3-hydroxy-7-(diethylamino)-5-phenylphenazinium chloride | 97849-61-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-hydroxy-7-(diethylamino)-5-phenylphenazinium chloride
• 英文别名: 8-(Diethylamino)-10-phenylphenazin-10-ium-2-ol;chloride；8-(diethylamino)-10-phenylphenazin-10-ium-2-ol;chloride
• CAS: 97849-61-1
• 化学式: C₂₂H₂₂N₃O*Cl
• 分子量: 379.889
• InChiKey: SISAIUSPDPTEBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N-二乙基对苯二胺 在 盐酸 、 potassium dichromate 、 硫酸 、 sodium acetate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 7.5h， 生成 3-hydroxy-7-(diethylamino)-5-phenylphenazinium chloride
  参考文献：
  名称：

  亚甲基紫3RAX及其衍生物的DNA光解和结合模式：官能团的影响。

  摘要：

  以4'-氨基-N，N-二乙基苯胺和苯胺为原料，合成了亚甲基紫3RAX 1及其衍生物2-5。通过IR，UV-vis和1 H NMR光谱和质谱对这五种化合物进行了表征。研究了合成化合物与DNA之间的结合方式。结果表明，两种化合物1和5通过插入方式与DNA结合，而化合物2 - 4通过涉及凹槽结合和静电相互作用的混合结合模式与DNA相互作用。当将它们的浓度调整为400μM时，这5种化合物对DNA的光裂解能力分别计算为38％，40％，30％，20％和13％。通过1，3-二苯基异苯并呋喃法测定的化合物的单线态氧产生与DNA光裂解能力的趋势一致。DNA研究表明，亚甲基紫3RAX与DNA的结合方式，亚甲基紫3RAX产生单线态氧的能力以及DNA光解活性可通过修饰亚甲基紫3RAX上的氨基来调节。

  DOI：

  10.1071/ch16496

文献信息

• [EN] ACIDIC BATH FOR ELECTROLYTICALLY DEPOSITING A COPPER DEPOSIT CONTAINING HALOGENATED OR PSEUDOHALOGENATED MONOMERIC PHENAZINIUM COMPOUNDS<br/>[FR] BAIN ACIDE DE DEPOT ELECTROLYTIQUE D'UNE COUCHE DE CUIVRE CONTENANT DES COMPOSES DE PHENAZINIUM HALOGENES OU PSEUDOHALOGENES MONOMERIQUES
  申请人：ATOTECH DEUTSCHLAND GMBH

  公开号：WO2005049584A1

  公开（公告）日：2005-06-02

  For manufacturing particularly uniform and mirror bright copper coatings that are leveled and ductile as well using a relatively high current density, halogenated or pseudohalogenated monomeric pheanzinium compounds or a purity at least 85 mole-% and having the general chemical formula (I) are utilized in which R1, R2, R3, R4. R5, R6, R7, R7’’, R8, R9, X and A¯have the significations denoted in the claims. The compounds are prepared by diazotizing a suited starting compound prior to halogenating or pseudohalogenating it in the presence of mineral acid, diazotization means and halide or pseudohalide, with the reaction steps being run in one single vessel.

  为了制造特别均匀和镜面明亮的铜涂层，同时使用相对较高的电流密度，利用含有至少85摩尔％纯度并具有一般化学式（I）的卤代或假卤代单体苯并离子化合物，这些涂层具有平整和韧性，其中R1，R2，R3，R4，R5，R6，R7，R7’’，R8，R9，X和A¯具有所述权利要求所示的含义。在矿物酸，重氮化剂和卤化物或假卤化物的存在下，通过重氮化适当的起始化合物然后卤代或假卤代它来制备这些化合物，反应步骤在一个单一的容器中进行。
• ACIDIC BATH FOR ELECTROLYTICALLY DEPOSITING A COPPER DEPOSIT CONTAINING HALOGENATED OR PSEUDOHALOGENATED MONOMERIC PHENAZINIUM COMPOUNDS
  申请人：ATOTECH Deutschland GmbH

  公开号：EP1720842A1

  公开（公告）日：2006-11-15
• Acidic bath for electrolytically depositing a copper deposit containing halogenated or pseudohalogenated monomeric phenazinium compounds
  申请人：Brunner Heiko

  公开号：US20070108062A1

  公开（公告）日：2007-05-17

  For manufacturing particularly uniform and mirror bright copper coatings that are leveled and ductile as well using a relatively high current density, halogenated or pseudohalogenated monomeric pheanzinium compounds or a purity at least 85 mole-% and having the general chemical formula (I) are utilized in which R 1 , R 2 , R 3 , R 4 , R 7′ , R 7″ , R 8 , R 9 , X and A have the significations denoted in the claims. The compounds are prepared by diazotizing a suited starting compound prior to halogenating or pseudohalogenating it in the presence of mineral acid, diazotization means and halide or pseudohalide, with the reaction steps being run in one single vessel.
• US7786303B2
  申请人：——

  公开号：US7786303B2

  公开（公告）日：2010-08-31
• DNA Photocleavage and Binding Modes of Methylene Violet 3RAX and its Derivatives: Effect of Functional Groups
  作者：Ke Yang、Xiong Zhang、Fang Yang、Fengshou Wu、Xiulan Zhang、Kai Wang

  DOI：10.1071/ch16496

  日期：——

  With 4′-amino-N,N-diethylaniline and aniline as starting materials, methylene violet 3RAX 1 and its derivatives 2–5 were synthesised. The five compounds were characterised by IR, UV-vis, and 1H NMR spectroscopy and mass spectrometry. The binding mode between the synthesised compounds and DNA were investigated. The results show that both compounds 1 and 5 bind to DNA by an intercalative mode, while

  以4'-氨基-N，N-二乙基苯胺和苯胺为原料，合成了亚甲基紫3RAX 1及其衍生物2-5。通过IR，UV-vis和1 H NMR光谱和质谱对这五种化合物进行了表征。研究了合成化合物与DNA之间的结合方式。结果表明，两种化合物1和5通过插入方式与DNA结合，而化合物2 - 4通过涉及凹槽结合和静电相互作用的混合结合模式与DNA相互作用。当将它们的浓度调整为400μM时，这5种化合物对DNA的光裂解能力分别计算为38％，40％，30％，20％和13％。通过1，3-二苯基异苯并呋喃法测定的化合物的单线态氧产生与DNA光裂解能力的趋势一致。DNA研究表明，亚甲基紫3RAX与DNA的结合方式，亚甲基紫3RAX产生单线态氧的能力以及DNA光解活性可通过修饰亚甲基紫3RAX上的氨基来调节。