8-amino-2-hydroxynaphthalene-1,4-dione | 90800-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-amino-2-hydroxynaphthalene-1,4-dione
• 英文别名: 8-Amino-2-hydroxy-[1,4]naphthochinon；8-amino-2-hydroxy-[1,4]naphthoquinone
• CAS: 90800-40-1
• 化学式: C₁₀H₇NO₃
• 分子量: 189.17
• InChiKey: ZXDBCJGKCJMORT-UHFFFAOYSA-N

物化性质

• 熔点：
  230-233 °C
• 沸点：
  442.6±45.0 °C(Predicted)
• 密度：
  1.578±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.39
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  8-amino-2-hydroxynaphthalene-1,4-dione 在 sodium acetate 、 溶剂黄146 作用下， 生成 1-acetylamino-5-hydroxy-7-phenyl-benzo[a]phenazinium betaine
  参考文献：
  名称：

  Kehrmann; Misslin, Chemische Berichte, 1901, vol. 34, p. 1227,1232

  摘要：

  DOI：
• 作为产物：
  描述：

  2,8-diamino-[1,4]naphthoquinone 在 sodium hydroxide 作用下， 生成 8-amino-2-hydroxynaphthalene-1,4-dione
  参考文献：
  名称：

  Kehrmann; Misslin, Chemische Berichte, 1901, vol. 34, p. 1227,1232

  摘要：

  DOI：

文献信息

• [EN] NAPTHOQUINONES, PRO-DRUGS, AND METHODS OF USE THEREOF<br/>[FR] NAPHTOQUINONES, PROMÉDICAMENTS, ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV TEXAS

  公开号：WO2017106624A1

  公开（公告）日：2017-06-22

  Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R1, R2, R3, R4, R5, and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.

  提供在本说明书中的萘醌化合物，例如具有式(I)中的氢键供体基团的那些：其中：R1、R2、R3、R4、R5和n如本文所述定义。此外，还提供了本化合物的药物组合物以及使用这些化合物进行治疗的方法，包括它们在癌症治疗中的应用。
• Synthesis of 1- and 4-substituted-5<i>H</i>-benzo[<i>a</i>]phenoxazin-5-ones
  作者：Hitoshi Hayakawa、Seiko Nan'ya、Tetsuo Yamamoto、Eturô Maekawa、Yoshio Ueno

  DOI：10.1002/jhet.5570230627

  日期：1986.11

  The 1- and 4-substituted-5H-benzo[a]phenoxazin-5-ones (substitutents: nitro, amino and acetylamino) were prepared by the condensation of o-aminophenol with 5-substituted-2,3-dichloro-1,4-naphthoquinones. The resulting compounds were subjected to reduction, acetylation and dehalogenation.

  通过将邻氨基苯酚与5-取代的2,3-二氯-1缩合制备1-和4-取代的5- H-苯并[ a ]苯恶嗪-5-酮（取代基：硝基，氨基和乙酰氨基），4-萘醌。所得化合物进行还原，乙酰化和脱卤。
• Synthesis of benzophenothiazinone derivatives from 2,3,5-trisubstituted-1,4-naphthoquinones with 2-aminothiophenol
  作者：Seiko Nan'Ya、Eturǒ Maekawa、Wen-Bing Kang、Yoshio Ueno

  DOI：10.1002/jhet.5570230256

  日期：1986.3

  5-a]phenothiazin-5-one and 6-substitutedbenzo[a][1,4] benzothiazino[3,2-c]phenothiazine derivatives were prepared by the condensation of 5-substituted-2,3-dichloro-1,4-naphthoquinones with 2-aminothiophenol. Reduction, acetylation and dehalogenation of the resulting compounds were carried out and the structures of the products were inferred from comparison with the authentic compound.

  1-取代的5- H-苯并[2,3 - a ]吩噻嗪-5-酮，4-取代的5- H-苯并[6,5 - a ]吩噻嗪-5-酮和6-取代的苯并[a] [通过5-取代的2，3-二氯-1，4-萘醌与2-氨基硫酚的缩合反应制备1，4]苯并噻嗪基[3，2- c ]吩噻嗪衍生物。对所得化合物进行还原，乙酰化和脱卤，并从与真实化合物的比较中推断出产物的结构。
• Naphthoquinones, pro-drugs, and methods of use thereof
  申请人：The Board of Regents of the University of Texas System

  公开号：US10829427B2

  公开（公告）日：2020-11-10

  Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R1, R2, R3, R4, R5, and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.

  本文提供的萘醌化合物，例如具有式（I）氢键捐赠基团的萘醌化合物： 其中：R1、R2、R3、R4、R5 和 n 如本文所定义。本文还提供了本化合物的药物组合物和使用本化合物的治疗方法，包括用于治疗癌症的方法。
• NAPHTHOQUINONES, PRO-DRUGS, AND METHODS OF USE THEREOF
  申请人：The Board of Regents of the University of Texas System

  公开号：US20190071380A1

  公开（公告）日：2019-03-07

  Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R 1 , R 2 , R 3 , R 4 , R 5 , and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.