1-(3-chlorophenyl)-3-(2,6-dimethylphenyl)thiourea | 904981-69-7

• 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-(3-chlorophenyl)-3-(2,6-dimethylphenyl)thiourea
• 英文别名: N-(3-chlorophenyl)-N′-(2,6-dimethylphenyl)thiourea
• CAS: 904981-69-7
• 化学式: C₁₅H₁₅ClN₂S
• 分子量: 290.817
• InChiKey: XMQRSIOABPKHJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(3-chlorophenyl)-3-(2,6-dimethylphenyl)thiourea 在 溴 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以23%的产率得到7-chloro-N-(2,6-dimethylphenyl)benzo[d]thiazol-2-amine
  参考文献：
  名称：

  Benzothiazoles: Search for anticancer agents

  摘要：

  Novel derivatives of 2-amino benzothiazoles 4(a-j) have been synthesized and tested for their antitumor activity using National Cancer Institute (NCI) disease oriented antitumor screen protocol against nine panel of cancer cell lines. Among the synthesized compounds, two compounds were granted NSC code and screened at National Cancer Institute (NCI)-USA for anticancer activity at a single high dose (10(-5) M) and five dose in full NCI 60 cell panel. Among the selected compounds,7-chloro-N-(2,6-dichlorophenyl) benzo[d]thiazol-2-amine (4i) with GI(50) values of 7.18 x 10(-8) M against Non-Small Cell HOP-92 Lung Cancer cell line proved to be the most active members in this study. Virtual screening was carried out through docking the designed compounds into the ATP binding site of epidermal growth factor receptor (EGFR) to predict if these compounds have analogous binding mode to the EGFR inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.028
• 作为产物：
  描述：

  3-氯苯胺 以 甲醇 、 二氯甲烷 为溶剂， 生成 1-(3-chlorophenyl)-3-(2,6-dimethylphenyl)thiourea
  参考文献：
  名称：

  Benzothiazoles: Search for anticancer agents

  摘要：

  Novel derivatives of 2-amino benzothiazoles 4(a-j) have been synthesized and tested for their antitumor activity using National Cancer Institute (NCI) disease oriented antitumor screen protocol against nine panel of cancer cell lines. Among the synthesized compounds, two compounds were granted NSC code and screened at National Cancer Institute (NCI)-USA for anticancer activity at a single high dose (10(-5) M) and five dose in full NCI 60 cell panel. Among the selected compounds,7-chloro-N-(2,6-dichlorophenyl) benzo[d]thiazol-2-amine (4i) with GI(50) values of 7.18 x 10(-8) M against Non-Small Cell HOP-92 Lung Cancer cell line proved to be the most active members in this study. Virtual screening was carried out through docking the designed compounds into the ATP binding site of epidermal growth factor receptor (EGFR) to predict if these compounds have analogous binding mode to the EGFR inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.028

文献信息

• Synthesis and in vitro urease inhibitory activity of N,N′-disubstituted thioureas
  作者：Khalid Mohammed Khan、Farzana Naz、Muhammad Taha、Ajmal Khan、Shahnaz Perveen、M.I. Choudhary、Wolfgang Voelter

  DOI：10.1016/j.ejmech.2014.01.001

  日期：2014.3

  Thiourea derivatives (1–38) were synthesized and evaluated for their urease inhibition potential. The synthetic compounds showed a varying degree of in vitro urease inhibition with IC50 values 5.53 ± 0.02–91.50 ± 0.08 μM, most of which are superior to the standard thiourea (IC50 = 21.00 ± 0.11 μM). In order to ensure the mode of inhibition of these compounds, the kinetic study of the most active compounds

  硫脲衍生物（1 - 38）的合成和评价它们的脲酶抑制潜力。合成化合物对尿素酶的体外抑制程度不同，IC 50值为5.53±0.02–91.50±0.08μM，其中大多数优于标准硫脲（IC 50  = 21.00±0.11μM）。为了确保抑制这些化合物的方式，已经对最具活性的化合物进行了动力学研究。发现这些抑制剂中的大多数是混合型抑制剂，但具有竞争性的化合物13和30除外，而化合物19被确定为与Ki竞争的非竞争性抑制剂。 值介于8.6和19.29μM之间。
• THIOUREA DERIVATIVES AS a-CHYMOTRYPSIN INHIBITORS
  申请人：Rahman Atta-ur

  公开号：US20150080580A1

  公开（公告）日：2015-03-19

  α-Chymotrypsin inhibitors of thiourea class are reported that could be potent inhibitors of proteases, elastases, proteasomes, NS3 and NS4 serine protease of hepatitis C virus, dengue virus, etc. Compounds 1 - 22, which are belong to thiourea class, showed good inhibition. Their kinetics study and cytotoxicity profiles showed all type of inhibition except uncompetitive-type inhibition and no cytotoxicity except few compounds. Competitive type of inhibitors could inhibit other α-chymotrypsin-like serine proteases, which are therapeutics target.
• Benzothiazoles: Search for anticancer agents
  作者：Malleshappa N. Noolvi、Harun M. Patel、Manpreet Kaur

  DOI：10.1016/j.ejmech.2012.05.028

  日期：2012.8

  Novel derivatives of 2-amino benzothiazoles 4(a-j) have been synthesized and tested for their antitumor activity using National Cancer Institute (NCI) disease oriented antitumor screen protocol against nine panel of cancer cell lines. Among the synthesized compounds, two compounds were granted NSC code and screened at National Cancer Institute (NCI)-USA for anticancer activity at a single high dose (10(-5) M) and five dose in full NCI 60 cell panel. Among the selected compounds,7-chloro-N-(2,6-dichlorophenyl) benzo[d]thiazol-2-amine (4i) with GI(50) values of 7.18 x 10(-8) M against Non-Small Cell HOP-92 Lung Cancer cell line proved to be the most active members in this study. Virtual screening was carried out through docking the designed compounds into the ATP binding site of epidermal growth factor receptor (EGFR) to predict if these compounds have analogous binding mode to the EGFR inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.