6,7-二氯酞嗪-5,8-二酮 | 102072-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6,7-二氯酞嗪-5,8-二酮
• 英文名称: DA 3044
• 英文别名: 6,7-dichloro-phthalazine-5,8-dione；6,7-dichlorophthalazine-5,8-dione；6,7-Dichloro-5,8-phthalazinedione
• CAS: 102072-85-5
• 化学式: C₈H₂Cl₂N₂O₂
• 分子量: 229.022
• InChiKey: UUBDFUMHESGMLX-UHFFFAOYSA-N

物化性质

• 熔点：
  223-225 °C
• 沸点：
  398.4±42.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-二氯酞嗪-5,8-二酮 在 sodium azide 、 溶剂黄146 作用下， 反应 1.5h， 以100%的产率得到6-azido-7-chlorophthalazine-5,8-dione
  参考文献：
  名称：

  Synthesis and cytotoxicity of 1-substituted 2-methyl-1H-imidazo[4,5-g]phthalazine-4,9-dione derivatives

  摘要：

  A series of 1-substituted 2-methyl-1H-imidazo[4,5-g]phthalazine-4,9-dione derivatives 8 was synthesized from 6,7-dichlorophthalazine-5.8-dione 5 and evaluated for in vitro cytotoxicity against several human tumor cell lines. Most of the tested compounds showed potential cytotoxic activity considerably higher than that of the reference compounds, ellipticine and doxorubicin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.014
• 作为产物：
  描述：

  5-硝基酞嗪 在 palladium on activated charcoal 盐酸 、 sodium chlorate 、 氢氧化钾 、 氢气 、 羟胺 作用下， 以 甲醇 、 乙醇 为溶剂， 20.0~65.0 ℃ 、20.68 kPa 条件下， 反应 6.0h， 生成 6,7-二氯酞嗪-5,8-二酮
  参考文献：
  名称：

  Synthesis and antifungal activity of 6-arylamino-phthalazine-5,8-diones and 6,7-bis(arylthio)-phthalazine-5,8-diones

  摘要：

  6-Arylamino-phthalazine-5,8-diones and 6,7-bis(arylthio)-phthalazine-5,8-diones were synthesized and tested for in vitro antifungal activity against two pathogenic strains of fungi. Among those tested, many compounds showed good antifungal activity. The results suggest that phthalazine-5,8-diones would be potent antifungal agents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.003

文献信息

• NEW TRICYCLIC QUINONE DERIVATIVE
  申请人：Boston Biomedical, Inc

  公开号：US20170015677A1

  公开（公告）日：2017-01-19

  This invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof. Specifically, the present invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof [Therein, A is O, S, or N—R 6 ; ring G is a 5-membered or 6-membered aromatic ring, etc., including 1-3 heteroatoms selected from O, S and N as constituent atoms; R 1 and R 2 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C 1-6 alkyl carbonyl group, etc.; R 3 , R 4 and R 5 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C 1-6 alkyl carbonyl group, etc.; and R 6 is a hydrogen atom or an optionally-substituted C 1-6 alkyl group, etc.].

  这项发明提供了由式（1）表示的化合物或其药学上可接受的盐。具体来说，本发明提供了由式（1）表示的化合物或其药学上可接受的盐【其中，A为O、S或N—R6；环G为5-元环或6-元芳香环等，包括1-3个选自O、S和N的杂原子作为成分原子；R1和R2各自独立地是氢原子、卤素原子或一个可选择取代的C1-6烷基羰基基团等；R3、R4和R5各自独立地是氢原子、卤素原子或一个可选择取代的C1-6烷基羰基基团等；R6是一个氢原子或一个可选择取代的C1-6烷基基团等】。
• 1-/2-Substituted-1H/-2H-[1,2,3]triazolo[4,5-G]phthalazine-4,9-dione compound, process for the preparation thereof and pharmaceutical composition comprising the same
  申请人：Choo Park Hea Young

  公开号：US20060217383A1

  公开（公告）日：2006-09-28

  The present invention relates to 1-/2-substituted-1H/-2H-[1,2,3]triazolo[4,5-g]phthalazine-4,9-dione compounds and their pharmaceutically acceptable salts, a process for preparing the compounds and a pharmaceutical composition comprising the compounds. The compounds are shown to effectively inhibit cell proliferation and are thus expected to be used for treatment or prevention or treatment of various cancers or as an ancillary(auxiliary) means of the same.

  本发明涉及1-/2-取代-1H/-2H-[1,2,3]三唑并[4,5-g]邻苯二酮-4,9-二酮化合物及其药用盐，一种制备该化合物的方法以及包含该化合物的药物组合物。这些化合物被证明能有效抑制细胞增殖，因此有望用于治疗或预防各种癌症，或作为辅助手段。
• Tricyclic quinone derivative
  申请人：Boston Biomedical, Inc.

  公开号：US10934309B2

  公开（公告）日：2021-03-02

  This invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof. Specifically, the present invention provides a compound represented by formula (1) or a pharmaceutically acceptable salt thereof [Therein, A is O, S, or N—R6; ring G is a 5-membered or 6-membered aromatic ring, etc., including 1-3 heteroatoms selected from O, S and N as constituent atoms; R1 and R2 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C1-6 alkyl carbonyl group, etc.; R3, R4 and R5 are each independently a hydrogen atom, a halogen atom, or an optionally-substituted C1-6 alkyl carbonyl group, etc.; and R6 is a hydrogen atom or an optionally-substituted C1-6 alkyl group, etc.].

  本发明提供了一种由式（1）代表的化合物或其药学上可接受的盐。具体地说，本发明提供了一种由式（1）代表的化合物或其药学上可接受的盐[其中，A 是 O、S 或 N-R6；环 G 是 5 元或 6 元芳香环等、其中，A 是 O、S 或 N-R6；环 G 是 5 元或 6 元芳香环等，包括 1-3 个选自 O、S 和 N 的杂原子作为组成原子；R1 和 R2 各自独立地是氢原子、卤素原子或任选取代的 C1-6 烷基羰基等；R3、R4 和 R5 各自独立地是氢原子、卤素原子或任选取代的 C1-6 烷基羰基等；R6 是氢原子或任选取代的 C1-6 烷基等]。
• Streptonigrin. 1. Structure-activity relationships among simple bicyclic analogs. Rate dependence of DNA degradation on quinone reduction potential
  作者：Iftikhar A. Shaikh、Francis Johnson、Arthur P. Grollman

  DOI：10.1021/jm00158a002

  日期：1986.8

  A series of simple aza and diaza bicyclic quinones related to the AB ring system of streptonigrin (1) have been synthesized and tested in vitro for their ability to degrade DNA under conditions similar to those used with the parent drug. The results obtained from a study of 22 quinones indicate that there is a quantitative linear relationship between their reduction potentials and the rate at which they degrade DNA under identical conditions in vitro. Almost all of the synthetic substances were superior to 1 in their DNA-degrading ability.
• Synthesis and antiproliferative activity of indolizinophthalazine-5,12-dione derivatives, DNA topoisomerase IB inhibitors
  作者：De-Qing Shen、Zu-Ping Wu、Xi-Wei Wu、Zeng-Yun An、Xiang-Zhang Bu、Lian-Quan Gu、Zhi-Shu Huang、Lin-Kun An

  DOI：10.1016/j.ejmech.2010.05.048

  日期：2010.9

  A series of novel indolizinophthalazine-5,12-dione derivatives were designed and synthesized by the reaction of 6,7-dichlorophthalazine-5,8-dione with active methylene reagents (AMR) and pyridine derivatives. Some of synthesized compounds exhibited significant in vitro antiproliferative activity at micromolar level toward four human tumor cell lines, including lung adenocarcinoma cell, large-cell lung carcinoma cell, breast carcinoma cell and ardriamycin-resistance breast carcinoma cell. The DNA topoisomerase IB inhibitory assay indicated that DNA topoisomerase IB might be a biological target of the synthesized compounds. (C) 2010 Published by Elsevier Masson SAS.