2-((4-nitrophenyl)amino)ethyl methanesulfonate | 100418-51-7

• 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-nitrophenyl)amino)ethyl methanesulfonate
• 英文别名: N-(2-mesyloxyethyl)-4-nitroaniline；2-(4-Nitrophenylamino)ethyl methanesulfonate；2-(4-nitroanilino)ethyl methanesulfonate
• CAS: 100418-51-7
• 化学式: C₉H₁₂N₂O₅S
• 分子量: 260.271
• InChiKey: YKTPZHLIRGSOOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  512.0±35.0 °C(Predicted)
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

SDS

MSDS英文版

反应信息

• 作为反应物：
  描述：

  2-((4-nitrophenyl)amino)ethyl methanesulfonate 在 palladium on activated charcoal TEA 、 一水合肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 70.0h， 生成 N-(2-diethylaminoethyl)benzene-1,4-diamine
  参考文献：
  名称：

  Structure−Activity Relationship of Quinoline Derivatives as Potent and Selective α_2C-Adrenoceptor Antagonists

  摘要：

  Starting from two acridine compounds identified in a high-throughput screening campaign (1 and 2, Table 1), a series of 4-aminoquinolines was synthesized and tested for their properties on the human alpha(2)-adrenoceptor subtypes (alpha(2A), alpha(2B), and alpha(2C.)). A number of compounds with good antagonist potencies against the alpha(2C)-adrenoceptor and excellent subtype selectivities over the other two subtypes were discovered. For example, (R)-{4-[4-(3,4-dimethylpiperazin-1-yl) phenylamino] quinolin- 3- yl} methanol 6j had an antagonist potency of 8.5 nM against, and a subtype selectivity of more than 200-fold for, the alpha(2C)-adrenoceptor. Investigation of the structure-activity relationship identified a number of structural features, the most critical of which was an absolute need for a substituent in the 3-position of the quinoline ring. The 3-position on the piperazine ring was also found to play an appreciable role, as substitutions in that position exerted a significant and stereospecific beneficial effect on the alpha(2C)-adrenoceptor affinity and potency. Replacing the piperazine ring proved difficult, with 1,4-diazepanes representing the only viable alternative.

  DOI：

  10.1021/jm060262x
• 作为产物：
  描述：

  对氟硝基苯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-((4-nitrophenyl)amino)ethyl methanesulfonate
  参考文献：
  名称：

  FXA INHIBITORS WITH CYCLIC AMIDOXIME OR CYCLIC AMIDRAZONE AS P4 SUBUNIT, PROCESSES FOR THEIR PREPARATIONS, AND PHARMACEUTICAL COMPOSITIONS AND DERIVATIVES THEREOF

  摘要：

  本发明涉及具有环氨基羟肟或环氨基脒基团的新型噁唑烷酮衍生物，其药学上可接受的盐，制备方法以及包含它们的药物组合物。具有环氨基羟肟或环氨基脒基团的噁唑烷酮衍生物或其药学上可接受的盐可有效用于作为抗凝剂治疗血栓栓塞和肿瘤，基于对因子Xa的抑制。

  公开号：

  US20110112083A1

文献信息

• Iminothiazolidine derivatives
  申请人：Egis Gyogyszergyar

  公开号：US04665083A1

  公开（公告）日：1987-05-12

  The invention relates to novel iminothiazolidine derivatives of the formula (I), ##STR1## wherein R.sup.1 and R.sup.3 represent, independently from each other, hydrogen or lower alkyl group, R.sup.3 is nitro or amino group, R stands for halo, lower alkyl, haloalkyl, nitro, amino, hydroxy, lower alkoxy, carboxy or lower alkoxycarbonyl group, and n is 0, 1 or 2, and pharmaceutically acceptable acid addition salts thereof. The iminothiazolidine derivatives of the formula (I) possess valuable antidepressant, antiparkinsonic, antiepileptic and spasmolytic activities.

  该发明涉及化合物的新型亚嘧啶硫代环己烷衍生物，其化学式为(I)， 其中R.sup.1和R.sup.3分别独立表示氢或较低的烷基，R.sup.3为硝基或氨基，R代表卤素、较低的烷基、卤代烷基、硝基、氨基、羟基、较低的烷氧基、羧基或较低的烷氧羰基，n为0、1或2，以及其药学上可接受的酸盐。化合物的亚嘧啶硫代环己烷衍生物具有有价值的抗抑郁、抗帕金森、抗癫痫和解痉活性。
• Crystal Structures and Density Functional Theory Calculations of <i>o</i>- and <i>p</i>-Nitroaniline Derivatives: Combined Effect of Hydrogen Bonding and Aromatic Interactions on Dimerization Energy
  作者：Kaisa Helttunen、Lauri Lehtovaara、Hannu Häkkinen、Maija Nissinen

  DOI：10.1021/cg4005714

  日期：2013.8.7

  The interplay of strong and weak hydrogen bonds, dipole–dipole interactions, and aromatic interactions of o- and p-nitroaniline derivatives was studied by combining crystal structure analysis and density functional theory (DFT) calculations. Crystal structures of four 2-nitroaniline derivatives, 2-((2-nitrophenyl)amino)ethyl methanesulfonate (1A), 2-((2-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate

  通过结合晶体结构分析和密度泛函理论（DFT）计算，研究了邻和对硝基苯胺衍生物的强氢键和弱氢键，偶极-偶极相互作用以及芳族相互作用之间的相互作用。四种2-硝基苯胺衍生物，2-（（2-硝基苯基）氨基）乙基甲磺酸酯（1A），2-（（2-硝基苯基）氨基）乙基4-甲基苯磺酸酯（2A），N，N '-（（ 1,3-亚苯基双（氧基）双（乙烷-2,1-二基）双（2-硝基苯胺）（3A）和N-（2-氯乙基）-2-硝基苯胺（4A）以及三种4-硝基苯胺衍生物，2-（（4-硝基苯基）氨基）乙基甲磺酸盐（1B），2-（（4-硝基苯基）氨基）乙基4-甲基苯磺酸盐（2B）和叔丁基的晶体结构分析了-（2-（（4-硝基苯基）氨基）乙基）碳酸酯（5B）的分子内和分子间氢键和π-π相互作用。的效果ø / p使用HOMA指数，Hirshfeld表面和DFT计算，比较了π电子分布的取代基，硝基苯胺环的芳香性以及分子内和分子间弱相互作用
• [EN] FXA INHIBITORS WITH CYCLIC AMIDOXIME OR CYCLIC AMIDRAZONE AS P4 SUBUNIT, PROCESSES FOR THEIR PREPARATIONS, AND PHARMACEUTICAL COMPOSITIONS AND DERIVATIVES THEREOF<br/>[FR] INHIBITEURS DE FXA AVEC L'AMIDOXIME CYCLIQUE OU L'AMIDRAZONE CYCLIQUE EN TANT QUE SOUS-UNITÉ P4, PROCÉDÉS POUR LEUR PRÉPARATION ET COMPOSITIONS PHARMACEUTIQUES ET DÉRIVÉS DE CEUX-CI
  申请人：LEGOCHEM BIOSCIENCE LTD

  公开号：WO2010002115A3

  公开（公告）日：2010-03-11
• US4665083A
  申请人：——

  公开号：US4665083A

  公开（公告）日：1987-05-12
• FXA INHIBITORS WITH CYCLIC AMIDOXIME OR CYCLIC AMIDRAZONE AS P4 SUBUNIT, PROCESSES FOR THEIR PREPARATIONS, AND PHARMACEUTICAL COMPOSITIONS AND DERIVATIVES THEREOF
  申请人：Song Ho Young

  公开号：US20110112083A1

  公开（公告）日：2011-05-12

  The present invention relates to novel oxazolidinone derivatives with cyclic amidoxime or cyclic amidrazone group, pharmaceutically acceptable salts thereof, methods for preparing the same and pharmaceutical compositions comprising the same. The oxazolidinone derivatives with cyclic amidoxime or cyclic amidrazone group or the pharmaceutically acceptable salts thereof can be effectively used for the treatment of thromboembolism and tumor as an anticoagulant based on the inhibition of factor Xa.

  本发明涉及具有环氨基羟肟或环氨基脒基团的新型噁唑烷酮衍生物，其药学上可接受的盐，制备方法以及包含它们的药物组合物。具有环氨基羟肟或环氨基脒基团的噁唑烷酮衍生物或其药学上可接受的盐可有效用于作为抗凝剂治疗血栓栓塞和肿瘤，基于对因子Xa的抑制。