2,4,6-tribromo-N-nitro-aniline | 20020-19-3

• 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: 2,4,6-tribromo-N-nitro-aniline
• 英文别名: 2,4,6-Tribrom-N-nitro-anilin；2.4.6-Tribrom-diazobenzolsaeure；2.4.6-Tribrom-phenylnitramin；2,4,6-tribromo-N-nitroaniline；N-(2,4,6-tribromophenyl)nitramide
• CAS: 20020-19-3
• 化学式: C₆H₃Br₃N₂O₂
• 分子量: 374.814
• InChiKey: UAEUARWPYCRWOC-UHFFFAOYSA-N

物化性质

• 沸点：
  372.9±52.0 °C(Predicted)
• 密度：
  2.438±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4,6-tribromo-N-nitro-aniline 在 硫酸 、 溶剂黄146 作用下， 生成 2,6-二溴-4-硝基苯胺
  参考文献：
  名称：

  Smith; Orton, Journal of the Chemical Society, 1907, vol. 91, p. 147

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4,6-三溴苯胺 在 硝酸乙酸酐 、 溶剂黄146 作用下， 反应 1.5h， 生成 2,4,6-tribromo-N-nitro-aniline
  参考文献：
  名称：

  作为除草剂先导化合物的新型 N-硝基酰胺衍生物的设计合成和生物学评价

  摘要：

  基于目标乙酰羟酸合成酶（AHAS，EC：2.2.1.6）的活性位点合成了一系列N-硝基酰胺衍生物化合物。新制备的化合物的所有结构都通过满意的 IR 和 1H NMR 光谱进行了彻底表征。测定了所有合成目标化合物对AHAS酶的IC50值和对芒果苋和苏丹高粱的除草活性的EC50值。化合物II-10、II-21和II-22的IC50值为7.09mg/L、9.07mg/L和9.11mg/L，化合物II-8和II-22的EC50值为9.87mg/L L 和 19.88 mg/L 分别对 Amaranthus mangostanus L. 和 Sorghum sudanense 的根进行了说明。同时，通过分子对接预测分析了化合物活性较低的可能原因。

  DOI：

  10.1155/2016/8583765

文献信息

• Cycloalkyl substituted N-nitrourea derivatives: a convenient synthesis and biological evaluation
  作者：Zhongyuan Bai、Zengjun Wei、Yunchun Wang、Shengzhen Xu、Xuegang Li、Changshui Chen、Xiufang Cao

  DOI：10.1007/s11164-011-0293-z

  日期：2011.10

  A series of N-nitrourea derivatives bearing various cycloalkyl were conveniently obtained via three steps including nitration, carbamic chlorination, and aminolysis reactions. The structures of all newly synthesized compounds were elucidated and confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. The preliminary bioassay indicated that the target compounds exhibited moderate herbicidal activity against Amaranthus albus and Sorghum sudanense. However, some of the title compounds presented high plant growth regulating activity against rice.

  通过硝化、氨基氯化、氨解反应三步，方便地得到了一系列带有各种环烷基的N-硝基脲衍生物。所有新合成的化合物的结构均通过IR、1H NMR、13C NMR和元素分析进行​​了阐明和证实。初步生物测定表明，目标化合物对白苋和苏丹高粱表现出中等程度的除草活性。然而，一些标题化合物对水稻表现出高植物生长调节活性。
• Substituted N-nitroaniline compounds and inorganic and organic salts
  申请人：American Cyanamid Company

  公开号：US04367339A1

  公开（公告）日：1983-01-04

  There are provided di- tri- and tetrasubstituted N-nitroaniline compounds and inorganic and organic salts thereof which are effective for increasing axillary branching, improving canopy and enhancing flowering of herbaceous ornamental plants and graminaceous crops, leguminous crops, cotton and sunflowers. The salts are also effective as yield enhancing agents and lodging inhibitors for the crops.

  本发明提供了二、三、四取代的N-硝基苯胺化合物及其无机和有机盐，对于增加草本观赏植物和禾本科作物、豆科作物、棉花和向日葵的腋芽分枝、改善冠层和促进开花具有有效性。这些盐也可作为作物增产剂和抗倒伏剂。
• Substituted phenylnitramines with plant growth regulating properties
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0003880A1

  公开（公告）日：1979-09-05

  The invention relates to substituted phenylnitramins with plant growth regulating properties, and to the use of these compounds for the control of relative growth of graminaceous crops, leguminous crops and cotton, especially for reducing the relative stem growth and increasing stem stiffness. The plant growth regulating phenylnitramines have the formula: wherein R, is halogen, C1-C4 alkyl, CN, CO2CH3, SO2CH3, S02F, SO2CF3, C1-C3 haloalkyl, C1-C3 haloalkoxy or NO2; R3 is halogen, methyl or methoxy; R5 is halogen, CF,, methoxy or C1-C4 alkyl; with the proviso that not more than two of said R groups may represent fluorine, or an ammonium salt thereof.

  本发明涉及具有植物生长调节特性的取代苯基硝胺，以及使用这些化合物控制禾本科作物、豆科作物和棉花的相对生长，特别是减少茎的相对生长和增加茎的硬度。植物生长调节苯基硝胺的化学式为 其中，R 是卤素、C1-C4 烷基、CN、CO2CH3、SO2CH3、S02F、SO2CF3、C1-C3 卤代烷基、C1-C3 卤代烷氧基或 NO2；R3 是卤素、甲基或甲氧基；R5 是卤素、CF、甲氧基或 C1-C4 烷基；但上述 R 基团中不得有两个以上代表氟或其铵盐。
• Substituted phenylnitramines, their preparation and their application as fungicidal agents
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0003881A1

  公开（公告）日：1979-09-05

  The invention relates to substituted phenylnitramines and derivatives with fungicidal properties, and to the use of these compounds for the control of fungi, for example for the protection of living plants from attack thereby. The fungicidal phenylnitramines of this invention are compounds selected from formulae (I) and (III): wherein the formula (I) R to R, each represent a hydrogen, halogen, C1-C4 alkyl, halo(C1-C4)alkyl, C1-C4 alkylthio, C1-C4 alkylsulfonyl, C1-C4 alkanoylamino, C1-C4 alkyl-O-C-NH-, cyano or nitrol; Y is hydrogen, C1-C8 alkyl, C3-C8 alkenyl, C3-C5 alkynyl, R6-O-R4 alkenyl or C2-C5 alkynyl; R, is C1-C4 alkylene; R, is C2-C4 alkylene; W and W' each are hydrogen or halogen; Z is hydroxy or halogen; with the provisos, that at least two of the R groups R1 to R, are other than hydrogen; and that not more than two of the R groups R, to R, are C1-C4 alkylthio, C1-C4 alkylsulfonyl or nitro; and wherein the formula (lll) cation X represents H3NR, H2NR'R", HNR'R"R"', or NR'R"R"'R"", wherein R'to R"" each represent C C1C18alkyl, aryl or benzyl, or R' and R" taken together with the nitrogen to which they are attached form the cyclic moiety:

  本发明涉及具有杀真菌特性的取代苯基硝胺及其衍生物，以及使用这些化合物来控制真菌，例如保护生物植物免受真菌的侵袭。本发明的杀真菌苯基硝胺是选自式 (I) 和 (III) 的化合物： 其中式(I)中的R至R，各自代表氢、卤素、C1-C4烷基、卤代(C1-C4)烷基、C1-C4烷硫基、C1-C4烷基磺酰基、C1-C4烷酰氨基、C1-C4烷基-O-C-NH-、氰基或硝基；Y是氢、C1-C8烷基、C3-C8烯基、C3-C5炔基、R6-O-R4 烯基或 C2-C5 烷炔基；R，是 C1-C4 亚烷基；R，是 C2-C4 亚烷基；W 和 W'各自是氢或卤素；Z 是羟基或卤素；但前提是，R 基团 R1 至 R 中至少有两个不是氢；R 基团 R 至 R 中不超过两个是 C1-C4 烷硫基、C1-C4 烷基磺酰基或硝基；式（lll）阳离子 X 代表 H3NR、H2NR'R"、HNR'R "R"'或 NR'R "R"'R""，其中 R'至 R""各自代表 C C1C18 烷基、芳基或苄基，或 R'和 R "与它们所连接的氮一起形成环状分子：
• Method for the control of stem growth and stem stiffness of selected crops
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0034281A2

  公开（公告）日：1981-08-26

  Novel inorganic and organic salts of symmetrical trisubstituted-N-nitroaniline compounds which are effective for increasing axillary branching, improving canopy and enhancing flowering of herbaceous ornamental plants and graminaceous crops, leguminous crops, cotton and sunflowers and effective as yield enhancing agents and lodging inhibitors for the above-said crops.

  对称三取代-N-硝基苯胺化合物的新型无机盐和有机盐，可有效增加草本观赏植物、禾本科作物、豆科作物、棉花和向日葵的腋枝、改善冠层和促进开花，并可作为上述作物的增产剂和抗倒伏剂。