4-Morpholinomethyl-2,5-xylenol | 29053-91-6

• 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: 4-Morpholinomethyl-2,5-xylenol
• 英文别名: 2,5-dimethyl-4-morpholin-4-ylmethyl-phenol；2,5-Dimethyl-4-morpholinomethyl-phenol；2,5-Dimethyl-4-(morpholin-4-ylmethyl)phenol
• CAS: 29053-91-6
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD00041219
• 分子量: 221.299
• InChiKey: RIQXULCAEXVXDY-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C
• 沸点：
  347.1±37.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Morpholinomethyl-2,5-xylenol 在 sodium 、 异丙醇 、 苯 作用下， 生成 thiophosphoric acid tris-O-(2,5-dimethyl-4-morpholinomethyl-phenyl ester)
  参考文献：
  名称：

  Amino-aryl esters of acid phosphorus compounds

  摘要：

  公开号：

  US02759961A1
• 作为产物：
  描述：

  5-甲基-2-(哌啶-1-基甲基)苯酚 在 1,4-二氧六环 、 copper oxide-chromium oxide 作用下， 165.0 ℃ 、9.81 MPa 条件下， 生成 4-Morpholinomethyl-2,5-xylenol
  参考文献：
  名称：

  A Study of Orientation of Nuclear Methylation in Phenols and Naphthols

  摘要：

  DOI：

  10.1021/ja01878a026

文献信息

• PHOTOCURABLE COMPOSITION
  申请人：Fukui Hiroji

  公开号：US20110097669A1

  公开（公告）日：2011-04-28

  The present invention provides a photocurable composition which contains a photobase generator capable of generating a satisfactory amount of a base in a high quantum yield when irradiated even with a small quantity of light for a short time, and contains a curable compound that is rapidly cured by the generated base such that the composition is cured into a cured product. The photocurable composition comprises: a photobase generator (A) which is a salt of a carboxylic acid (a1-1) represented by the following formula (1-1) with a basic compound (a2), and a curable compound (B) which has, in one molecule thereof, at least two functional groups selected from among epoxy group, (meth)acryloyl group, isocyanato group, acid anhydride group, and alkoxysilyl group, where R1 to R7 in the above formula (1-1) each are hydrogen or an organic group, R1 to R7 may be the same or different, and two of R1 to R7 may be bonded to each other to form a ring structure.

  本发明提供了一种光固化组合物，其包含一种光碱发生剂，当短时间内用少量光照射时，能够生成足量碱，并且具有高量子产率，同时含有一种可固化化合物，该化合物能够被生成的碱迅速固化，从而使组合物固化成为固化产物。该光固化组合物包括：光碱发生剂（A），其是由下式（1-1）所表示的羧酸盐（a1-1）与碱性化合物（a2）形成的，以及一种可固化化合物（B），该化合物在一个分子中具有至少两种官能团，所述官能团选自环氧基团、（甲基）丙烯酰基团、异氰酸酯基团、酸酐基团和烷氧基硅基团，其中上述式（1-1）中的R1至R7分别为氢或有机基团，R1至R7可以相同或不同，其中两个R1至R7可以相互连接形成环结构。
• Radical chlorination of non-resonant heterobenzylic C‒H bonds and high-throughput diversification of heterocycles
  作者：Dung L. Golden、Kaitlyn M. Flynn、Santeri Aikonen、Christopher M. Hanneman、Dipannita Kalyani、Shane W. Krska、Robert S. Paton、Shannon S. Stahl

  DOI：10.1016/j.chempr.2024.04.001

  日期：2024.5

  Site-selective functionalization of the heterobenzylic C(sp)–H bonds of pyridines and related heteroaromatic compounds presents challenges associated with the basic nitrogen atom and the variable reactivity among different positions on the heteroaromatic ring. Methods for functionalization of 2- and 4-alkylpyridines are increasingly available through polar pathways that leverage resonance stabilization

  吡啶和相关杂芳族化合物的杂苄基 C(sp)-H 键的位点选择性官能化提出了与碱性氮原子和杂芳环上不同位置之间的可变反应性相关的挑战。 2-和4-烷基吡啶的功能化方法越来越多地通过利用这些位置上电荷积累的共振稳定性的极性途径来实现。相比之下，3-烷基吡啶的官能化基本上是难以实现的。在这里，我们报道了一种光化学促进的方法，用于 3-烷基吡啶和相关烷基杂芳烃中非共振杂苄基 C(sp)-H 位点的氯化。密度泛函理论计算表明，最佳反应性反映了两个自由基链增长步骤的能量之间的平衡，优选试剂由β-氯磺酰胺组成。操作简单的氯化方案能够获得杂苄基氯化物，它可作为杂芳族结构单元和各种氧化敏感亲核试剂之间的 C-H 交叉偶联反应的多功能中间体，通过高通量实验进行。
• Identification of Phenoxyalkylbenzimidazoles with Antitubercular Activity
  作者：N. Susantha Chandrasekera、Torey Alling、Mai A. Bailey、Megan Files、Julie V. Early、Juliane Ollinger、Yulia Ovechkina、Thierry Masquelin、Prashant V. Desai、Jeffrey W. Cramer、Philip A. Hipskind、Joshua O. Odingo、Tanya Parish

  DOI：10.1021/acs.jmedchem.5b00546

  日期：2015.9.24

  We conducted an evaluation of the phenoxyalkylbenzimidazole series based on the exemplar 2-ethyl-1-(3-phenoxypropyl)-1H-benzo[d]imidazole for its antitubercular activity. Four segments of the molecule were examined systematically to define a structure activity relationship with respect to biological activity. Compounds had submicromolar activity against Mycobacterium tuberculosis; the most potent compound had a minimum inhibitory concentration (MIC) of 52 nM and was not cytotoxic against eukaryotic cells (selectivity index = 523). Compounds were selective for M. tuberculosis over other bacterial species, including the closely related Mycobacterium smegmatis. Compounds had a bacteriostatic effect against aerobically grown, replicating M. tuberculosis, but were bactericidal against nonreplicating bacteria. Representative compounds had moderate to high permeability in MDCK cells, but were rapidly metabolized in rodents and human liver microsomes, suggesting the possibility of rapid in vivo hepatic clearance mediated by oxidative metabolism. These results indicate that the readily synthesized phenoxyalkylbenzimidazoles are a promising class of potent and selective antitubercular agents, if the metabolic liability can be solved.
• Photo-physicochemical properties and in vitro photodynamic therapy activity of morpholine-substituted Zinc(II)-Phthalocyanines π-π stacked on biotinylated graphene quantum dots
  作者：Lindokuhle C. Nene、Muthumuni Managa、Tebello Nyokong

  DOI：10.1016/j.dyepig.2019.03.002

  日期：2019.6

  Two morpholine-substituted Zn(II) phthalocyanines, complex 4 and the cationic 5, were synthesized and conjugated to graphene quantum dots (GQDs) and biotinylated GQDs (GQDs-biotin) by non-covalent at-at interactions. The GQDs-biotin are prepared as potential nanoparticle-based Pc delivery vector combined with a receptor -mediated transport system using biotin. The photo-physicochemical properties of the Pc complexes and their corresponding conjugates were studied. Upon conjugation, the fluorescence quantum yields decrease for 4 and 5, however, the triplet quantum yields were increased for the conjugates. All samples demonstrated singlet oxygen generation. For conjugated complexes, the singlet quantum yields decreased due to the screening effect in some cases. An increase in the photodynamic therapy activities upon quatemization was observed for the conjugates, with the cell viability decreasing from 66.2% to 51.2% after treatment for 4-GQDs and 5-GQDs, respectively. A relatively better performance was also observed for the cationic complex in combination with the biotin functionalized GQDs, 5-GQDs-biotin, where the cell viability was 34.9% after treatment. Moreover, the cellular uptake of 5-GQDs-biotin over 24 h was relatively higher compared to Pc complex alone and other Pcs-GQDs conjugates.
• Hansell,D.P., Justus Liebigs Annalen der Chemie, 1978, p. 54 - 56
  作者：Hansell,D.P.

  DOI：——

  日期：——