5-氨基-2-氟苯甲腈 | 37705-82-1

• 物质功能分类: 化学试剂 - 有机试剂 - 氰化物/腈
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-2-氟苯甲腈
• 中文别名: 2-氟-5-氨基苯腈
• 英文名称: 2,4-diaminobenzonitrile
• CAS: 37705-82-1
• 化学式: C₇H₇N₃
• 分子量: 133.153
• InChiKey: BOWQSEMOMSWTKX-UHFFFAOYSA-N

物化性质

• 熔点：
  92-96 °C(lit.)
• 沸点：
  383.4±32.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.8
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S39
• 危险类别码：
  R38,R41
• WGK Germany：
  3
• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  5-氨基-2-氟苯甲腈 在 sodium hydroxide 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-(4-cyano-m-phenylene)-dioxamic acid
  参考文献：
  名称：

  N,N'-(phenylene)dioxamic acids and their esters as antiallergy agents

  摘要：

  A series of dialkyl N,N'-(m-phenylene)dioxamates was synthesized by treatment of the requisite m-phenylenediamines with an alkyloxalyl chloride in the presence of triethylamine. Hydrolysis with sodium hydroxide solution gave the corresponding N,N'-(m-phenylene)dioxamic acids. Several N,N'-(p-phenylene)dioxamic acids were synthesized also in the same manner starting with the requisite p-phenylenediamines. These compounds were tested in the rat passive cutaneous anaphylaxis (PCA) assay. When tested iv, activity was found in the N,N'-(m-phenylene) dioxamic acids up to 2500 times that shown by disodium cromoglycate [50% inhibition at 0.001 mg/kg for N,N'-(2-chloro-5-cyano-m-phenylene)dioxamic acid (compound 61)]. Oral activity was seen in this series of compounds with duration of activity up to 120 min. Oral activity was detected in diethyl N,N'-(2-chloro-5-cyano-m-phenylene)dioxamate (compound 38) at levels of drug as low as 0.1 mg/kg.

  DOI：

  10.1021/jm00207a016
• 作为产物：
  描述：

  2,4-二硝基苯甲腈 在 盐酸 、 tin(ll) chloride 作用下， 生成 5-氨基-2-氟苯甲腈
  参考文献：
  名称：

  N,N'-(phenylene)dioxamic acids and their esters as antiallergy agents

  摘要：

  A series of dialkyl N,N'-(m-phenylene)dioxamates was synthesized by treatment of the requisite m-phenylenediamines with an alkyloxalyl chloride in the presence of triethylamine. Hydrolysis with sodium hydroxide solution gave the corresponding N,N'-(m-phenylene)dioxamic acids. Several N,N'-(p-phenylene)dioxamic acids were synthesized also in the same manner starting with the requisite p-phenylenediamines. These compounds were tested in the rat passive cutaneous anaphylaxis (PCA) assay. When tested iv, activity was found in the N,N'-(m-phenylene) dioxamic acids up to 2500 times that shown by disodium cromoglycate [50% inhibition at 0.001 mg/kg for N,N'-(2-chloro-5-cyano-m-phenylene)dioxamic acid (compound 61)]. Oral activity was seen in this series of compounds with duration of activity up to 120 min. Oral activity was detected in diethyl N,N'-(2-chloro-5-cyano-m-phenylene)dioxamate (compound 38) at levels of drug as low as 0.1 mg/kg.

  DOI：

  10.1021/jm00207a016

文献信息

• Half-Sandwich Ruthenium Complexes of Amide-Phosphine Based Ligands: H-Bonding Cavity Assisted Binding and Reduction of Nitro-substrates
  作者：Sanya Pachisia、Ram Kishan、Samanta Yadav、Rajeev Gupta

  DOI：10.1021/acs.inorgchem.0c03505

  日期：2021.2.1

  complexes supported with amide-phosphine based ligands. These complexes presented a pyridine-2,6-dicarboxamide based pincer cavity, decorated with hydrogen bonds, that participated in the binding of nitro-substrates closer to the Ru(II) centers, which is further supported with binding and docking studies. These ruthenium complexes functioned as the noteworthy catalysts for the borohydride mediated reduction

  我们目前合成和表征的两个半三明治Ru（II）配合物与酰胺膦基配体支持。这些配合物呈现出一个基于吡啶-2,6-二二甲酰胺的钳形腔，其上装饰有氢键，参与了靠近Ru（II）中心的硝基底物的结合，这进一步受到了结合和对接研究的支持。这些钌配合物充当硼氢化物介导的各种硝基底物还原反应的重要催化剂。机理研究不仅证实了[Ru–H]在还原中的中介作用，而且还断言了催化过程中几种有机中间体的参与。缺少吡啶2的类似Ru（II）络合物，
• Synthesis and characterization of a novel TEMPO@FeNi₃/DFNS–laccase magnetic nanocomposite for the reduction of nitro compounds
  作者：Shima Saberi、Rahele Zhiani、Jamshid Mehrzad、Alireza Motavalizadehkakhky

  DOI：10.1039/d0ra03989f

  日期：——

  the effects of pH and nanocatalyst amount was study. The results of this research proved that TEMPO@FeNi3/DFNS–laccase MNPs has a good return in removal of nitro-aromatic combinations, as its easy synthesis and reliable recovery.

  水是地球上生命和所有生物的必需物质。植物和动物需要几乎纯净的水才能生存；如果它被有害化学物质和微生物污染，它们将无法生存。本研究试图研究催化剂在NaBH 4溶液与氢源的作用下减少硝基-芳烃组合的性能。制备了TEMPO@FeNi 3 /DFNS-漆酶MNPs，并使用SEM、TEM、XRD、TGA、VSM、AFM和FTIR对其特征进行了评价。然后，从接触时间、初始浓度、pH值和纳米催化剂用量等方面测试了其作为纳米催化剂去除硝基芳烃组合物的强度。本研究结果证明TEMPO@FeNi 3/DFNS-漆酶 MNPs 在去除硝基-芳族组合方面具有良好的回报，因为它易于合成和可靠的回收。
• DFNS/PEI/Cu Nanocatalyst for Reduction of Nitro-aromatic Compounds
  作者：Marjan Moradi、Nahid Rastakhiz、Mehrorang Ghaedi、Rahele Zhiani

  DOI：10.1007/s10562-020-03422-6

  日期：2021.6

  such as dandelion-like shape, high surface area, and simple availability of active sites. Immobilization of the Cu NPs on DFNS nanospheres not only prevented their aggregation, but also considerably improved the availability of the catalytic active sites. The DFNS/PEI/Cu nanocatalyst demonstrated great catalytic activities for the reduction of nitro compounds under green conditions. Our findings show

  工业废物流中的硝基芳烃污染威胁着水资源的福祉。本研究调查了铜基纳米催化剂在水溶液中还原硝基芳香族化合物的性能。通过一种简便的方法成功地将 Cu NPs 锚定在具有高表面积的纤维状硅酸盐的纳米空间内，并且活性位点的可及性简单，以生产新型纳米催化剂（DFNS/PEI/Cu）。DFNS 显示出不同的特性，如蒲公英形状、高表面积和活性位点的简单可用性。将 Cu NPs 固定在 DFNS 纳米球上不仅阻止了它们的聚集，而且大大提高了催化活性位点的可用性。DFNS/PEI/Cu 纳米催化剂在绿色条件下对硝基化合物的还原表现出极大的催化活性。我们的研究结果表明，纤维状 DFNS 和 Cu NPs 是一种有用的平台，可用于制造用于许多催化应用的基于贵金属的廉价纳米催化剂。DFNS/PEI/Cu纳米催化剂作为还原硝基化合物的新型吸附剂
• Compounds, compositions and methods of use
  申请人：The Upjohn Company

  公开号：US04067995A1

  公开（公告）日：1978-01-10

  It has now been discovered that novel compounds of FIG. 1 ##STR1## are useful in the prophylactic treatment of sensitized humans and animals for allergy and all anaphylactic reactions of a reagin or non-reagin mediated nature. Additionally, the compounds are intermediates to the diacid or di salts which have utility in the same area as the esters. The compounds are formulated with pharmaceutical carriers for oral, parenteral, inhalation, or rectal means of administration.

  已经发现，FIG. 1中的新化合物##STR1##在预防治疗对过敏或变态反应具有敏感的人类和动物方面是有用的，无论是由变态反应素还是非变态反应素介导的。此外，这些化合物是二酸或二盐的中间体，具有与酯类相同领域的用途。这些化合物与药用载体一起配制，用于口服、注射、吸入或直肠途径的给药。
• Generation of Cu nanoparticles on novel designed Fe₃O₄@SiO₂/EP.EN.EG as reusable nanocatalyst for the reduction of nitro compounds
  作者：Maryam Rajabzadeh、Hossein Eshghi、Reza Khalifeh、Mehdi Bakavoli

  DOI：10.1039/c5ra26020e

  日期：——

  Reusable magnetic Cu nanocatalyst was designed and characterized. An efficient and mild method for the reduction of aromatic nitro compounds.

  可重复使用的磁性铜纳米催化剂被设计并表征。一种高效而温和的方法用于还原芳香族硝基化合物。