4’-氯-3,4-二羟基二苯甲酮 | 134612-84-3

• 物质功能分类: 有机原料 - 酮类化合物
• 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’-氯-3,4-二羟基二苯甲酮
• 中文别名: 4'-氯-3,4-二羟基二苯甲酮
• 英文名称: 4-parachlorobenzoyl catechol
• 英文别名: 4-chloro-3',4'-dihydroxydiphenylmethanone；4'-chloro-3,4-dihydroxybenzophenone；(4-Chlorophenyl)(3,4-dihydroxyphenyl)methanone；(4-chlorophenyl)-(3,4-dihydroxyphenyl)methanone
• CAS: 134612-84-3
• 化学式: C₁₃H₉ClO₃
• 分子量: 248.666
• InChiKey: SYNNFRPIIUNOHK-UHFFFAOYSA-N

物化性质

• 熔点：
  190°C
• 沸点：
  468.8±45.0 °C(Predicted)
• 密度：
  1.409±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 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：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

4'-氯-3,4-二羟基二苯甲酮主要用于有机合成和医药中间体。

反应信息

• 作为产物：
  描述：

  4-氯-3’,4’-二甲氧基二苯甲酮 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4’-氯-3,4-二羟基二苯甲酮
  参考文献：
  名称：

  Synthesis and biological activity of halophenols as potent antioxidant and cytoprotective agents

  摘要：

  A series of new bromophenols and chlorophenols were prepared by a practical route. The in vitro antioxidative activity of the halophenols was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay, and their cytoprotective activity was also tested on hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells (HUVEC). All halophenols tested displayed moderate to good DPPH radical-scavenging activity, and two bromophenols, 2,3'-dibromo-4,5,6'-trihydroxydiphenyl-methanone (16c) and 2,3-dibromo-4,5-dihydroxydiphenylmethanone (17c) exhibited high protective activity against H2O2-induced injury in HUVEC with EC50 values of 0.4 and 0.8 mu M, respectively. The preliminary structure-activity relationships of these compounds were also investigated in order to determine the essential structures required for their bioactivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.068

文献信息

• Catechol derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05236952A1

  公开（公告）日：1993-08-17

  Catechol derivatives of the formula ##STR1## wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adensoylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuornal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure. Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.

  公式##STR1##中的儿茶酚衍生物，其中Ra、Rb和Rc具有本文中给出的含义，以及在生理条件下可水解的酯和醚衍生物及其药学上可接受的盐已被描述，并具有有价值的药理特性。特别是，它们抑制儿茶酚-O-甲基转移酶(COMT)这种可溶性、依赖镁的酶，该酶催化S-腺苷甲硫氨酸的甲基基团转移到儿茶酚底物上，从而形成相应的甲基醚。可被COMT进行O-甲基化并因此被失活的适当底物包括，例如，外源性儿茶酚胺和具有儿茶酚结构的外源性给药的治疗活性物质。上述公式Ia不仅包括发明的一部分化合物，还包括已知的化合物；构成发明一部分的化合物可以按照已知方法制备。
• Thermographic recording material providing prints with good image density and tone having improved archivability
  申请人：AGFA-GEVAERT

  公开号：EP1245404A1

  公开（公告）日：2002-10-02

  A monosheet black and white substantially light-insensitive thermographic recording material comprising a thermosensitive element and a support, the thermosensitive element containing a substantially light-insensitive organic silver salt, a 3,4-dihydroxybenzene compound in thermal working relationship therewith and a binder, characterized in that the 3,4-dihydroxybenzene compound is an aryloxo-3,4-dihydroxybenzene compound in which the aryl-group is substituted with at least one substituent having a σm-value greater than 0; or a heteroaryloxo-3,4-dihydroxybenzene compound in which the heteroaryl group has a unified aromaticity index IA greater than 53 and is optionally substituted with at least one group selected from the group consisting of aryl, hydroxy, carboxy, sulfo, sulfoalkyl, sulfoaryl, sulfonylalkyl, sulfonylaryl, annulated aryl, annulated heteroaryl, carboxyalkyl, carboxyaryl, oxoalkyl, oxoaryl, halogen, nitro, cyano and mercapto-alkyl groups; and a thermographic recording process therefor.

  一种单片黑白基本感光热敏记录材料，包括热敏元件和支持物，热敏元件含有基本感光的有机银盐、与之有热工作关系的3，4-二羟基苯化合物和粘合剂，其特征在于3，4-二羟基苯化合物是芳氧基-3，4-二羟基苯化合物，其中芳基被至少一个取代基取代，该取代基的σm-值大于0；或杂芳氧基-3,4-二羟基苯化合物，其中杂芳基的统一芳香指数 IA 大于 53，并可选择被至少一个选自芳基的基团取代、羟基、羧基、亚砜基、亚砜烷基、亚砜芳基、磺酰基烷基、磺酰基芳基、环芳基、环杂芳基、羧基烷基、羧基芳基、氧代烷基、氧代芳基、卤素、硝基、氰基和巯基烷基所组成的组；及其热成像记录工艺。
• 3,5-Disubstituierte Pyrocatecholderivate
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0237929B1

  公开（公告）日：1993-06-02
• US5236952A
  申请人：——

  公开号：US5236952A

  公开（公告）日：1993-08-17
• US5389653A
  申请人：——

  公开号：US5389653A

  公开（公告）日：1995-02-14