4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione
• 英文别名: 4-methyl-6-(2-nitrophenyl)-6,9-dihydro-1H-pyrido[3,2-g]quinoline-2,5,10-trione
• 化学式: C₁₉H₁₃N₃O₅
• 分子量: 363.329
• InChiKey: WARDQTKQQFKGAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-nitrocinnamaldehyde 、 4-methyl-2,5,8(1H)-quinolinetrione 以 二氯甲烷 、 氯仿 、 乙酸乙酯 为溶剂， 生成 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione
  参考文献：
  名称：

  Anthraquinonic derivatives having an antitumor activity and applications

  摘要：

  所述衍生物具有通式（I），即：4,6,7-三甲基-5,8,8a,10a-四氢-1H-1-氮杂蒽-2,9,10-三酮（I-A）；2-乙氧基-3-甲基-1-氮杂蒽-9,10-二酮（I-B）；3-乙基-1,8-二氢-1H-1,8-二氮杂蒽-2,7,9,10-四酮（I-C）；2-乙酰氧基-3-甲基-1,8-二氮杂蒽-2,9,10-三酮（I-d）；6-氟-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-e）；6-二甲胺基-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-f）；4-甲基-5-(2-硝基苯基)-5,8-二氢-1H-1,8-二氮杂蒽-2,9,10-三酮（I-g）；3,5-二甲基-1,8-二氢-1,8-二氮杂蒽-2,7,9,10-四酮（I-h）；3,6-二氟-1,8-二氮杂蒽-9,10-二酮（I-i）；6-甲基-3-苯基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-j）；3-氟-4-甲基-1-二氢-1-氮杂蒽-9,10-二酮（I-k）；3-氟-1-氮杂蒽-1,10-二酮。用作抗肿瘤剂。

  公开号：

  US05716963A1

文献信息

• NEW ANTHRAQUINONIC DERIVATIVES HAVING AN ANTITUMOR ACTIVITY, AND APPLICATIONS THEREOF
  申请人：UNIVERSIDAD COMPLUTENSE DE MADRID

  公开号：EP0695752A1

  公开（公告）日：1996-02-07

  Said derivatives have the general formula (I) and are: (I-A) 4,6,7-trimethyl-5,8,8a,10a-tetrahydro-1H-1-azaanthracen-2,9,10-trione; (I-B) 2-ethoxy-3-methyl-1-azaanthracen-9,10-dione; (I-C) 3-ethyl-1,8-dihydro-1H-1,8-diazaanthracen-2,7,9,10-tetraone; (I-d) 2-acethoxy-3-methyl-1,8-diazaanthracen-2,9,10-trione; (I-e) 6-fluor-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-f) 6-dimethylamino-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-g) 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione; (I-h) 3,5-dimethyl-1,8-dihydro-1,8-diazaanthracen-2,7,9,10-tetraone; (I-i) 3,6-difluor-1,8-diazaanthracen-9,10-dione; (I-j) 6-methyl-3-phenyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-k) 3-fluor-4-methyl-1,4-dihydro-1-azaanthracen-9,10-dione; (I-l) 3-fluor-1-azaanthracen-1,10-dione. Application as antitumor agents.

  上述衍生物具有通式(I)，它们是(I-A) 4,6,7-trimethyl-5,8,8a,10a-tetrahydro-1H-1-azaanthracen-2,9,10-trione; (I-B) 2-ethoxy-3-methyl-1-azaanthracen-9,10-dione; (I-C) 3-ethyl-1,8-dihydro-1H-1,8-diazaanthracen-2,7,9,10-tetraone;(I-d) 2-乙氧基-3-甲基-1,8-二氮杂蒽-2,9,10-三酮； (I-e) 6-氟-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮； (I-f) 6-二甲基氨基-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮；(I-g) 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione; (I-h) 3,5-dimethyl-1,8-dihydro-1,8-diazaanthracen-2,7,9,10-tetraone; (I-i) 3,6-difluor-1,8-diazaanthracen-9,10-dione;(I-j) 6-methyl-3-phenyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-k) 3-fluor-4-methyl-1,4-dihydro-1-azaanthracen-9,10-dione; (I-l) 3-fluor-1-azaanthracen-1,10-dione.作为抗肿瘤药物的应用。
• ANTHRAQUINONIC DERIVATIVES HAVING AN ANTITUMOR ACTIVITY, AND APPLICATIONS THEREOF
  申请人：UNIVERSIDAD COMPLUTENSE DE MADRID

  公开号：EP0695752B1

  公开（公告）日：2001-06-06
• US5716963A
  申请人：——

  公开号：US5716963A

  公开（公告）日：1998-02-10
• [EN] NEW ANTHRAQUINONIC DERIVATIVES HAVING AN ANTITUMOR ACTIVITY, AND APPLICATIONS THEREOF<br/>[ES] NUVEOS DERIVADOS ANTRAQUINONICOS CON ACTIVIDAD ANTITUMORAL Y SUS APLICACIONES<br/>[FR] NOUVEAUX DERIVES ANTHRAQUINONIQUES AYANT UNE ACTIVITE ANTITUMORALE, ET LEURS APPLICATIONS
  申请人：UNIVERSIDAD COMPLUTENSE DE MADRID

  公开号：WO1995023145A1

  公开（公告）日：1995-08-31

  (EN) Said derivatives have the general formula (I) and are: (I-A) 4,6,7-trimethyl-5,8,8a,10a-tetrahydro-1H-1-azaanthracen-2,9,10-trione; (I-B) 2-ethoxy-3-methyl-1-azaanthracen-9,10-dione; (I-C) 3-ethyl-1,8-dihydro-1H-1,8-diazaanthracen-2,7,9,10-tetraone; (I-d) 2-acethoxy-3-methyl-1,8-diazaanthracen-2,9,10-trione; (I-e) 6-fluor-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-f) 6-dimethylamino-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-g) 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione; (I-h) 3,5-dimethyl-1,8-dihydro-1,8-diazaanthracen-2,7,9,10-tetraone; (I-i) 3,6-difluor-1,8-diazaanthracen-9,10-dione; (I-j) 6-methyl-3-phenyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-k) 3-fluor-4-methyl-1,4-dihydro-1-azaanthracen-9,10-dione; (I-l) 3-fluor-1-azaanthracen-1,10-dione. Application as antitumor agents.(ES) Dichos derivados responden a la fórmula general (I) y son: (I-a) 4,6,7-trimetil-5,8,8a,10a-tetrahidro-1H-1-azaantracen-2,9,10-triona; (I-b) 2-etoxi-3-metil-1-azaantracen-9,10-diona; (I-c) 3-etil-1,8-dihidro-1H-1,8-diazaantracen-2,7,9,10-tetraona; (I-d) 2-acetoxi-6-metil-1,8-diazaantracen-2,9,10-triona; (I-e) 6-fluor-4-metil-1H-1,8-diazaantracen-2,9,10-triona; (I-f) 6-dimetilamino-4-metil-1H-1,8-diazaantracen-2,9,10-triona; (I-g) 4-metil-5-(2-nitrofenil)-5,8-dihidro-1H-1,8-diazaantracen-2,9,10-triona; (I-h) 3,5-dimetil-1,8-dihidro-1,8-diazaantracen-2,7,9,10-tetraona; (I-i) 3,6-difluor-1,8-diazaantracen-9,10-diona; (I-j) 6-metil-3-fenil-1H-1,8-diazaantracen-2,9,10-triona; (I-k) 3-fluor-4-metil-1,4-dihidro-1-azaantracen-9,10-diona; (I-l) 3-fluor-1-azaantracen-1,10-diona. Aplicación como agentes antitumorales.(FR) Les dérivés décrits répondent à la formule générale (I) et sont: (I-a) 4,6,7-triméthyle-5,8,8a,10a-tétrahydro-1H-1-azaanthracène-2,9,10-trione; (I-b) 2-éthoxy-3-méthyle-1-azaanthracène-9,10-dione; (I-c) 3-éthyle-1,8-dihydro-1H-1,8-diazaanthracène-2,7,9,10-tétraone; (I-d) 2-acétoxy-3-méthyle-1,8-diazaanthracène-2,9,10-trione; (I-e) 6-fluor-4-méthyle-1H-1,8-diazaanthracène-2,9,10-trione; (I-f) 6-diméthylamino-4-méthyle-1H-1,8-diazaanthracène-2,9,10-trione; (I-g) 4-méthyle-5-(2-nitrophényle)-5,8-dihydro-1H-1,8-diazaanthracène-2,9,10-trione; (I-h) 3,5-diméthyle-1,8-dihydro-1,8-diazaanthracène-2,7,9,10-tétraone; (I-i) 3,6-difluor-1,8-diazaanthracène-9,10-dione; (I-j) 6-méthyle-3-phényle-1H-1,8-diazaanthracène-2,9,10-trione; (I-k) 3-fluor-4-méthyle-1,4-dihodro-1-azaanthracène-9,10-dione; (I-l) 3-fluor-1-azaanthracène-1,10-dione. Application en tant qu'agents antitumoraux.
• Anthraquinonic derivatives having an antitumor activity and applications
  申请人：Universidad Complutense De Madrid

  公开号：US05716963A1

  公开（公告）日：1998-02-10

  Said derivatives have the general formula (I) and are: ##STR1## (I-A) 4,6,7-trimethyl-5,8,8a,10a-tetrahydro-1H-1-azaanthracen-2,9,10-trione; (I-B) 2-ethoxy-3-methyl-1-azaanthracen-9,10-dione; (I-C) 3-ethyl-1,8-dihydro-1H-1,8-diazaanthracen-2,7,9,10-tetraone; (I-d) 2-acethoxy-3-methyl-1,8-diazaanthracen-2,9,10-trione; (I-e) 6-fluor-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-f) 6-dimethylamino-4-methyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-g) 4-methyl-5-(2-nitrophenyl)-5,8-dihydro-1H-1,8-diazaanthracen-2,9,10-trione ; (I-h) 3,5-dimethyl-1,8-dihydro-1,8-diazaanthracen-2,7,9,10-tetraone; (I-i) 3,6-difluor-1,8-diazaanthracen-9,10-dione; (I-j) 6-methyl-3-phenyl-1H-1,8-diazaanthracen-2,9,10-trione; (I-k) 3-fluor-4-methyl-1-dihydro-1-azaanthracen-9,10-dione; 3-fluor-1-azaanthracen-1,10-dione. Application as antitumor agents.

  所述衍生物具有通式（I），即：4,6,7-三甲基-5,8,8a,10a-四氢-1H-1-氮杂蒽-2,9,10-三酮（I-A）；2-乙氧基-3-甲基-1-氮杂蒽-9,10-二酮（I-B）；3-乙基-1,8-二氢-1H-1,8-二氮杂蒽-2,7,9,10-四酮（I-C）；2-乙酰氧基-3-甲基-1,8-二氮杂蒽-2,9,10-三酮（I-d）；6-氟-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-e）；6-二甲胺基-4-甲基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-f）；4-甲基-5-(2-硝基苯基)-5,8-二氢-1H-1,8-二氮杂蒽-2,9,10-三酮（I-g）；3,5-二甲基-1,8-二氢-1,8-二氮杂蒽-2,7,9,10-四酮（I-h）；3,6-二氟-1,8-二氮杂蒽-9,10-二酮（I-i）；6-甲基-3-苯基-1H-1,8-二氮杂蒽-2,9,10-三酮（I-j）；3-氟-4-甲基-1-二氢-1-氮杂蒽-9,10-二酮（I-k）；3-氟-1-氮杂蒽-1,10-二酮。用作抗肿瘤剂。