N-(4-methylphenyl)-7-oxo-1,7a-dihydrocyclopropa[b]chromene-1a-carboxamide | 1259532-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-(4-methylphenyl)-7-oxo-1,7a-dihydrocyclopropa[b]chromene-1a-carboxamide
• CAS: 1259532-07-4
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: RGDLRHWNXSROHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-methylphenyl)-7-oxo-1,7a-dihydrocyclopropa[b]chromene-1a-carboxamide 在 吡啶 、 盐酸羟胺 作用下， 反应 0.08h， 生成 N-(4-methylphenyl)-7-oxo-7,7a-dihydrocyclopropa[b]chromene-1a(1H)-carboxamide
  参考文献：
  名称：

  Chemical Switch of a Metabotropic Glutamate Receptor 2 Silent Allosteric Modulator into Dual Metabotropic Glutamate Receptor 2/3 Negative/Positive Allosteric Modulators

  摘要：

  Using an mGluR2 FRET-based binding assay, binders of the transmembrane region devoid of functional activity were identified. It is reported that slight chemical modifications of these SAMs can dramatically change activity of the resulting analogues without altering their affinities. Starting from compound 1, three mGluR2 NAMs showing also mGluR3 PAM activities were obtained. SAMs therefore represent a useful approach to explore the chemical space for GPCR allosteric modulator identification.

  DOI：

  10.1021/jm101069m
• 作为产物：
  描述：

  7-oxo-7,7a-dihydrocyclopropa[b]chromene-1a(1H)-carboxylic acid 、 乙烷,三氯氟- 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N-(4-methylphenyl)-7-oxo-1,7a-dihydrocyclopropa[b]chromene-1a-carboxamide
  参考文献：
  名称：

  Chemical Switch of a Metabotropic Glutamate Receptor 2 Silent Allosteric Modulator into Dual Metabotropic Glutamate Receptor 2/3 Negative/Positive Allosteric Modulators

  摘要：

  Using an mGluR2 FRET-based binding assay, binders of the transmembrane region devoid of functional activity were identified. It is reported that slight chemical modifications of these SAMs can dramatically change activity of the resulting analogues without altering their affinities. Starting from compound 1, three mGluR2 NAMs showing also mGluR3 PAM activities were obtained. SAMs therefore represent a useful approach to explore the chemical space for GPCR allosteric modulator identification.

  DOI：

  10.1021/jm101069m

文献信息

• Chemical Switch of a Metabotropic Glutamate Receptor 2 Silent Allosteric Modulator into Dual Metabotropic Glutamate Receptor 2/3 Negative/Positive Allosteric Modulators
  作者：Stephan Schann、Stanislas Mayer、Christel Franchet、Mélanie Frauli、Edith Steinberg、Mireille Thomas、Luc Baron、Pascal Neuville

  DOI：10.1021/jm101069m

  日期：2010.12.23

  Using an mGluR2 FRET-based binding assay, binders of the transmembrane region devoid of functional activity were identified. It is reported that slight chemical modifications of these SAMs can dramatically change activity of the resulting analogues without altering their affinities. Starting from compound 1, three mGluR2 NAMs showing also mGluR3 PAM activities were obtained. SAMs therefore represent a useful approach to explore the chemical space for GPCR allosteric modulator identification.