1-(1-Methylsulfonylpiperidin-4-yl)triazole-4-carbohydrazide | 1207740-74-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(1-Methylsulfonylpiperidin-4-yl)triazole-4-carbohydrazide
• CAS: 1207740-74-6
• 化学式: C₉H₁₆N₆O₃S
• 分子量: 288.33
• InChiKey: DTKQEJVVFKDSMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(1-Methylsulfonylpiperidin-4-yl)triazole-4-carbohydrazide 、 苯甲醛 以 乙醇 、 水 为溶剂， 反应 0.2h， 以95%的产率得到2-(1-(1-(methylsulfonyl)piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-5-phenyl-1,3,4-oxadiazole
  参考文献：
  名称：

  Microwave assisted one pot synthesis of some novel 2,5-disubstituted 1,3,4-oxadiazoles as antifungal agents

  摘要：

  Sodium bisulfite has been reported first time for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole using microwave and conventional method in ethanol-water. The yields obtained are in the range of 90-95% using microwave and 87-91% using conventional method. All the synthesized compounds (8a-8s) are novel and were evaluated for their in vitro antifungal activity. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Some of the compounds from the series like 8k was equipotent with miconazole against Candida albicans and Fusarium oxysporum. Also compound 8n was equipotent with miconazole against F. oxysporum. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.120
• 作为产物：
  描述：

  tert-butyl 4-(4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl)piperidine-1-carboxylate 在 一水合肼 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 26.5h， 生成 1-(1-Methylsulfonylpiperidin-4-yl)triazole-4-carbohydrazide
  参考文献：
  名称：

  Microwave assisted one pot synthesis of some novel 2,5-disubstituted 1,3,4-oxadiazoles as antifungal agents

  摘要：

  Sodium bisulfite has been reported first time for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole using microwave and conventional method in ethanol-water. The yields obtained are in the range of 90-95% using microwave and 87-91% using conventional method. All the synthesized compounds (8a-8s) are novel and were evaluated for their in vitro antifungal activity. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Some of the compounds from the series like 8k was equipotent with miconazole against Candida albicans and Fusarium oxysporum. Also compound 8n was equipotent with miconazole against F. oxysporum. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.120

文献信息

• Synthesis, Antifungal Activity, and Docking Study of Some New 1,2,4-triazole Analogs
  作者：Jaiprakash N. Sangshetti、Deepak K. Lokwani、Aniket P. Sarkate、Devanand B. Shinde

  DOI：10.1111/j.1747-0285.2011.01178.x

  日期：2011.11

  Synthesis of new series of 1,2,4‐triazole with 1,2,3‐triazole and piperidine ring using ZrOCl2·8H2O as a catalyst in ethanol has been described. The yields obtained are in the range of 80–85%. All the synthesized compounds (3a–3o) are novel and were evaluated for their in vitro antifungal activities using standard agar method. Docking study of the newly synthesized compounds was performed, and results

  已经描述了使用ZrOCl 2 ·8H 2 O作为催化剂在乙醇中合成具有1,2,3-三唑和哌啶环的新系列1,2,4-三唑。获得的产率在80-85％的范围内。所有合成的化合物（3a - 3o）都是新颖的，并使用标准琼脂法对其体外抗真菌活性进行了评估。对新合成的化合物进行了对接研究，结果表明，所有新化合物在真菌酶P450细胞色素羊毛甾醇14α-脱甲基酶的活性位点具有相似的结合模式。
• One pot synthesis and SAR of some novel 3-substituted 5,6-diphenyl-1,2,4-triazines as antifungal agents
  作者：Jaiprakash N. Sangshetti、Devanand B. Shinde

  DOI：10.1016/j.bmcl.2009.11.048

  日期：2010.1

  An improved protocol for the synthesis of a novel series of 1,2,4-triazines possessing 1,2,3-triazole and piperidine ring using 1-(1-substituted piperidin-4-yl)-1H-1,2,3-triazole-4-carbohydrazide, benzil, ammonium acetate and ZrOCl2 center dot 8H(2)O as a catalyst in ethanol-water has been presented. The yields obtained are in the range of 87-94%. All the synthesized compounds (4a-4l) are novel and were evaluated for their in vitro antifungal activity. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Based on activity data SAR for the series has been developed. Compound 4c from the series was equipotent to miconazole against Candida albicans (MIC-25), Aspergillus niger (MIC-12.5) and Cryptococcus neoformans (MIC-25). Compound 4d was equipotent with miconazole against all tested organisms except Cryptococcus neoformans. Also compound 4i was equipotent with miconazole against C. albicans, A. niger and Fusarium oxysporum. (C) 2009 Elsevier Ltd. All rights reserved.