7-methoxy-N,10-dimethyl-10H-phenothiazin-3-amine | 1393520-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 7-methoxy-N,10-dimethyl-10H-phenothiazin-3-amine
• 英文别名: 7-methoxy-N,10-dimethylphenothiazin-3-amine
• CAS: 1393520-01-8
• 化学式: C₁₅H₁₆N₂OS
• 分子量: 272.371
• InChiKey: PGBZVCNYBQZMLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(2-((2,4-dinitrophenyl)thio)-4-methoxyphenyl)acetamide 在 palladium on activated charcoal 、 氢气 、 sodium hydride 、 sodium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 、 乙腈 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 4.5h， 生成 7-methoxy-N,10-dimethyl-10H-phenothiazin-3-amine 、 7-methoxy-N,N,10-trimethyl-10H-phenothiazin-3-amine
  参考文献：
  名称：

  TRICYCLIC HETEROAROMATIC COMPOUNDS AS ALPHA-SYNUCLEIN LIGANDS

  摘要：

  描述了吩噻嗪、苯并恶嗪和苯并嗪化合物的衍生物及其作为α-突触核蛋白配体的用途。还描述了使用这些化合物及其放射性标记类似物用于检测、监测和治疗突触核蛋白病，包括帕金森病的方法。

  公开号：

  US20130315825A1

文献信息

• TRICYCLIC HETEROAROMATIC COMPOUNDS AS ALPHA-SYNUCLEIN LIGANDS
  申请人：Tu Zhude

  公开号：US20130315825A1

  公开（公告）日：2013-11-28

  Derivatives of phenothiazine, phenoxazine, and phenazine compounds and their use as α-synuclein ligands are described. Also described are methods of using these compounds and their radiolabeled analogs for the detection, monitoring, and treatment of synucleinopathies, including Parkinson's disease.

  描述了吩噻嗪、苯并恶嗪和苯并嗪化合物的衍生物及其作为α-突触核蛋白配体的用途。还描述了使用这些化合物及其放射性标记类似物用于检测、监测和治疗突触核蛋白病，包括帕金森病的方法。
• Synthesis and in vitro evaluation of α-synuclein ligands
  作者：Lihai Yu、Jinquan Cui、Prashanth K. Padakanti、Laura Engel、Devika P. Bagchi、Paul T. Kotzbauer、Zhude Tu

  DOI：10.1016/j.bmc.2012.06.023

  日期：2012.8

  Accumulation of misfolded alpha-synuclein in Lewy bodies and Lewy neurites is the pathological hallmark of Parkinson's disease (PD). To identify ligands having high binding potency toward aggregated alpha-synuclein, we synthesized a series of phenothiazine derivatives and assessed their binding affinity to recombinant alpha-synuclein fibrils using a fluorescent thioflavin T competition assay. Among 16 new analogues, the in vitro data suggest that compound 11b has high affinity to alpha-synuclein fibrils (K-i = 32.10 +/- 1.25 nM) and compounds 11d, 16a and 16b have moderate affinity to alpha-synuclein fibrils (K-i approximate to 50-100 nM). Further optimization of the structure of these analogues may yield compounds with high affinity and selectivity for aggregated alpha-synuclein. (C) 2012 Elsevier Ltd. All rights reserved.