2-(4'-methylbenzoyl)-3H-benzo[f]chromen-3-one | 82531-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 2-(4'-methylbenzoyl)-3H-benzo[f]chromen-3-one
• 英文别名: 2-(4-methylbenzoyl)-3H-benzo[f ]chromen-3-one；2-(4-methylbenzoyl)-3H-benzo[f]chromen-3-one；3-(4-methylbenzoyl)-2H-benzo[f]chromen-2-one；3-(4-methylbenzoyl)benzo[f]coumarin；2-(4-methyl-benzoyl)-benzo[f]chromen-3-one；2-(4-Methylbenzoyl)benzo[f]chromen-3-one
• CAS: 82531-51-9
• 化学式: C₂₁H₁₄O₃
• 分子量: 314.34
• InChiKey: YERJAASTDVSSHP-UHFFFAOYSA-N

物化性质

• 熔点：
  190-192 °C(Solv: ethanol (64-17-5))
• 沸点：
  554.7±50.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4'-methylbenzoyl)-3H-benzo[f]chromen-3-one 在 sodium tetrahydroborate 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以60%的产率得到2-(4'-methylbenzoyl)-1,2-dihydro-benzo[f]chromen-3-one
  参考文献：
  名称：

  Novel Cambinol Analogs as Sirtuin Inhibitors: Synthesis, Biological Evaluation, and Rationalization of Activity

  摘要：

  The tenovins and cambinol are two classes of sirtuin inhibitor that exhibit antitumor activity in preclinical models. This report describes modifications to the core structure of cambinol, in particular by incorporation of substitutents at the N1-position, which lead to increased potency and modified selectivity. These improvements have been rationalized using molecular modeling techniques. The expected functional selectivity in cells was also observed for both a SIRT1 and a SIRT2 selective analog.

  DOI：

  10.1021/jm8014298
• 作为产物：
  描述：

  2-萘酚 在 哌啶 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 4.5h， 生成 2-(4'-methylbenzoyl)-3H-benzo[f]chromen-3-one
  参考文献：
  名称：

  3-KETOCOUMARINES FOR LED PHOTOCURING

  摘要：

  本发明涉及可用作LED光固化中的光引发剂的3-酮香豆素，以及用于固化包含该3-酮香豆素的组合物的方法。

  公开号：

  US20150259316A1

文献信息

• 3-KETOCOUMARINES FOR LED PHOTOCURING
  申请人：LAMBERTI SPA

  公开号：US20150259316A1

  公开（公告）日：2015-09-17

  The present invention relates to 3-ketocoumarines which can be used as photoinitiators in LED photocuring and to a process for curing compositions comprising said 3-ketocoumarines.

  本发明涉及可用作LED光固化中的光引发剂的3-酮香豆素，以及用于固化包含该3-酮香豆素的组合物的方法。
• [EN] PYRIMIDE DERIVATIVES AND THEIR PHARMACEUTICAL USE<br/>[FR] DÉRIVÉS DE PYRIMIDE ET LEUR USAGE PHARMACEUTIQUE
  申请人：UNIV DUNDEE

  公开号：WO2010038043A1

  公开（公告）日：2010-04-08

  The invention provides a compound according to formula (I): wherein: X is O or S; Y is O or S; each Ar and Ar' is independently a mono-, bi- or tricyclic aryl or heteroaryl group optionally substituted with one or more substituents selected from halo, alkyl, aryl, heteroaryl, hydroxyl, nitro, amino, alkoxy, alkylthio, cyano, thio, ester, acyl and amido; each R2 is independently hydrogen, halo, alkyl, aryl, heteroaryl, hydroxyl, nitro, amino, alkoxy, alkylthio, cyano and thio; and R1 is as defined herein, or a physiologically acceptable salt, solvate, ester, amide or other physiologically functional derivative thereof.

  该发明提供了一个符合以下式（I）的化合物：其中：X为O或S；Y为O或S；每个Ar和Ar'独立地是一个单环、双环或三环芳基或杂芳基，可选地取代一个或多个卤素、烷基、芳基、杂芳基、羟基、硝基、氨基、烷氧基、烷硫基、氰基、硫基、酯基、酰基和酰胺基；每个R2独立地是氢、卤素、烷基、芳基、杂芳基、羟基、硝基、氨基、烷氧基、烷硫基、氰基和硫基；R1如本文所定义，或其生理上可接受的盐、溶剂合物、酯、酰胺或其他生理功能衍生物。
• Facile Synthesis of 3-Thioxo-3H-benzo[f]chromen-2-yl methanone and 3H-Benzo[f]chromene-3-one Under Solvent Free Condition
  作者：Okram Mukherjee Singh、Nepram Sushuma Devi、Laishram Ronibala Devi、Ki-Bum Lim、Yong-Jin Yoon、Sang-Geyong Lee

  DOI：10.5012/bkcs.2011.32.1.175

  日期：2011.1.20

  reaction for the synthesis of coumarin involves the condensation of phenols with β-ketonic esters in the presence of variety of acidic condensing agents such as sul-furic acid, hydrochloric acid and phosphoric acid, phosphorous pentoxide, trifluoroacetic acid and Lewis acids such as ZnCl

  在无溶剂条件下，在一定量的 $CuCl_2$ 催化剂存在下，通过缩合现成的 $\beta$ 二硫代氧化物和 S,S-缩醛与 2- 羟基-1-萘甲醛，开发出了一种简单、方便、高效和高产的香豆素组合库合成方法。
• Condensation of α-Aroylketene Dithioacetals and 2-Hydroxyarylaldehydes Results in Facile Synthesis of a Combinatorial Library of 3-Aroylcoumarins
  作者：H. Surya Prakash Rao、S. Sivakumar

  DOI：10.1021/jo061372e

  日期：2006.11.1

  facile, convenient, efficient, and high yielding synthesis of a combinatorial library of 3-aroylcoumarins has been developed by the condensation of easily available α-aroylketene dithioacetals (AKDTAs) and 2-hydroxybenzaldehydes (salicylaldehydes)/2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of piperidine in THF reflux. The condensation of ferrocene derived α-aroylketene dithioacetal

  通过将易得的α-芳基烯酮二硫缩醛（AKDTAs）与2-羟基苯甲醛（水杨醛）/ 2-羟基-1-萘醛缩合，已开发出一种简便，便捷，高效且高收率的3-aroyl香豆素组合文库的合成方法。在催化量的哌啶存在下于四氢呋喃回流中。二茂铁衍生的α-芳基烯酮二硫缩醛与2-羟基苯甲醛的香豆素缩合，安装在二茂铁平台上。
• Novel Cambinol Analogs as Sirtuin Inhibitors: Synthesis, Biological Evaluation, and Rationalization of Activity
  作者：Federico Medda、Rupert J. M. Russell、Maureen Higgins、Anna R. McCarthy、Johanna Campbell、Alexandra M. Z. Slawin、David P. Lane、Sonia Lain、Nicholas J. Westwood

  DOI：10.1021/jm8014298

  日期：2009.5.14

  The tenovins and cambinol are two classes of sirtuin inhibitor that exhibit antitumor activity in preclinical models. This report describes modifications to the core structure of cambinol, in particular by incorporation of substitutents at the N1-position, which lead to increased potency and modified selectivity. These improvements have been rationalized using molecular modeling techniques. The expected functional selectivity in cells was also observed for both a SIRT1 and a SIRT2 selective analog.