4'-chloro-2-methyl-5-nitro-1,1'-biphenyl | 70689-99-5

• 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: 4'-chloro-2-methyl-5-nitro-1,1'-biphenyl
• 英文别名: 4'-Chlor-2-methyl-5-nitro-biphenyl；2-(4-Chlorophenyl)-1-methyl-4-nitrobenzene；2-(4-chlorophenyl)-1-methyl-4-nitrobenzene
• CAS: 70689-99-5
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: ROGUWBSIYKLDJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-chloro-2-methyl-5-nitro-1,1'-biphenyl 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 30.0h， 生成 1-((4'-chloro-5-nitro-[1,1'-biphenyl]-2-yl)methyl)piperidine
  参考文献：
  名称：

  Synthesis, β-hematin inhibition studies and antimalarial evaluation of dehydroxy isotebuquine derivatives against Plasmodium berghei

  摘要：

  Diverse dehydroxy-isotebuquine derivatives were prepared by using a five step synthetic sequence in good yields. All these new 4-aminoquinolines were evaluated as inhibitors of haemozoin formation, where most of them showed a significant inhibition value (% IHF >97). The best inhibitors were tested in vivo as potential antimalarials in mice infected with Plasmodium berghei ANKA chloroquine susceptible strain, three of them (11b, 11d and 11h) displayed an antimalarial activity comparable to that of chloroquine. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.040
• 作为产物：
  描述：

  2-溴-4-硝基甲苯 、 4-氯苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 24.0h， 以81%的产率得到4'-chloro-2-methyl-5-nitro-1,1'-biphenyl
  参考文献：
  名称：

  Synthesis, β-hematin inhibition studies and antimalarial evaluation of dehydroxy isotebuquine derivatives against Plasmodium berghei

  摘要：

  Diverse dehydroxy-isotebuquine derivatives were prepared by using a five step synthetic sequence in good yields. All these new 4-aminoquinolines were evaluated as inhibitors of haemozoin formation, where most of them showed a significant inhibition value (% IHF >97). The best inhibitors were tested in vivo as potential antimalarials in mice infected with Plasmodium berghei ANKA chloroquine susceptible strain, three of them (11b, 11d and 11h) displayed an antimalarial activity comparable to that of chloroquine. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.040

文献信息

• NEUROTRYPSIN INHIBITORS
  申请人：Ahmed Shaheen

  公开号：US20130261130A1

  公开（公告）日：2013-10-03

  The invention relates to acylamino-phthalic acid amides and related compounds of formula (I) wherein A is —CON—R 3 R 4 , —NR 5 COR 6 , —NHR 7 , —OR 8 , —SR 9 , —CH 2 NR 10 R 11 , —(CH2)2-R 12 , —CH═CH—R 12 , —C≡C—R 12 , optionally substituted phenyl, optionally substituted thiophenyl, or optionally substituted 1,2,3-triazol-4-yl, W is hydrogen, hydroxy or carboxymethoxy, Y is carboxy, methoxycarbonyl or 2H-tetrazol-5-yl, and the various substituents R have the meanings indicated in the description. These compounds are useful for the treatment and/or prophylaxis of skeletal muscle atrophy, schizophrenia and Alzheimer's disease, and as cognitive enhancers.

  本发明涉及式（I）的酰胺基苯甲酸和相关化合物，其中A为—CON—R3R4，—NR5COR6，—NHR7，—OR8，—SR9，—CH2NR10R11，—（CH2）2-R12，—CH═CH—R12，—C≡C—R12，可选取代苯基，可选取代噻吩基，或可选取代1，2，3-三唑-4-基；W为氢、羟基或羧甲氧基；Y为羧基、甲氧羰基或2H-四唑-5-基；各取代基R的含义如说明中所示。这些化合物可用于治疗和/或预防骨骼肌萎缩、精神分裂症和阿尔茨海默病，并作为认知增强剂。
• Eustathopoulos,H. et al., Bulletin de la Societe Chimique de France, 1979, vol. <II>, p. 191 - 195
  作者：Eustathopoulos,H. et al.

  DOI：——

  日期：——
• Synthesis, β-hematin inhibition studies and antimalarial evaluation of dehydroxy isotebuquine derivatives against Plasmodium berghei
  作者：Angel H. Romero、María E. Acosta、Neira Gamboa、Jaime E. Charris、José Salazar、Simón E. López

  DOI：10.1016/j.bmc.2015.05.040

  日期：2015.8

  Diverse dehydroxy-isotebuquine derivatives were prepared by using a five step synthetic sequence in good yields. All these new 4-aminoquinolines were evaluated as inhibitors of haemozoin formation, where most of them showed a significant inhibition value (% IHF >97). The best inhibitors were tested in vivo as potential antimalarials in mice infected with Plasmodium berghei ANKA chloroquine susceptible strain, three of them (11b, 11d and 11h) displayed an antimalarial activity comparable to that of chloroquine. (C) 2015 Elsevier Ltd. All rights reserved.