methyl 3-[1-(3'-bromophenyl)ethylidene]hydrazinecarbodithioate | 712349-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-[1-(3'-bromophenyl)ethylidene]hydrazinecarbodithioate
• 英文别名: (2E)-2-[1-(3-bromophenyl)ethylidene]hydrazinecarbodithioic acid；methyl N-[(E)-1-(3-bromophenyl)ethylideneamino]carbamodithioate
• CAS: 712349-59-2
• 化学式: C₁₀H₁₁BrN₂S₂
• 分子量: 303.247
• InChiKey: FMHJPAWAAJHMSV-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dipiperidinamine 、 methyl 3-[1-(3'-bromophenyl)ethylidene]hydrazinecarbodithioate 以 异丙醇 为溶剂， 生成 piperidine-1-carbothioic acid [1-(3-bromo-phenyl)-ethylidene]-hydrazide
  参考文献：
  名称：

  [EN] ANTI-PARASITIC COMPOUNDS AND METHODS OF THEIR USE
  [FR] COMPOSES ANTIPARASITAIRES ET LEURS PROCEDES D'UTILISATION

  摘要：

  本发明提供了一类新型化合物，可以破坏寄生虫的传染生命周期，并作为抗寄生虫疗法的有希望的药物。

  公开号：

  WO2005087211A1
• 作为产物：
  描述：

  肼基二硫代甲酸甲酯 、 3'-溴苯乙酮 生成 methyl 3-[1-(3'-bromophenyl)ethylidene]hydrazinecarbodithioate
  参考文献：
  名称：

  [EN] ANTI-PARASITIC COMPOUNDS AND METHODS OF THEIR USE
  [FR] COMPOSES ANTIPARASITAIRES ET LEURS PROCEDES D'UTILISATION

  摘要：

  本发明提供了一类新型化合物，可以破坏寄生虫的传染生命周期，并作为抗寄生虫疗法的有希望的药物。

  公开号：

  WO2005087211A1

文献信息

• Synthesis and Structure−Activity Relationships of Parasiticidal Thiosemicarbazone Cysteine Protease Inhibitors against <i>Plasmodium falciparum</i>, <i>Trypanosoma brucei</i>, and <i>Trypanosoma cruzi</i>
  作者：Doron C. Greenbaum、Zachary Mackey、Elizabeth Hansell、Patricia Doyle、Jiri Gut、Conor R. Caffrey、Julia Lehrman、Philip J. Rosenthal、James H. McKerrow、Kelly Chibale

  DOI：10.1021/jm030549j

  日期：2004.6.1

  We have synthesized a library of thiosemicarbazones and screened them against three parasitic cysteine proteases, cruzain, falcipain-2, and rhodesain, and against the respective parasite sources of these three proteases, Trypanosoma cruzi, Plasmodium falciparum, and Trypanosoma brucei. The screens identified compounds that were effective against the enzymes and the parasites but also some compounds that were parasiticidal despite a lack of activity against the proteases. Several compounds were effective in killing all tested parasites. These promising lead compounds were tested for general toxicity in mice, and only one produced observable toxicity after 62 h. Our results suggest that thiosemicarbazones represent validated drug leads that kill several species of protozoan parasites through the inhibition of cysteine proteases as well as other novel targets.