1-[2-(4-bromophenoxy)propanoylamino]-3-(4-fluorophenyl)thiourea | 905230-99-1

• 英文名称: 1-[2-(4-bromophenoxy)propanoylamino]-3-(4-fluorophenyl)thiourea
• CAS: 905230-99-1
• 化学式: C₁₆H₁₅BrFN₃O₂S
• 分子量: 412.282
• InChiKey: RJGMTOHLVFWJIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(4-bromophenoxy)propanoylamino]-3-(4-fluorophenyl)thiourea 在 mercury(II) diacetate 作用下， 以 甲醇 为溶剂， 生成 2-(4-Fluorophenyl)amino-5-(1-(4-bromophenoxy)ethyl)-1,3,4-oxadiazole (3g)
  参考文献：
  名称：

  A Facile One-Pot Synthesis of 2-Arylamino-5-Aryloxylalkyl-1,3,4-Oxadiazoles and Their Urease Inhibition Studies

  摘要：

  A one‐pot method for the synthesis of structural type urease inhibitors, 2‐amino‐1,3,4‐oxadiazoles, was developed. The structures of the compounds were established using spectroanalytical techniques and unambiguously confirmed by single‐crystal X‐ray analysis of compound 3o. The synthesized compounds were tested against jack beans urease, and most of the compounds (3c, 3g, 3j, 3k, 3n, 3r–3v) were found more active than the standard. The most potent compound (3u) had an IC50 value of 6.03 ± 0.02 μm as compared to the IC50 value of the standard (thiourea; 22.0 ± 1.2 μm). The prominent urease inhibition activity of these compounds may serve as an important finding in the development of less toxic and more potent antiulcer drugs. The compounds were also investigated against four bacterial strains, and some of the compounds (3g and 3r) were found more potent than the standard drug (ciprofloxacin) against all the tested strains. The MIC value for compound 3g was 0.156 μmol/mL against the tested bacterial strains.

  DOI：

  10.1111/cbdd.12297
• 作为产物：
  描述：

  2-(4-溴苯氧基)丙酰肼 、 4-氟苯基异硫氰酸酯 以 甲醇 为溶剂， 生成 1-[2-(4-bromophenoxy)propanoylamino]-3-(4-fluorophenyl)thiourea
  参考文献：
  名称：

  A Facile One-Pot Synthesis of 2-Arylamino-5-Aryloxylalkyl-1,3,4-Oxadiazoles and Their Urease Inhibition Studies

  摘要：

  A one‐pot method for the synthesis of structural type urease inhibitors, 2‐amino‐1,3,4‐oxadiazoles, was developed. The structures of the compounds were established using spectroanalytical techniques and unambiguously confirmed by single‐crystal X‐ray analysis of compound 3o. The synthesized compounds were tested against jack beans urease, and most of the compounds (3c, 3g, 3j, 3k, 3n, 3r–3v) were found more active than the standard. The most potent compound (3u) had an IC50 value of 6.03 ± 0.02 μm as compared to the IC50 value of the standard (thiourea; 22.0 ± 1.2 μm). The prominent urease inhibition activity of these compounds may serve as an important finding in the development of less toxic and more potent antiulcer drugs. The compounds were also investigated against four bacterial strains, and some of the compounds (3g and 3r) were found more potent than the standard drug (ciprofloxacin) against all the tested strains. The MIC value for compound 3g was 0.156 μmol/mL against the tested bacterial strains.

  DOI：

  10.1111/cbdd.12297