3-氯-4’-羟基二苯甲酮 | 61002-52-6

• 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: 3-氯-4’-羟基二苯甲酮
• 英文名称: (3-chlorophenyl)(4-hydroxyphenyl)methanone
• 英文别名: 3-chlorophenyl 4-hydroxyphenyl ketone；3-Chloro-4'-hydroxybenzophenone；(3-chlorophenyl)-(4-hydroxyphenyl)methanone
• CAS: 61002-52-6
• 化学式: C₁₃H₉ClO₂
• 分子量: 232.666
• InChiKey: RFARANORDJNAEK-UHFFFAOYSA-N

物化性质

• 熔点：
  172°C
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  3-氯-4’-羟基二苯甲酮 在 溶剂黄146 、 三乙胺 、 肼 作用下， 以 吡啶 、 乙醇 为溶剂， 生成 Trifluoro-methanesulfonic acid 4-[(acetyl-hydrazono)-(3-chloro-phenyl)-methyl]-phenyl ester
  参考文献：
  名称：

  具有杀虫活性的二苯甲酮derivatives衍生物的合成及其构效关系。

  摘要：

  制备了广泛的二苯甲酮衍生物，并针对选定的咀嚼害虫进行了测试，从而分析了结构-活性关系。仅当芳环在4-位被卤素原子和三氟甲磺酸酯或全卤代烷氧基取代时，才发现良好的活性。相反，部分上的许多取代基导致活性化合物，用酰基型取代基可获得最佳结果。在针对斜纹夜蛾的半田间试验中证实了最佳代表的出色的实验室和温室活性。

  DOI：

  10.1002/1526-4998(200102)57:2<191::aid-ps275>3.0.co;2-o
• 作为产物：
  描述：

  3-氯苯甲酸苯酯 在 三氯化铝 作用下， 反应 0.25h， 以85%的产率得到3-氯-4’-羟基二苯甲酮
  参考文献：
  名称：

  5-(4'-AROYL)-芳氧基甲基-4H-(1,2,4)-TRIAZOLIN-3-硫醇的合成及其生物活性

  摘要：

  5-(4'-芳酰基)-芳氧基甲基-4H-1,2,4)-三唑啉-3-硫醇以取代苯甲酸苯酯为起始原料合成。Fries 重排苯甲酸苯酯得到对羟基二苯甲酮，在无水碳酸钾和无水丙酮存在下用溴乙酸乙酯处理得到相应的苯甲酰苯氧基酯，产率极好。在乙酸酐存在下将酯与氨基硫脲回流，得到环化的标题化合物。它们的元素分析和光谱数据为合成化合物的结构提供了支持。筛选新合成的化合物的抗菌和抗真菌活性。关键词：芳酰基芳氧基酯，三唑啉-3-硫醇。

  DOI：

  10.1515/hc.2004.10.1.85

文献信息

• Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes
  作者：Shaista Sultan、Muneer-ul-Shafi Bhat、Masood Ahmad Rizvi、Bhahwal Ali Shah

  DOI：10.1021/acs.joc.9b00855

  日期：2019.7.19

  single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene–alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.

  据报道，通过末端炔烃与苯醌的氧化偶联，一步合成4-羟基官能化的双芳基和芳基/烷基酮。此外，对于萘醌，由于羰基与芳环的交叉共振，更有利于烯烃-炔烃环加成生成四元碳环加合物，从而排除了对预活化炔烃的需求。
• Tandem Catalysis: Access to Ketones from Aldehydes and Arylboronic Acidsvia Rhodium-Catalyzed Addition/Oxidation
  作者：Guilhem Mora、Sylvain Darses、Jean-Pierre Genet

  DOI：10.1002/adsc.200600530

  日期：2007.5.7

  cross-coupling reactions of aromatic aldehydes with arylboronic acids afforded ketones in high yields and under mild conditions in the presence of a rhodium catalyst, acetone and a base. This new reaction, involving a formal aldehyde CH bond activation, is believed to proceed via a tandem process involving addition of the organometallic species to the aldehyde followed by oxidation by β-hydride transfer.

  芳族醛与芳基硼酸的直接交叉偶联反应在铑催化剂，丙酮和碱的存在下，在温和的条件下，以高收率和高产率提供了酮。据信该涉及正式醛CH键活化的新反应通过串联过程进行，该串联过程包括将有机金属物质加至醛中，然后通过β-氢化物转移进行氧化。
• Quinoline and quinazoline derivatives inhibiting platelet-derived growth
  申请人：Kirin Beer Kabushiki Kaisha

  公开号：US06143764A1

  公开（公告）日：2000-11-07

  The present invention relates to novel quinoline derivatives and quinazoline derivatives represented by the following formula (I): ##STR1## [wherein R.sub.1 and R.sub.2 are each independently H or C.sub.1 -C.sub.4 -alkyl, or R.sub.1 and R.sub.2 together form C.sub.1 -C.sub.3 -alkylene, X is O, S or CH.sub.2, W is CH or N, and Q is a substituted aryl group or substituted heteroaryl group] and their pharmaceutically acceptable salts, having platelet-derived growth factor receptor autophosphorylation inhibitory activity, to pharmaceutical compositions containing these compounds, and to methods for the treatment of diseases associated with abnormal cell growth such as tumors.

  本发明涉及一种新型喹啉衍生物和喹嗪衍生物，其由以下式子（I）所表示：##STR1## [其中R.sub.1和R.sub.2各自独立地为H或C.sub.1-C.sub.4-烷基，或者R.sub.1和R.sub.2共同形成C.sub.1-C.sub.3-亚烷基，X为O、S或CH.sub.2，W为CH或N，Q为取代芳基或取代杂环芳基]及其药学上可接受的盐，具有血小板源性生长因子受体自磷酸化抑制活性，以及含有这些化合物的制药组合物，以及用于治疗与异常细胞生长相关的疾病，如肿瘤的方法。
• Sudhab; Shashikanth; Khanum, Shaukath Ara, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 10, p. 2652 - 2656
  作者：Sudhab、Shashikanth、Khanum, Shaukath Ara

  DOI：——

  日期：——
• Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel
  作者：Zhiyi Yu、Jacobus P.D. van Veldhoven、Ingrid M.E. 't Hart、Adrian H. Kopf、Laura H. Heitman、Adriaan P. IJzerman

  DOI：10.1016/j.ejmech.2015.10.032

  日期：2015.12

  We synthesized and evaluated a series of compounds for their allosteric modulation at the K(v)11.1 (hERG) channel. Most compounds were negative allosteric modulators of [H-3]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known K(v)11.1 blockers. (C) 2015 Elsevier Masson SAS. All rights reserved.