1-(thiophen-2-yl)-3-(1H-1,2,4-triazol-1-yl)propan-1-ol | 1296877-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(thiophen-2-yl)-3-(1H-1,2,4-triazol-1-yl)propan-1-ol
• 英文别名: 1-Thiophen-2-yl-3-(1,2,4-triazol-1-yl)propan-1-ol
• CAS: 1296877-25-2
• 化学式: C₉H₁₁N₃OS
• 分子量: 209.272
• InChiKey: VRIPEJFXBBHKPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(thiophen-2-yl)-3-(1H-1,2,4-triazol-1-yl)propan-1-ol 、 2,4-二氟溴苄 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以57%的产率得到1-(3-(2,4-difluorobenzyloxy)-3-(thiophen-2-yl)propyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents

  摘要：

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.021
• 作为产物：
  描述：

  3-(pyrrolidin-1-yl)-1-(thiophen-2-yl)propan-1-one hydrochloride 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 2.5h， 生成 1-(thiophen-2-yl)-3-(1H-1,2,4-triazol-1-yl)propan-1-ol
  参考文献：
  名称：

  Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents

  摘要：

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.021

文献信息

• Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents
  作者：Vijay K. Marrapu、Monika Mittal、Rahul Shivahare、Suman Gupta、Kalpana Bhandari

  DOI：10.1016/j.ejmech.2011.02.021

  日期：2011.5

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.