(4-叔丁基苯基)(4-羟基苯基)甲酮 | 55044-96-7

• 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-叔丁基苯基)(4-羟基苯基)甲酮
• 英文名称: (4-(tert-butyl) phenyl)(4-hydroxyphenyl)methanone
• 英文别名: (4-(tert-butyl)phenyl)(4-hydroxyphenyl)methanone；4-t-butylphenyl 4-hydroxyphenyl ketone；4-(p.ter.butylbenzoyl)phenol；Methanone, [4-(1,1-dimethylethyl)phenyl](4-hydroxyphenyl)-；(4-tert-butylphenyl)-(4-hydroxyphenyl)methanone
• CAS: 55044-96-7
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: GHWOFLNXFQAIFV-UHFFFAOYSA-N

物化性质

• 熔点：
  130–131°C

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914501900

反应信息

• 作为反应物：
  描述：

  (4-叔丁基苯基)(4-羟基苯基)甲酮 在 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 96.0h， 生成 Ethyl 4-[3-[4-(4-tert-butylbenzoyl)phenoxy]propyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Structure–activity relationships of non-imidazole H3 receptor ligands. Part 1

  摘要：

  SAR studies for novel non-imidazole containing H-3 receptor antagonists with high potency and selectivity for rat H-3 receptors are described. A high throughput screening lead, A-923, was further elaborated in a systematic manner to clarify a pharmacophore for this class of aryloxyalkyl piperazine based compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00309-8
• 作为产物：
  描述：

  (4-叔丁基苯基)-(4-甲氧基苯基)甲酮 生成 (4-叔丁基苯基)(4-羟基苯基)甲酮
  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

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。
• 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.

  本发明涉及由以下式（I）表示的新型喹啉衍生物和喹唑啉衍生物：[其中R.sub.1和R.sub.2分别独立地为H或C.sub.1 -C.sub.4 -烷基，或R.sub.1和R.sub.2一起形成C.sub.1 -C.sub.3 -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芳基]及其在药学上可接受的盐，具有血小板源性生长因子受体自磷酸化抑制活性，用于含有这些化合物的药物组合物，以及用于治疗与异常细胞生长（如肿瘤）相关的疾病的方法。
• Visible Light Copper Photoredox-Catalyzed Aerobic Oxidative Coupling of Phenols and Terminal Alkynes: Regioselective Synthesis of Functionalized Ketones via C≡C Triple Bond Cleavage
  作者：Arunachalam Sagadevan、Vaibhav Pramod Charpe、Ayyakkannu Ragupathi、Kuo Chu Hwang

  DOI：10.1021/jacs.6b13113

  日期：2017.3.1

  Direct oxidative coupling of phenols and terminal alkynes was achieved at room temperature by a visible-light-mediated copper-catalyzed photoredox process. This method allows regioselective synthesis of hydroxyl-functionalized aryl and alkyl ketones from simple phenols and phenylacetylene via C≡C triple bond cleavage. 47 examples were presented. From a synthetic perspective, this protocol offers an

  通过可见光介导的铜催化光氧化还原过程，在室温下实现了酚类和末端炔烃的直接氧化偶联。该方法允许通过 C≡C 三键断裂从简单的苯酚和苯乙炔区域选择性合成羟基官能化的芳基酮和烷基酮。展示了 47 个例子。从合成的角度来看，该协议为制备药物（如匹托苯和非诺贝特）提供了一种有效的合成途径。
• Synthesis and structure–activity relationship for new series of 4-Phenoxyquinoline derivatives as specific inhibitors of platelet-derived growth factor receptor tyrosine kinase
  作者：Kazuo Kubo、Shin-ichi Ohyama、Toshiyuki Shimizu、Atsuya Takami、Hideko Murooka、Tsuyoshi Nishitoba、Shinichiro Kato、Mikio Yagi、Yoshiko Kobayashi、Noriko Iinuma、Toshiyuki Isoe、Kazuhide Nakamura、Hiroshi Iijima、Tatsushi Osawa、Toshio Izawa

  DOI：10.1016/j.bmc.2003.08.020

  日期：2003.11

  We discovered a new series of 4-phenoxyquinoline derivatives as potent and selective inhibitors of the platelet-derived growth factor receptor (PDGFr) tyrosine kinase. We researched the highly potent and selective inhibitors on the basis of both PDGFr and epidermal growth factor receptor (EGFr) inhibitory activity. First, we found a compound, Ki6783 (1), which inhibited PDGFr autophosphorylation at 0.13 muM, but it did not inhibit EGFr autophosphorylation at 100 muM. After extensive explorations, we found the two desired compounds, Ki6896 (2) and Ki6945 (3), which are substituted by benzoyl and benzamide at the 4-position of the phenoxy group on 4-phenoxyquinoline, respectively. These inhibitory activities were 0.31 and 0.050 muM, respectively, but neither of them inhibited EGFr autophosphorylation at 100 M. We further investigated the profile of both compounds toward various tyrosine and serine/threonine kinases. The three compounds specifically inhibited PDGFr rather than the other kinases. (C) 2003 Elsevier Ltd. All rights reserved.
• Massolini; Carmellino; Baruffini, Farmaco, Edizione Scientifica, 1987, vol. 42, # 2, p. 117 - 124
  作者：Massolini、Carmellino、Baruffini

  DOI：——

  日期：——