4-(二苄基氨基)苯甲醛 | 3748-17-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(二苄基氨基)苯甲醛
• 英文名称: 4-(dibenzylamino)benzaldehyde
• CAS: 3748-17-2
• 化学式: C₂₁H₁₉NO
• 分子量: 301.388
• InChiKey: SEMIDUTZXZKVAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2922399090

反应信息

• 作为反应物：
  描述：

  4-(二苄基氨基)苯甲醛 生成 4-(dibenzylamino)benzonitrile
  参考文献：
  名称：

  Vowinkel,E.; Bartel,J., Chemische Berichte, 1974, vol. 107, p. 1221 - 1227

  摘要：

  DOI：
• 作为产物：
  描述：

  溴甲苯 在 potassium carbonate 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 20.0h， 生成 4-(二苄基氨基)苯甲醛
  参考文献：
  名称：

  Synthesis and evaluation of p-N,N-dialkyl substituted chalcones as anti-cancer agents

  摘要：

  Several new N,N-dialkyl substituted chalcones (chalconoids or benzylideneacetophenones) have been synthesized via the condensation of corresponding N,N-dialkylbenzaldehyde with various aryl methyl ketones. All the chalcones have been synthesized from readily available and cheap starting materials under environmentally benign conditions in very high yields without work up and column chromatographic purification. Synthesized compounds have been tested for their biological activity against pathogenic microorganisms such as Escherichia coli, Bacillus subtilis, and Mycobacterium smegmatis. Anti-cancer activity of these compounds has also been tested against multiple myeloma (RPMI-8226) and human mammary adenocarcinoma (MCF-7) cell lines. The most hydrophilic molecules 23 and 24 showed very good anti-cancer activity against MCF-7 cell lines at low micro-molar concentrations. All the compounds have also been evaluated for their activity against Beta-secretase 1 enzyme. One of the synthesized compounds showed Beta-secretase 1 enzyme inhibition activity at micro-molar concentration.

  DOI：

  10.1007/s00044-013-0469-8

文献信息

• Borylation and selective reduction of α,β-unsaturated ketones under mild conditions catalyzed by Cu nanoparticles
  作者：Xin-Feng Zhou、Yu-Yang Sun、Ya-Dong Wu、Jian-Jun Dai、Jun Xu、Yu Huang、Hua-Jian Xu

  DOI：10.1016/j.tet.2016.07.079

  日期：2016.9

  An effective strategy for synthesis of Cu nanoparticles is designed, these nanoparticles have high catalytic activity in conjugate addition of B2(pin)2 and α,β-unsaturated ketones. The reaction of protodeboration can proceed with adding NaOtBu. In this way, a new method to reduce the conjugated alkenes of α,β-unsaturated ketones is developed with organoboranes as intermediates. Cu nanocrystals also

  设计了一种有效的合成铜纳米颗粒的策略，这些纳米颗粒在B 2（pin）2和α，β-不饱和酮的共轭添加中具有高催化活性。原脱硼的反应可以通过添加NaO t Bu来进行。以这种方式，开发了一种以有机硼烷为中间体，还原α，β-不饱和酮的共轭烯烃的新方法。Cu纳米晶体在克级反应和循环利用实验中也具有优异的性能。提出了一种可能的机制。
• Spontaneous optical response towards cyanide ion in water by a reactive binding site probe
  作者：Jong Ho Park、Ramalingam Manivannan、Palanisamy Jayasudha、Young-A Son

  DOI：10.1016/j.saa.2020.118190

  日期：2020.6

  Indolium derivatives bearing diphenyl amine (R1) and dibenzylamine (R2) linked through benzene was designed, synthesized, characterized and its cyanide recognizing abilities are studied in 100% water. The probes were exhibited dual channel properties i.e. both colorimetric and fluorimetric changes for the effective sensing of cyanide ion. The discrete color variation of probes with cyanide ion makes

  设计，合成，表征了表征通过苯连接的二苯胺（R1）和二苄基胺（R2）的吲哚衍生物，并在100％水中对其氰化物的识别能力进行了研究。探针表现出双通道特性，即比色和荧光变化均可有效检测氰化物离子。带有氰化物离子的探针的离散颜色变化可以用作比色传感器，并且可以通过肉眼轻松看到。氰离子的识别是通过将氰离子附着在吲哚C的C原子上来实现的N基团通过亲核加成。而且，发现的探针检出限（nM范围）远低于WHO的检出限。此外，该探针可有效地用于测定实际水样中的氰化物离子，因此用HPLC方法进行了确认。
• Copolymerizable methine and anthraquinone compounds and articles containing them
  申请人：Pearson Clay Jason

  公开号：US20060115516A1

  公开（公告）日：2006-06-01

  This invention relates to polymerizable ultraviolet light absorbers and yellow colorants and their use in ophthalmic lenses. In particular, this invention relates to polymerizable ultraviolet light absorbing methine compounds and yellow compounds of the methine and anthraquinone classes that block ultraviolet light and/or violet-blue light transmission through ophthalmic lenses.

  这项发明涉及可聚合的紫外光吸收剂和黄色染料，以及它们在眼镜镜片中的应用。具体而言，这项发明涉及可聚合的紫外光吸收亚甲基化合物和亚甲基和蒽醌类化合物，这些化合物通过眼镜镜片阻挡紫外光和/或紫蓝光的透射。
• Copper-Catalyzed Amination of Arylboronates with N,N-Dialkylhydroxylamines
  作者：Naoki Matsuda、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1002/anie.201108773

  日期：2012.4.10

  tolerant coupling: The title reaction has been developed to deliver arylamines (see scheme; Bz=benzoyl, dppbz=1,2‐bis(diphenylphosphino)benzene). The catalysis is based on electrophilic, umpolung amination and enables the use of secondary acyclic amines. Various functional groups are tolerated, thus opening up a new substrate class for the Chan–Lam‐type coupling.

  耐受偶联：已开发出标题反应以递送芳基胺（请参见方案； Bz =苯甲酰基，dppbz = 1,2-双（二苯基膦基）苯）。催化是基于亲电子的，氨化的胺化反应，并可以使用仲无环胺。可以容忍各种官能团，从而为Chan–Lam型偶联打开了新的底物类别。
• Optical Properties of Novel 2,3-Dicyano-5-methyl-6<i>H</i>-1,4-diazepine Dyes in the Solid State
  作者：Emi Horiguchi、Shinya Matsumoto、Kazumasa Funabiki、Masaki Matsui

  DOI：10.1246/bcsj.78.1167

  日期：2005.6

  Novel nonplanar fluorescent dyes, 2,3-dicyano-7-methyl-6H-1,4-diazepines, were synthesized. The fluorescence intensity of 6-substituted 2,3-dicyano-5-[4-(diethylamino)styryl]-7-methyl-6H-1,4-diazepines in vapor-deposited film was on the order of the substituent at the 6-position: n-Bu, Et > t-Bu, H. That of 2,3-dicyano-5-[4-(dialkylamino)styryl]-6-ethyl-7-methyl-6H-1,4-diazepines in the solid state was on the order of the alkyl group: CH2(3,5-(di-t-Bu)C6H3) > Bn > Et. Thus, the fluorescence intensity in the solid state basically increased with the bulkiness of the substituents on the chromophoric system. X-ray structure analysis clearly showed that the substituent at the 6-position and the dialkylamino moiety should inhibit intermolecular interactions between the chromophores so as to enhance the fluorescence intensity in the solid state.

  合成了新型非平面荧光染料，2,3-二氰基-7-甲基-6H-1,4-二氮杂萘。6-取代的2,3-二氰基-5-[4-(二乙氨基)苯乙烯]-7-甲基-6H-1,4-二氮杂萘在蒸汽沉积薄膜中的荧光强度受6位取代基的影响顺序为：n-丁基、乙基 > t-丁基、氢。2,3-二氰基-5-[4-(二烷基氨基)苯乙烯]-6-乙基-7-甲基-6H-1,4-二氮杂萘在固态下的荧光强度受烷基基团影响的顺序为：CH2(3,5-(二-t-丁基)C6H3) > 苄基 > 乙基。因此，固态下的荧光强度基本上随着染料色素体系中取代基的体积增大而增加。X射线结构分析清楚地表明，6位的取代基和二烷基氨基部分应抑制染料色素之间的分子间相互作用，从而增强固态下的荧光强度。