N-(4-butyl-phenyl)-N'-(4-isopentyloxy-phenyl)-thiourea

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-butyl-phenyl)-N'-(4-isopentyloxy-phenyl)-thiourea
• 英文别名: N-(4-Butyl-phenyl)-N'-(4-isopentyloxy-phenyl)-thioharnstoff；1-(4-Butylphenyl)-3-(4-isopentyloxyphenyl)thiourea；1-(4-butylphenyl)-3-[4-(3-methylbutoxy)phenyl]thiourea
• 化学式: C₂₂H₃₀N₂OS
• 分子量: 370.559
• InChiKey: RLDALKNAZGESRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对-氨基苯酚异-戊醚 、 4-正丁基苯酚异硫氰酸酯 以 乙醇 为溶剂， 以65%的产率得到N-(4-butyl-phenyl)-N'-(4-isopentyloxy-phenyl)-thiourea
  参考文献：
  名称：

  Symmetrical and unsymmetrical analogues of isoxyl; active agents against Mycobacterium tuberculosis

  摘要：

  Symmetrical and unsymmetrical analogues of the antimycobacterial agent isoxyl-have been synthesized and tested against Mycobacterium tuberculosis H37Rv and Mycobacterium bovis BCG, some showing an increased bactericidal effect. In particular, compounds 1-(p-n-butylphenyl)-3-(4-propoxy-phenyl) thiourea (10) and 1-(p-n-butylphenyl)-3-(4-n-butoxy-phenyl) thiourea (11) showed an approximate 10-fold increase in in vitro potency compared to isoxyl, paralleled by increased inhibition of mycolic acid biosynthesis in M. bovis BCG. Interestingly, these isoxyl analogues showed relatively poor inhibition of oleate production, suggesting that the modifications have changed the spectrum of biological activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.095

文献信息

• Symmetrical and unsymmetrical analogues of isoxyl; active agents against Mycobacterium tuberculosis
  作者：Veemal Bhowruth、Alistair K. Brown、Robert C. Reynolds、Geoffrey D. Coxon、Simon P. Mackay、David E. Minnikin、Gurdyal S. Besra

  DOI：10.1016/j.bmcl.2006.06.095

  日期：2006.9

  Symmetrical and unsymmetrical analogues of the antimycobacterial agent isoxyl-have been synthesized and tested against Mycobacterium tuberculosis H37Rv and Mycobacterium bovis BCG, some showing an increased bactericidal effect. In particular, compounds 1-(p-n-butylphenyl)-3-(4-propoxy-phenyl) thiourea (10) and 1-(p-n-butylphenyl)-3-(4-n-butoxy-phenyl) thiourea (11) showed an approximate 10-fold increase in in vitro potency compared to isoxyl, paralleled by increased inhibition of mycolic acid biosynthesis in M. bovis BCG. Interestingly, these isoxyl analogues showed relatively poor inhibition of oleate production, suggesting that the modifications have changed the spectrum of biological activity. (c) 2006 Elsevier Ltd. All rights reserved.