acetic acid-(3-amino-4-nitro-anilide) | 66136-64-9

• 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: acetic acid-(3-amino-4-nitro-anilide)
• 英文别名: Essigsaeure-(3-amino-4-nitro-anilid)；4-Nitro-N¹-acetyl-m-phenylendiamin；N¹-Acetyl-4-nitro-pheylendiamin-(1.3)；4-Nitro-3-amino-acetanilid；1-amino-3-acetylamino-6-nitrobenzene；2-amino-4-N-acetylamino-nitrobenzene；2-amino-4-acetylamino-1-nitrobenzene；5-acetylamino-2-nitroaniline；Acetamide, N-(3-amino-4-nitrophenyl)-；N-(3-amino-4-nitrophenyl)acetamide
• CAS: 66136-64-9
• 化学式: C₈H₉N₃O₃
• 分子量: 195.178
• InChiKey: GUHZWZZDULRGIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetic acid-(3-amino-4-nitro-anilide) 在 sodium hydroxide 、 sodium dithionite 、 copper arsenite 作用下， 生成 (2,5-diamino-phenyl)-arsonic acid
  参考文献：
  名称：

  CCXLIX.—对氨基苯酚的砷酸

  摘要：

  DOI：

  10.1039/jr9300001910
• 作为产物：
  描述：

  N-(3-乙酰氨基-4-硝基苯基)乙酰胺 在 甲醇 、 potassium hydroxide 作用下， 反应 2.0h， 以87%的产率得到acetic acid-(3-amino-4-nitro-anilide)
  参考文献：
  名称：

  Synthesis and characterization of selected 4,4′-diaminoalkoxyazobenzenes

  摘要：

  The role of the -N(CH2CH2OH)(2) group in producing a mutagenic response from 4-((3-(2-hydroxyethoxy) 4-amino)phenylazo)-N,N-bis(2-hydroxyethyl)aniline has been investigated. To accomplish this goal, a group of substituted 4,4'-diaminoazobenzene dyes was synthesized, and their structures were confirmed using 1H NMR, TOF-LC-ESI mass spectrometry, and combustion analysis. Mutagenicity was determined using the standard Ames test in Salmonella strains TA98, TA100, and TA1538 with and without S9 enzyme activation. The results of this study provide evidence that the mutagenicity of the parent dye arises from the metabolic cleavage of N-hydroxyethyl groups to give the corresponding -NHCH2CH2OH and -NH2 substituted monoazo dyes as direct-acting mutagens. All 5 of the dyes studied were mutagenic at various levels with and without S9 enzyme activation in TA1538. In addition, the results show that removing one N-hydroxyethyl group and capping both -OH groups in the parent dye did not affect mutagenicity, whereas removing both N-hydroxyethyl groups produced a strong direct-acting mutagen in all three bacterial strains. Increasing the length of the N-alkyl chain from two to three carbon atoms eliminated mutagenicity in TA98 without S9 activation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.002

文献信息

• Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionali­zation
  作者：Bernd Schmidt、Nelli Elizarov、Nastja Riemer、Frank Hölter

  DOI：10.1002/ejoc.201500795

  日期：2015.9

  Unlike their ortho counterparts, meta- and para-acetamidoanilines can be converted into the corresponding acetamidoarenediazonium salts. These offer various opportunities for multiple Pd-catalyzed arene functionalization reactions, such as Matsuda-Heck-, Suzuki-Miyaura- or Fujiwara-Moritani couplings.

  与它们的邻位对应物不同，间和对乙酰氨基苯胺可以转化为相应的乙酰氨基芳烃重氮盐。这些为多种 Pd 催化的芳烃官能化反应提供了各种机会，例如 Matsuda-Heck-、Suzuki-Miyaura- 或 Fujiwara-Moritani 偶联。
• Antithrombotic agents
  申请人：Eli Lilly and Company

  公开号：US06372759B1

  公开（公告）日：2002-04-16

  This application relates to a compound of formula (I), a pharmaceutically acceptable salt of the compound, or a prodrug thereof, as defined herein, pharmaceutical compositions thereof, and its use as an inhibitor of factor Xa, as well as a process for its preparation and intermediates therefor.

  该申请涉及公式(I)的化合物，该化合物的药学上可接受的盐，或者其前药，如本文所定义的，以及其药物组合物，以及其用作因子Xa抑制剂的用途，以及其制备过程和中间体。
• SELECTIVE ACYLATION OF 4-SUBSTITUTED-1,3-PHENYLENEDIAMINE
  申请人：Michalak Ronald Stanley

  公开号：US20090216046A1

  公开（公告）日：2009-08-27

  This invention is directed to a method of selectively acylating a compound of formula (II): (II), wherein: R 1 is NO 2 , —N + R 3 3 , trihalomethyl, —CN, —SO 3 H, —CO 2 H, —CO 2 R 3 , —CHO and —COR 3 , wherein R 3 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 12 cycloalkyl, C 6 -C 12 aryl, C 2 -C 9 heteroaryl, or C 1 -C 9 heterocycloalkyl; comprising the step of reacting the compound of formula (II) with an acylating reagent to form a compound of formula (I): (I), wherein R 2 is selected from C 1 -C 12 alkyl, C 1 -C 12 haloalkyl, C 2 -C 7 alkenyl, C 2 -C 7 alkynyl, C 3 -C 12 cycloalkyl, C 6 -C 12 aryl, C 1 -C 9 heterocycloalkyl, C 2 -C 9 heteroaryl, C 1 -C 12 alkoxy, C 1 -C 12 haloalkoxy, C 3 -C 12 cycloalkoxy, C 1 -C 9 heterocycloalkoxy, C 6 -C 12 aryloxy, and C 2 -C 9 heteroaryloxy; or salts thereof.

  这项发明涉及一种选择性酰基化化合物的方法，该化合物的结构式为(II): (II)，其中：R1为NO2，—N+R33，三卤甲基，—CN，—SO3H，—CO2H，—CO2R3，—CHO和—COR3，其中R3为C1-C6烷基，C1-C6卤代烷基，C3-C12环烷基，C6-C12芳基，C2-C9杂芳基或C1-C9杂环烷基；包括将结构式(II)的化合物与酰基试剂反应形成结构式(I)的化合物的步骤：(I)，其中R2选自C1-C12烷基，C1-C12卤代烷基，C2-C7烯烃基，C2-C7炔烃基，C3-C12环烷基，C6-C12芳基，C1-C9杂环烷基，C2-C9杂芳基，C1-C12烷氧基，C1-C12卤代烷氧基，C3-C12环烷氧基，C1-C9杂环烷氧基，C6-C12芳氧基和C2-C9杂芳氧基；或其盐。
• Process for the manufacture of nuclear-sulphonated compounds
  申请人：Ciba-Geigy AG

  公开号：US03957860A1

  公开（公告）日：1976-05-18

  This invention relates to a process for the manufacture sulphonated compounds. Aromatically unsaturated amines are reacted with sulphamic acid or its derivatives at temperatures between 20.degree. and 250.degree.C in the presence of an aprotic solvent and a catalyst.

  这项发明涉及一种制造磺化化合物的过程。芳香未饱和胺与磺酸或其衍生物在20度至250度之间的温度下，在无水溶剂和催化剂的存在下发生反应。
• DYES
  申请人：——

  公开号：US20010052156A1

  公开（公告）日：2001-12-20

  A colorant for coloring keratin fibers wherein the colorant contains a substantive dye which is a 4-nitroaniline derivative corresponding to formula (I): 1 in which R 1 , R 2 , R 3 and R 4 independently of one another represent a hydrogen atom, an alkyl, hydroxyalkyl, alkoxyalkyl, carbamyl alkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoalkyl, carbalkoxyaminoalkyl, sulfalkyl, piperidinoalkyl, morpholinoalkyl or phenyl radical optionally substituted by an amino group in the para position, the alkyl or alkoxy groups containing 1 to 4 carbon atoms, with the proviso that the four substituents R 1 , R 2 , R 3 and R 4 do not simultaneously represent hydrogen, and the groups —NR 1 R 2 and —NR 3 R 4 may also represent an aziridine, acetidine, pyrrolidine, piperidine, azepan, azocine, morpholine, thiomorpholine or piperazine ring which may also bear another substituent R 8 at the nitrogen atom, R 8 being a hydrogen atom, a (C 1-4 )-alkyl, hydroxy-(C 2-3 )-alkyl, (C 1-4 )-alkoxy-(C 2-3 )-alkyl, amino-(C 2-3 )-alkyl or 2,3-dihydroxypropyl group, and R 5 , R 6 and R 7 independently of one another represent ahydrogen atom, a halogen atom, a (C 1-4 )-alkyl, (C 1-4 )-alkoxy, carboxy, sulfo or (C 2-4 )-hydroxyalkyl group, or a physiologically compatible salt of the compounds with an inorganic or organic acid.

  一种用于给角蛋白纤维着色的着色剂，其中该着色剂含有一种实质性染料，该染料是与式(I)相对应的4-硝基苯胺衍生物，式中R1、R2、R3和R4分别独立地代表氢原子、烷基、羟基烷基、烷氧基烷基、氨基甲酰基烷基、甲磺基氨基烷基、乙酰氨基烷基、脲基烷基、羰基氨基烷基、磺基烷基、哌啶基烷基、吗啉基烷基或苯基基团，该苯基基团在对位可能被氨基取代，烷基或烷氧基基团含有1至4个碳原子，但R1、R2、R3和R4的四个取代基不能同时代表氢，而基团—NR1R2和—NR3R4也可以表示一个氮杂环丙烷、乙酸丙烷、吡咯烷、哌啶、氮丙烷、氮环己烷、吗啉、硫吗啉或哌嗪环，该环也可以在氮原子处带有另一个取代基R8，R8为氢原子、(C1-4)-烷基、羟基-(C2-3)-烷基、(C1-4)-烷氧基-(C2-3)-烷基、氨基-(C2-3)-烷基或2,3-二羟基丙基基团，而R5、R6和R7分别独立地代表氢原子、卤原子、(C1-4)-烷基、(C1-4)-烷氧基、羧基、磺酸基或(C2-4)-羟基烷基，或者是与无机或有机酸形成的生理相容盐。