1,9-dimethylphenothiazine | 254099-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,9-dimethylphenothiazine
• 英文别名: 1,9-dimethyl-10H-phenothiazine
• CAS: 254099-67-7
• 化学式: C₁₄H₁₃NS
• 分子量: 227.33
• InChiKey: TXKZJZMFWNAISQ-UHFFFAOYSA-N

物化性质

• 沸点：
  382.4±42.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,9-dimethylphenothiazine 在 溴 作用下， 以 溶剂黄146 为溶剂， 以51%的产率得到3,7-dibromo-1,9-dimethylphenothiazine
  参考文献：
  名称：

  稳定的，高度氧化的自由基阳离子

  摘要：

  高度氧化的自由基阳离子盐可以在多种应用中用作化学氧化剂。尽管其中一些是商业化的，而其他一些可以制造，但许多这类有机基试剂的稳定性一直是一个问题。我们寻求一种增加有机化合物的氧化还原电位，以产生与三芳基胺对应物不一样的不稳定性的自由基阳离子盐的方法。我们使用吩噻嗪，（i）用一个含有强共价键的取代基封闭一个对氮位置，并使用一个吸电子基团来增加氧化电位，同时（ii）在邻位引入了应变通过防止氧化态的几何弛豫进一步将其转化为氮以进一步提高氧化电位。在这里，我们合成了吩噻嗪衍生物N-乙基-1,9-二甲基-3,7-双（三氟甲基）吩噻嗪，以验证这一假设。实际上，氧化电势反映出附加的取代基效应，产生具有稳定自由基阳离子的高电势氧化还原对。在溶液和固态下的稳定性测试表明，该吩噻嗪鎓的自由基阳离子形式是稳定的，可用于氧化溶液中的其他有机化合物。

  DOI：

  10.1039/d0nj04434b
• 作为产物：
  描述：

  在 天然维生素E 作用下， 以 苯 为溶剂， 生成 1,9-dimethylphenothiazine
  参考文献：
  名称：

  A Quantitative Approach to the Recycling of α-Tocopherol by Coantioxidants

  摘要：

  A systematic investigation is reported on the regeneration of alpha-tocopherol (alpha-TOH) in homogeneous solution by coantioxidants in order to better understand the mechanism and the factors responsible for the effectiveness of this process. The current availability of thermochemical data concerning the reactants involved in the regeneration reactions, as well as a large number of the kinetic constants for the various reactions involved, allowed us to rationalize the experimental observations collected so far. Three limiting cases have been considered. The first case is that of a coantioxidant irreversibly regenerating (alpha-TOH, where the effectiveness of the recycling process depends on the magnitude of the rate constant k(r). The second case is that of a coantioxidant reversibly recycling alpha-TOH, where regeneration can only be observed if the bond dissociation enthalpy value of the coantioxidant is lower or at least close to that of the O-H bond of alpha-tocopherol. The third case is that of a catechol derivative (chosen as a model compound for polyphenolic antioxidants), where recycling of alpha-TOH is feasible even though the BDE value is significantly higher than that of vitamin E. In this case, the driving force for the recycling process is the removal of the semiquinone radical from the catechol derivative by the alpha-tocopheroxyl radical, which makes the regeneration of alpha-TOH practically irreversible.

  DOI：

  10.1021/jo026501f
• 作为试剂：
  描述：

  α-tocopheroxyl radical 在 1,9-dimethylphenothiazine 作用下， 以 苯 为溶剂， 生成 α-tocopherol
  参考文献：
  名称：

  A Quantitative Approach to the Recycling of α-Tocopherol by Coantioxidants

  摘要：

  A systematic investigation is reported on the regeneration of alpha-tocopherol (alpha-TOH) in homogeneous solution by coantioxidants in order to better understand the mechanism and the factors responsible for the effectiveness of this process. The current availability of thermochemical data concerning the reactants involved in the regeneration reactions, as well as a large number of the kinetic constants for the various reactions involved, allowed us to rationalize the experimental observations collected so far. Three limiting cases have been considered. The first case is that of a coantioxidant irreversibly regenerating (alpha-TOH, where the effectiveness of the recycling process depends on the magnitude of the rate constant k(r). The second case is that of a coantioxidant reversibly recycling alpha-TOH, where regeneration can only be observed if the bond dissociation enthalpy value of the coantioxidant is lower or at least close to that of the O-H bond of alpha-tocopherol. The third case is that of a catechol derivative (chosen as a model compound for polyphenolic antioxidants), where recycling of alpha-TOH is feasible even though the BDE value is significantly higher than that of vitamin E. In this case, the driving force for the recycling process is the removal of the semiquinone radical from the catechol derivative by the alpha-tocopheroxyl radical, which makes the regeneration of alpha-TOH practically irreversible.

  DOI：

  10.1021/jo026501f

文献信息

• 1,9,10-SUBSTITUTED PHENATHIAZINE DERIVATIVES WITH STRAINED RADICAL CATIONS AND USE THEREOF
  申请人：University of Kentucky Research Foundation

  公开号：US20180026297A1

  公开（公告）日：2018-01-25

  Compounds for use in a rechargeable battery are provided, including a compound according to the formula: wherein R 1 and R 9 are independently selected from the group consisting of H, alkyl, aryl, perfluoroaryl, perfluoroalkyl, alkylaryl, alkoxyaryl, alkylcarboxyl, aryl carbonyl, haloalkyl, perfluoroalkyl, glycols, haloaryl, a negative electrolyte, and a polymer, so long as when R 1 is H, R 9 is not H; and R 10 is selected from the group consisting of methyl, alkyl, aryl, alkylaryl, alkoxyaryl, alkylcarboxyl, aryl carbonyl, haloalkyl, perfluoroalkyl, perfluoroaryl, glycols, haloaryl, an oligomer, and a polymer.

  提供用于可充电电池的化合物，包括符合以下公式的化合物： 其中R1和R9分别独立地选自H、烷基、芳基、全氟芳基、全氟烷基、烷基芳基、烷氧基芳基、烷基羧基、芳基羰基、卤代烷基、全氟烷基、乙二醇、卤代芳基、负电解质和聚合物的组成的群体，只要当R1为H时，R9不是H；而R10选自甲基、烷基、芳基、烷基芳基、烷氧基芳基、烷基羧基、芳基羰基、卤代烷基、全氟烷基、全氟芳基、乙二醇、卤代芳基、寡聚体和聚合物的组成的群体。
• The interplay of thermally activated delayed fluorescence (TADF) and room temperature organic phosphorescence in sterically-constrained donor–acceptor charge-transfer molecules
  作者：Jonathan S. Ward、Roberto S. Nobuyasu、Andrei S. Batsanov、Przemyslaw Data、Andrew P. Monkman、Fernando B. Dias、Martin R. Bryce

  DOI：10.1039/c5cc09645f

  日期：——

  Molecular engineering of phenothiazine–dibenzothiophene-S,S-dioxide molecules is reported.

  报道了苯并噻吩-二苯并噻吩-S,S-二氧化物分子的分子工程。
• Bond Dissociation Energies of the N−H Bond and Rate Constants for the Reaction with Alkyl, Alkoxyl, and Peroxyl Radicals of Phenothiazines and Related Compounds
  作者：Marco Lucarini、Pamela Pedrielli、Gian Franco Pedulli、Luca Valgimigli、Didier Gigmes、Paul Tordo

  DOI：10.1021/ja992904u

  日期：1999.12.1

  kinetic investigation on the homolytic reactivity of phenothiazine, phenoxazine, and phenoselenazine, of several substituted phenothiazines, and of related tricyclic aromatic amines are reported. All these compounds give, by hydrogen atom abstraction from the N−H group, persistent aminyl radicals. Equilibration of each of these radicals with the parent amine and a reference compound having an easily abstractable

  报告了对吩噻嗪、吩恶嗪和吩硒嗪、几种取代吩噻嗪和相关三环芳胺的均裂反应性的详细热力学和动力学研究的结果。所有这些化合物通过从 NH 基团中提取氢原子，产生持久的氨基自由基。这些自由基中的每一个与母体胺和具有易于提取的氢的参考化合物的平衡使我们能够通过使用 EPR 光谱法确定胺的 NH 键解离能 (BDE)。它们的特点是 BDE 值低（在某些情况下低于 α-生育酚的 O-H 键强度，即 78.3 kcal/mol），因此是非常好的氢原子转移试剂。为了检查三环胺作为抗氧化剂和聚合抑制剂的效率，
• 一种室温磷光化合物、组合物及其应用
  申请人：吉林大学

  公开号：CN110386905A

  公开（公告）日：2019-10-29

  一种基于吩噻嗪或吩噁嗪及其衍生物取代萘或萘衍生物的室温磷光化合物、组合物及其应用，属于磷光化合物技术领域。本发明化合物如式(1)或(2)所示，其具有室温磷光特性。本发明还提供了一种具有高发光效率的室温磷光组合物，其由如式(1)或(2)所示的化合物和含有1,3,5‑三嗪基团的化合物组成。该磷光化合物在结晶态和无定型态均具有室温磷光发射的特点，本发明制备的化合物和组合物作为发光材料用于制备有机电致发光器件的发光层，由此制备的有机电致发光器件实现了纯有机电致磷光器件的重要突破。
• Antiviral Compounds
  申请人：Hurt Clarence

  公开号：US20120238543A1

  公开（公告）日：2012-09-20

  Novel compounds, methods, and compositions for treating various viral infections are described. In some embodiments the novel compounds of the invention are 3-oxo-phenothiazine derivatives; more specific embodiments include 3-oxo-phenothiazine derivatives having substituents at the 1-, 7-, and 9-positions of the phenothiazine parent ring. In other embodiments, the invention provides compositions and methods for treating viral infections, especially HIV.

  描述了用于治疗各种病毒感染的新型化合物、方法和组合物。在某些实施例中，本发明的新型化合物是3-氧代苯并噻嗪衍生物；更具体的实施例包括在苯并噻嗪母环的1-、7-和9-位置具有取代基的3-氧代苯并噻嗪衍生物。在其他实施例中，本发明提供了用于治疗病毒感染，特别是HIV的组合物和方法。