(Z)-2,6-dibromo-4-{(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl}phenyl acetate | 1207544-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (Z)-2,6-dibromo-4-{(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl}phenyl acetate
• 英文别名: (Z)-2,5-dibromo-4-((3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl)phenyl acetate；(Z)-2,6-Dibromo-4-((3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl)phenyl acetate；[2,6-dibromo-4-[(Z)-(3-oxo-4H-1,4-benzoxazin-2-ylidene)methyl]phenyl] acetate
• CAS: 1207544-36-2
• 化学式: C₁₇H₁₁Br₂NO₄
• 分子量: 453.087
• InChiKey: WDTWDSIGOGCUFJ-NVNXTCNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-2,6-dibromo-4-{(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl}phenyl acetate 在 甲醇 、 potassium carbonate 作用下， 以75%的产率得到(Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one
  参考文献：
  名称：

  Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents

  摘要：

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.

  DOI：

  10.1080/00397910903243823
• 作为产物：
  描述：

  2H-1,4-苯并噁嗪-3(4H)-酮 、 3,5-二溴-4-羟基苯甲醛 、 乙酸酐 在 三乙胺 作用下， 180.0 ℃ 、1.72 MPa 条件下， 反应 0.33h， 以82%的产率得到(Z)-2,6-dibromo-4-{(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-ylidene)methyl}phenyl acetate
  参考文献：
  名称：

  Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents

  摘要：

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.

  DOI：

  10.1080/00397910903243823

文献信息

• 1, 4-Benzoxazine Compounds and Derivatives Thereof as Therapeutic Drugs for the Treatment of Neurodegenerative Conditions
  申请人：D'Mello Santosh R.

  公开号：US20120094991A1

  公开（公告）日：2012-04-19

  The present invention includes compositions and methods for inhibiting kinase activity to protect against neurodegeneration including diseases such as Alzheimer's disease, Parkinson's disease, or Huntington's disease, and conditions such as ischemic stroke comprising the step of providing the subject with a therapeutically affective amount of 1,4-benzoxazine compounds and derivatives thereof.

  本发明涉及抑制激酶活性的组合物和方法，以保护免受神经退行性疾病的影响，包括阿尔茨海默病、帕金森病或亨廷顿病，以及缺血性中风等病症，其中包括向患者提供一定量的1,4-苯并噁嗪化合物及其衍生物以达到治疗效果的步骤。
• 1, 4-benzoxazine compounds and derivatives thereof as therapeutic drugs for the treatment of neurodegenerative conditions
  申请人：D'Mello Santosh R.

  公开号：US08680094B2

  公开（公告）日：2014-03-25

  The present invention includes compositions and methods for inhibiting kinase activity to protect against neurodegeneration including diseases such as Alzheimer's disease, Parkinson's disease, or Huntington's disease, and conditions such as ischemic stroke comprising the step of providing the subject with a therapeutically affective amount of 1,4-benzoxazine compounds and derivatives thereof.

  本发明包括抑制激酶活性的组合物和方法，以保护免受神经退行性疾病的侵害，包括阿尔茨海默病、帕金森病或亨廷顿病等疾病，以及缺血性卒中等状况，其中包括向受试者提供1,4-苯并噁嗪化合物及其衍生物的治疗有效量的步骤。
• 神経変性状態の治療のための治療薬としての１，４−ベンゾキサジン化合物およびその誘導体
  申请人：ボード・オブ・リージエンツ,ザ・ユニバーシテイ・オブ・テキサス・システム

  公开号：JP2012500220A

  公开（公告）日：2012-01-05

  本発明は、アルツハイマー病、パーキンソン病、またはハンチントン病などの疾患、および虚血性発作などの状態を含む神経変性から保護するためにキナーゼ活性を阻害するための組成物および方法を含み、この方法は、対象に治療有効量の１，４−ベンゾキサジン化合物およびその誘導体を提供するステップを含む。【選択図】図１

  本发明包括抑制激酶活性以防止神经变性（包括阿尔茨海默氏症、帕金森氏症或亨廷顿氏症等疾病以及缺血性发作等病症）的组合物和方法，这些方法包括向受试者提供治疗有效量的1,4-苯并恶嗪化合物及其衍生物的步骤。苯并恶嗪化合物及其衍生物，包括向受试者提供治疗有效量的 1，4- 苯并恶嗪化合物及其衍生物的步骤。[选图] 图 1.
• [EN] 1,4-BENZOXAZINE COMPOUNDS AND DERIVATIVES THEREOF AS THERAPEUTIC DRUGS FOR THE TREATMENT OF NEURODEGENERATIVE CONDITIONS<br/>[FR] COMPOSÉS DE 1,4-BENZOXAZINE, ET DÉRIVÉS DE CEUX-CI EN TANT QUE MÉDICAMENTS THÉRAPEUTIQUES POUR LE TRAITEMENT DE TROUBLES NEURODÉGÉNÉRATIFS
  申请人：UNIV TEXAS

  公开号：WO2010019911A3

  公开（公告）日：2010-05-27
• 1,4-BENZOXAZINE COMPOUNDS AND DERIVATIVES THEREOF AS THERAPEUTIC DRUGS FOR THE TREATMENT OF NEURODEGENERATIVE CONDITIONS
  申请人：Board of Regents, The University of Texas System

  公开号：EP2328877A2

  公开（公告）日：2011-06-08