(R)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol | 527681-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: (R)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol
• 英文别名: [(2R)-7-bromo-2,3-dihydro-1,4-benzodioxin-2-yl]methanol；[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]methanol
• CAS: 527681-03-4
• 化学式: C₉H₉BrO₃
• 分子量: 245.073
• InChiKey: FJGPKNZNSQTEAL-SSDOTTSWSA-N

物化性质

• 沸点：
  333.4±42.0 °C(Predicted)
• 密度：
  1.600±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol 在 氢氧化钾 、 potassium permanganate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.33h， 生成 methyl 2-[2-[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]propan-2-yloxy]propanoate
  参考文献：
  名称：

  Total synthesis and antifungal activity of 9-methoxystrobilurin L as the originally proposed 1,4-Benzodioxan structure

  摘要：

  Total synthesis of both enantiomers of 9-methoxystrobilurin L as the originally proposed 1,4-benzodioxan structure was successfully achieved. The H-1 and C-13 NMR spectra of synthesized 9-methoxystrobilurin L were compared with those of a naturally-occurring sample. lt was strongly indicated that naturally-occurring 9-methoxystrobilurin L has not the originally reported 1,4-benzodioxan structure but a 1,5-benzodioxepin structure, the same as previously reported 9-methoxystrobilurin K. Antifungal activities of the synthesized compounds toward several typical fungi were also examined, and they were less active than 9-methoxystrobilurin K. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00561-3
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol
  参考文献：
  名称：

  Total synthesis and antifungal activity of 9-methoxystrobilurin L as the originally proposed 1,4-Benzodioxan structure

  摘要：

  Total synthesis of both enantiomers of 9-methoxystrobilurin L as the originally proposed 1,4-benzodioxan structure was successfully achieved. The H-1 and C-13 NMR spectra of synthesized 9-methoxystrobilurin L were compared with those of a naturally-occurring sample. lt was strongly indicated that naturally-occurring 9-methoxystrobilurin L has not the originally reported 1,4-benzodioxan structure but a 1,5-benzodioxepin structure, the same as previously reported 9-methoxystrobilurin K. Antifungal activities of the synthesized compounds toward several typical fungi were also examined, and they were less active than 9-methoxystrobilurin K. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00561-3

文献信息

• Synthesis and biological evaluation of novel potent FFA1 agonists containing 2,3-dihydrobenzo[b][1,4]dioxine
  作者：Deyu Kong、Shimeng Guo、Yushe Yang、Bin Guo、Xin Xie、Wenhao Hu

  DOI：10.1016/j.bmcl.2019.01.014

  日期：2019.3

  somewhat pharmacokinetic and/or safety issues. Herein, we describe the identification of 2,3-dihydrobenzo[b][1,4]dioxine as a novel scaffold for FFA1 agonists. Comprehensive structure-activity relationship study based on this scaffold led to the discovery of (S)-3-(4-(((S)-7-(4-methoxyphenyl)-2,3-dihydrobenzo [b][1,4]dioxin-2-yl)methoxy) phenyl)hex-4-ynoic acid (26k), which displayed a potent FFA1 agonistic

  FFA1（游离脂肪酸受体1）已成为一种有吸引力的抗糖尿病靶标，因为它在低血糖风险低的胰腺β细胞中介导葡萄糖刺激的胰岛素分泌的增强作用。许多报道的FFA1激动剂具有一定的药代动力学和/或安全性问题。在这里，我们描述了2,3-二氢苯并[b] [1,4]二恶英作为FFA1激动剂的新型支架的鉴定。基于这种支架的全面的构效关系研究导致发现了（S）-3-（4-（（（（S）-7-（4-methoxyphenyl）-2,3-dihydrobenzo] [b] [1,4 ]二恶英-2-基）甲氧基）苯基）己基-4-炔酸（26k），它显示出强大的FFA1激动活性和良好的药代动力学特征。随后的体内研究表明，化合物26k可显着改善ICR小鼠的葡萄糖耐量。总之，
• Azabicyclic-phenyl-fused-heterocyclic compounds for treatment of disease
  申请人：——

  公开号：US20030130305A1

  公开（公告）日：2003-07-10

  The invention provides compounds of Formula I: 1 wherein Azabicyclo is any of: 2 These compounds may be in the form of pharmaceutical salts or compositions, and racemic mixtures or pure enantiomers thereof. The compounds of Formula I are useful in pharmaceuticals in which &agr;7 is known to be involved.

  这项发明提供了公式I:1中的化合物，其中Azabicyclo是其中的任何一个：2。这些化合物可以是药物盐或组合物的形式，以及它们的外消旋混合物或纯对映体。公式I中的化合物在已知α7参与的药物中是有用的。
• [EN] MODULATORS OF DOPAMINE NEUROTRANSMISSION<br/>[FR] MODULATEURS DE LA NEUROTRANSMISSION DE LA DOPAMINE
  申请人：NSAB AF NEUROSEARCH SWEDEN AB

  公开号：WO2009133107A1

  公开（公告）日：2009-11-05

  The present invention relates to novel 1-(2,3-dihydro-1,4-benzodioxin-2-yl)- methanamine derivatives, useful as modulators of dopamine neurotransmission, and more specifically as dopaminergic stabilizers. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.

  本发明涉及一种新颖的1-(2,3-二氢-1,4-苯并二氧杂环戊烯-2-基)-甲胺衍生物，用作多巴胺神经传递调节剂，更具体地作为多巴胺稳定剂。在其他方面，本发明涉及将这些化合物用于治疗方法以及包含本发明化合物的药物组合物。
• Treatment of diseases with combinations of alpha 7 Nicotinic Acetylcholine Receptor agonists and other compounds
  申请人：Corbett W. Jeffrey

  公开号：US20050245504A1

  公开（公告）日：2005-11-03

  The present invention relates to compositions and methods to treat diseases or condition with an α7 nAChR full agonist and an inhibitor of cholinesterase, and or beta secretase and or gamma secretase.

  本发明涉及利用α7 nAChR全激动剂和胆碱酯酶抑制剂，和/或beta秘鲁和/或gamma秘鲁的组合物和方法来治疗疾病或症状。
• Treatment of attention defecit hyperactivity disorder
  申请人：Rogers N. Bruce

  公开号：US20050107425A1

  公开（公告）日：2005-05-19

  The present invention relates to compositions and methods to treat ADHD with an α7 nAChR full agonist and psychostimulants and/or monoamine reuptake inhibitors.

  本发明涉及使用α7 nAChR全激动剂和精神刺激剂和/或单胺再摄取抑制剂的组合物和方法来治疗ADHD。