3-aza-9H-xanthene-9-thione | 1441157-94-3

• 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: 3-aza-9H-xanthene-9-thione
• 英文别名: Chromeno[2,3-c]pyridine-5-thione；chromeno[2,3-c]pyridine-5-thione
• CAS: 1441157-94-3
• 化学式: C₁₂H₇NOS
• 分子量: 213.26
• InChiKey: GGBLLKYGPIYDBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 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：
  54.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-aza-9H-xanthene-9-thione 在 铜 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以4.762%的产率得到
  参考文献：
  名称：

  Synthesis and Conformational Dynamics of the Reported Structure of Xylopyridine A

  摘要：

  Natural products have served as a rich source for the discovery of new nucleic acid targeting molecules for more than half a century. However, our ability to design molecules that bind nucleic acid motifs in a sequence- and/or structure-selective manner is still in its infancy. Xylopyridine A, a naturally occurring molecule of unprecedented architecture, has been found to bind DNA by a unique mode of intercalation. Here we show that the structure proposed for xylopyridine A is not consistent with the characterization in the original isolation report and does not bind B-form DNA. Instead, we report that the originally proposed structure for xylopyridine A represents a new class of conformationally dynamic structure-selective quadruplex nucleic acid binder. The unique molecular conformation locks out nonspecific intercalative binding modes and provides a starting point for the design of a new class of structure-specific nucleic acid binder.

  DOI：

  10.1021/ja404737q
• 作为产物：
  描述：

  4-cyano-3-phenoxypyridine 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 19.0h， 生成 3-aza-9H-xanthene-9-thione
  参考文献：
  名称：

  Synthesis and Conformational Dynamics of the Reported Structure of Xylopyridine A

  摘要：

  Natural products have served as a rich source for the discovery of new nucleic acid targeting molecules for more than half a century. However, our ability to design molecules that bind nucleic acid motifs in a sequence- and/or structure-selective manner is still in its infancy. Xylopyridine A, a naturally occurring molecule of unprecedented architecture, has been found to bind DNA by a unique mode of intercalation. Here we show that the structure proposed for xylopyridine A is not consistent with the characterization in the original isolation report and does not bind B-form DNA. Instead, we report that the originally proposed structure for xylopyridine A represents a new class of conformationally dynamic structure-selective quadruplex nucleic acid binder. The unique molecular conformation locks out nonspecific intercalative binding modes and provides a starting point for the design of a new class of structure-specific nucleic acid binder.

  DOI：

  10.1021/ja404737q

文献信息

• [EN] NEW IMAGING AGENTS AND METHODS OF IDENTIFYING SAME<br/>[FR] NOUVEAUX AGENTS D'IMAGERIE ET PROCÉDÉS DE LEUR IDENTIFICATION
  申请人：UNIV PENNSYLVANIA

  公开号：WO2015143349A1

  公开（公告）日：2015-09-24

  The present invention includes a novel method capable of identifying a compound as an imaging agent using a DAZAX-based scaffold or derivative thereof. The present invention further includes novel imaging agents. The present invention further includes a method of modifying a DAZAX-based scaffold or derivative thereof. The present invention further includes a method for imaging a sample.

  本发明涵盖了一种新颖的方法，能够利用基于DAZAX的支架或其衍生物将化合物识别为成像剂。本发明还涵盖了新颖的成像剂。本发明还涵盖了修改基于DAZAX的支架或其衍生物的方法。本发明还涵盖了成像样本的方法。
• New Imaging Agents and Methods of Identifying Same
  申请人：The Trustees of the University of Pennsylvania

  公开号：US20170183356A1

  公开（公告）日：2017-06-29

  The present invention includes a novel method capable of identifying a compound as an imaging agent using a DAZAX-based scaffold or derivative thereof. The present invention further includes novel imaging agents. The present invention further includes a method of modifying a DAZAX-based scaffold or derivative thereof. The present invention further includes a method for imaging a sample.
• Synthesis and Conformational Dynamics of the Reported Structure of Xylopyridine A
  作者：Robert-André F. Rarig、Mai N. Tran、David M. Chenoweth

  DOI：10.1021/ja404737q

  日期：2013.6.19

  Natural products have served as a rich source for the discovery of new nucleic acid targeting molecules for more than half a century. However, our ability to design molecules that bind nucleic acid motifs in a sequence- and/or structure-selective manner is still in its infancy. Xylopyridine A, a naturally occurring molecule of unprecedented architecture, has been found to bind DNA by a unique mode of intercalation. Here we show that the structure proposed for xylopyridine A is not consistent with the characterization in the original isolation report and does not bind B-form DNA. Instead, we report that the originally proposed structure for xylopyridine A represents a new class of conformationally dynamic structure-selective quadruplex nucleic acid binder. The unique molecular conformation locks out nonspecific intercalative binding modes and provides a starting point for the design of a new class of structure-specific nucleic acid binder.