2-(4-chloro-phenyl)-1,2,4,6-tetrahydro-furo[3,4-c]pyrazol-3-one | 38983-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-chloro-phenyl)-1,2,4,6-tetrahydro-furo[3,4-c]pyrazol-3-one
• 英文别名: 2-(4-chloro-phenyl)-1,2,4,6-tetrahydro-furo[3,4-c]pyrazol-3-one
• CAS: 38983-99-2
• 化学式: C₁₁H₉ClN₂O₂
• 分子量: 236.658
• InChiKey: USAPWTXREZBRNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47.28
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-氧代四氢呋喃-3-羧酸甲酯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-(4-chloro-phenyl)-1,2,4,6-tetrahydro-furo[3,4-c]pyrazol-3-one
  参考文献：
  名称：

  2-Phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives as new inhibitors of bacterial cell wall biosynthesis

  摘要：

  Twenty-five 2-phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives were synthesized for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good inhibitory activity against Staphylococcus aureus MurB. MurC and MurD enzymes in vitro and antimicrobial activity against gram-positive bacteria including MRSA, VRE and PRSP, However. when they were tested in the presence of 4% bovine serum albumin, the MIC values increased to greater than 128 mug/mL against PRSP. None of the compounds demonstrated activity against gram-negative bacteria at MIC <32 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00471-2

文献信息

• Synthesis and alkylation of tetrahydrofuro[3,4-c]pyrazolols
  作者：William J. Fanshawe、Victor J. Bauer、S. R. Safir

  DOI：10.1021/jm00279a025

  日期：1972.9
• 2-Phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives as new inhibitors of bacterial cell wall biosynthesis
  作者：Zhong Li、Gerardo D. Francisco、William Hu、Pornpen Labthavikul、Peter J. Petersen、Anatoly Severin、Guy Singh、Youjun Yang、Beth A. Rasmussen、Yang-I Lin、Jerauld S. Skotnicki、Tarek S. Mansour

  DOI：10.1016/s0960-894x(03)00471-2

  日期：2003.8

  Twenty-five 2-phenyl-5,6-dihydro-2H-thieno[3,2-c]pyrazol-3-ol derivatives were synthesized for evaluation as new inhibitors of bacterial cell wall biosynthesis. Many of them demonstrated good inhibitory activity against Staphylococcus aureus MurB. MurC and MurD enzymes in vitro and antimicrobial activity against gram-positive bacteria including MRSA, VRE and PRSP, However. when they were tested in the presence of 4% bovine serum albumin, the MIC values increased to greater than 128 mug/mL against PRSP. None of the compounds demonstrated activity against gram-negative bacteria at MIC <32 mug/mL. (C) 2003 Elsevier Ltd. All rights reserved.