6-methyl-2-methylthiothiazolo[4,5-b]pyridine | 488738-58-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-methyl-2-methylthiothiazolo[4,5-b]pyridine
• 英文别名: 6-Methyl-2-(methylthio)thiazolo[4,5-b]pyridine；6-methyl-2-methylsulfanyl-[1,3]thiazolo[4,5-b]pyridine
• CAS: 488738-58-5
• 化学式: C₈H₈N₂S₂
• 分子量: 196.297
• InChiKey: LDUAGZNXEHWTCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methyl-2-methylthiothiazolo[4,5-b]pyridine 在 三氯乙烯 、 N,N-二异丙基乙胺 作用下， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis and study of nucleic acids interactions of novel monomethine cyanine dyes

  摘要：

  Six asymmetric monomethine cyanine dyes have been synthesized and their spectral characteristics and interaction with double stranded (ds)DNA have been investigated for their prospective use as fluorescent markers in molecular biology. Therefore, the non-covalent binding of the compounds with dsDNA was explored. Apart from the fluorescence spectroscopy, the study includes UV/Vis spectrophotometry and circular dichroism spectroscopy, as well as the thermal melting experiments. Although the compounds show relatively low binding affinity toward dsDNA and do not have intrinsic fluorescence, in the presence of dsDNA they exhibited considerable enhancement in fluorescence intensity. Therefore the studied dyes show interesting platform for future modifications directed toward more sequence selective derivatives. The compound with the highest affinity toward dsDNA showed interesting anti-proliferative potential and specificity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.019
• 作为产物：
  描述：

  2-疏基-6-甲基噻唑并[4,5-b]吡啶 、 碘甲烷 在 N,N-二异丙基乙胺 作用下， 以 丙酮 为溶剂， 反应 0.33h， 以71%的产率得到6-methyl-2-methylthiothiazolo[4,5-b]pyridine
  参考文献：
  名称：

  An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature

  摘要：

  A series of 2-alkylthio derivatives of hetaryl thiols were synthesized by selective S-alkylation with alkyl halides (bromides and iodides) with ultrasonic irradiation at room temperature. The reaction was found to be generally applicable to hetaryl thiol derivatives with different substituents in the aromatic nucleus and various alkyl halides. The reaction gives high to excellent yields of products with high purity. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2010.03.002

文献信息

• Method for optical measurement of multi-stranded nucleic acid
  申请人：Nakamura Kouki

  公开号：US20050112770A1

  公开（公告）日：2005-05-26

  A method for optical measurement of a multi-stranded nucleic acid which comprises the step of bringing a compound into contact with a multi-stranded nucleic acid wherein said compound is capable of interacting with the multi-stranded nucleic acid, wherein the compound has the following properties: (a) the compound can exist in a substantially colorless and non-fluorescent state under at least one condition in an aqueous solution in the absence of the multi-stranded nucleic acid, and (b) when the multi-stranded nucleic acid is allowed to exist in the condition defined in the above (a), the compound changes to a substantially colored state based on an interaction with the multi-stranded nucleic acid and substantially expresses fluorescent property based on said interaction.

  一种用于多股核酸的光学测量方法，包括以下步骤：将一种化合物与多股核酸接触，所述化合物能够与多股核酸相互作用，且该化合物具有以下性质：(a) 在无多股核酸的情况下，该化合物能够在水溶液中在至少一种条件下处于基本无色和非荧光状态，(b) 当多股核酸存在于上述(a)定义的状态下时，该化合物会因与多股核酸的相互作用而转变为基本上有色的状态，并基于该相互作用而表现出基本上荧光的性质。
• METHOD FOR OPTICAL MEASUREMENT OF MULTI-STRANDED NUCLEIC ACID
  申请人：NAKAMURA Kouki

  公开号：US20080124732A1

  公开（公告）日：2008-05-29

  A method for optical measurement of a multi-stranded nucleic acid which comprises the step of bringing a compound into contact with a multi-stranded nucleic acid wherein said compound is capable of interacting with the multi-stranded nucleic acid, wherein the compound has the following properties: (a) the compound can exist in a substantially colorless and non-fluorescent state under at least one condition in an aqueous solution in the absence of the multi-stranded nucleic acid, and (b) when the multi-stranded nucleic acid is allowed to exist in the condition defined in the above (a), the compound changes to a substantially colored state based on an interaction with the multi-stranded nucleic acid and substantially expresses fluorescent property based on said interaction.

  一种用于光学测量多股核酸的方法，包括以下步骤：将一种化合物与多股核酸接触，其中该化合物能够与多股核酸相互作用，该化合物具有以下特性：（a）在无多股核酸存在的情况下，在水溶液中至少有一个条件下，该化合物可以存在于基本无色且不发荧光的状态；（b）当多股核酸被允许在上述（a）所定义的条件下存在时，该化合物会因与多股核酸的相互作用而转变为基本上带色的状态，并基于该相互作用表现出基本上发荧光的特性。
• Method for optical measurement of multi-stranded nucleic acid using cyanine dyes
  申请人：FUJIFILM Corporation

  公开号：EP1362894B1

  公开（公告）日：2007-12-19
• Synthesis and study of nucleic acids interactions of novel monomethine cyanine dyes
  作者：Stefka Kaloyanova、Ivo Crnolatac、Nedyalko Lesev、Ivo Piantanida、Todor Deligeorgiev

  DOI：10.1016/j.dyepig.2011.08.019

  日期：2012.3

  Six asymmetric monomethine cyanine dyes have been synthesized and their spectral characteristics and interaction with double stranded (ds)DNA have been investigated for their prospective use as fluorescent markers in molecular biology. Therefore, the non-covalent binding of the compounds with dsDNA was explored. Apart from the fluorescence spectroscopy, the study includes UV/Vis spectrophotometry and circular dichroism spectroscopy, as well as the thermal melting experiments. Although the compounds show relatively low binding affinity toward dsDNA and do not have intrinsic fluorescence, in the presence of dsDNA they exhibited considerable enhancement in fluorescence intensity. Therefore the studied dyes show interesting platform for future modifications directed toward more sequence selective derivatives. The compound with the highest affinity toward dsDNA showed interesting anti-proliferative potential and specificity. (C) 2011 Elsevier Ltd. All rights reserved.
• An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature
  作者：Todor Deligeorgiev、Stefka Kaloyanova、Nedyalko Lesev、Juan J. Vaquero

  DOI：10.1016/j.ultsonch.2010.03.002

  日期：2010.6

  A series of 2-alkylthio derivatives of hetaryl thiols were synthesized by selective S-alkylation with alkyl halides (bromides and iodides) with ultrasonic irradiation at room temperature. The reaction was found to be generally applicable to hetaryl thiol derivatives with different substituents in the aromatic nucleus and various alkyl halides. The reaction gives high to excellent yields of products with high purity. (C) 2010 Elsevier B.V. All rights reserved.