2-氯-4-甲基-6-硝基苯胺 | 5465-33-8

• 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: 2-氯-4-甲基-6-硝基苯胺
• 英文名称: 2-chloro-4-methyl-6-nitroaniline
• 英文别名: 2-Chlor-4-methyl-6-nitro-anilin
• CAS: 5465-33-8
• 化学式: C₇H₇ClN₂O₂
• mdl: MFCD08059084
• 分子量: 186.598
• InChiKey: UGXUJYWOKLTNET-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65
• 沸点：
  307.6±37.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2921430090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-氯-4-甲基-6-硝基苯胺 在 硫酸 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 4-[[(3-chloro-5-methylanilino)carbonyl]methyl]phenol
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Chiral Allosteric Modifiers of Hemoglobin

  摘要：

  A series of allosteric effecters of hemoglobin, 2-(aryloxy)-2-alkanoic acids, was prepared to investigate the effect of the stereocenter on allosteric activity. The chiral analogues were based on the lead compound, RSR13 (3b), with different alkyl/alkanoic and cycloalkyl/cycloalkanoic groups positioned at the acidic chiral center. Of the 23 racemic molecules synthesized, 5 were selected for resolution based on structure-activity relationships. One chiral analogue, (-)( 1R,2R)-1-[4-[[(3,5 -dimethylanilino)carbonyl]methyl]phenoxy]-2-methylcyclopentanecarboxylic acid (11), exhibited greater in vitro activity in hemoglobin solutions than its antipode, racemate, and RSR13. Compound (-)-(LR,2R)-11 was equipotent with RSR13 in whole blood, is a candidate for in vivo animal studies, and if efficacious and safe has a potential for use in humans. In general, it was found that chirality affects allosteric effector activity with measurable differences observed between enantiomers and the racemates.

  DOI：

  10.1021/jm000199q
• 作为产物：
  描述：

  2-氯-4-甲基苯胺 在 2,3,5,6-四溴-4-甲基-4-硝基-2,5-环己二烯-1-酮 作用下， 以 三氟乙酸 为溶剂， 反应 3.0h， 以95%的产率得到2-氯-4-甲基-6-硝基苯胺
  参考文献：
  名称：

  Direct Nitration of Anilines Using Nitrocyclohexadienones

  摘要：

  硝基环己二烯酮（特别是 2,3,5,6-四溴-4-甲基-4-硝基-2,5-环己二烯酮）可用作苯胺直接硝化的试剂。根据不同的条件，可以获得产率较高的 C-硝基苯胺。在相同条件下，N,N-二甲基苯胺可转化为 N-甲基-N-硝基苯胺。

  DOI：

  10.1055/s-1989-27387

文献信息

• Pyridazinedione compounds useful in treating neurological disorders
  申请人：Imperial Chemical Industries, PLC

  公开号：US05599814A1

  公开（公告）日：1997-02-04

  The present invention relates to pyridazino[4,5-b]quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino[4,5-b]quinolines as active ingredient, and methods for the treatment of neurological disorders.

  本发明涉及吡啶并[4,5-b]喹啉及其药用盐，它们是兴奋性氨基酸拮抗剂，在需要此类拮抗作用时非常有用，例如在治疗神经系统疾病时。该发明还提供含有吡啶并[4,5-b]喹啉作为活性成分的药物组合物，以及治疗神经系统疾病的方法。
• [EN] TRPML MODULATORS<br/>[FR] MODULATEURS DE TRPML
  申请人：CASMA THERAPEUTICS INC

  公开号：WO2021127337A1

  公开（公告）日：2021-06-24

  The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

  本发明提供了化合物、药学上可接受的组合物以及使用这些化合物的方法。
• Direct Nitration of Anilines Using Nitrocyclohexadienones
  作者：M. Lemaire、A. Guy、P. Boutin、J. P. Guette

  DOI：10.1055/s-1989-27387

  日期：——

  Nitrocyclohexadienones (in particular, 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone) are used as reagents for the direct nitration of anilines. Depending on the conditions, good yields of C-nitroanilines are obtained. Under the same conditions, N,N-dimethylaniline is converted into N-methyl-N-nitroaniline.

  硝基环己二烯酮（特别是 2,3,5,6-四溴-4-甲基-4-硝基-2,5-环己二烯酮）可用作苯胺直接硝化的试剂。根据不同的条件，可以获得产率较高的 C-硝基苯胺。在相同条件下，N,N-二甲基苯胺可转化为 N-甲基-N-硝基苯胺。
• Pyridazinedione compounds useful in the treating neurological disorders
  申请人：Imperial Chemical Industries PLC

  公开号：US05733910A1

  公开（公告）日：1998-03-31

  The present invention relates to pyridazino\x9b4,5-b!quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino\x9b4,5-b!quinolines as active ingredient, and methods for the treatment of neurological disorders.

  本发明涉及吡啶并[4,5-b]喹啉及其药用盐，其为兴奋性氨基酸拮抗剂，在需要这种拮抗作用时，如治疗神经系统疾病时，具有有用性。本发明还提供含有吡啶并[4,5-b]喹啉作为活性成分的制药组合物，以及治疗神经系统疾病的方法。
• Pyridazinediones and their use in the treatment of neurological disorders
  申请人：ZENECA LIMITED

  公开号：EP0516297A1

  公开（公告）日：1992-12-02

  The present invention relates to pyridazino[4,5-b]quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino[4,5-b]quinolines as active ingredient, and methods for the treatment of neurological disorders.

  本发明涉及哒嗪并[4,5-b]喹啉、 及其药用盐，它们是兴奋性氨基酸拮抗剂，在治疗神经系统疾病等需要这种拮抗剂时非常有用。本发明进一步提供了含有哒嗪并[4,5-b]喹啉类活性成分的药物组合物，以及治疗神经系统疾病的方法。