5-己基噻唑-2-胺 | 383131-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-己基噻唑-2-胺
• 英文名称: 5-Hexyl-1,3-thiazol-2-amine
• CAS: 383131-91-7
• 化学式: C₉H₁₆N₂S
• 分子量: 184.305
• InChiKey: ZDEVQPCYUARWNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-己基噻唑-2-胺 在 盐酸 作用下， 以 丙酮 为溶剂， 生成 2-[(5-phenyl-1H-imidazol-2-yl)sulfanyl]octanoic acid
  参考文献：
  名称：

  6-Thienyl and 6-phenylimidazo[2,1-b]thiazoles as inhibitors of mitochondrial NADH dehydrogenase

  摘要：

  Starting from the potent inhibitory effect of the previously described 2 methyl-6-(2-thienyl)imidazo[2,1-b]thiazol on mitochondrial complex I, we prepared a series of derivatives in order to study the effect of a different substitution at the positions 2, 5 and 6. The replacement of the thienyl group at position 6 with a phenyl group does not modify the biological behaviour of the lead compound, whereas the shift of the methyl group from position 2 to position 5 yields a compound devoid of inhibitory effects. In both the 6-thienyl and 6-phenyl series, the lengthening of the chain at position 2 has provided useful information to outline the structural determinants of the ubiquinone antagonist action in imidazothiazole derivatives. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00203-2
• 作为产物：
  描述：

  正辛醛 、 硫脲 在 磺酰氯 作用下， 以 氯仿 、 乙醇 为溶剂， 反应 16.0h， 以70%的产率得到5-己基噻唑-2-胺
  参考文献：
  名称：

  Synthesis and Biological Activity Evaluation of 1,2,3-Thiadiazole Derivatives as Potential Elicitors with Highly Systemic Acquired Resistance

  摘要：

  Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor with highly systemic acquired resistance, two series of thiazole- and oxadiazole-containing thiadiazole derivatives were rationally designed and synthesized according to the principle of combination of bioactive substructures in this work. Their structures were characterized by (1)H nuclear magnetic resonance (NMR), infrared (IR), high-resolution mass spectrometry (HRMS), or elemental analysis. Their potential systemic acquired resistance as an elicitor was also evaluated; bioassay results indicated that, among the 23 compounds synthesized, three compounds, 10a, 10d, and 12b, displayed better systemic acquired resistance than the positive control, tiadinil, a commercialized 1,2,3-thiadiazole-based elicitor. In addition, three other compounds, 10f, 12c, and 12j, exhibited a certain degree of fungus growth inhibition in vitro or in vivo. Our results demonstrated that, in combination of bioactive substructures is an interesting exploration for novel pesticide development, thiazole- and oxadiazole-containing thiadiazole derivatives are potential elicitors with good systemic acquired resistance.

  DOI：

  10.1021/jf8031364

文献信息

• 一种有机化合物及其有机电子器件
  申请人：广州追光科技有限公司

  公开号：CN117756791A

  公开（公告）日：2024-03-26

  本发明涉及一种有机化合物，其具有非稠环的小分子结构，通过将Ar1、Ar2限定为杂芳香基团，从而调节材料的性能；相对于苯基，杂芳香基团可通过杂原子对化合物能级进行调控，对分子形貌进行修饰，并通过杂原子之间非共价键进行结构锁定，将其作为受体材料应用于有机太阳能电池器件中时，可提升器件的光电转换效率。
• XASIMOTO, KINDZI;KANAI, KEHNITI;GOTO, KIENDO;TSUDA, JOSIAKI;FUDZISAV, NOB+
  作者：XASIMOTO, KINDZI、KANAI, KEHNITI、GOTO, KIENDO、TSUDA, JOSIAKI、FUDZISAV, NOB+

  DOI：——

  日期：——
• Synthesis and Biological Activity Evaluation of 1,2,3-Thiadiazole Derivatives as Potential Elicitors with Highly Systemic Acquired Resistance
  作者：Zhijin Fan、Zugui Shi、Haike Zhang、Xiufeng Liu、Lili Bao、Lin Ma、Xiang Zuo、Qinxiang Zheng、Na Mi

  DOI：10.1021/jf8031364

  日期：2009.5.27

  Elicitors provide a broad spectrum of systemic acquired resistance by altering the physical and physiological status of the host plants and, therefore, are among the most successful directions in modern pesticide development for plant protection. To develop a novel elicitor with highly systemic acquired resistance, two series of thiazole- and oxadiazole-containing thiadiazole derivatives were rationally designed and synthesized according to the principle of combination of bioactive substructures in this work. Their structures were characterized by (1)H nuclear magnetic resonance (NMR), infrared (IR), high-resolution mass spectrometry (HRMS), or elemental analysis. Their potential systemic acquired resistance as an elicitor was also evaluated; bioassay results indicated that, among the 23 compounds synthesized, three compounds, 10a, 10d, and 12b, displayed better systemic acquired resistance than the positive control, tiadinil, a commercialized 1,2,3-thiadiazole-based elicitor. In addition, three other compounds, 10f, 12c, and 12j, exhibited a certain degree of fungus growth inhibition in vitro or in vivo. Our results demonstrated that, in combination of bioactive substructures is an interesting exploration for novel pesticide development, thiazole- and oxadiazole-containing thiadiazole derivatives are potential elicitors with good systemic acquired resistance.
• 6-Thienyl and 6-phenylimidazo[2,1-b]thiazoles as inhibitors of mitochondrial NADH dehydrogenase
  作者：A Andreani

  DOI：10.1016/s0223-5234(99)00203-2

  日期：1999.10

  Starting from the potent inhibitory effect of the previously described 2 methyl-6-(2-thienyl)imidazo[2,1-b]thiazol on mitochondrial complex I, we prepared a series of derivatives in order to study the effect of a different substitution at the positions 2, 5 and 6. The replacement of the thienyl group at position 6 with a phenyl group does not modify the biological behaviour of the lead compound, whereas the shift of the methyl group from position 2 to position 5 yields a compound devoid of inhibitory effects. In both the 6-thienyl and 6-phenyl series, the lengthening of the chain at position 2 has provided useful information to outline the structural determinants of the ubiquinone antagonist action in imidazothiazole derivatives. (C) 1999 Editions scientifiques et medicales Elsevier SAS.