1-(2,2-dimethoxyethyl)-3-(p-tolyl)thiourea | 404347-08-6

• 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: 1-(2,2-dimethoxyethyl)-3-(p-tolyl)thiourea
• 英文别名: N-(2,2-dimethoxyethyl)-N'-(4-methylphenyl)thiourea；1-(2,2-dimethoxyethyl)-3-(4-methylphenyl)thiourea
• CAS: 404347-08-6
• 化学式: C₁₂H₁₈N₂O₂S
• 分子量: 254.353
• InChiKey: FUKJHKBVYQMCCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,2-dimethoxyethyl)-3-(p-tolyl)thiourea 在 盐酸 作用下， 以 水 为溶剂， 以90 %的产率得到1-(4-methylphenyl)imidazole-2-thione
  参考文献：
  名称：

  10.1021/acs.orglett.4c01305

  摘要：

  DOI：

  10.1021/acs.orglett.4c01305
• 作为产物：
  描述：

  对甲苯异硫氰酸酯 、 氨基乙醛缩二甲醇 以 Petroleum ether 为溶剂， 反应 2.5h， 生成 1-(2,2-dimethoxyethyl)-3-(p-tolyl)thiourea
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.028

文献信息

• Lewis base-catalyzed double nucleophilic substitution reaction of N -tosylaziridinofullerene with thioureas or guanidines
  作者：Qi Meng、Jun-Yu Cheng、Chun-Bao Miao、Xiao-Qiang Sun、Hai-Tao Yang

  DOI：10.1016/j.tetlet.2017.05.048

  日期：2017.6

  double nucleophilic substitution reaction of N-tosylaziridinofullerene with thioureas or guanidines affords the fullerothiazolidin-2-imine or fulleroimidazolidin-2-imine derivatives, respectively. In the case of unsymmetrical thioureas connecting an alkyl and an aryl group on each of the nitrogen atom, the transformation exhibits excellent chemoselectivity with only the aryl substituted nitrogen atom bonding

  Lewis碱催化的N-甲苯磺酰基叠氮富勒烯与硫脲或胍的双亲核取代反应分别得到了Fullerothiazolidin-2-imine或fulleroimidazolidin-2-imine衍生物。在每个氮原子上连接烷基和芳基的不对称硫脲的情况下，仅芳基取代的氮原子键合至C 60上，该转化表现出优异的化学选择性。生成的三-4-甲氧基苯基取代的全咪唑啉-2-亚胺与CS 2平滑反应，生成二-4-甲氧基苯基的全咪唑啉-2-硫酮。
• Synthesis and biological evaluation of imidazole thioacetanilides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
  作者：Peng Zhan、Xinyong Liu、Junjie Zhu、Zengjun Fang、Zhenyu Li、Christophe Pannecouque、Erik De Clercq

  DOI：10.1016/j.bmc.2009.07.028

  日期：2009.8

  A series of 2-(1-aryl-1H-imidazol-2-ylthio)acetamide [imidazole thioacetanilide (ITA)] derivatives were synthesized and evaluated as potent inhibitors of human immunodeficiency virus type-1 (HIV-1). Among them, the most potent HIV-1 inhibitors were 4a5 (EC50 = 0.18 mu M), and 4a2 (EC50 = 0.20 mu M), which were more effective than the lead compound L1 (EC50 = 2.053 mu M) and the reference drugs nevirapine and delavirdine. The preliminary structure-activity relationship (SAR) of the newly synthesized congeners is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.
• 10.1021/acs.orglett.4c01305
  作者：Kuznetsova, Elizaveta A.、Rysaeva, Regina R.、Smolobochkin, Andrey V.、Gazizov, Almir S.、Gerasimova, Tatyana P.、Gerasimova, Daria P.、Lodochnikova, Olga A.、Morozov, Vladimir I.、Vatsadze, Sergey Z.、Burilov, Alexander R.、Pudovik, Michail A.

  DOI：10.1021/acs.orglett.4c01305

  日期：——