1-(2-羟基乙基)-1H-1,2,3-三唑-4-甲醛 | 158877-12-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-羟基乙基)-1H-1,2,3-三唑-4-甲醛
• 英文名称: 1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde
• 英文别名: 4-(formyl)-1-(2-hydroxyethyl)-1H-1,2,3-triazole；1-(2-hydroxyethyl)triazole-4-carbaldehyde
• CAS: 158877-12-4
• 化学式: C₅H₇N₃O₂
• 分子量: 141.129
• InChiKey: FDUXXELQSVVONT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-羟基乙基)-1H-1,2,3-三唑-4-甲醛 在 盐酸 、 tin(II) chloride dihdyrate 、 potassium tert-butylate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 (E)-4-(4-aminostyryl)-1-(2-hydroxyethyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Synthesis and Evaluation of ¹⁸F-Labeled Styryltriazole and Resveratrol Derivatives for β-Amyloid Plaque Imaging

  摘要：

  In the present study, a styryltriazole and four resveratrol derivatives were synthesized as candidates for beta-amyloid (A beta) plaque imaging. On the basis of their binding affinities to A beta(1-42) aggregates, the styryltriazole (1, K-i = 12.8 nM) and one resveratrol derivative (5, K-i = 0.49 nM) were labeled with F-18. In normal mice, tissue distribution of [F-18]5 showed good initial brain uptake (3.26% ID/g at 2 min) but slow wash-out from brains (2-to-60 min uptake ratio: 2.9). Furthermore, it underwent in vivo metabolic defluorination (1.88% ID/g at 2 min and 9.73% ID/g at 60 min). In contrast, [F-18]1 displayed high initial brain uptake (5.38% ID/g at 2 min) with rapid wash-out from brains (0.52% ID/g at 60 min; 2-to-60 min uptake ratio: 10.3). These results indicate that [F-18]1 has in vivo kinetics comparable to PET radiopharmaceuticals currently under commercial development, demonstrating that [F-18]1 is a desirable PET radioligand for A beta plaque imaging.

  DOI：

  10.1021/jm201400q
• 作为产物：
  描述：

  4-(diethoxymethyl)-1-(2-hydroxyethyl)-1H-1,2,3-triazole 在 三氟乙酸 作用下， 以 氯仿 、 水 为溶剂， 反应 2.0h， 以91%的产率得到1-(2-羟基乙基)-1H-1,2,3-三唑-4-甲醛
  参考文献：
  名称：

  Synthesis and Evaluation of ¹⁸F-Labeled Styryltriazole and Resveratrol Derivatives for β-Amyloid Plaque Imaging

  摘要：

  In the present study, a styryltriazole and four resveratrol derivatives were synthesized as candidates for beta-amyloid (A beta) plaque imaging. On the basis of their binding affinities to A beta(1-42) aggregates, the styryltriazole (1, K-i = 12.8 nM) and one resveratrol derivative (5, K-i = 0.49 nM) were labeled with F-18. In normal mice, tissue distribution of [F-18]5 showed good initial brain uptake (3.26% ID/g at 2 min) but slow wash-out from brains (2-to-60 min uptake ratio: 2.9). Furthermore, it underwent in vivo metabolic defluorination (1.88% ID/g at 2 min and 9.73% ID/g at 60 min). In contrast, [F-18]1 displayed high initial brain uptake (5.38% ID/g at 2 min) with rapid wash-out from brains (0.52% ID/g at 60 min; 2-to-60 min uptake ratio: 10.3). These results indicate that [F-18]1 has in vivo kinetics comparable to PET radiopharmaceuticals currently under commercial development, demonstrating that [F-18]1 is a desirable PET radioligand for A beta plaque imaging.

  DOI：

  10.1021/jm201400q

文献信息

• Synthesis and .BETA.-lactamase inhibitory activity of 6-((1-heteroarylthioethyl-1,2,3-triazol4-yl)methylene)-penam sulfones.
  作者：CHAEUK IM、SAMARENDRA N. MAITI、RONALD G. MICETICH、MOHSEN DANESHXALAB、KEVIN ATCHISON、OLUDOTUN A. PHILLIPS、CHIEKO KUNUGITA

  DOI：10.7164/antibiotics.47.1030

  日期：——

  The synthesis of β-lactamase inhibitory activity of a series of sodium 6-[(1-heteroarylthioethyl-1, 2, 3-triazol-4-yl)methylene]pemcillanate 1, 1-dioxides are described. Their activity was compared with tazobactam and sulbactam. The Z-isomers were more active than the E-isomers. The in vitro activity of the Z-isomers of the phenylthiadiazole derivatives (13a and 15a) was better than sulbactam against the tested β-lactamases and comparable to tazobactam especially against TEM-2 and cephalosporinase. But their synergistic activity with five antibiotics was inferior to tazobactam.

  描述了一系列具有β-内酰胺酶抑制活性的6-[(1-杂芳基硫乙基-1,2,3-三唑-4-基)亚甲基]半纤维素钠1,1-二氧化物的合成。将它们的活性与他佐巴坦和舒巴坦进行比较。 Z-异构体比E-异构体更活跃。苯基噻二唑衍生物的 Z-异构体（13a 和 15a）的体外活性优于舒巴坦，对抗测试的 β-内酰胺酶，与他唑巴坦相当，尤其是对抗 TEM-2 和头孢菌素酶。但它们与五种抗生素的协同活性不如他佐巴坦。
• Studies on Penam Sulfones. I. Synthesis and .BETA.-Lactamase Inhibitory Activity of 2.BETA.-Alkoxycarbonyl Penicillanic Acid Sulfones.
  作者：EDUARDO L. SETTI、NARENDER A. V. REDDY、OLUDOTUN A. PHILLIPS、DAVID P. CZAJKOWSKI、KEVIN ATCHISON、HARNINDER ATWAL、RONALD G. MICETICH、SAMARENDRA N. MAITI、CHIEKO KUNUGITA、AKIO HYODO

  DOI：10.7164/antibiotics.49.944

  日期：——
• Synthesis and Evaluation of ¹⁸F-Labeled Styryltriazole and Resveratrol Derivatives for β-Amyloid Plaque Imaging
  作者：Iljung Lee、Yearn Seong Choe、Joon Young Choi、Kyung-Han Lee、Byung-Tae Kim

  DOI：10.1021/jm201400q

  日期：2012.1.26

  In the present study, a styryltriazole and four resveratrol derivatives were synthesized as candidates for beta-amyloid (A beta) plaque imaging. On the basis of their binding affinities to A beta(1-42) aggregates, the styryltriazole (1, K-i = 12.8 nM) and one resveratrol derivative (5, K-i = 0.49 nM) were labeled with F-18. In normal mice, tissue distribution of [F-18]5 showed good initial brain uptake (3.26% ID/g at 2 min) but slow wash-out from brains (2-to-60 min uptake ratio: 2.9). Furthermore, it underwent in vivo metabolic defluorination (1.88% ID/g at 2 min and 9.73% ID/g at 60 min). In contrast, [F-18]1 displayed high initial brain uptake (5.38% ID/g at 2 min) with rapid wash-out from brains (0.52% ID/g at 60 min; 2-to-60 min uptake ratio: 10.3). These results indicate that [F-18]1 has in vivo kinetics comparable to PET radiopharmaceuticals currently under commercial development, demonstrating that [F-18]1 is a desirable PET radioligand for A beta plaque imaging.