substrate comprising, printed on its surface, one or more direct dyes, and ii) an aqueous composition preferably comprising one or more oxidizing agents. The present invention also claims a process for preparing the said substrate thus pretreated and an element in sheet form comprising direct dyes printed on the surface of an insoluble substrate.
• [EN] LIGHTENING DYEING PROCESS USING A SUBSTRATE BEARING AT LEAST ONE OXIDIZING AGENT AND AN AQUEOUS COMPOSITION COMPRISING ONE OR MORE DIRECT DYES<br/>[FR] PROCÉDÉ DE COLORATION ÉCLAIRCISSANTE UTILISANT UN SUBSTRAT PORTANT AU MOINS UN AGENT D'OXYDATION ET UNE COMPOSITION AQUEUSE COMPRENANT UN OU PLUSIEURS COLORANTS DIRECTS
  申请人：OREAL

  公开号：WO2015097310A1

  公开（公告）日：2015-07-02

  The present invention relates to the field of dyeing keratin fibres and more particularly to the field of hair dyeing. The present invention relates to a process for the lightening dyeing of keratin fibres, in particular human keratin fibres such as the hair, which consists in using on the said fibres i) a substrate comprising on its surface one or more oxidizing agents preferably in solid form, and ii) an aqueous composition comprising one or more direct dyes.