2-甲酸甲酯-3-氰基噻吩 | 67808-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-甲酸甲酯-3-氰基噻吩
• 中文别名: 3-氰基噻吩-2-羧酸甲酯
• 英文名称: methyl 3-cyanothiophene-2-carboxylate
• 英文别名: methyl 3-cyano-2-thiophenecarboxylate
• CAS: 67808-31-5
• 化学式: C₇H₅NO₂S
• mdl: MFCD01312338
• 分子量: 167.188
• InChiKey: HEKPCTGYSNTUIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  104-105 °C
• 沸点：
  314.2±27.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  78.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲酸甲酯-3-氰基噻吩 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 0.75h， 以90%的产率得到3-氰基噻吩-2-羧酸
  参考文献：
  名称：

  DNA Binding Ligands Targeting Drug-Resistant Bacteria:  Structure, Activity, and Pharmacology

  摘要：

  We describe the lead optimization and structure-activity relationship of DNA minor-groove binding ligands, a novel class of antibacterial molecules. These compounds have been shown to target A/T-rich sites within the bacterial genome and, as a result, inhibit DNA replication and RNA transcription. The optimization was focused on N-terminal aromatic heterocycles and C-terminal amines and resulted in compounds with improved in vivo tolerability and excellent in vitro antibacterial potency (MIC greater than or equal to 0.031 mug/mL) against a broad range of Grainpositive pathogens, including drug-resistant strains such as methicillin-resistant Stapylococcus aureus (MRSA), penicillin-resistant Streptococcus pneumoniae (PRSP), and vancomycin-resistant Enterococcus faecalis (VRE). In a first proof-of-concept study, a selected compound (35) showed in vivo efficacy in a mouse peritonitis model against methicillin-sensitive S. aureus infection with an ED50 value of 30 mg/kg.

  DOI：

  10.1021/jm030097a
• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 、 氰化钠 在 sodium nitrite 作用下， 以 盐酸 、 水 为溶剂， 反应 1.0h， 以75%的产率得到2-甲酸甲酯-3-氰基噻吩
  参考文献：
  名称：

  DNA Binding Ligands Targeting Drug-Resistant Bacteria:  Structure, Activity, and Pharmacology

  摘要：

  We describe the lead optimization and structure-activity relationship of DNA minor-groove binding ligands, a novel class of antibacterial molecules. These compounds have been shown to target A/T-rich sites within the bacterial genome and, as a result, inhibit DNA replication and RNA transcription. The optimization was focused on N-terminal aromatic heterocycles and C-terminal amines and resulted in compounds with improved in vivo tolerability and excellent in vitro antibacterial potency (MIC greater than or equal to 0.031 mug/mL) against a broad range of Grainpositive pathogens, including drug-resistant strains such as methicillin-resistant Stapylococcus aureus (MRSA), penicillin-resistant Streptococcus pneumoniae (PRSP), and vancomycin-resistant Enterococcus faecalis (VRE). In a first proof-of-concept study, a selected compound (35) showed in vivo efficacy in a mouse peritonitis model against methicillin-sensitive S. aureus infection with an ED50 value of 30 mg/kg.

  DOI：

  10.1021/jm030097a

文献信息

• SEMICONDUCTING POLYMERS
  申请人：Yu Luping

  公开号：US20110124822A1

  公开（公告）日：2011-05-26

  Novel Semiconducting photovoltaic polymers with conjugated units that provide improved solar conversion efficiency that can be used in electro-optical and electric devices. The polymers exhibit increased solar conversion efficiency in solar devices.

  具有共轭单元的新型半导体光伏聚合物，可提供改善的太阳能转换效率，可用于电光和电器设备。这些聚合物在太阳能设备中表现出增加的太阳能转换效率。
• STRUHARIK M.; HRNCIAR P., CHEM. PAP., 40,(1986) N 5, 639-648
  作者：STRUHARIK M.、 HRNCIAR P.

  DOI：——

  日期：——
• US8436134B2
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