1-苯基-2-(1H-1,2,4-噻唑-1-基)乙酮 | 58905-26-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-苯基-2-(1H-1,2,4-噻唑-1-基)乙酮
• 英文名称: 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone
• 英文别名: 1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethan-1-one；1-phenacyl-1,2,4-triazole；ω-(1,2,4-triazol-1-yl)acetophenone；1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethane-1-one；2-(1H-1,2,4-triazol-1-yl)-acetophenone；1-phenyl-2-(1,2,4-triazol-1-yl)ethanone
• CAS: 58905-26-3
• 化学式: C₁₀H₉N₃O
• mdl: MFCD00214689
• 分子量: 187.201
• InChiKey: RXGNQUOYJPSWRW-UHFFFAOYSA-N

物化性质

• 溶解度：
  24.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 储存条件：
  室温、密封、干燥

反应信息

• 作为反应物：
  描述：

  1-苯基-2-(1H-1,2,4-噻唑-1-基)乙酮 在 甲酸 、 C₃₂H₃₁ClN₂O₃RuS 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以87%的产率得到(S)-1-phenyl-2-(1H-1,2,4-triazol-1-yl)ethan-1-ol
  参考文献：
  名称：

  使用N-官能化[(苯)Ru(II)(TsDPEN)]配合物对含杂环的苯乙酮衍生物进行不对称转移氢化

  摘要：

  报道了含有 N-官能化 TsDPEN 配体的对映体纯钌 (II) 催化剂在 15 个 α-杂环苯乙酮衍生物实例的不对称转移氢化中的应用。形成高达 99% ee 的产物。

  DOI：

  10.1016/j.tet.2021.132562
• 作为产物：
  描述：

  1-苯基-2-(1,2,4-1H-三唑-1-基)乙酮盐酸盐 在 potassium carbonate 作用下， 以 水 为溶剂， 以100%的产率得到1-苯基-2-(1H-1,2,4-噻唑-1-基)乙酮
  参考文献：
  名称：

  Anti-Plasmodium activity of imidazolium and triazolium salts

  摘要：

  We have previously reported that tetrazolium salts were both potent and specific inhibitors of Plasmodium replication, and that they appear to interact with a parasite component that is both essential and conserved. The use of tetrazolium salts in vivo is limited by the potential reduction of the tetrazolium ring to form an inactive, neutral acyclic formazan. To address this issue imidazolium and triazolium salts were synthesized and evaluated as Plasmodium inhibitors. Many of the imidazolium and triazolium salts were highly potent with active concentrations in the nanomolar range in Plasmodium falciparum cultures, and specific to Plasmodium with highly favorable therapeutic ratios. The results corroborate our hypothesis that an electron-deficient core is required so that the compound may thereby interact with a negatively charged moiety on the parasite merozoite; the side groups in the compound then form favorable interactions with adjacent parasite components and thereby determine both the potency and selectivity of the compound. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.020

文献信息

• Design, Synthesis, and Biological Activity of New Triazole and Nitro-Triazole Derivatives as Antifungal Agents
  作者：Hossein Sadeghpour、Soghra Khabnadideh、Kamiar Zomorodian、Keyvan Pakshir、Khadijeh Hoseinpour、Nabiollah Javid、Ehsan Faghih-Mirzaei、Zahra Rezaei

  DOI：10.3390/molecules22071150

  日期：——

  including elemental and spectral (NMR, CHN, and Mass) analyses. Then antifungal activities of the synthesized compound were tested against several natural and clinical strains of fungi using a broth microdilution assay against several standard and clinical fungi. Nitrotriazole derivatives showed excellent and desirable antifungal activity against most of the tested fungi. Among the synthesized compounds

  在这项研究中，设计并合成了两个带有硝基三唑（A系列）或哌嗪乙醇（B系列）侧链的氟康唑衍生物，然后使用Autodock 4.2程序将其对接在羊毛甾醇14α-脱甲基酶（1EA1）的活性位点（The美国加利福尼亚州拉霍亚市的斯克里普斯研究所。通过各种方法，包括元素分析和光谱分析（NMR，CHN和质量分析）确认了合成化合物的结构。然后，使用针对几种标准和临床真菌的肉汤微量稀释测定法，测试合成的化合物对几种天然和临床真菌的抗真菌活性。硝基三唑衍生物对大多数测试真菌均表现出优异且理想的抗真菌活性。在合成的化合物中，具有硝基三唑部分的5a-d和5g，
• A convenient synthesis of 2-(1H-1,2,4-triazol-1-yl)-2H-1,4-benzothiazine derivatives
  作者：Weihui Zhong、Xiuling Sun、Weike Su

  DOI：10.1002/hc.20434

  日期：2008.4

  A series of 2-(1H-1,2,4-triazol-1-yl)-2H-1,4-benzothiazines were designed and synthesized by condensation of 1,2,4-triazole-substituted ω-bromoacetophenones and o-aminothiophenols with the aid of K2CO3 under mild conditions with moderate to high yields. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:332–336, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc

  通过1,2,4-三唑取代的ω-溴苯乙酮和邻-溴苯乙酮的缩合，设计并合成了一系列2-(1H-1,2,4-三唑-1-基)-2H-1,4-苯并噻嗪。氨基苯硫酚在 K2CO3 的帮助下在温和的条件下以中等至高的收率。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:332–336, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20434
• 一种三唑炔类化合物及其应用
  申请人：华中师范大学

  公开号：CN105820129A

  公开（公告）日：2016-08-03

  本发明公开了一种三唑炔类化合物，如通式I所示：其中：R1为烷基、芳基、杂芳基；R2为H、卤素、CN、NO2、烷基、卤代烷基、烷氧基、烷硫基。通式I化合物具有优异的杀菌活性，可用于防治病害。
• Synthesis and biological activities of new 1H-1,2,4-triazole derivatives containing ferrocenyl moiety
  作者：Jianbing Liu、Lichun Li、Hong Dai、Zhun Liu、Jianxin Fang

  DOI：10.1016/j.jorganchem.2006.02.035

  日期：2006.6

  Some new 1H-1,2,4-triazole derivatives containing ferrocenyl moiety were synthesized in various yields by the condensation of ferrocenecarboxaldehyde with 1-(1H-1,2,4-triazol-1-yl)-3-aryl-2-one in toluene. Their structures of all these new compounds have been confirmed with 1H NMR, IR, MS and elemental analysis. Their results of bioassay showed that some title compounds exhibited some degree of antifungal

  通过二茂铁甲醛与1-（1 H -1,2,4-三唑-1-基）-3-芳基-的缩合反应，以不同的收率合成了一些新的含二茂铁基的1 H -1,2,4-三唑衍生物。在甲苯中的2-一。所有这些新化合物的结构均已通过1 H NMR，IR，MS和元素分析证实。他们的生物测定结果表明，某些标题化合物具有一定程度的抗真菌和植物生长调节活性。
• Synthesis and Antimicrobial Activity of Novel 2-Substituted Phenoxy-<i>N</i>-(4-substituted Phenyl-5-(1<i>H</i>-1,2,4-triazol-1-yl)thiazol-2-yl)acetamide Derivatives
  作者：Guo-Ping Liao、Xia Zhou、Wei Xiao、Yan Xie、Lin-Hong Jin

  DOI：10.1002/jhet.2737

  日期：2017.3

  A series of 2‐substituted phenoxy‐N‐(4‐substituted phenyl‐5‐(1H‐1,2,4‐triazol‐1‐yl)thiazole‐2‐yl)acetamide derivatives 8a, 8b, 8c, 8d, 8e, 8f, 8g, 8h, 8i, 8j, 8k, 8l, 8m, 8n, 8o, 8p, 8q, 8r, 8s, 8t was synthesized by the reaction of phenoxyacetyl chloride 7 with intermediate 4‐substituted phenyl‐5‐(1H‐1,2,4‐triazol‐1‐yl)thiazol‐2‐amine 5. Their structures were confirmed by 1H NMR, 13C NMR, MS, IR,

  一系列2-取代的苯氧基-N-（4-取代的苯基5-（1 H -1,2,4-三唑-1-基）噻唑-2-基）乙酰胺衍生物8a，8b，8c，8d，通过苯氧乙酰氯7反应合成8e，8f，8g，8h，8i，8j，8k，8l，8m，8n，8o，8p，8q，8r，8s，8t。与中间体4-取代的苯基-5-（1 H -1,2,4-三唑-1-基）噻唑-2-胺5。它们的结构通过1 H NMR，13 C NMR，MS，IR和元素分析确认。还筛选了合成化合物对三种植物真菌（赤霉菌，疫霉疫霉和萨氏副伤寒）和两种细菌的​​抑菌活性（Xanthomonas oryzae pv。）。米（Xoo）和黄单胞菌（Xanthomonas axonopodis）。citri（Xac）]显示出可喜的结果。尤其是，8b，8f，8g和8h对Xoo表现出优异的抗菌活性，其50％有效浓度（EC 50）值分别为35.2、80.1、62.5和82.1 µg