1-propyl-1H-[1,2,3]triazolo[4,5-g]phthalazine-4,9-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-propyl-1H-[1,2,3]triazolo[4,5-g]phthalazine-4,9-dione
• 英文别名: 3-Propyltriazolo[4,5-g]phthalazine-4,9-dione
• 化学式: C₁₁H₉N₅O₂
• 分子量: 243.225
• InChiKey: WFNPIJHYLBLJEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1H-[1,2,3]triazolo[4,5-g]phthalazine-4,9-dione 、 1-碘代丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以18%的产率得到1-propyl-1H-[1,2,3]triazolo[4,5-g]phthalazine-4,9-dione
  参考文献：
  名称：

  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

  摘要：

  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。

  公开号：

  US20060217383A1

文献信息

• 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。
• US7160884B2
  申请人：——

  公开号：US7160884B2

  公开（公告）日：2007-01-09
• Synthesis of 1-/2-substituted-[1,2,3]triazolo[4,5-g]phthalazine-4,9-diones and evaluation of their cytotoxicity and topoisomerase II inhibition
  作者：Jin Sung Kim、Hee-Kyung Rhee、Hyen Joo Park、Sang Kook Lee、Chong-Ock Lee、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2008.02.049

  日期：2008.4

  Studies on antitumor heterocyclic quinones containing nitrogens revealed that the number and position of nitrogens on the heterocyclic ring have significance on cytotoxicity of quinones. In our continuous effort to find more cytotoxic quinone compounds, we designed triazolophthalazine analogues in order to introduce more nitrogens on the heterocyclic quinones. 1-/2-Substituted[ 1,2,3]triazolo[4,5-g] phthalazine-4,9-diones were synthesized by 1,3-dipolar addition of phthalazine-5,8-dione and 4-methoxybenzyl azide by modi. cation of previously reported method. The cytotoxicity of the synthesized compounds was evaluated by a SRB (sulforhodamine B) assay against nine types of human cancer cell lines and inhibition against topoisomerase II (Topo II) of them was assessed by a decatenation assay. Most of the synthesized compounds showed considerably higher cytotoxicity than that of doxorubicin. Also, topoisomerase II inhibitory activity of the tested compounds was higher than that of etoposide and IC50 values of the compounds were 19.4-64.5 mu M. (c) 2008 Elsevier Ltd. All rights reserved.