3-chloro-4-nitroacetanilide | 712-33-4

• 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: 3-chloro-4-nitroacetanilide
• 英文别名: 2-chloro-4-acetylaminonitrobenzene；N-(3-chloro-4-nitrophenyl)acetamide；4-nitro-3-chloroacetanilide；N-acetyl-3-chloro-4-nitroaniline；acetic acid-(3-chloro-4-nitro-anilide)；Essigsaeure-(3-chlor-4-nitro-anilid)
• CAS: 712-33-4
• 化学式: C₈H₇ClN₂O₃
• 分子量: 214.608
• InChiKey: KUAYZLXOOIEGDN-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C(Solv: benzene (71-43-2))
• 沸点：
  428.3±35.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-chloro-4-nitroacetanilide 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-nitro-3-(piperidin-1-yl)aniline
  参考文献：
  名称：

  Potential antitumor agents. 41. Analogs of amsacrine with electron-donor substituents in the anilino ring

  摘要：

  The preparation and antitumor activity of a series of 3'-alkylamino and 3'-dialkylamino analogues of amsacrine are reported. The results support previous work suggesting that the presence of electron-donating groups in the 3'-position of the anilino ring substantially enhance the antitumor activity of amsacrine analogues, possibly by the provision of high levels of electron density at the 6'-position. The alkylamino derivatives generally possess tighter DNA binding, higher levels of in vitro and in vivo antileukemic activity, and greater aqueous solubility than the corresponding amsacrine analogues.

  DOI：

  10.1021/jm00369a022
• 作为产物：
  描述：

  3-氯苯胺 在 硫酸 、 硝酸胍 作用下， 生成 3-chloro-4-nitroacetanilide
  参考文献：
  名称：

  6-氨基喹啉单取代衍生物的合成

  摘要：

  摘要合成了几种可用于药物设计的6-氨基喹啉衍生物。对反应条件进行了比较研究，对氯苯胺被用作Skraup–Doebner–Von Miller反应的最佳氧化剂。SnCl 2有效还原了硝基，没有卤素被去除。

  DOI：

  10.1016/j.cclet.2010.10.005

文献信息

• PYRAZOLO[1,5a]PYRIMIDINE DERIVATIVES AS IRAK4 MODULATORS
  申请人：Arora Nidhi

  公开号：US20120015962A1

  公开（公告）日：2012-01-19

  Compounds of the formula I or II: wherein X, m, Ar, R 1 and R 2 are as defined herein. The subject compounds are useful for treatment of IRAK-mediated conditions.

  式I或II的化合物： 其中X，m，Ar，R1和R2如本文所定义。所述化合物对于治疗IRAK介导的疾病是有用的。
• Nitric acid in the presence of P2O5 supported on silica gel—a useful reagent for nitration of aromatic compounds under solvent-free conditions
  作者：Abdol Reza Hajipour、Arnold E. Ruoho

  DOI：10.1016/j.tetlet.2005.09.178

  日期：2005.11

  A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% nitric acid in the presence of P2O5 supported on silica gel is described. This methodology is useful for nitration of activated and deactivated aromatic rings.

  描述了在65％硝酸在无溶剂条件下在硅胶上负载的P 2 O 5存在下将多种芳族化合物硝化为母体硝基芳族化合物。该方法学对于活化和失活的芳环的硝化是有用的。
• [EN] BENZIMIDAZOLECARBOXAMIDES AS INHIBITORS OF FAK<br/>[FR] BENZIMIDAZOLECARBOXAMIDES CONSTITUANT DES INHIBITEURS DE LA KINASE D'ADHÉRENCE FOCALE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2010126922A1

  公开（公告）日：2010-11-04

  This invention relates to benzimadolecarboxamides of formula (I) which are inhibitors of focal adhesion kinase, and as such are useful for treating proliferative diseases.

  这项发明涉及式(I)的苯并咪唑羧酰胺，它们是黏附斑激酶的抑制剂，因此可用于治疗增殖性疾病。
• Transition-metal-free mono- or dinitration of protected anilines
  作者：Enrui Dai、Yongrui Dong、Rui Kong、Guangzhang Liu、Ying Dong、Qiong Wu、Deqiang Liang、Yinhai Ma

  DOI：10.1080/00397911.2020.1752730

  日期：2020.6.2

  Abstract An amide-assisted arene nitration is presented, and both mono- and dinitration of protected anilines could be effected by using NaNO2 and NaNO3 as the mono- and bisnitrating agents, respectively. This divergent synthesis is transition-metal- and acid-free, and features a broad substrate scope, low cost, and ortho–para selectivity. Graphical Abstract

  摘要 提出了酰胺辅助芳烃硝化，分别使用NaNO2和NaNO3作为单硝化剂和双硝化剂，可以实现受保护苯胺的单硝化和二硝化。这种发散合成不含过渡金属和酸，具有广泛的底物范围、低成本和邻位选择性。图形概要
• Anthelmintically active benzenepropanamide derivatives
  申请人：Syntex (U.S.A.) Inc.

  公开号：US05034410A1

  公开（公告）日：1991-07-23

  This invention is directed to a method for treating helminthiasis in an animal which method comprises administering to an animal in need thereof an anthelmintically effective amount of a compound of the Formula (I): ##STR1## wherein Z is oxygen or sulfur; R.sup.1 is hydrogen or lower alkyl; and R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are independently hydrogen, halo, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, cyano, halophenoxy, haloalkylphenoxy, thiocyano or isothiocyano, provided that R.sup.2 and R.sup.3 cannot simultaneously be hydrogen and that R.sup.4 and R.sup.5 cannot simultaneously be hydrogen; or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions formulated therewith. This invention is also directed to novel anthelmintically active benzenepropanamides of Formula (I) wherein Z is oxygen.

  这项发明涉及一种用于治疗动物蛔虫病的方法，该方法包括向需要治疗的动物施用公式（I）化合物的驱虫有效量：##STR1## 其中Z为氧或硫；R.sup.1为氢或较低的烷基；R.sup.2、R.sup.3、R.sup.4和R.sup.5独立地为氢、卤素、较低的卤代烷基、较低的烷氧基、较低的卤代烷氧基、硝基、氰基、卤苯氧基、卤代烷基苯氧基、硫氰基或异硫氰基，但要求R.sup.2和R.sup.3不能同时为氢，R.sup.4和R.sup.5也不能同时为氢；或其药学上可接受的盐，并且配制的药物组合物。这项发明还涉及新型具有驱虫活性的苯丙酰胺类化合物的公式（I），其中Z为氧。