1-thiazol-2-yl-isoquinoline | 93472-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-thiazol-2-yl-isoquinoline
• 英文别名: 1-Thiazol-2-yl-isochinolin；2-Isoquinolin-1-yl-1,3-thiazole
• CAS: 93472-36-7
• 化学式: C₁₂H₈N₂S
• 分子量: 212.275
• InChiKey: RYINUJYFPYCEFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  73.4-73.7 °C
• 沸点：
  416.3±37.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 1-(1,3-thiazol-2-yl)-1H-isoquinoline-2-carboxylate 在 邻四氯苯醌 作用下， 以 苯 为溶剂， 以94%的产率得到1-thiazol-2-yl-isoquinoline
  参考文献：
  名称：

  Addition of 2-silylazoles to heteroaryl cations. Synthesis of unsymmetrical azadiaryls

  摘要：

  DOI：

  10.1016/s0040-4039(01)91095-0

文献信息

• Inhibitors of the Detoxifying Enzyme of the Phytoalexin Brassinin Based on Quinoline and Isoquinoline Scaffolds
  作者：M. Pedras、Abbas Abdoli、Vijay Sarma-Mamillapalle

  DOI：10.3390/molecules22081345

  日期：——

  The detoxification of the phytoalexin brassinin to indole-3-carboxaldehyde and S-methyl dithiocarbamate is catalyzed by brassinin oxidase (BOLm), an inducible fungal enzyme produced by the plant pathogen Leptosphaeria maculans. Twenty-six substituted quinolines and isoquinolines are synthesized and evaluated for antifungal activity against L. maculans and inhibition of BOLm. Eleven compounds that inhibit BOLm activity are reported, of which 3-ethyl-6-phenylquinoline displays the highest inhibitory effect. In general, substituted 3-phenylquinolines show significantly higher inhibitory activities than the corresponding 2-phenylquinolines. Overall, these results indicate that the quinoline scaffold is a good lead to design paldoxins (phytoalexin detoxification inhibitors) that inhibit the detoxification of brassinin by L. maculans.

  植物病原体Leptosphaeria maculans产生的可诱导真菌酶 brassinin 氧化酶 (BOLm) 催化了植物抗毒素brassinin向indole-3-carboxaldehyde和S-甲基二硫代氨基甲酸的解毒。合成了二十六种取代喹啉和异喹啉，并评估了它们对L. maculans的抑菌活性和对BOLm的抑制作用。报道了十一种抑制BOLm活性的化合物，其中3-乙基-6-苯基喹啉显示出最高的抑制效果。一般来说，取代的3-苯基喹啉比相应的2-苯基喹啉显示出显著更高的抑制活性。总的来说，这些结果表明喹啉支架是设计paldoxins（植物抗毒素解毒抑制剂）的良好先导，可以抑制L. maculans对brassinin的解毒。
• [EN] FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE<br/>[FR] THIAZOLES SUBSTITUÉS PAR FLUOROISOQUINOLÉINE ET LEURS MÉTHODES D'APPLICATION
  申请人：AMGEN INC

  公开号：WO2010083246A1

  公开（公告）日：2010-07-22

  The invention relates to thiazole compounds of Formula (I) and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

  该发明涉及式(I)的噻唑化合物及其组合物，用于治疗由蛋白激酶B（PKB）介导的疾病，其中变量具有此处提供的定义。该发明还涉及在治疗与异常细胞生长、癌症、炎症和代谢紊乱相关的疾病状态中使用这种噻唑化合物和其组合物的治疗用途。
• ANALOGUES OF 2,2′-BIPYRIDYL WITH ISOQUINOLINE AND THIAZOLE RINGS. PART I
  作者：R. F. Knott、J. G. Breckenridge

  DOI：10.1139/v54-065

  日期：1954.5.1

  Several analogues of 2,2′-bipyridyl, with isoquinoline, thiazole, and pyridine rings in various combinations, have been synthesized, and the effect of substituent groups in certain positions in the molecules studied with respect to their ability to react with cuprous and ferrous ion (the "cuproin" and "ferroin" reactions). The results agree with earlier work, and emphasize the desirability of two substituent

  已经合成了几种 2,2'-联吡啶类似物，具有各种组合的异喹啉、噻唑和吡啶环，并研究了分子中某些位置的取代基对与亚铜和亚铁反应能力的影响离子（“铜蛋白”和“铁蛋白”反应）。结果与早期的工作一致，并强调了如果需要稳定且灵敏的亚铜离子试剂，则需要两个与氮原子“邻位”的取代基。一个邻位取代基的存在使该试剂对与亚铁离子的反应无效。合成的两种化合物在不允许分子共面顺式构型的位置具有基团，并且仅在这些情况下形成二苦酸；
• CYCLOMETALATED TRANSITION METAL COMPLEXES FOR MULTIPLEX ANALYTE DETECTION
  申请人：Berkelman Thomas R.

  公开号：US20100144046A1

  公开（公告）日：2010-06-10

  A complex containing a transition metal ion and a plurality of donor ligands each of which is fully coordinated to the transition metal ion and is either a nitrogen donor ligand or a cyclometalated donor ligand, such that at least one of the donor ligands is a cyclometalated donor ligand bears one or more reactive groups connected to at least one of the donor ligands through a linker that includes a chain of four or more atoms. The linker offers advantages that make the complex particularly effective in labeling biomolecules and in multiplex analyses.

  本文描述了一种包含过渡金属离子和多种供体配体的复合物，每个供体配体都与过渡金属离子完全配位，并且是氮供体配体或环金属供体配体，至少一个供体配体是带有一个或多个反应基团的环金属供体配体，该反应基团通过一个包含四个或更多原子的链连接到至少一个供体配体上。该链连接提供了优势，使得该复合物在标记生物分子和多重分析中特别有效。
• FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE
  申请人：Zeng Qingping

  公开号：US20110263647A1

  公开（公告）日：2011-10-27

  The invention relates to thiazole compounds of Formula I and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

  本发明涉及一种式I的噻唑化合物及其组合物，其在治疗由蛋白激酶B（PKB）介导的疾病方面具有用途，其中变量具有本文所提供的定义。本发明还涉及在治疗与异常细胞生长、癌症、炎症和代谢紊乱有关的疾病状态中使用此类噻唑化合物和其组合物的治疗用途。