5-氯-2-甲氧基-4-硝基苯胺 | 6259-08-1

• 物质功能分类: 有机原料 - 氨基化合物
• 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: 5-氯-2-甲氧基-4-硝基苯胺
• 英文名称: 5-chloro-2-methoxy-4-nitroaniline
• 英文别名: 2-methoxy-5-chloro-4-nitroaniline；5-chloro-4-nitro-2-anisidine；2-amino-4-chloro-5-nitroanisole；5-chloro-2-methoxy-4-nitro-aniline；5-Chlor-4-nitro-o-anisidin；5-Chlor-2-methoxy-4-nitro-anilin
• CAS: 6259-08-1
• 化学式: C₇H₇ClN₂O₃
• mdl: MFCD00126494
• 分子量: 202.597
• InChiKey: POKAEVPBUOLQIY-UHFFFAOYSA-N

物化性质

• 熔点：
  131 °C
• 沸点：
  400.1±40.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)

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：
  0.142
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氯-2-甲氧基-4-硝基苯胺 在 甲醇 、 tin(ll) chloride 作用下， 以 甲苯 为溶剂， 反应 14.0h， 生成 1-(4-Amino-5-chloro-2-methoxyphenyl)-3-(5-cyanopyrazin-2-yl)urea
  参考文献：
  名称：

  Synthesis and biological evaluation of 1-(2,4,5-trisubstituted phenyl)-3-(5-cyanopyrazin-2-yl)ureas as potent Chk1 kinase inhibitors

  摘要：

  Based on the X-ray crystallography of our lead compound 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-cyanopyrazin-2-yl) Urea ill the checkpoint kinase 1 (Chk1) enzyme, we modified R-4, and to a lesser extent, R-2, and R-5 of the phenyl ring, and made a variety of N-aryl-N'-pyrazinylurea Chk1 inhibitors. Enzymatic activity less than 20 nM was observed in 15 of 41 compounds. Compound 8i provided the best overall results in the cellular assays as it abrogated doxorubicin-induced cell cycle arrest (IC50=1.7 mu M) and enhanced doxorubicin cytotoxicity (IC50=0.44 mu M) while displaying no single agent activity. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.028
• 作为产物：
  描述：

  N,N'-bis-(5-chloro-2-methoxy-phenyl)-urea 在 ammonium hydroxide 、 水 、 硝酸 作用下， 生成 5-氯-2-甲氧基-4-硝基苯胺
  参考文献：
  名称：

  Para-para'-dinitro-diphenylureas and process of producing same

  摘要：

  公开号：

  US02056255A1

文献信息

• Arylcarbamate Derivatives of 1-Piperidineethanol as Potent Ligands for 5-HT₄ Receptors
  作者：Jean-Louis Soulier、Donglai Yang、Béatrice Brémont、Tiziano Croci、Umberto Guzzi、Michel Langlois

  DOI：10.1021/jm960853v

  日期：1997.5.1

  agonists and antagonists of 5-HT4 receptors, were synthesized. They were evaluated using radioligand binding assays with [3H]GR 113808, a 5-HT4 receptor selective ligand, in the rat striatum and the electrically stimulated myenteric plexus longitudinal muscle of the guinea pig. In contrast to the previously described ester derivatives, a drop in the affinity for 5-HT4 receptors was observed and the compounds

  合成了一系列4-氨基-5-氯-2-甲氧基苯甲酸2-（1-哌啶基）乙酯的氨基甲酸酯衍生物（7），这些衍生物被描述为5-HT4受体的强效激动剂和拮抗剂。使用放射性配体结合测定法对大鼠纹状体和豚鼠的电刺激的肌层神经丛纵向肌肉中的[3H] GR 113808（5-HT4受体选择性配体）进行了评估。与先前描述的酯衍生物相反，观察到对5-HT 4受体的亲和力下降，并且该化合物在豚鼠回肠制剂中作为激动剂是无活性的。出乎意料的是，邻位取代的氨基甲酸酯8b，c（R'= H，RO = MeO或EtO，R“ = H）对5-HT4受体具有纳摩尔浓度的亲和力（Ki = 8.9 +/- 0.5和2.6 +/- 0.4 nM如之前所报道的，顺式或反式3，哌啶（8n，o）的5-二甲基取代特别有利（两种异构体的Ki = 1.1 +/- 0.6 nM）。8c是与5-HT 4受体拮抗剂SDZ 205-557（1）等价的拮抗剂。
• Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives
  申请人：Wella Aktiengesellschaft

  公开号：US06500213B1

  公开（公告）日：2002-12-31

  The object of the present patent application are agents for the oxidative coloring of keratin fibers, particularly hair, based on a developer-coupler combination, characterized in that they contain as the developer at least one 2,5-diamino-1-phenylbenzene derivative of general formula and novel 2,5-diamino-1-phenylbenzene derivatives of formula (I) wherein at least one of the R1 to R10 radicals is different from hydrogen.

  本专利申请的对象是用于氧化染色角蛋白纤维，特别是头发的剂，基于发展剂-偶联剂组合，其特征在于它们包含作为发展剂至少一种通式的2,5-二氨基-1-苯基苯衍生物，并且具有通式(I)的新型2,5-二氨基-1-苯基苯衍生物，其中R1至R10中至少有一个基团不同于氢。
• Alkoxy anilides and pharmaceutical compositions
  申请人：Science Union et Cie, Societe Francaise de Recherche Medical

  公开号：US03989834A1

  公开（公告）日：1976-11-02

  This invention relates to ortho-alkoxy anilines having the amino group substituted with an amino lower alkyl carboxylic residue, as well as their physiologically-compatible acid-addition salts and their optically-active isomers.

  这项发明涉及氨基团被氨基较低烷基羧基取代的邻烷氧基苯胺，以及它们的生理相容性酸盐和光学活性异构体。
• N-Substituted 2-methoxybenzenesulphonamides and medicaments containing
  申请人：——

  公开号：US04132786A1

  公开（公告）日：1979-01-02

  The invention relates to new N-substituted benzenesulphonamides of general formula ##STR1## in which N IS 2 OR 3, R.sub.1 and R.sub.2 are hydrogen atoms, methyl, ethyl groups, or jointly form with the nitrogen a nitrogenized heterocyclic ring having 5 or 6 members, in particular a piperidino, pyrrolidino or morpholino group, R.sub.3 is a hydrogen atom, an NO.sub.2 group, an NH.sub.2 group, or a halogen, R.sub.4 is a hydrogen, a halogen, an NH.sub.2 group or a sulphonamide group. These compounds are useful as active substances of medicaments, in particular as antiemetic.

  该发明涉及一般式为##STR1##的新N-取代苯磺酰胺，其中N为2或3，R.sub.1和R.sub.2为氢原子，甲基，乙基基团，或与氮一起形成具有5或6个成员的氮杂环环，特别是哌啶基，吡咯啉基或吗啉基，R.sub.3为氢原子，NO.sub.2基团，NH.sub.2基团或卤素，R.sub.4为氢，卤素，NH.sub.2基团或磺酰胺基团。这些化合物可用作药物的活性物质，特别是作为止吐药。
• N-Substituted 2-methoxybenzenesulphonamides, process for preparing them
  申请人：Choay S.A.

  公开号：US04211776A1

  公开（公告）日：1980-07-08

  The invention relates to new N-substituted benzenesulphonamides of general formula ##STR1## in which n is 2 or 3, R.sub.1 and R.sub.2 are hydrogen atoms, methyl, ethyl groups, or jointly form with the nitrogen a nitrogenized heterocyclic ring having 5 or 6 members, in particular a piperidino, pyrrolidino or morpholino group. R.sub.3 is a hydrogen atom, an NO.sub.2 group, an NH.sub.2 group, or a halogen, R.sub.4 is a hydrogen, a halogen, NH.sub.2 group or a sulphonamide group. These compounds are useful as active substances of medicaments, in particular as antiemetic.

  本发明涉及新的N-取代苯磺酰胺，其一般式为##STR1##其中n为2或3，R.sub.1和R.sub.2为氢原子，甲基，乙基基团，或与氮一起形成具有5或6个成员的氮杂环环，特别是哌啶，吡咯烷或吗啉基团。R.sub.3为氢原子，NO.sub.2基团，NH.sub.2基团或卤素，R.sub.4为氢，卤素，NH.sub.2基团或磺酰胺基团。这些化合物可用作药物的活性物质，特别是作为抗恶心药物。