2,4-Bis-(dimethylamino)-6-(2-hydroxy-5-methyl-phenyl)-s-triazin | 52752-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4-Bis-(dimethylamino)-6-(2-hydroxy-5-methyl-phenyl)-s-triazin
• 英文别名: 6-(2-Hydroxy-5-methylphenyl)-2,4-di-(dimethylamino)-s-triazin；4-(2-Hydroxy-5-methylphenyl)-2,6-bis(dimethylamino)-s-triazin；2-(4,6-bis-dimethylamino-[1,3,5]triazin-2-yl)-4-methyl-phenol；6-[4,6-Bis(dimethylamino)-1,3,5-triazin-2(1H)-ylidene]-4-methylcyclohexa-2,4-dien-1-one；2-[4,6-bis(dimethylamino)-1,3,5-triazin-2-yl]-4-methylphenol
• CAS: 52752-90-6
• 化学式: C₁₄H₁₉N₅O
• 分子量: 273.338
• InChiKey: NNRFBSFDCJNBBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-Bis-(dimethylamino)-6-(2-hydroxy-5-methyl-phenyl)-s-triazin 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  适用于脂肪酶传感的水溶性羟基苯基三嗪染料潜在荧光团的合理设计

  摘要：

  水溶性 2-(2'-羟基-5'-二甲氨基苄基)-4,6-二甲氨基-1,3,5-三嗪的苯酚残基被酶不稳定保护基团掩蔽-羟基苯甲醇。在生理条件下用脂肪酶恢复染料的荧光，而荧光染料不会聚集或沉淀。2-(2'-羟基-5'-二甲氨基苄基)-4,6-二甲氨基-1,3,5-三嗪的衍生物是通过原始的多步方案合成的，在 N,N-二甲氨基苄基部分季铵化后，水溶性荧光染料。这些荧光团表现出激发态分子内质子转移和大斯托克斯位移（ΔSS > 10000 cm-1）。苯酚残基被基于自焚对羟基苯甲醇的酶不稳定保护基团掩蔽。

  DOI：

  10.1002/ejoc.201500047
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 12.0h， 生成 2,4-Bis-(dimethylamino)-6-(2-hydroxy-5-methyl-phenyl)-s-triazin
  参考文献：
  名称：

  Synthetic Routes to Fluorescent Dyes Exhibiting Large Stokes Shifts

  摘要：

  Derivatives of isomeric 2-(hydroxytolyl)-4,6-dimethylamino-1,3,5-triazines have been synthesized in high yields in a controlled manner using a multistep reaction sequence. Iodination of either 2-(1'-hydroxy-6'-methylphen-2'-yl)- or 2-(1'-hydroxy-4'-methylphen-2'-yl)-4,6-dimethylamino-1,3,5-triazine with ICl provides species differing in the positioning of the iodo group relative to the hydroxyl which readily undergo Suzuki, Sonogashira, and Heck reactions under Pd(0) catalysis. Thus, thienyl, bisthienyl, and 3,4-ethylenedioxythienyl groups have been directly grafted, while unsubstituted polycyclic aromatics such as pyrene and perylene have been linked via alkyne bridges, as have ethynyldifluoroborondipyrromethane (BODIPY) dyes prepared in situ. The presence of a hydrogen bond in the ground state involving the hydroxyl substituent has been established by proton NMR and several X-ray structure determinations. All of the new dyes with a simple substituent (phenyl, thienyl) exhibited a pronounced green fluorescence resulting from an intramolecular proton transfer:in:the excited state (ESIPT) which produces a large Stokes shift (> 10 000 cm(-1)). With other dyes, the fluorescence of the keto form responsible for the ESIPT process could be used as the.input energy in efficient intramolecular energy transfer processes. Replacing perylene with pyrene allowed reversal of the direction of energy transfer from the polyaromatic module to the keto form.

  DOI：

  10.1021/jo301059u

文献信息

• Photo-deterioration inhibitor and composition containing the same
  申请人：DAIKYO GOMU SEIKO LTD.

  公开号：EP0527274A1

  公开（公告）日：1993-02-17

  A photo-deterioration inhibitor containing a compound represented by the general formula (I): where R₁ and R₂ may be same or different and represent hydrogen, chlorine, hydroxyl group, alkoxy group having 1-18 carbon atoms, aryloxy group having 6-8 carbon atoms and mono- or dialkylamino group having 1-4 carbon atoms, respectively, and R₃ and R₄ may be same or different and represent hydrogen, chlorine, alkyl group having 1-8 carbon atoms, methoxy group and ethoxy group; a photo-deterioration inhibitory resin composition containing a polyolefin resin or polyolefin resin composition and the compound represented by the general formula (I); and a container formed from the photo-deterioration inhibitory resin composition containing the polyolefin resin or polyolefin resin composition and the compound represented by the general formula (I).

  一种含有通式(I)所代表的化合物的光降解抑制剂，其中R₁和R₂可以相同或不同，分别代表氢、氯、羟基、具有1-18个碳原子的烷氧基、具有6-8个碳原子的芳氧基和1-4个碳原子的单烷基或双烷基氨基，而R₃和R₄可以相同或不同，分别代表氢、氯、具有1-8个碳原子的烷基、甲氧基和乙氧基；一种含有聚烯烃树脂或聚烯烃树脂组成的光降解抑制树脂组合物和通式(I)所代表的化合物的光降解抑制树脂组合物；以及由含有聚烯烃树脂或聚烯烃树脂组成和通式(I)所代表的化合物的光降解抑制树脂组合物形成的容器。
• Anti-inflammatory cosmetic composition
  申请人：DAIKYO GOMU SEIKO LTD.

  公开号：EP0525262A1

  公开（公告）日：1993-02-03

  An anti-inflammatory cosmetic composition having a large effect of absorbing and shielding all of UV-A, UV-B and UV-C, small degeneration with the passage of time even upon absorption of light, small influence upon the skin, maintained effect of absorbing light and high stability for heat. This anti-inflammatory cosmetic composition comprises 0.1 to 20 % by weight of a hydroxyaryl-s-triazine compound represented by the following structural formula (I) in an oily cosmetic basis: wherein R1 and R2 represent, same or different, hydrogen atoms, chlorine atoms, hydroxyl groups, alkoxy groups of 1 to 18 carbon atoms, aryloxy groups of 6 to 8 carbon atoms or mono- or dialkylamino groups containing 1 to 4 carbon atoms and R3 and R4 represent, same or different, hydrogen atoms, chlorine atoms, alkyl groups of 1 to 8 carbon atoms, methoxy groups or ethoxy groups.

  一种消炎化妆品组合物，具有吸收和屏蔽所有紫外线-A、紫外线-B 和紫外线-C 的巨大作用，即使在吸收光的情况下，随着时间的推移，其变性也很小，对皮肤的影响小，吸收光的作用保持不变，对热的稳定性高。这种消炎化妆品组合物包括 0.1%至 20%（按重量计）的羟基芳基-s-三嗪化合物，其结构 式如下（I），以油性化妆品为基础： 其中 R1 和 R2 代表相同或不同的氢原子、氯原子、羟基、1 至 18 个碳原子的烷氧基、6 至 8 个碳原子的芳氧基或含有 1 至 4 个碳原子的单烷基或二烷基氨基，R3 和 R4 代表相同或不同的氢原子、氯原子、1 至 8 个碳原子的烷基、甲氧基或乙氧基。
• US5208012A
  申请人：——

  公开号：US5208012A

  公开（公告）日：1993-05-04