3-fluoro-1,4-dihydro-1-azaanthracen-9,10-dione | 172315-98-9

• 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: 3-fluoro-1,4-dihydro-1-azaanthracen-9,10-dione
• 英文别名: 3-fluoro-1,4-dihydrobenzo[g]quinoline-5,10-dione
• CAS: 172315-98-9
• 化学式: C₁₃H₈FNO₂
• 分子量: 229.21
• InChiKey: QCZRIMLDXMVKHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-Fluoro-2-propenal-N,N-dimethylhydrazone 、 1,4-萘醌 以 氯仿 为溶剂， 以187 mg (21%)的产率得到3-fluoro-1,4-dihydro-1-azaanthracen-9,10-dione
  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
• 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。