1-乙基-6-硝基吲唑 | 65642-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 1-乙基-6-硝基吲唑
• 英文名称: 1-ethyl-6-nitro-1H-indazole
• 英文别名: 1-ethyl-6-nitroindazole
• CAS: 65642-28-6
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: UVKQCQOSOXCDRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-乙基-6-硝基吲唑 在 palladium on activated charcoal 肼 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到1-乙基吲唑-6-胺
  参考文献：
  名称：

  An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential

  摘要：

  Several novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their 6-alkyl and 8-alkyl derivatives have been synthesised in high overall yields starting from 5-nitro and 6-nitro-indazoles in a three-step route involving the regioselective cyclisation of thioureidoindazoles and indazolyl dithiocarbamates as the key steps. Some assorted thiazoloindazoles have been screened for anticancer properties, which demonstrated the anticancer potential of at least one product, justifying its further follow-up. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.009
• 作为产物：
  描述：

  碘甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 生成 1-乙基-6-硝基吲唑
  参考文献：
  名称：

  v. Auwers; Demuth, Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 285,302

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Denitrative α-Arylation of Ketones with Nitroarenes
  作者：Zhirong Li、Yonggang Peng、Tao Wu

  DOI：10.1021/acs.orglett.0c04104

  日期：2021.2.5

  The palladium-catalyzed α-arylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology

  钯催化α -用容易获得的硝基芳烃和芳基化nitroheteroarenes酮的提供访问有用的α -芳基和α -杂芳基酮。Pd / BrettPhos催化剂的使用对于实现这些转化的高效率至关重要，而其他催化剂则导致收率降低或没有转化。分子内型底物也用于该方法中，得到色酮衍生物。聚芳族羰基化合物可以通过多组分串联反应而容易地获得，经由亲核芳族取代（S Ñ AR）或交叉偶联反应，接着此denitrative芳基化。动力学实验表明，硝基苯的电子效应比酮的电子效应对反应速率的影响更大。
• [EN] THERAPEUTIC INDAZOLES<br/>[FR] INDAZOLES THÉRAPEUTIQUES
  申请人：UNIV RUTGERS

  公开号：WO2019046467A1

  公开（公告）日：2019-03-07

  The invention provides compounds of formula (I): and salts thereof wherein R1-R5 have any of the meanings described in the specification. The compounds are useful for treating bacterial infections (e.g. tuberculosis).

  该发明提供了式(I)的化合物及其盐，其中R1-R5具有规范中描述的任何含义。这些化合物可用于治疗细菌感染（例如结核病）。
• Synthesis and biological evaluation against <i>Leishmania donovani</i> of novel hybrid molecules containing indazole-based 2-pyrone scaffolds
  作者：M. El Ghozlani、L. Bouissane、M. Berkani、S. Mojahidi、A. Allam、C. Menendez、S. Cojean、P. M. Loiseau、M. Baltas、E. M. Rakib

  DOI：10.1039/c8md00475g

  日期：——

  A series of novel indazole–pyrone hybrids are synthesized and tested in vitro against both Leishmania donovani axenic and intramacrophage amastigotes.

  合成了一系列新型吲唑-吡喃酮杂交化合物，并对其进行了针对唐氏利什曼原虫轴突和滋养体内变形虫的体外测试。
• On the reactions of tertiary carbanions with some nitroindazoles and nitrobenzotriazoles
  作者：Marek K. Bernard、Jacek Kujawski、Urszula Skierska、Andrzej K. Gzella、Wojciech Jankowski

  DOI：10.3998/ark.5550190.0013.816

  日期：——

  The vicarious nucleophilic substitution in some nit roindazole and nitrobenzotriazole derivatives with tertiary carbanions leads almost exclusively t o products substituted para to the nitro group. As results from the theoretical calculations and st ructural evidences, such reaction outcome is due mainly to the stereoelectronic reasons in combi nation with the considerable shortening of the Cortho

  某些硝基罗吲唑和硝基苯并三唑衍生物中的替代亲核取代与叔碳负离子几乎完全导致产物在硝基的对位被取代。从理论计算和结构证据来看，这种反应结果主要是由于立体电子学的原因和Cortho-CNO 2 键的显着缩短相结合。手性和前手性中心（分别为次甲基和 N 亚甲基基团）的存在通常会引起亚甲基质子信号的额外分裂，该信号在长距离上传输，前提是偶联途径中没有吡啶氮。
• Therapeutic indazoles
  申请人：RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY

  公开号：US11186549B2

  公开（公告）日：2021-11-30

  The invention provides compounds of formula (I): and salts thereof wherein R1-R5 have any of the meanings described in the specification. The compounds are useful for treating bacterial infections (e.g. tuberculosis).

  本发明提供了式 (I) 的化合物及其盐类，其中 R1-R5 具有说明书中所述的任何含义。这些化合物可用于治疗细菌感染（如结核病）。