6-chloro-2-(methylthio)thiazolo[4,5-b]pyridine | 488742-51-4

• 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-chloro-2-(methylthio)thiazolo[4,5-b]pyridine
• 英文别名: 6-chloro-2-methylsulfanyl-[1,3]thiazolo[4,5-b]pyridine
• CAS: 488742-51-4
• 化学式: C₇H₅ClN₂S₂
• 分子量: 216.715
• InChiKey: JJAFBJJBTOYNTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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-chloro-2-(methylthio)thiazolo[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：

  6-氯-2-疏基噻唑并[4,5-b]吡啶 、 碘甲烷 在 potassium carbonate 作用下， 以 N-甲基乙酰胺 、 水 为溶剂， 以81%的产率得到6-chloro-2-(methylthio)thiazolo[4,5-b]pyridine
  参考文献：
  名称：

  Thiazolo [4,5-b] pyridines as fungicides

  摘要：

  一种控制有害真菌的方法，包括使用式I的至少一种噻唑并[4,5-b]吡啶的有效量处理真菌或要保护免受真菌攻击和/或动物害虫的材料、植物、土壤或种子。其中，式中n为0、1或2，取代基R1、R2、R3的含义如下：R1、R2、R3：独立地为氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4卤代烷基、C1-C4烷氧基-C1-C4烷基或苯基，所述苯基可以未取代或带有1、2、3或4个取代基，所述取代基独立地选自卤素、硝基、氰基、烷基、烷氧基、OCHF2或CF3；其中A和R如权利要求1所定义。

  公开号：

  US20030083311A1

文献信息

• A novel general method for preparation of neutral monomethine cyanine dyes
  作者：Todor Deligeorgiev、Stefka Kaloyanova、Aleksey Vasilev

  DOI：10.1016/j.dyepig.2010.10.012

  日期：2011.8

  Two novel general experimental procedures for preparation of neutral monomethine cyanine dyes without using a basic agent have been developed. The procedures allow synthesis of cyanine dyes by reaction of substituted methylthio aromatic heterocycles with different quaternized nitrogen containing heterocycles by simple melting or by their reaction in acetic anhydride for short reaction times. The proposed

  已经开发出两种新颖的不使用碱性试剂制备中性单次甲基花青染料的常规实验程序。该程序允许通过简单的熔融或通过它们在乙酸酐中的短反应时间的反应，使取代的甲硫基芳香族杂环与不同的季铵化的含氮杂环反应来合成花青染料。所提出的方法用途广泛，因为可以使用多种不同的起始原料。
• Thiazolo[4,5-b]pyridines as fungicides
  申请人：Haley Gregory J.

  公开号：US06914068B2

  公开（公告）日：2005-07-05

  A method for controlling harmful fungi, which comprises treating the fungi or the materials, plants, the soil or the seed to be protected against fungal attack and/or animal pests with an effective amount of at least one thiazolo[4,5-b]pyridine of the formula I: in which n is 0, 1 or 2, the substituents R 1 , R 2 , R 3 , have the following meanings: R 1 , R 2 , R 3 : independently of one another are: hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy -C 1 -C 4 -alkyl or phenyl which may be unsubstituted or carry 1, 2, 3 or 4 substituents which are selected, independently of one another, from halogen, nitro, cyano, alkyl, alkoxy, OCHF 2 or CF 3 ; and wherein A and R are as defined in claim 1 .

  一种控制有害真菌的方法，包括使用式I中至少一种噻唑并[4,5-b]吡啶的有效量处理真菌、材料、植物、土壤或种子，以保护它们免受真菌侵袭和/或动物害虫的侵害。其中，n为0，1或2，取代基R1、R2、R3的含义如下： R1、R2、R3：独立地为氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4卤代烷基、C1-C4烷氧-C1-C4烷基或苯基，可以未取代或携带1、2、3或4个取代基，所述取代基独立地从卤素、硝基、氰基、烷基、烷氧基、OCHF2或CF3中选择；其中A和R如权利要求1所定义。
• 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.
• THIAZOLO 4,5-b]PYRIDINES AS FUNGICIDES
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1416798A2

  公开（公告）日：2004-05-12
• US6914068B2
  申请人：——

  公开号：US6914068B2

  公开（公告）日：2005-07-05