2-(氨基甲基)-4-硝基苯胺 | 52098-88-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(氨基甲基)-4-硝基苯胺
• 英文名称: 2-(aminomethyl)-4-nitroaniline
• CAS: 52098-88-1
• 化学式: C₇H₉N₃O₂
• mdl: MFCD03410960
• 分子量: 167.167
• InChiKey: UZDTZHVLWHURHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  97.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(氨基甲基)-4-硝基苯胺 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 戊醇 、 乙二胺 为溶剂， 反应 0.42h， 生成 达尼喹酮
  参考文献：
  名称：

  与抗肿瘤剂batracylin有关的异吲哚并[1,2-b]喹唑啉酮和异吲哚并[2,1-a]苯并咪唑衍生物的合成及药理评价。

  摘要：

  描述了与batracylin有关的异吲哚并[1,2-b]喹唑啉-12（10H）-one和异吲哚并[2,1-a]苯并咪唑的合成及其药理活性。Batracyclin的急性毒性与其N-乙酰代谢产物的形成有关，N-乙酰代谢产物是大鼠肝细胞中非计划DNA合成的有效诱导剂。batracylin的脱氨基衍生物和8-氮杂类似物保留了抑制拓扑异构酶II的能力，但没有诱导计划外的DNA合成。这些类似物虽然不如batracylin活性强，但对CCRF CEM白血病细胞具有细胞毒性。异吲哚并[2，1-a]苯并咪唑衍生物作为拓扑异构酶II抑制剂是无活性的，并且通常不能表现出可比的抗肿瘤活性或无法诱导计划外的DNA合成。

  DOI：

  10.1021/jm00046a028
• 作为产物：
  描述：

  2-氨基苄胺 在 sodium hydroxide 作用下， 生成 2-(氨基甲基)-4-硝基苯胺
  参考文献：
  名称：

  Takami,F. et al., Chemical and pharmaceutical bulletin, 1974, vol. 22, p. 267 - 274

  摘要：

  DOI：

文献信息

• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2013062945A1

  公开（公告）日：2013-05-02

  The invention is directed to substituted heteroaryl derivatives. Specifically, the invention is directed to compounds according to Formula Q: wherein D, L, M, W, X, Y, and Z are defined herein. The compounds of the invention are inhibitors of DNA methyltransferase (DNMT) activity - including DNMT1, DNMT3a, or DNMT3b - and are useful in the treatment of cancer and hyperproliferative diseases. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  本发明涉及取代的杂芳基衍生物。具体而言，本发明涉及根据公式Q的化合物：其中D、L、M、W、X、Y和Z在此定义。本发明的化合物是DNA甲基转移酶（DNMT）活性的抑制剂，包括DNMT1、DNMT3a或DNMT3b，并且可用于治疗癌症和过度增殖性疾病。因此，本发明进一步涉及包含本发明化合物的药物组合物。本发明还进一步涉及使用本发明的化合物或包含本发明化合物的药物组合物来抑制DNMT活性和治疗相关疾病的方法。
• Base-Promoted Synthesis of 2-Aryl Quinazolines from 2-Aminobenzylamines in Water
  作者：Tanmay Chatterjee、Dong In Kim、Eun Jin Cho

  DOI：10.1021/acs.joc.8b00327

  日期：2018.7.20

  transition-metal-free procedure for the synthesis of a highly valuable class of heteroaromatics, quinazolines, was developed by using easily available 2-aminobenzylamines and α,α,α-trihalotoluenes. The transformation proceeded smoothly in the presence of only sodium hydroxide and molecular oxygen in water at 100 °C, furnishing a variety of 2-aryl quinazolines. The crystallization process of the crude

  通过使用容易获得的2-氨基苄胺和α，α，α-三卤代甲苯，开发了一种无过渡金属的合成高度有价值的杂芳族化合物喹唑啉类的方法。在100°C的水中，只有氢氧化钠和分子氧存在下，转化才能顺利进行，从而提供了各种2-芳基喹唑啉。用于纯化固体产物的粗反应混合物的结晶过程避免了消耗大量溶剂的后处理和柱色谱技术，这使整个过程更加可持续和经济。
• HIGH STRESS RESISTANT PLANT GROWTH REGULATOR AND PREPARATION METHOD AND USE THEREOF
  申请人：SHANGHAI INSTITUTES FOR BIOLOGICAL SCIENCES, CHINESE ACADEMY OF SCIENCES

  公开号：US20190000084A1

  公开（公告）日：2019-01-03

  Disclosed are a high stress resistant plant growth regulator and a preparation and use thereof. In particular, the compound provided by the present invention is an ABA substitute for significantly improving the stress resistance of plants, and therefore has a very wide application prospect.

  本文揭示了一种高抗压植物生长调节剂及其制备和使用方法。具体来说，本发明提供的化合物是一种ABA替代物，可以显著提高植物的抗压能力，因此具有非常广泛的应用前景。
• AMIDINE DERIVATIVES OF 2-HETEROARYL-QUINAZOLINES AND QUINOLINES; POTENT ANALGESICS AND ANTI-INFLAMMATORY AGENTS
  申请人：Giordani Antonio

  公开号：US20090227609A1

  公开（公告）日：2009-09-10

  The present invention concerns novel amidines derivatives of 2-heteroaryl-quinazoline and quinolines of general formula (I), to a process for their preparation, to their pharmaceutical compositions and to the use of these compounds, salts and solvates thereof, along with the corresponding pharmaceutical compositions, for the treatment of pain and inflammatory disorders. Compounds of this invention are extremely potent analgesics, suitable for the treatment of both inflammatory and neuropathic pain. Particularly for the treatment of neuropathic pain the compounds of the invention have been proved largely superior to the standards currently in the clinical use. These compounds are not acting through inhibition of COX or NOS enzymes but are effective in inhibiting inflammatory cytokine production induced by inflammatory stimuli.

  本发明涉及2-杂环基喹唑啉和喹啉的新型酰胺衍生物，其通式为（I），以及它们的制备方法、制药组合物和这些化合物、盐和溶剂的用途，以及相应的制药组合物，用于治疗疼痛和炎症性疾病。本发明的化合物是极其有效的镇痛剂，适用于治疗炎症性和神经病理性疼痛。特别是对于神经病理性疼痛的治疗，本发明的化合物已被证明在临床使用中明显优于目前的标准。这些化合物不是通过抑制COX或NOS酶来发挥作用，而是通过抑制由炎症刺激引起的炎症细胞因子的产生而发挥作用。
• 6-1H-IMIDAZO-QUINAZOLINE AND QUINOLINES DERIVATIVES, NEW POTENT ANALGESICS AND ANTI-INFLAMMATORY AGENTS
  申请人：Giordani Antonio

  公开号：US20090264451A1

  公开（公告）日：2009-10-22

  The present invention is directed to novel 6-1H-imidazo-2-aryl and 2-heteroaryl quinazoline and quinoline of formula I, corresponding salts and solvates thereof, to a process for their preparation and to the use of this compounds and corresponding pharmaceutical composition for the treatment of pain and inflammatory related disorders. Compounds of the invention have been proven highly effective in the pharmacological treatment of both inflammatory and neuropathic pain, in addition to striking anti-inflammatory properties. Their effectiveness in interfering with COX-2 and inflammatory cytokines expressions and production, highlights them as interesting compounds also for the treatment of cancer in addition to several inflammatory diseases. Formula I:

  本发明涉及新的6-1H-咪唑-2-芳基和2-杂芳基喹噁啉和喹啉化合物（公式I），对应的盐和溶剂化物，以及它们的制备方法和该化合物及相应药物组合物在治疗疼痛和炎症相关疾病方面的应用。该发明的化合物在药理学治疗炎症和神经病性疼痛方面表现出高效性，除了具有显著的抗炎性特性外。它们干扰COX-2和炎症细胞因子表达和产生的有效性，使它们成为治疗癌症以及几种炎症性疾病的有趣化合物。公式I: