4-bromo-3-nitrobenzaldehyde thiosemicarbazone

• 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: 4-bromo-3-nitrobenzaldehyde thiosemicarbazone
• 英文别名: [(4-Bromo-3-nitrophenyl)methylideneamino]thiourea
• 化学式: C₈H₇BrN₄O₂S
• 分子量: 303.139
• InChiKey: BIWOPCPQEZZPPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 在 盐酸 、 硝酸 作用下， 以 乙醇 、 乙醇-D1 为溶剂， 反应 3.0h， 生成 4-bromo-3-nitrobenzaldehyde thiosemicarbazone
  参考文献：
  名称：

  Thiosemicarbazones as Aedes aegypti larvicidal

  摘要：

  A set of aryl- and phenoxymethyl-(thio)semicarbazones were synthetized, characterized and biologically evaluated against the larvae of Aedes aegypti (A. aegypti), the vector responsible for diseases like Dengue and Yellow fever. (Q)SAR studies were useful for predicting the activities of the compounds not included to create the QSAR model as well as to predict the features of a new compound with improved activity. Docking studies corroborated experimental evidence of AeSCP-2 as a potential target able to explain the larvicidal properties of its compounds. The trend observed between the in silica Docking scores and the in vitro pLC50 (equals -log LC50, at molar concentration) data indicated that the highest larvicidal compounds, or the compounds with the highest values for pLC50, are usually those with the higher docking scores (i.e., greater in silica affinity for the AeSCP-2 target). Determination of cytotoxicity for these compounds in mammal cells demonstrated that the top larvicide compounds are non-toxic. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.04.061

文献信息

• Thiosemicarbazones as Aedes aegypti larvicidal
  作者：João Bosco P. da Silva、Daniela Maria do A.F. Navarro、Aluizio G. da Silva、Geanne K.N. Santos、Kamilla A. Dutra、Diogo Rodrigo Moreira、Mozart N. Ramos、José Wanderlan P. Espíndola、Ana Daura T. de Oliveira、Dalci José Brondani、Ana Cristina L. Leite、Marcelo Zaldini Hernandes、Valéria R.A. Pereira、Lucas F. da Rocha、Maria Carolina A.B. de Castro、Beatriz C. de Oliveira、Que Lan、Kenneth M. Merz

  DOI：10.1016/j.ejmech.2015.04.061

  日期：2015.7

  A set of aryl- and phenoxymethyl-(thio)semicarbazones were synthetized, characterized and biologically evaluated against the larvae of Aedes aegypti (A. aegypti), the vector responsible for diseases like Dengue and Yellow fever. (Q)SAR studies were useful for predicting the activities of the compounds not included to create the QSAR model as well as to predict the features of a new compound with improved activity. Docking studies corroborated experimental evidence of AeSCP-2 as a potential target able to explain the larvicidal properties of its compounds. The trend observed between the in silica Docking scores and the in vitro pLC50 (equals -log LC50, at molar concentration) data indicated that the highest larvicidal compounds, or the compounds with the highest values for pLC50, are usually those with the higher docking scores (i.e., greater in silica affinity for the AeSCP-2 target). Determination of cytotoxicity for these compounds in mammal cells demonstrated that the top larvicide compounds are non-toxic. (C) 2015 Elsevier Masson SAS. All rights reserved.