selectivin-G | 139360-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: selectivin-G
• 英文别名: 6-(4-fluorophenyl)-2-methylimidazo[2,1-b][1,3]thiazole
• CAS: 139360-16-0
• 化学式: C₁₂H₉FN₂S
• mdl: MFCD01456281
• 分子量: 232.281
• InChiKey: PHWYWXAZJWPHEJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  selectivin-G 在 三氯氧磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 NSC 747107
  参考文献：
  名称：

  Imidazo[2,1-b]thiazole guanylhydrazones as RSK2 inhibitors

  摘要：

  The activity of a series of imidazo[2,1-b]thiazole guanylhydrazones as inhibitors of p90 ribosomal S6 kinase 2 (RSK2) is described. It was found that a small subset of compounds show both potent inhibition of RSK2 kinase activity and tumor cell growth in vitro. Detailed study of one of the most active compounds indicates a high degree of selectivity for inhibition of RSK2 compared to a spectrum of other related kinases. Selective inhibition of the MCF-7 breast tumor cell line compared to MCF-10A non-transformed cells, as well as selective inhibition of the biomarker GSK3 provides evidence that the compounds can affect the RSK2 target in cells. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.001
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以209 mg的产率得到selectivin-G
  参考文献：
  名称：

  咪唑并噻唑-查尔酮衍生物的合成作为抗癌和凋亡诱导剂

  摘要：

  合成了新型的咪唑并[2,1– b ]噻唑查尔酮衍生物，并对其抗癌活性进行了评估。这些查耳酮衍生物显示出令人鼓舞的活性，log GI 50值为-7.51至-4.00。研究了这些衍生物对MCF-7细胞系的详细生物学特性。有趣的是，这些查耳酮衍生物诱导了G 0 / G 1期细胞周期停滞，下调了G 1。细胞周期调节蛋白，如细胞周期蛋白D1和细胞周期蛋白E1，以及CDK4的上调。此外，这些化合物还引发了细胞凋亡的特征性特征，例如p53，p21和p27水平的升高，NF-κB的抑制以及caspase-9的上调。这些查耳酮衍生物之一3 d可能非常适合单独或与现有疗法组合进行详细的生物学研究。

  DOI：

  10.1002/cmdc.201000346

文献信息

• KIO ₄ ‐mediated Selective Hydroxymethylation/Methylenation of Imidazo‐Heteroarenes: A Greener Approach
  作者：Marcelo Straesser Franco、Sumbal Saba、Jamal Rafique、Antonio Luiz Braga

  DOI：10.1002/anie.202104503

  日期：2021.8.16

  hydroxymethylation or methylenation of imidazo-heteroarenes with formaldehyde, generated in situ via the oxidative cleavage of ethylene glycol or glycerol (renewable reagents) through the Malaprade reaction. In the presence of ethylene glycol, a series of 3-hydroxymethyl-imidazo-heteroarenes was obtained in good to excellent yields. These compounds are important intermediates to access pharmaceutical drugs

  在此，我们报告了一种 KIO 4介导的、可持续的和化学选择性的方法，用于一锅 C(sp 2 )-H 键羟甲基化或咪唑杂芳烃与甲醛的甲基化，通过乙二醇或甘油的氧化裂解原位生成。可再生试剂）通过马拉普拉德反应。在乙二醇的存在下，以良好到极好的收率获得了一系列 3-羟甲基-咪唑并杂芳烃。这些化合物是获取药物（例如唑吡坦）的重要中间体。此外，通过使用甘油，双(咪唑并[1,2 - a ]吡啶-3-基)甲烷衍生物以良好到优异的产率被选择性地获得。
• Photoinduced, Direct C(sp ² )−H Bond Azo Coupling of Imidazoheteroarenes and Imidazoanilines with Aryl Diazonium Salts Catalyzed by Eosin Y
  作者：Sumbal Saba、Caio R. Dos Santos、Bruno R. Zavarise、Aline A. S. Naujorks、Marcelo S. Franco、Alex R. Schneider、Marcos R. Scheide、Ricardo F. Affeldt、Jamal Rafique、Antonio L. Braga

  DOI：10.1002/chem.201905308

  日期：2020.4.6

  Herein, a greener approach to the eosin Y-Na2 catalyzed, C(sp2 )-H bond azo coupling of imidazoheteroarene with aryl diazonium salts is described, under acid free conditions. This direct photoredox process resulted in the corresponding azo products in good to excellent yields. Besides, this new approach could also be applicable to anilines, which is a poorly reactive substrate by other methods. The

  在本文中，描述了在无酸条件下，曙红Y-Na 2催化的咪唑杂芳烃的C（sp 2）-H键偶氮偶合与芳基重氮盐的更绿色的方法。这种直接的光氧化还原过程产生了相应的偶氮产物，收率良好至极好。此外，这种新方法也可适用于苯胺，而苯胺是其他方法反应性较差的底物。该反应的主要特征是它提供了高收率，并且是克级可缩放的，并且适用于生物学上相关的咪唑杂杂芳烃和-苯胺。
• [EN] IMIDAZOTHIAZOLE COMPOUNDS AND METHODS FOR TREATING PLANT NEMATODE INFECTIONS<br/>[FR] COMPOSÉS ET PROCÉDÉS D'IMIDAZOTHIAZOLE POUR LE TRAITEMENT D'INFECTIONS PROVOQUÉES PAR DES NÉMATODES CHEZ UNE PLANTE
  申请人：GOVERNING COUNCIL UNIV TORONTO

  公开号：WO2021003571A1

  公开（公告）日：2021-01-14

  The present application relates to the treatment of nematode infections in a plant. For example, the application relates to the use of one or more compounds of Formula (I) as defined herein, or compositions comprising these compounds, for treatment of a nematode infection or a disease, disorder or condition arising from a nematode infection in a plant. (Formula I)

  本申请涉及植物中线虫感染的治疗。例如，本申请涉及使用本公式（I）中定义的一个或多个化合物，或包含这些化合物的组合物，用于治疗植物中的线虫感染或由线虫感染引起的疾病、紊乱或病况。
• ARYL HYDROCARBON RECEPTOR ANTAGONISTS AND METHODS OF USE
  申请人：Magenta Therapeutics Inc.

  公开号：US20210220408A1

  公开（公告）日：2021-07-22

  The disclosure relates to aryl hydrocarbon receptor antagonists as well as methods of modulating aryl hydrocarbon receptor activity and expanding hematopoietic stem cells by culturing hematopoietic stem or progenitor cells in the presence of these agents. Additionally, the disclosure provides methods of treating various pathologies, such as cancer, by administration of these aryl hydrocarbon receptor antagonists. Additionally, the disclosure provides methods of treating various pathologies in a patient by administration of expanded hematopoietic stem cells. The disclosure further provides kits containing aryl hydrocarbon receptor antagonists that can be used for the expansion of hematopoietic stem cells. The disclosure further relates to pharmaceutical compositions comprising the compounds and methods of treating or preventing a disease in which aryl hydrocarbon receptor plays a role.
• Imidazo[2,1-b]thiazole guanylhydrazones as RSK2 inhibitors
  作者：Aldo Andreani、Massimiliano Granaiola、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Lucilla Varoli、Deborah Lannigan、Jeff Smith、Dominic Scudiero、Sudhir Kondapaka、Robert H. Shoemaker

  DOI：10.1016/j.ejmech.2011.07.001

  日期：2011.9

  The activity of a series of imidazo[2,1-b]thiazole guanylhydrazones as inhibitors of p90 ribosomal S6 kinase 2 (RSK2) is described. It was found that a small subset of compounds show both potent inhibition of RSK2 kinase activity and tumor cell growth in vitro. Detailed study of one of the most active compounds indicates a high degree of selectivity for inhibition of RSK2 compared to a spectrum of other related kinases. Selective inhibition of the MCF-7 breast tumor cell line compared to MCF-10A non-transformed cells, as well as selective inhibition of the biomarker GSK3 provides evidence that the compounds can affect the RSK2 target in cells. (C) 2011 Elsevier Masson SAS. All rights reserved.