1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)ethanone
• 英文别名: 1-(5-Methyl-1-pyridin-3-yltriazol-4-yl)ethanone；1-(5-methyl-1-pyridin-3-yltriazol-4-yl)ethanone
• 化学式: C₁₀H₁₀N₄O
• 分子量: 202.216
• InChiKey: NYGYFNDFNUUBQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)ethanone 在 吡啶 、 碘 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 20.53h， 生成 N-(4-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)thiazol-2-yl)-2-thiomorpholinoacetamide
  参考文献：
  名称：

  新型 2-乙酰氨基噻唑与 1,2,3-三唑和吡啶药效团的合成

  摘要：

  AbstractA novel series of 2‐acetamidothiazoles bearing 1,2,3‐triazole and pyridine moieties were designed and synthesized using simple chemical methodology. 3‐Amino pyridine was converted into a potent intermediate 2‐chloro‐N‐(4‐(5‐methyl‐1‐(pyridin‐3‐yl)‐1H‐1,2,3‐triazol‐4‐yl)thiazol‐2‐yl)acetamide (5) in four steps using molecular modification approach. Heterocyclic amine(s)/ heterocyclic and aromatic thiol(s) were then introduced in 5 to obtain target compounds 6a‐6i. In all, we have synthesized eleven novel molecules which have the flavor of each of these heterocyclic moieties, viz. pyridine, 1,2,3‐triazole, 2‐acetamido‐thiazole, heterocyclic amine(s)/ heterocyclic and aromatic thiol(s). The presence of each of these bioactive moieties in a single molecular frame could be beneficial to the development of new drug candidate because these moieties together contribute to the overall resultant biological activity of the target hybrid molecule. Structure elucidation of all the newly synthesized compounds was established using IR, 1H, 13C NMR, mass spectrometry along with their elemental analyses.

  DOI：

  10.1002/hc.21447
• 作为产物：
  描述：

  3-氨基吡啶 在 sodium azide 、 sodium methylate 、 sodium nitrite 作用下， 以 甲醇 、 硫酸 、 水 为溶剂， 反应 7.33h， 生成 1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)ethanone
  参考文献：
  名称：

  含氮新型杂环查耳酮的合成及抗菌评价

  摘要：

  摘要 使用环加成和克莱森-施密特缩合反应合成了 13 种不同的新型杂环查耳酮。这些新合成的化合物的特征在于它们的光谱研究和 (E)-3-(4-甲氧基苯基)-1-(5-甲基-1-(吡啶-3-基)-1H-1,2,3- triazol-4-yl)prop-2-en-1-one (4h) 也由单晶 X 射线研究证实。在体外评估了这些化合物对七种细菌菌株的抗菌活性。含有 4-氟和 4-氯基团的化合物 4b 和 4c 显示出显着的抑制作用，如标准药物环丙沙星分别对大肠杆菌和金黄色葡萄球菌的抑制作用。另一种含有 3,4,5-三甲氧基的化合物 4k 也对这两种菌株显示出相似的活性。除了这三种潜在的化合物 4b、4c、4k、另一种含有 4-甲基的化合物 4g 显示出与标准药物对大肠杆菌的同等抑制作用。因此，这些类别的化合物是未来开发新的有效抗菌剂的良好候选者。图形概要

  DOI：

  10.1080/00397911.2018.1440602

文献信息

• Synthesis and antibacterial evaluation of nitrogen containing novel heterocyclic chalcones
  作者：Reena Kaushik、Mahesh Chand、Subhash C. Jain

  DOI：10.1080/00397911.2018.1440602

  日期：2018.6.3

  were evaluated for antibacterial activities against seven bacterial strains in vitro. Compounds 4b and 4c containing 4-fluoro and 4-chloro groups have shown remarkable inhibition as showed by the standard drug ciprofloxacin against Escherichia coli and Staphylococcus aureus, respectively. Another compound 4k containing 3,4,5-trimethoxy group also showed similar activity against both these strains. Beside

  摘要 使用环加成和克莱森-施密特缩合反应合成了 13 种不同的新型杂环查耳酮。这些新合成的化合物的特征在于它们的光谱研究和 (E)-3-(4-甲氧基苯基)-1-(5-甲基-1-(吡啶-3-基)-1H-1,2,3- triazol-4-yl)prop-2-en-1-one (4h) 也由单晶 X 射线研究证实。在体外评估了这些化合物对七种细菌菌株的抗菌活性。含有 4-氟和 4-氯基团的化合物 4b 和 4c 显示出显着的抑制作用，如标准药物环丙沙星分别对大肠杆菌和金黄色葡萄球菌的抑制作用。另一种含有 3,4,5-三甲氧基的化合物 4k 也对这两种菌株显示出相似的活性。除了这三种潜在的化合物 4b、4c、4k、另一种含有 4-甲基的化合物 4g 显示出与标准药物对大肠杆菌的同等抑制作用。因此，这些类别的化合物是未来开发新的有效抗菌剂的良好候选者。图形概要
• Synthesis of novel 2-acetamidothiazoles tethered with 1,2,3-triazole and pyridine pharmacophores
  作者：Reena Kaushik、Mahesh Chand、Mohd. Rashid、Subhash C. Jain

  DOI：10.1002/hc.21447

  日期：2018.7

  AbstractA novel series of 2‐acetamidothiazoles bearing 1,2,3‐triazole and pyridine moieties were designed and synthesized using simple chemical methodology. 3‐Amino pyridine was converted into a potent intermediate 2‐chloro‐N‐(4‐(5‐methyl‐1‐(pyridin‐3‐yl)‐1H‐1,2,3‐triazol‐4‐yl)thiazol‐2‐yl)acetamide (5) in four steps using molecular modification approach. Heterocyclic amine(s)/ heterocyclic and aromatic thiol(s) were then introduced in 5 to obtain target compounds 6a‐6i. In all, we have synthesized eleven novel molecules which have the flavor of each of these heterocyclic moieties, viz. pyridine, 1,2,3‐triazole, 2‐acetamido‐thiazole, heterocyclic amine(s)/ heterocyclic and aromatic thiol(s). The presence of each of these bioactive moieties in a single molecular frame could be beneficial to the development of new drug candidate because these moieties together contribute to the overall resultant biological activity of the target hybrid molecule. Structure elucidation of all the newly synthesized compounds was established using IR, 1H, 13C NMR, mass spectrometry along with their elemental analyses.