(2,6-Dichloro-3-methoxy-phenyl)-phenyl-amine | 1618-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2,6-Dichloro-3-methoxy-phenyl)-phenyl-amine
• 英文别名: 2,6-dichloro-3-methoxy-N-phenylaniline
• CAS: 1618-54-8
• 化学式: C₁₃H₁₁Cl₂NO
• 分子量: 268.142
• InChiKey: JMUBZMTZBOYXIF-UHFFFAOYSA-N

物化性质

• 熔点：
  88-90 °C
• 沸点：
  339.3±42.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,6-Dichloro-3-methoxy-phenyl)-phenyl-amine 在 氢氧化钾 、 sodium hydroxide 、 三氯化铝 、 sodium methylate 、 吡啶盐酸盐 、 一水合肼 作用下， 以 乙醇 、 乙二醇甲醚 、 水 、 正丁醇 、 苯 为溶剂， 反应 50.17h， 生成 3'-羟基双氯芬酸
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of diclofenac analogs

  摘要：

  The synthesis of a series of 2-anilinophenylacetic acids, close analogues of diclofenac, is described. These compounds were tested in two models used for evaluating the activity of nonsteroidal antiinflammatory drugs (NSAID's), inhibition of cyclooxygenase enzyme activity in vitro, and adjuvant-induced arthritis (AdA) in rats. Statistically significant correlations were found between the inhibitory activities of the compounds in these two models, indicating that cyclooxygenase inhibition seems to be the underlying mechanism for the antiinflammatory activity of these compounds. Quantitative structure-activity relationship (QSAR) analysis revealed that the crucial parameters for activity in both models were the lipophilicity and the angle of twist between the two phenyl rings. Optimal activities were associated with halogen or alkyl substituents in both ortho positions of the anilino ring. Compounds with OH groups in addition to two ortho substituents or compounds with only one or no ortho substituents were less active.

  DOI：

  10.1021/jm00171a008
• 作为产物：
  描述：

  3-Bromo-2,4-dichloroanisole 、 苯胺 在 sodium t-butanolate 、 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 18.5h， 生成 (2,6-Dichloro-3-methoxy-phenyl)-phenyl-amine
  参考文献：
  名称：

  TW2020/39493

  摘要：

  公开号：

文献信息

• [DE] MATERIALIEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN<br/>[EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] MATIÈRES POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2020127165A1

  公开（公告）日：2020-06-25

  Die vorliegende Erfindung betrifft Verbindungen, die sich für die Verwendung in elektronischen Vorrichtungen eignen, sowie elektronische Vorrichtungen, insbesondere organischen Elektrolumineszenzvorrichtungen, enthaltend diese Verbindungen.
• Synthesis and quantitative structure-activity relationships of diclofenac analogs
  作者：Peter Moser、Alfred Sallmann、Irmgard Wiesenberg

  DOI：10.1021/jm00171a008

  日期：1990.9

  The synthesis of a series of 2-anilinophenylacetic acids, close analogues of diclofenac, is described. These compounds were tested in two models used for evaluating the activity of nonsteroidal antiinflammatory drugs (NSAID's), inhibition of cyclooxygenase enzyme activity in vitro, and adjuvant-induced arthritis (AdA) in rats. Statistically significant correlations were found between the inhibitory activities of the compounds in these two models, indicating that cyclooxygenase inhibition seems to be the underlying mechanism for the antiinflammatory activity of these compounds. Quantitative structure-activity relationship (QSAR) analysis revealed that the crucial parameters for activity in both models were the lipophilicity and the angle of twist between the two phenyl rings. Optimal activities were associated with halogen or alkyl substituents in both ortho positions of the anilino ring. Compounds with OH groups in addition to two ortho substituents or compounds with only one or no ortho substituents were less active.
• TW2020/39493
  申请人：——

  公开号：——

  公开（公告）日：——