1-((2-(4-chlorolphenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxylic acid | 897765-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-((2-(4-chlorolphenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxylic acid
• 英文别名: 1-((2-(4-chlorophenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxylic acid；1-[[2-(4-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl]piperidine-4-carboxylic acid
• CAS: 897765-44-5
• 化学式: C₁₇H₁₉ClN₂O₃
• 分子量: 334.802
• InChiKey: ZVIJEARYXZKJCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  hexahydro-1-azepinopropanamine 、 1-((2-(4-chlorolphenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxylic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到N-(3-(azepan-1-yl)propyl)-1-((2-(4-chlorophenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxamide
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR TREATING ALCOHOL USE DISORDERS, PAIN AND OTHER DISEASES
  [FR] COMPOSITIONS ET MÉTHODES POUR TRAITER LES TROUBLES LIÉS À LA CONSOMMATION D'ALCOOL, LA DOULEUR ET D'AUTRES MALADIES

  摘要：

  公开号：

  WO2010042925A3
• 作为产物：
  描述：

  2-(4-chlorophenyl)-4,5-dimethyl-1,3-oxazole-3-oxide 在 potassium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 16.5h， 生成 1-((2-(4-chlorolphenyl)-5-methyloxazol-4-yl)methyl)piperidine-4-carboxylic acid
  参考文献：
  名称：

  Development of an Aryloxazole Class of Hepatitis C Virus Inhibitors Targeting the Entry Stage of the Viral Replication Cycle

  摘要：

  Reliance on hepatitis C virus (HCV) replicon systems and protein-based screening assays has led to treatments that target HCV viral replication proteins. The model does not encompass other viral replication cycle steps such as entry, processing, assembly and secretion, or viral host factors. We previously applied a phenotypic high-throughput screening platform based on an infectious HCV system and discovered an aryloxazole-based anti-HCV hit. Structure-activity relationship studies revealed several compounds exhibiting EC50 values below 100 nM. Lead compounds showed inhibition of the HCV pseudoparticle entry, suggesting a different mode of action from existing HCV drugs. Hit 7a and lead 7ii both showed synergistic effects in combination with existing HCV drugs. In vivo pharmacokinetics studies of Iii showed high liver distribution and long half-life without obvious hepatotoxicity. The lead compounds are promising as preclinical candidates for the treatment of HCV infection and as molecular probes to study HCV pathogenesis.

  DOI：

  10.1021/acs.jmedchem.7b00561

文献信息

• COMPOSITIONS AND METHODS FOR TREATING ALCOHOL USE DISORDERS, PAIN AND OTHER DISEASES
  申请人：Wu Jay Jie-Qiang

  公开号：US20110301149A1

  公开（公告）日：2011-12-08

  The present invention provides compounds which antagonize epsilon protein kinase C (PKCε). These compounds have a structural formula (Ia), (Ic) or (II). The present invention also provides pharmaceutical compositions containing these compounds and methods of treating various diseases, conditions, and/or symptoms by using these compounds.

  本发明提供了对抗ε蛋白激酶C（PKCε）的化合物。这些化合物具有结构式（Ia）、（Ic）或（II）。本发明还提供了包含这些化合物的药物组合物，并使用这些化合物治疗各种疾病、病症和/或症状的方法。
• Compositions and methods for treating alcohol use disorders, pain and other diseases
  申请人：Wu Jay Jie-Qiang

  公开号：US08729081B2

  公开（公告）日：2014-05-20

  The present invention provides compounds which antagonize epsilon protein kinase C (PKCε). These compounds have a structural formula (Ia), (Ic) or (II). The present invention also provides pharmaceutical compositions containing these compounds and methods of treating various diseases, conditions, and/or symptoms by using these compounds.

  本发明提供了拮抗ε蛋白激酶C（PKCε）的化合物。这些化合物具有结构式（Ia）、（Ic）或（II）。本发明还提供了含有这些化合物的药物组合物，并且通过使用这些化合物治疗各种疾病、病况和/或症状的方法。
• US8729081B2
  申请人：——

  公开号：US8729081B2

  公开（公告）日：2014-05-20
• Development of an Aryloxazole Class of Hepatitis C Virus Inhibitors Targeting the Entry Stage of the Viral Replication Cycle
  作者：Shanshan He、Kelin Li、Billy Lin、Zongyi Hu、Jingbo Xiao、Xin Hu、Amy Q. Wang、Xin Xu、Marc Ferrer、Noel Southall、Wei Zheng、Jeffrey Aubé、Frank J. Schoenen、Juan J. Marugan、T. Jake Liang、Kevin J. Frankowski

  DOI：10.1021/acs.jmedchem.7b00561

  日期：2017.7.27

  Reliance on hepatitis C virus (HCV) replicon systems and protein-based screening assays has led to treatments that target HCV viral replication proteins. The model does not encompass other viral replication cycle steps such as entry, processing, assembly and secretion, or viral host factors. We previously applied a phenotypic high-throughput screening platform based on an infectious HCV system and discovered an aryloxazole-based anti-HCV hit. Structure-activity relationship studies revealed several compounds exhibiting EC50 values below 100 nM. Lead compounds showed inhibition of the HCV pseudoparticle entry, suggesting a different mode of action from existing HCV drugs. Hit 7a and lead 7ii both showed synergistic effects in combination with existing HCV drugs. In vivo pharmacokinetics studies of Iii showed high liver distribution and long half-life without obvious hepatotoxicity. The lead compounds are promising as preclinical candidates for the treatment of HCV infection and as molecular probes to study HCV pathogenesis.
• [EN] COMPOSITIONS AND METHODS FOR TREATING ALCOHOL USE DISORDERS, PAIN AND OTHER DISEASES<br/>[FR] COMPOSITIONS ET MÉTHODES POUR TRAITER LES TROUBLES LIÉS À LA CONSOMMATION D'ALCOOL, LA DOULEUR ET D'AUTRES MALADIES
  申请人：VM DISCOVERY INC

  公开号：WO2010042925A3

  公开（公告）日：2010-07-29