(2-hydroxyphenyl)(pyridin-3-yl)methanone | 3882-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-hydroxyphenyl)(pyridin-3-yl)methanone
• 英文别名: 3-(2'-hydroxybenzoyl)pyridine；3-(2-Hydroxybenzoyl)pyridine；(2-hydroxyphenyl)-pyridin-3-ylmethanone
• CAS: 3882-47-1
• 化学式: C₁₂H₉NO₂
• 分子量: 199.209
• InChiKey: BDBYJWZZBUDVEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  336.3±17.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-hydroxyphenyl)(pyridin-3-yl)methanone 在 吡啶 、 sodium acetate 、 palladium diacetate 作用下， 以 乙二醇 为溶剂， 反应 24.0h， 生成 4-methyl-1-(pyridin-3-yl)isoquinoline
  参考文献：
  名称：

  通过顺序的Pd催化的Heck反应和分子内环化反应 一锅合成4-甲基异喹啉†

  摘要：

  通过级联的钯催化的Heck反应，分子内环化和异构化，一种有效的一锅法合成4-甲基异喹啉。该反应具有多种具有各种官能团的底物，并且已经以良好的产率获得了相应的产物。

  DOI：

  10.1039/c3ob41680a
• 作为产物：
  描述：

  水杨醛 在 dicarbonylacetylacetonato rhodium (I) 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 (2-hydroxyphenyl)(pyridin-3-yl)methanone
  参考文献：
  名称：

  铑催化的定向基团辅助的芳基卤代甲烷CH-H芳基化反应

  摘要：

  建立了广泛的合成2'-取代的二苯甲酮的范围，涉及在铑催化的条件下，直接基团（OH或NHTs）辅助芳基醛与芳基卤化物的C–H芳基化。

  DOI：

  10.1002/ejoc.201700881

文献信息

• Ruthenium‐Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H ₂
  作者：Le' an Hu、Yao Zhang、Qing‐Wen Zhang、Qin Yin、Xumu Zhang

  DOI：10.1002/anie.201915459

  日期：2020.3.23

  A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93->99 % ee). Elaborations of the chiral amine products into bioactive

  报道了钌盐对铵基取代的邻羟基取代的二芳基和位阻酮的Ru催化的直接不对称还原胺化反应。该方法代表了合成合成有用的手性伯二芳基甲基胺和位阻苄胺的直接途径（产率高达97％，ee达93-> 99％）。通过操纵可除去和可转化的-OH基团，证明了将手性胺产物精制为生物活性化合物和手性配体。
• Natural product inspired library synthesis - Identification of 2,3-diarylbenzofuran and 2,3-dihydrobenzofuran based inhibitors of Chlamydia trachomatis
  作者：Michael Saleeb、Sergio Mojica、Anna U. Eriksson、C. David Andersson、Åsa Gylfe、Mikael Elofsson

  DOI：10.1016/j.ejmech.2017.11.099

  日期：2018.1

  A natural product inspired library was synthesized based on 2,3-diarylbenzofuran and 2,3-diaryl-2,3-dihydrobenzofuran scaffolds. The library of forty-eight compounds was prepared by utilizing Pd-catalyzed one-pot multicomponent reactions and ruthenium-catalyzed intramolecular carbenoid C-H insertions. The compounds were evaluated for antibacterial activity in a panel of test systems including phenotypic

  基于2，3-二芳基苯并呋喃和2，3-二芳基-2，3-二氢苯并呋喃支架合成了天然产物启发的文库。通过利用Pd催化的一锅多组分反应和钌催化的分子内类胡萝卜素CH插入制备了48种化合物的库。在包括表型，生化和基于图像的筛选测定在内的一系列测试系统中评估了这些化合物的抗菌活性。我们鉴定阻断致病的细胞内复制几种强效的抑制剂沙眼衣原体与IC 50  ≤3μM。这些新型沙眼衣原体抑制剂可以作为开发特定治疗方法的起点，从而减轻沙眼衣原体的全球负担 感染。
• Imidazo [1,5-a]pyridine compounds and their use
  申请人：Alterity Therapeutics Limited

  公开号：US10941143B2

  公开（公告）日：2021-03-09

  The present invention provides compounds that modulate biological metals and to pharmaceutical compositions containing such compounds. The invention particularly relates to imidazo[1,5-a]pyridine compounds of formula (I) that modulate iron and are useful for the treatment of diseases, particularly neurological diseases such as Parkinson's disease (PD), Alzheimer's disease (AD), Alzheimer-type dementia, Huntington's disease (HD), amyotrophic lateral sclerosis (ALS), frontotemporal dementia (FTD) and multiple system atrophy (MSA). The compounds of formula (I) being where variables are defined herein.

  本发明提供了调节生物金属的化合物以及含有此类化合物的药物组合物。本发明尤其涉及式（I）的咪唑并[1,5-a]吡啶化合物，该化合物可调节铁元素并可用于治疗疾病，尤其是神经系统疾病，如帕金森病（PD）、阿尔茨海默病（AD）、阿尔茨海默型痴呆、亨廷顿病（HD）、肌萎缩性脊髓侧索硬化症（ALS）、额颞叶痴呆（FTD）和多系统萎缩（MSA）。式(I)化合物为 其中变量的定义见本文。
• Synthesis and evaluation of 3-salicyloylpyridine derivatives as cytotoxic mitochondrial apoptosis inducers
  作者：Alisha Sood、Vishal Sharma、Ashun Chaudhry、Rakesh Kumar、Saroj Arora、Rajnikant、Vivek Gupta、Mohan Paul S. Ishar

  DOI：10.1016/j.bmcl.2014.08.010

  日期：2014.10

  A series of novel 3-salicyloylpyridines (4a-h) were synthesized with good yield by modified Knoevenagel-Stobbel method; o-allylation with allyl bromide lead to formation of compounds (5a-h). The synthesized compounds were characterized by spectroscopic techniques and evaluated for cytotoxic activity against human cancer cell lines. Compounds bearing hydroxyl group displayed high cytotoxicity (4a-h) as compared to o-allylated molecules (5a-h). The most active compound 4b was selected for further investigation to look for mechanism of cell death in prostate cancer (PC-3) cells. The apoptotic bodies induced by 4b in PC-3 cells were scanned by confocal microscopy and confirmed by scanning electron microscopy (SEM). Further results obtained from spectrofluorimetric determination of mitochondrial membrane potential (ΔΨm) and intracellular reactive oxygen species (ROS) in treated PC-3 cells revealed that mitochondria dependent apoptosis was involved in the cell death.
• Uddin, Rafi; Zaman, Asif, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 12, p. 1039 - 1042
  作者：Uddin, Rafi、Zaman, Asif

  DOI：——

  日期：——