2-甲基-4-硝基异吲哚-1,3-二酮 | 2593-81-9

• 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
• 中文名称: 2-甲基-4-硝基异吲哚-1,3-二酮
• 英文名称: N-methyl-3-nitrophthalimide
• 英文别名: 2,3-Dihydro-2-methyl-4-nitro-1H-isoindole-1,3-dion；2-methyl-4-nitroisoindoline-1,3-dione；3-nitro,N-methylphthalimide；3-nitro-N-methylphthalimide；N-methyl-nitrophthalimide；1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-；2-methyl-4-nitroisoindole-1,3-dione
• CAS: 2593-81-9
• 化学式: C₉H₆N₂O₄
• mdl: MFCD02628086
• 分子量: 206.158
• InChiKey: FWIZOFDVGZCRTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  2-甲基-4-硝基异吲哚-1,3-二酮 在 lithium aluminium tetrahydride 、 硫酸 、 sodium nitrite 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 4-Cyano-2,3-dihydro-2-methyl-1H-isoindole
  参考文献：
  名称：

  Electron Impact Induced Loss of C-5/C-8 Substituents of 1,2,3,4-Tetrahydroisoquinolines, V: Synthesis and Mass Spectrometric Fragmentation of Dihydroisoindole Derivatives

  摘要：

  AbstractC‐8‐substituted N‐methyl‐1,2,3,4‐tetrahydroisoquinoline radical cations lose the complete substituent in a one step reaction giving rise to an unexpected ion at m/z 146, which is probably identical with the dihydroisoindolyl‐methyl‐cation A. The dihydroisoindoles 1, 10, and 16 were prepared as potentially alternative precursors of ion A. However, the ion at m/z 146 in their El mass spectra is of very low intensity, so CID‐experiments for structural comparison could not be performed. The electron impact induced fragmentations of 1, 10, and 16 are discussed.

  DOI：

  10.1002/ardp.19893220708
• 作为产物：
  描述：

  N-甲基邻苯二甲酰亚胺 生成 2-甲基-4-硝基异吲哚-1,3-二酮
  参考文献：
  名称：

  GROENEWEG, PETER G.;ODLE, ROY R.

  摘要：

  DOI：

文献信息

• NOVEL QUINOXALINEDIONE DERIVATIVES, THEIR PREPARATION AND USE
  申请人：——

  公开号：US20030114422A1

  公开（公告）日：2003-06-19

  A compound having the formula 1 or a pharmaceutically acceptable salt thereof wherein R is hydrogen or hydroxy; R 1 is hydrogen, alkyl, arylalkyl, (CH 2 ) n OH, or (CH 2 ) NR 7 R 8 ; R 5 and R 6 are each independently hydrogen, halogen, NO 2 , CN, CF 3 , SO 2 NR 7 R 8 , PO 3 R 9 R 10 , alkyl, alkenyl, alkynyl, (CH 2 ) n CONR 7 R 8 , (CH 2 ) n CO 2 R 10 , NHCOR 11 , wherein R 7 and R 8 are each independently hydrogen or alkyl or together R 7 and R 8 form a ring of from three to seven atoms, R 9 is hydrogen or alkyl, R 10 is hydrogen or alkyl, R 11 is hydrogen or alkyl, and n is an integer of from zero to four; A is a ring of five to seven atoms fused with the benzo ring at the positions marked a and b, and formed by the following bivalent radicals: a-NR 12 —CHR 13 —CHR 14 -b, a-CHR 13 —CHR 14 —NR 12 -b, a-CHR 13 —NR 12 —CHR 14 -b, a-CHR 14 —CH 2 —NR 12 —CHR 13 -b, a-CHR 13 —NR 12 —CH 2 —CHR 14 -b, a-CH 2 —CH 2 —CHR 13 —NR 12 -b, a-NR 12 —CHR 12 —CHR 13 —CH 2 —CH 2 -b, a-CH 2 —CH 2 —NR 12 —CH 2 —CH 2 -b, a-CH 2 —CH 2 —CH 2 NR 12 —CH 2 -b, a-CH 2 —NR 12 —CH 2 —CH 2 -b a-CH 2 —CH 2 —CH 2 —CH 2 —NR 12 -b, a-NR 12 —CH 2 —CH 2 —CH 2 —CH 2 -b, wherein R 12 is hydrogen, CH 2 CH 2 OH, or alkyl, and R 13 and R 14 are each independently hydrogen, CN, CONH 2 , CH 2 NH 2 , CH 2 OH, alkyl, arylalkyl, alkenyl, or CO 2 R 15 , wherein R 15 is hydrogen or alkyl. The compounds are useful in the treatment of disorders of mammals, responsive to the blockade of glutamic and aspartic acid receptors. Processes for preparing the compounds and novel intermediate useful in the processes are also included.

  具有以下式1的化合物或其药学上可接受的盐，其中R为氢或羟基；R1为氢、烷基、芳基烷基、(CH2)nOH或(CH2)NR7R8；R5和R6各自独立地为氢、卤素、NO2、CN、CF3、SO2NR7R8、PO3R9R10、烷基、烯基、炔基、(CH2)nCONR7R8、(CH2)nCO2R10、NHCOR11，其中R7和R8各自独立地为氢或烷基，或者一起形成由三至七个原子组成的环的R7和R8；R9为氢或烷基，R10为氢或烷基，R11为氢或烷基，n为从零到四的整数；A为与苯环在标记为a和b的位置融合的五至七个原子组成的环，并由以下二价基团形成：a-NR12—CHR13—CHR14-b，a-CHR13—CHR14—NR12-b，a-CHR13—NR12—CHR14-b，a-CHR14—CH2—NR12—CHR13-b，a-CHR13—NR12—CH2—CHR14-b，a-CH2—CH2—CHR13—NR12-b，a-NR12—CHR12—CHR13—CH2—CH2-b，a-CH2—CH2—NR12—CH2—CH2-b，a-CH2—CH2—CH2NR12—CH2-b，a-CH2—NR12—CH2—CH2-b，a-CH2—CH2—CH2—CH2—NR12-b，a-NR12—CH2—CH2—CH2—CH2-b，其中R12为氢、CH2CH2OH或烷基，R13和R14各自独立地为氢、CN、CONH2、CH2NH2、CH2OH、烷基、芳基烷基、烯基或CO2R15，其中R15为氢或烷基。这些化合物在治疗对谷氨酸和天冬氨酸受体阻滞有反应的哺乳动物的疾病中有用。还包括用于制备这些化合物的方法和在这些方法中有用的新中间体。
• [EN] METHOD FOR THE PRODUCTION OF POMALIDOMIDE<br/>[FR] PROCÉDÉ DE PRODUCTION DE POMALIDOMIDE
  申请人：EGIS GYÓGYSZERGYÁR ZRT

  公开号：WO2017134476A1

  公开（公告）日：2017-08-10

  The object of the invention relates to a novel group of compounds of general formula 20 that may be used as an intermediate for the production of the pharmaceutical active substance pomalidomide. The object of the invention also relates to a novel, cost-effective, productive method for the production of pomalidomide that can also be implemented on industrial scales via the novel compound of formula 20 according to the invention.

  该发明的对象涉及一类新的化合物，其一般式为20，可用作生产药用活性物质泊马利度胺的中间体。该发明的对象还涉及一种新颖、具有成本效益的生产泊马利度胺的方法，该方法也可通过根据该发明的一般式20的新化合物在工业规模上实施。
• Substituted isoquinoline derivatives and their use as anticonvulsants
  申请人：SmithKline Beecham p.l.c.

  公开号：US20010025045A1

  公开（公告）日：2001-09-27

  This invention relates to substituted isoquinoline derivatives and their use as anticonvulsants.

  这项发明涉及替代异喹啉衍生物及其作为抗癫痫药物的用途。
• Aromatic nucleophilic substitution. Part 3. Preparation of novel 9-oxo-9H-thioxanthene- and 9-oxo-9H-xanthenedicarboximides and -dicarboxylates
  作者：Walter Fischer

  DOI：10.1002/hlca.19910740521

  日期：1991.8.7

  By aromatic nucleophilic substitution followed by intramolecular acylation, 9-oxo-9H-thioxanthene- and 9-oxo-9H-xanthene-dicarboximides were prepared from nitro- or chlorophthalimides and the dianions of thiosalicylic and salicylic acids (Scheme). The 9-oxo-9H-thioxanthene-3,4-dicarboximides were converted to 9-oxo-9H-thioxanthene-3,4-dicarboxylic-acid derivatives such as anhydride, esters, and further

  通过芳香亲核取代，接着通过分子内酰化，9-氧代-9- ħ -thioxanthene-和9-氧代-9- ħ呫吨二甲酰亚胺从硝基或chlorophthalimides和硫代水杨酸和水杨酸的二价阴离子（其制备方案）。将9-氧代-9 H-硫代氧杂蒽-3,4-二甲酰亚胺转化为9-氧代-9 H-硫代氧杂蒽-3,4-二羧酸衍生物，例如酸酐，酯和其他酰亚胺。这些衍生物中的一些被证明是具有特殊性质的优异光敏剂，例如液体聚集形式，H 2 O溶解度，在亲脂性有机溶剂和聚合物中的溶解度或吸收波长的红移。
• 2-Methyltetrahydrofuran as a suitable green solvent for phthalimide functionalization promoted by supported KF
  作者：Vittorio Pace、Pilar Hoyos、María Fernández、José V. Sinisterra、Andrés R. Alcántara

  DOI：10.1039/c0gc00113a

  日期：——

  An efficient chemoselective nitrogen functionalization of phthalimides by using KF-Alumina in 2-methyltetrahydrofuran, a solvent obtained from renewal sources, is described.

  本文描述了一种高效的化学选择性氮功能化邻苯二甲酰亚胺的方法，使用KF-铝土矿在2-甲基四氢呋喃中进行，该溶剂来自可再生资源。