2-[(4-methylbenzyl)amino]-1,4-dihydronaphthalene-1,4-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(4-methylbenzyl)amino]-1,4-dihydronaphthalene-1,4-dione
• 英文别名: 2-((4-methylbenzyl)amino)naphthalene-1,4-dione；2-(p-methylbenzylamino)-1,4-naphthoquinone；2-(p-tolylmethylamino)-1,4-naphthoquinone；2-[(4-Methylbenzyl)amino]naphthoquinone；2-[(4-methylphenyl)methylamino]naphthalene-1,4-dione
• 化学式: C₁₈H₁₅NO₂
• mdl: MFCD31944221
• 分子量: 277.323
• InChiKey: JDFQGKLNEOIQIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(4-methylbenzyl)amino]-1,4-dihydronaphthalene-1,4-dione 在 硫酸 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 1.5h， 以64%的产率得到1-hydroxy-2-(4-methylphenyl)-1H-naphtho-[2,3-d]imidazole-4,9-dione
  参考文献：
  名称：

  Synthesis of 2-aryl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-diones by reaction of 2-benzylamino-1,4-naphthoquinones with nitric acid

  摘要：

  2-Aryl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-diones were synthesized by treatment of 2-benzylamino-1,4-naphthoquinones with a mixture of nitric and sulfuric acids in acetic acid.

  DOI：

  10.1134/s1070428013090194
• 作为产物：
  描述：

  2-溴-1,4-萘醌 、 4-甲基苄胺 以 乙醇 为溶剂， 反应 0.67h， 以to yield 187 mg (56% yield)的产率得到2-[(4-methylbenzyl)amino]-1,4-dihydronaphthalene-1,4-dione
  参考文献：
  名称：

  COMPOSITIONS AND METHODS FOR TREATING NEUROLOGICAL DISEASES OR INJURY

  摘要：

  提供了用于治疗神经系统疾病或损伤的化合物，包括神经退行性疾病、中风、创伤、癫痫、急性和慢性肾脏损伤、糖尿病和/或癫痫。在某些实施例中，提供了维生素K的衍生物。

  公开号：

  US20150320702A1

文献信息

• Manganese(III) acetate initiated oxidative free radical reaction between 1,4-naphthoquinones and ethyl nitroacetate
  作者：Che-Ping Chuang、Yi-Lung Wu、Ming-Chyuan Jiang

  DOI：10.1016/s0040-4020(99)00646-8

  日期：1999.9

  The manganese(III) initiated oxidative free radical reaction between 1,4-naphthoquinones and ethyl nitroacetate is described. Nitromethyl radical 1 can be generated effectively from the oxidation of ethyl nitroacetate by manganese(III) acetate. Naphtho[2,3-d]isoxazole-4,9-diones, benzo[f]indole-4,9-diones and benzo[b]acridine-6,11-diones were prepared effectively from readily available 1,4-naphthoquinones

  描述了锰（III）引发的1，4-萘醌与硝基乙酸乙酯之间的氧化自由基反应。硝基甲基自由基1可以有效地从硝基乙酸乙酯的由乙酸锰氧化而产生。从容易获得的1,4-萘醌有效地制备萘并[2,3 - d ]异恶唑-4,9-二酮，苯并[ f ]吲哚-4,9-二酮和苯并[ b ] ac啶-6,11-二酮和硝基乙酸乙酯。
• [EN] COMPOSITIONS AND METHODS FOR TREATING NEUROLOGICAL DISEASES OR INJURY<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT DE MALADIES OU DE LÉSIONS NEUROLOGIQUES
  申请人：MUSC FOUND FOR RES DEV

  公开号：WO2014074976A1

  公开（公告）日：2014-05-15

  Provided are compounds for the treatment of neurological diseases or injuries, including neurodegenerative diseases, stroke, trauma, epilepsy, acute and chronic kidney injuries, diabetes mellitus, and/or seizures. In some embodiments, derivatives of vitamin K are provided.

  提供了用于治疗神经系统疾病或损伤的化合物，包括神经退行性疾病、中风、创伤、癫痫、急性和慢性肾脏损伤、糖尿病和/或癫痫。在某些实施例中，提供了维生素K的衍生物。
• Cerium salts in the oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds
  作者：Chih-Chung Tseng、Yi-Lung Wu、Che-Ping Chuang

  DOI：10.1016/s0040-4020(02)00864-5

  日期：2002.9

  The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium

  描述了由铈（IV）盐介导的2-氨基-1,4-萘醌与β-二羰基化合物之间的氧化自由基反应。与乙酸锰（III）介导的那些相反，铈（IV）介导的自由基反应提供了一种专门合成苯并[ f ]吲哚-4,9-二酮的新方法。这种高的选择性归因于铈盐的强氧亲和性。
• COMPOSITIONS AND METHODS FOR TREATING NEUROLOGICAL DISEASES OR INJURY
  申请人：MUSC FOUNDATION FOR RESEARCH DEVELOPMENT

  公开号：US20150320702A1

  公开（公告）日：2015-11-12

  Provided are compounds for the treatment of neurological diseases or injuries, including neurodegenerative diseases, stroke, trauma, epilepsy, acute and chronic kidney injuries, diabetes mellitus, and/or seizures. In some embodiments, derivatives of vitamin K are provided.

  提供了用于治疗神经系统疾病或损伤的化合物，包括神经退行性疾病、中风、创伤、癫痫、急性和慢性肾脏损伤、糖尿病和/或癫痫。在某些实施例中，提供了维生素K的衍生物。
• Electrooxidative dehydrogenative coupling of 1,4-naphthoquinones with amines: Facile access to 2-amino-1,4-naphthoquinones
  作者：Xi Wu、Xiao-Jing Zhao、Lizhu Zhang、Ganpeng Li、Yonghui He

  DOI：10.1016/j.tetlet.2022.154208

  日期：2022.12

  A mild, external oxidant- and transition-metal-free electrooxidative dehydrogenative coupling of 1,4-naphthoquinone with amines involving C(sp2)-H functionalization to give 2-amino-1,4-naphthoquinones has been developed. This method efficiently enables the construction of the C(sp2)-N bonds to produce 2-amino-1,4-naphthoquinones in moderate to excellent yields with excellent selectivity and broad substrate

  开发了一种温和的、不含外部氧化剂和过渡金属的 1,4-萘醌与胺的电氧化脱氢偶联，涉及 C(sp 2 )-H 官能化，得到 2-氨基-1,4-萘醌。该方法有效地构建了 C(sp 2 )-N 键，以中等至优异的产率、优异的选择性和广泛的底物范围生产 2-氨基-1,4-萘醌。