2-(2-amino-4-methoxyphenyl) isoindoline-1,3-dione | 92437-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(2-amino-4-methoxyphenyl) isoindoline-1,3-dione
• 英文别名: 5-methoxy-2-phthalimidoaniline；N-(2-amino-4-methoxy-phenyl)-phthalimide；N-(2-Amino-4-methoxy-phenyl)-phthalimid；2-(2-Amino-4-methoxyphenyl)-1H-isoindole-1,3(2H)-dione；2-(2-amino-4-methoxyphenyl)isoindole-1,3-dione
• CAS: 92437-84-8
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: TWGAVAHVXNEJFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-amino-4-methoxyphenyl) isoindoline-1,3-dione 在 盐酸 、 sodium nitrite 作用下， 生成 4-甲氧基-2-吡啶-2-基苯胺
  参考文献：
  名称：

  Coates et al., Journal of the Chemical Society, 1943, p. 406,410

  摘要：

  DOI：
• 作为产物：
  描述：

  2-硝基-4-甲氧基苯胺 在 palladium on activated charcoal 、 乙酸乙酯 作用下， 生成 2-(2-amino-4-methoxyphenyl) isoindoline-1,3-dione
  参考文献：
  名称：

  AN IMPROVED METHOD FOR THE PREPARATION OF FLUORINE-SUBSTITUTED AROMATIC AMINES

  摘要：

  DOI：

  10.1021/jo01375a006

文献信息

• Iron(II) Bromide-Catalyzed Synthesis of Benzimidazoles from Aryl Azides
  作者：Meihua Shen、Tom G. Driver

  DOI：10.1021/ol801227f

  日期：2008.8.7

  The identity of the ortho-substituent of an aryl azide influences its reactivity toward transition metals. Substitution of a vinyl group with an imine disables rhodium(II)-mediated C-H amination and triggers a Lewis acid mechanism catalyzed by iron(II) bromide to facilitate benzimidazole formation.

  芳基叠氮化物的原取代基的身份会影响其对过渡金属的反应性。用亚胺取代乙烯基可禁用铑（II）介导的CH胺化反应，并触发由溴化铁（II）催化的路易斯酸机理，从而促进苯并咪唑的形成。
• Docking, synthesis, and pharmacological evaluation of isoindoline derivatives as anticonvulsant agents
  作者：Asghar Davood、Mohsen Amini、Leila Azimidoost、Somaieh Rahmatpour、Ali Nikbakht、Maryam Iman、Hamed Shafaroodi、Abdollah Ansari

  DOI：10.1007/s00044-012-0256-y

  日期：2013.7

  Eleven analogs of N-arylisoindoline pharmacophore were synthesized and evaluated for their anticonvulsant activities. The in vivo screening data acquired indicate that all the analogs have the ability to protect against pentylenetetrazole-induced seizure. Compounds 2, 6, and 11 elevated clonic seizure thresholds at 30 min which were more active than reference drug phenytoin, and compounds 2, 7, and 11 showed marked anticonvulsant activity on tonic seizure. The most potent compounds were 2 and 11 which had comparative activity to the phenytoin. Using a model of the open pore of the Na channel, we have docked all compounds. Docking studies have revealed that these compounds interacted mainly with residues II-S6 of NaV1.2 by making hydrogen bonds and have additional hydrophobic interactions with other domains in the channel's inner pore.
• AN IMPROVED METHOD FOR THE PREPARATION OF FLUORINE-SUBSTITUTED AROMATIC AMINES
  作者：ERNST D. BERGMANN、MICHAEL BENTOV

  DOI：10.1021/jo01375a006

  日期：1954.10
• Coates et al., Journal of the Chemical Society, 1943, p. 406,410
  作者：Coates et al.

  DOI：——

  日期：——