3-甲基-4-硝基苯甲酰胺 | 99584-85-7

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 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: 3-甲基-4-硝基苯甲酰胺
• 英文名称: 3-methyl-4-nitro benzamide
• 英文别名: 3-methyl-4-nitrobenzamide；3-methyl-4-nitro-benzoic acid amide；3-Methyl-4-nitro-benzoesaeure-amid；3-methyl-4-nitro-benzamide；3-Methyl-4-nitrobenzamid
• CAS: 99584-85-7
• 化学式: C₈H₈N₂O₃
• mdl: MFCD00031468
• 分子量: 180.163
• InChiKey: BCAAGQMIPKPDDX-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160°C
• 沸点：
  321℃
• 密度：
  1.322
• 闪点：
  148℃
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂和强碱接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险类别码：
  R22
• 海关编码：
  2924299090
• 安全说明：
  S26,S36/37/39

反应信息

• 作为反应物：
  描述：

  3-甲基-4-硝基苯甲酰胺 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 以7.5 kg的产率得到3-甲基-4-硝基苯甲腈
  参考文献：
  名称：

  Novel Commercial Scale Synthetic Approach for 5-Cyanoindole: A Potential Intermediate for Vilazodone Hydrochloride, an Antidepressant Drug

  摘要：

  目前的工作描述了5-氰基吲哲醇的合成，这是抗抑郁药维拉唑酮盐的合成路线中常用的中间体。该方案既稳健又具有商业可行性，利用易获得且低成本的材料，其异构体比先前报道的路线更环保，因为它避免使用氰化试剂和重金属。

  DOI：

  10.14233/ajchem.2020.22717
• 作为产物：
  描述：

  3-甲基-4-硝基苯甲腈 在 manganese(IV) oxide 、 水 作用下， 以 异丙醇 为溶剂， 100.0 ℃ 、689.49 kPa 条件下， 反应 0.33h， 以99%的产率得到3-甲基-4-硝基苯甲酰胺
  参考文献：
  名称：

  Mild and Selective Heterogeneous Catalytic Hydration of Nitriles to Amides by Flowing through Manganese Dioxide

  摘要：

  A sustainable flow chemistry process for the hydration of nitrites, whereby an aqueous solution of the nitrite is passed through a column containing commercially available amorphous manganese dioxide, has been developed. The product is obtained simply by concentration of the output stream without any other workup steps. The protocol described is rapid, robust, reliable, and scalable, and it has been applied to a broad range of substrates, showing a high level of chemical tolerance.

  DOI：

  10.1021/ol403591c

文献信息

• Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents
  申请人：N30 Pharmaceuticals, Inc.

  公开号：US09138427B2

  公开（公告）日：2015-09-22

  The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

  本发明涉及S-亚硝基谷胱甘肽还原酶（GSNOR）的抑制剂，包括这种GSNOR抑制剂的药物组合物，以及制备和使用这些药物的方法。
• Synthesis of Methyl-1-(<i>tert</i>-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate via a Hofmann Rearrangement Utilizing Trichloroisocyanuric Acid as an Oxidant
  作者：Zackary D. Crane、Paul J. Nichols、Tarek Sammakia、Peter J. Stengel

  DOI：10.1021/jo101504e

  日期：2011.1.7

  A trichloroisocyanuric acid (TCCA) mediated Hofmann rearrangement was utilized to synthesize methyl-1-(tert-butoxycarbonylamino)-2-vinylcyclopropanecarboxylate. A variety of functional groups are tolerated in this reaction including vinyl, cyclopropyl, pyridyl, aryl, benzyl, and nitro groups.

  利用三氯异氰尿酸（TCCA）介导的霍夫曼重排来合成-1-（叔丁氧基羰基氨基）-2-乙烯基环丙烷甲酸甲酯。在该反应中可以耐受多种官能团，包括乙烯基，环丙基，吡啶基，芳基，苄基和硝基。
• Selenium-catalyzed intramolecular atom- and redox-economical transformation of<i>o</i>-nitrotoluenes into anthranilic acids
  作者：Yiming Li、Yuhong Wang、Tilong Yang、Zhenyang Lin、Xuefeng Jiang

  DOI：10.1039/d0gc04407e

  日期：——

  Anthranilic acids (AAs) are significant basic chemicals used in pharmaceuticals, agrochemicals, dyes, fragrances, etc. Superfluous steps are always involved in obtaining AAs. Herein, we demonstrate a straightforward strategy to transform abundant o-nitrotoluenes into biologically and pharmaceutically significant AAs without any extra reductants, oxidants and protecting groups. Various sensitive groups

  邻氨基苯甲酸（AAs）是用于制药，农用化学品，染料，香料等的重要基础化学品。获得AA总是涉及多余的步骤。本文中，我们证明了一种直接的策略即可将丰富的邻硝基甲苯转化为具有生物学和药学意义的AA，而无需任何额外的还原剂，氧化剂和保护基。在该转化中可以容许各种敏感基团，例如卤素，硫化物，醛，吡啶，喹啉等。通过几乎定量的硒回收，可以有效地实现一百克规模的操作。进一步的机理研究和DFT计算揭示了拟议的原子交换过程以及硒物种的关键作用。
• [EN] DIHYDROBENZOFURAN DERIVATIVES AS INSECTICIDAL COMPOUNDS<br/>[FR] DÉRIVÉS DE DIHYDROBENZOFURANE EN TANT QUE COMPOSÉS INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014172871A1

  公开（公告）日：2014-10-30

  The present invention relates to compounds of formula (I) wherein Q is (Q1) or (Q2) G1 is oxygen or sulfur; Y1 is oxygen, sulfur or CH2; Y2, Y3 and Y4 are each independently C-H, C-R5 or nitrogen, wherein no more than one of Y2, Y3 and Y4 is C-R5; Y5 is hydrogen, halogen, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; Y6 is hydrogen, halogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; R1a is hydrogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylcarbonyl or C1-C8alkoxycarbonyl; R1b is hydrogen, C1-C8alkyl, C1-C8alkylcarbonyl or C1-C8alkoxycarbonyl; R3 is C1-C8haloalkyl; R4 is aryl or aryl substituted by one to five R10, or heteroaryl or heteroaryl substituted by one to five R10; R6a is hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; R6b is hydrogen, cyano, C1-C8alkyl, C1-C8haloalkyl or C3-C8cycloalkyl; or R6a and R6b together with the carbon atom to which they are attached may form a 3 to 6-membered carbocyclic ring; and R2a, R2b, R and R are as defined in the claims. The invention also relates to methods of controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I.

  本发明涉及式(I)的化合物，其中Q为(Q1)或(Q2)，G1为氧或硫；Y1为氧、硫或CH2；Y2、Y3和Y4分别独立地为C-H、C-R5或氮，其中Y2、Y3和Y4中最多只有一个为C-R5；Y5为氢、卤素、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；Y6为氢、卤素、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；R1a为氢、C1-C8烷基、C1-C8烷氧基、C1-C8烷基羰基或C1-C8烷氧羰基；R1b为氢、C1-C8烷基、C1-C8烷基羰基或C1-C8烷氧羰基；R3为C1-C8卤代烷基；R4为芳基或被1至5个R10取代的芳基，或杂环芳基或被1至5个R10取代的杂环芳基；R6a为氢、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；R6b为氢、氰基、C1-C8烷基、C1-C8卤代烷基或C3-C8环烷基；或R6a和R6b与它们连接的碳原子一起可以形成3至6成员的碳环；R2a、R2b、R和R如权利要求中所定义。本发明还涉及一种控制昆虫、螨虫、线虫或软体动物的方法，包括向害虫、害虫的生境或易受害虫侵袭的植物施加式I化合物的杀虫、杀螨、杀线虫或杀软体动物有效量。
• Substituted 1-phenyl-3-pyrazolecarboxamides active on neurotensin
  申请人：Sanofi

  公开号：US05723483A1

  公开（公告）日：1998-03-03

  The invention relates to new substituted 1-phenyl-3-pyrazolecarboxamides having a great affinity for human neurotensin receptors, to a process for preparing them and to pharmaceutical compositions containing them as active principles. More particularly, this invention relates to the discovery that the affinity for neurotensin receptors, especially human neurotensin receptors, is increased by substituting the phenyl group of 1-phenyl-3-pyrazolecarboxamide compounds with particular groups.

  本发明涉及对人类神经降压素受体具有高亲和力的新型取代的1-苯基-3-吡唑甲酰胺，涉及制备它们的方法以及含有它们作为活性成分的药物组合物。更具体地，本发明涉及这样的发现：通过用特定基团取代1-苯基-3-吡唑甲酰胺化合物的苯基部分，可以增加对神经降压素受体，特别是人类神经降压素受体的亲和力。