N-(5,6-dimethyl-1,2,4-triazin-3-yl)-2-((1-(4-fluorophenyl)-benzo[d]imidazol-2-yl)thio)propanamide | 1331868-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N-(5,6-dimethyl-1,2,4-triazin-3-yl)-2-((1-(4-fluorophenyl)-benzo[d]imidazol-2-yl)thio)propanamide
• 英文别名: N-(5,6-dimethyl-1,2,4-triazin-3-yl)-2-((1-(4-fluorophenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide；AS112；N-(5,6-dimethyl-1,2,4-triazin-3-yl)-2-[1-(4-fluorophenyl)benzimidazol-2-yl]sulfanylpropanamide
• CAS: 1331868-48-4
• 化学式: C₂₁H₁₉FN₆OS
• 分子量: 422.486
• InChiKey: ZESHGJJQSZYZFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(4-fluorophenyl)benzimidazole-2-thione 、 2-bromo-N-(5,6-dimethyl-1,2,4-triazin-3-yl)propanamide 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 N-(5,6-dimethyl-1,2,4-triazin-3-yl)-2-((1-(4-fluorophenyl)-benzo[d]imidazol-2-yl)thio)propanamide
  参考文献：
  名称：

  Host-Directed Inhibitors of Myxoviruses: Synthesis and in Vitro Biochemical Evaluation

  摘要：

  Drugs targeted to viral proteins are highly vulnerable to the development of viral resistance. One little explored approach to the treatment of viral diseases is the development of agents that target host factors required for virus replication. Myxoviruses are predominantly associated with acute disease and, thus, ideally suited for this approach since the necessary treatment time is anticipated to be limited. High-throughput screening previously identified benzimidazole 22407448 with broad antiviral activity against different influenza virus and paramyxovirus strains. Hit to lead chemistry has generated 6p (JMN3-003) with potent antiviral activity against a panel of myxovirus family members exhibiting EC(50) values in the low nanomolar range.

  DOI：

  10.1021/ml200125r

文献信息

• IMIDAZOLYL AMIDE COMPOUNDS AND USES RELATED THERETO
  申请人：Emory University

  公开号：EP2691095A2

  公开（公告）日：2014-02-05
• US9365523B2
  申请人：——

  公开号：US9365523B2

  公开（公告）日：2016-06-14
• [EN] IMIDAZOLYL AMIDE COMPOUNDS AND USES RELATED THERETO<br/>[FR] COMPOSÉS D'IMIDAZOLYLAMIDE ET LEURS UTILISATIONS
  申请人：UNIV EMORY

  公开号：WO2012135296A2

  公开（公告）日：2012-10-04

  This disclosure relates to antiviral compounds disclosed herein and uses related thereto. In certain embodiments, the disclosure relates to pharmaceutical compositions comprising 2-((benzo[d]imidazol-2-yl)thio)-N-phenylpropanamide derivatives, N-phenyl-2-((1-phenyl-benzo[d]imidazol-2-yl)thio)propanamide derivatives, or 2-((benzo[d]imidazol-2-yl)thio)-N-(2-chloro-4-methylphenyl)propanamide derivatives. The derivatives may be substituted with one or more substituents. Typically, the pharmaceutical composition comprises a compound of Formula (I), or salt, prodrug, or ester thereof wherein X, Y, and R1 to R7 are described herein.
• Host-Directed Inhibitors of Myxoviruses: Synthesis and in Vitro Biochemical Evaluation
  作者：Aiming Sun、J. Maina Ndungu、Stefanie A. Krumm、Jeong-Joong Yoon、Pahk Thepchatri、Michael Natchus、Richard K. Plemper、James P. Snyder

  DOI：10.1021/ml200125r

  日期：2011.11.10

  Drugs targeted to viral proteins are highly vulnerable to the development of viral resistance. One little explored approach to the treatment of viral diseases is the development of agents that target host factors required for virus replication. Myxoviruses are predominantly associated with acute disease and, thus, ideally suited for this approach since the necessary treatment time is anticipated to be limited. High-throughput screening previously identified benzimidazole 22407448 with broad antiviral activity against different influenza virus and paramyxovirus strains. Hit to lead chemistry has generated 6p (JMN3-003) with potent antiviral activity against a panel of myxovirus family members exhibiting EC(50) values in the low nanomolar range.