2-Bromo-1-(2,3-dihydroxy-4-methoxyphenyl)ethanone | 204648-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Bromo-1-(2,3-dihydroxy-4-methoxyphenyl)ethanone
• 英文别名: 2-bromo-1-(2,3-dihydroxy-4-methoxyphenyl)ethanone
• CAS: 204648-67-9
• 化学式: C₉H₉BrO₄
• 分子量: 261.072
• InChiKey: XQCJEDCHKVULJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Bromo-1-(2,3-dihydroxy-4-methoxyphenyl)ethanone 在 potassium carbonate 、 溴代环戊烷 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 7-(cyclopentyloxy)-6-methoxybenzofuran-3(2H)-one
  参考文献：
  名称：

  Water-soluble PDE4 inhibitors for the treatment of dry eye

  摘要：

  PDE4 inhibitors have the potential to alleviate the symptoms and underlying inflammation associated with dry eye. Disclosed herein is the development of a novel series of water-soluble PDE4 inhibitors. Our studies led to the discovery of coumarin 18, which is effective in a rabbit model of dry eye and a tear secretion test in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.023
• 作为产物：
  描述：

  2,3-二羟基-4-甲氧基苯乙酮 在 copper(ll) bromide 作用下， 以 氯仿 、 乙酸乙酯 为溶剂， 反应 16.0h， 生成 2-Bromo-1-(2,3-dihydroxy-4-methoxyphenyl)ethanone
  参考文献：
  名称：

  Water-soluble PDE4 inhibitors for the treatment of dry eye

  摘要：

  PDE4 inhibitors have the potential to alleviate the symptoms and underlying inflammation associated with dry eye. Disclosed herein is the development of a novel series of water-soluble PDE4 inhibitors. Our studies led to the discovery of coumarin 18, which is effective in a rabbit model of dry eye and a tear secretion test in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.023

文献信息

• BICYCLIC HETEROARYL INHIBITORS OF PDE4
  申请人：Govek Steven P.

  公开号：US20090291950A1

  公开（公告）日：2009-11-26

  The present invention relates to compounds and methods which may be useful as inhibitors of phosphodiesterase 4 (PD E4) for the treatment or prevention of inflammatory diseases and other diseases involving elevated levels of cytokines and proinflammatory mediators.

  本发明涉及化合物和方法，可用作磷酸二酯酶4（PDE4）的抑制剂，用于治疗或预防炎症性疾病和其他涉及细胞因子和促炎介质水平升高的疾病。
• ANTICANCER AGENT
  申请人：Nagano Tetsuo

  公开号：US20130102776A1

  公开（公告）日：2013-04-25

  An anticancer agent comprising a compound represented by the formula (I) [R 1 represents hydrogen atom, hydroxyl group, a C 1-6 alkoxy group and the like; R 2 and R 3 represents hydrogen atom, a halogen atom, a C 1-6 alkyl group and the like; R 4 represents hydrogen atom, a C 1-6 alkyl group, a C 1-6 alkylsulfonyl group and the like; R 5 represents hydrogen atom or a substituent; represents a single bond or a double bond; R 6 and R 7 represents hydrogen atom, a C 1-6 alkyl group and the like; R 8 represents hydrogen atom, a C 1-6 alkyl group and the like; A represents —O—, —S—, or —CH 2 —; D represents —C═ or —N═; X represents methylene group, —O—, or —CO—; Q represents —N═ or —C(R 8 )═; and Y represents a heterocyclic group or amino group], which shows a superior inhibitory activity against pim-1 kinase.

  一种抗癌剂，包括由式(I)所表示的化合物[其中R1代表氢原子、羟基、C1-6烷氧基等；R2和R3代表氢原子、卤原子、C1-6烷基等；R4代表氢原子、C1-6烷基、C1-6烷基磺酰基等；R5代表氢原子或取代基；代表单键或双键；R6和R7代表氢原子、C1-6烷基等；R8代表氢原子、C1-6烷基等；A代表—O—、—S—或—CH2—；D代表—C═或—N═；X代表亚甲基、—O—或—CO—；Q代表—N═或—C(R8)═；Y代表杂环基或氨基]，该化合物对pim-1激酶表现出优异的抑制活性。
• US9156827B2
  申请人：——

  公开号：US9156827B2

  公开（公告）日：2015-10-13
• [EN] BICYCLIC HETEROARYL INHIBITORS OF PDE4<br/>[FR] INHIBITEURS DE PDE4 À BASE DE COMPOSÉS D'HÉTÉROARYLE BICYCLIQUE
  申请人：GOVEK STEVEN P

  公开号：WO2008006052A2

  公开（公告）日：2008-01-10

  [EN] The present invention relates to compounds and methods which may be useful as inhibitors of phosphodiesterase 4 (PD E4) for the treatment or prevention of inflammatory diseases and other diseases involving elevated levels of cytokines and proinflammatory mediators.
  [FR] La présente invention concerne des composés pouvant être utiles comme inhibiteurs de la phosphodiestérase 4 (PDE4), ainsi que des procédés associés. Ces composés et ces procédés sont destinés au traitement ou à la prévention de maladies inflammatoires et d'autres maladies associées à des taux élevés de cytokines et de médiateurs pro-inflammatoires.
• Water-soluble PDE4 inhibitors for the treatment of dry eye
  作者：Steven P. Govek、Guy Oshiro、John V. Anzola、Clay Beauregard、Jasmine Chen、Avery R. Coyle、Daniel A. Gamache、Mark R. Hellberg、Jennifer N. Hsien、Julia M. Lerch、John C. Liao、James W. Malecha、Lena M. Staszewski、David J. Thomas、John M. Yanni、Stewart A. Noble、Andrew K. Shiau

  DOI：10.1016/j.bmcl.2010.03.023

  日期：2010.5

  PDE4 inhibitors have the potential to alleviate the symptoms and underlying inflammation associated with dry eye. Disclosed herein is the development of a novel series of water-soluble PDE4 inhibitors. Our studies led to the discovery of coumarin 18, which is effective in a rabbit model of dry eye and a tear secretion test in rats. (C) 2010 Elsevier Ltd. All rights reserved.