7,8-difluoroimidazo[1,2-a]quinoxalin-4(5H)-one | 191349-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7,8-difluoroimidazo[1,2-a]quinoxalin-4(5H)-one
• 英文别名: 7,8-difluoro-5H-imidazo[1,2-a]quinoxalin-4-one
• CAS: 191349-79-8
• 化学式: C₁₀H₅F₂N₃O
• 分子量: 221.166
• InChiKey: ITVLEXQRLRTDAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7,8-difluoroimidazo[1,2-a]quinoxalin-4(5H)-one 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 Cyclopentyl-(7,8-difluoro-imidazo[1,2-a]quinoxalin-4-yl)-amine
  参考文献：
  名称：

  Imidazo[1,2-a]quinoxalin-4-amines: A novel class of nonxanthine A1-adenosine receptor antagonists

  摘要：

  The syntheses and A(1) adenosine receptor affinities of a number of imidazo[1,2-alpha]quinoxalin-4-amines are reported. Structure activity relationships within the series and in comparison with other similar tricyclic nonxanthine adenosine antagonists are discussed, leading to a putative common binding mode of these nitrogen-containing heterocycles to A(1) adenosine receptors. Secondary amino compounds displayed the best affinities toward A(1) receptors, while the tertiary amines were almost devoid of activity, thus suggesting a crucial role for the hydrogen bond-forming 4-NH group. Remarkably higher potencies for l-methyl and N-cyclopentyl derivatives were also found. 4-Cyclopentylamino-1-methylimidazo[1,2-alpha]quinoxaline (IRFI 165) is the most potent compound in this series, having K-i(A(1)) = 7.9 nM. It is also provided with a good A(1) selectivity both versus A(2a) and A(3) subtypes and was selected for further pharmacological studies. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80019-1
• 作为产物：
  描述：

  2,3-二氯-6,7-二氟喹喔啉 在 氢溴酸 作用下， 以 乙醇 为溶剂， 生成 7,8-difluoroimidazo[1,2-a]quinoxalin-4(5H)-one
  参考文献：
  名称：

  Imidazo[1,2-a]quinoxalin-4-amines: A novel class of nonxanthine A1-adenosine receptor antagonists

  摘要：

  The syntheses and A(1) adenosine receptor affinities of a number of imidazo[1,2-alpha]quinoxalin-4-amines are reported. Structure activity relationships within the series and in comparison with other similar tricyclic nonxanthine adenosine antagonists are discussed, leading to a putative common binding mode of these nitrogen-containing heterocycles to A(1) adenosine receptors. Secondary amino compounds displayed the best affinities toward A(1) receptors, while the tertiary amines were almost devoid of activity, thus suggesting a crucial role for the hydrogen bond-forming 4-NH group. Remarkably higher potencies for l-methyl and N-cyclopentyl derivatives were also found. 4-Cyclopentylamino-1-methylimidazo[1,2-alpha]quinoxaline (IRFI 165) is the most potent compound in this series, having K-i(A(1)) = 7.9 nM. It is also provided with a good A(1) selectivity both versus A(2a) and A(3) subtypes and was selected for further pharmacological studies. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80019-1

文献信息

• New imidazolo-heteroaryl derivatives with antibacterial properties
  申请人：Mutabilis SA

  公开号：EP1972629A1

  公开（公告）日：2008-09-24

  The invention relates to Imidazolo-heteroaryl derivatives of formula (I) The compounds inhibit the activity of the Dlta enzyme of Gram-positive bacteria and are useful to treat Gram-positive bacterial infections. Furthermore the application discloses method for assessing the Dlta inhibitory activity of tested molecules and a method for measuring the efficacy of molecules in inhibiting bacteria proliferation in vitro.

  这项发明涉及到式（I）的咪唑啉-杂环芳基衍生物。这些化合物抑制革兰氏阳性细菌的Dlta酶活性，并可用于治疗革兰氏阳性细菌感染。此外，该申请还揭示了一种评估被测分子的Dlta抑制活性的方法，以及一种测量分子在体外抑制细菌增殖效果的方法。
• IMIDAZOLO-HETEROARYL DERIVATIVES WITH ANTIBACTERIAL PROPERTIES
  申请人：Escaich Sonia

  公开号：US20100130489A1

  公开（公告）日：2010-05-27

  The invention relates to Imidazolo-heteroaryl derivatives of formula (I). The compounds inhibit the activity of the Dlta enzyme of Gram-positive bacteria and are useful to treat Gram-positive bacterial infections. Furthermore the application discloses method for assessing the Dlta inhibitory activity of tested molecules and a method for measuring the efficacy of molecules in inhibiting bacteria proliferation in vitro.

  该发明涉及式(I)的咪唑杂杂芳基衍生物。该化合物抑制革兰氏阳性菌的Dlta酶活性，并可用于治疗革兰氏阳性菌感染。此外，该申请还披露了评估测试分子的Dlta抑制活性的方法，以及测定分子在体外抑制细菌增殖的功效的方法。
• Imidazolo-heteroaryl derivatives with antibacterial properties
  申请人：Escaich Sonia

  公开号：US08513250B2

  公开（公告）日：2013-08-20

  The invention relates to Imidazolo-heteroaryl derivatives of formula (I). The compounds inhibit the activity of the Dlta enzyme of Gram-positive bacteria and are useful to treat Gram-positive bacterial infections. Furthermore the application discloses method for assessing the Dlta inhibitory activity of tested molecules and a method for measuring the efficacy of molecules in inhibiting bacteria proliferation in vitro.

  该发明涉及式(I)的咪唑杂环衍生物。这些化合物抑制革兰氏阳性菌的Dlta酶活性，可用于治疗革兰氏阳性菌感染。此外，该申请还披露了评估被测试分子的Dlta抑制活性的方法以及测量分子在体外抑制细菌增殖效力的方法。
• US6124287
  申请人：——

  公开号：——

  公开（公告）日：——
• US06124287
  申请人：——

  公开号：——

  公开（公告）日：——