(2,4-Dichlorophenyl)carbamodithioic acid | 56356-90-2

• 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: (2,4-Dichlorophenyl)carbamodithioic acid
• CAS: 56356-90-2
• 化学式: C₇H₅Cl₂NS₂
• 分子量: 238.161
• InChiKey: PMQDAZCXWLLDGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,4-Dichlorophenyl)carbamodithioic acid 在 三光气 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-(2,4-dichlorophenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-yloxy)phenyl)thiourea
  参考文献：
  名称：

  二芳基硫脲衍生物作为抗癌剂的设计，合成及抗增殖活性

  摘要：

  设计并合成了两个新的含索拉非尼衍生物9a - 9t的二芳基硫脲系列产品，并评估了它们对PC-3，HCT116和MDA-MB-231细胞系的抗增殖活性。所有化合物通常对PC-3细胞均具有抗增殖活性，大多数类似物均对HCT116细胞具有有效的抗增殖活性，化合物9e，9f，9o和9p对所有这三种细胞系均具有抑制活性。所有新合成的化合物的结构均通过1 H NMR，13 C NMR和HRMS确定。

  DOI：

  10.1002/cjoc.201200708
• 作为产物：
  描述：

  二硫化碳 、 2,4-二氯苯胺 在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 (2,4-Dichlorophenyl)carbamodithioic acid
  参考文献：
  名称：

  Design, synthesis and biological evaluation of thiourea and nicotinamide-containing sorafenib analogs as antitumor agents

  摘要：

  硫脲和烟酰胺含量比索拉非尼更好的抗增殖和抗血管生成活性的类索拉非尼类似物已经被设计和合成。

  DOI：

  10.1039/c4md00536h

文献信息

• Design, synthesis and biological evaluation of thiourea and nicotinamide-containing sorafenib analogs as antitumor agents
  作者：Xiangkai Kong、Zeyu Yao、Zuopeng He、Wenfang Xu、Jianwen Yao

  DOI：10.1039/c4md00536h

  日期：——

  Thiourea and nicotinamide-containing sorafenib analogs with better antiproliferative and anti-angiogenic activities than sorafenib were well designed and synthesized.

  硫脲和烟酰胺含量比索拉非尼更好的抗增殖和抗血管生成活性的类索拉非尼类似物已经被设计和合成。
• COMPOUNDS WITH COPPER- OR ZINC-ACTIVATED TOXICITY AGAINST MICROBIAL INFECTION
  申请人：Kansas State University Research Foundation

  公开号：US20220024877A1

  公开（公告）日：2022-01-27

  Heterocyclic compounds with a novel pyrazole thioamide-based NNSN structural motif, having highly effective zinc- or copper-activated toxicity against microbial infections at micromolar or nanomolar minimum inhibitory concentrations (MIC), and methods of making and using same.

  具有新型吡唑硫酰胺基NNSN结构基元的杂环化合物，对微生物感染具有高效的锌或铜活化毒性，在微摩尔或纳摩尔最小抑制浓度（MIC）下，以及制备和使用这些化合物的方法。
• Discovery of novel anti-angiogenesis agents. Part 8: Diaryl thiourea bearing 1 H -indazole-3-amine as multi-target RTKs inhibitors
  作者：Ying Sun、Yuanyuan Shan、Chuansheng Li、Ru Si、Xiaoyan Pan、Binghe Wang、Jie Zhang

  DOI：10.1016/j.ejmech.2017.10.008

  日期：2017.12

  VEGFR-2, TIE-2, and EphB4 are essential for both angiogenesis and tumorigenesis. Herein, we designed and prepared three classes of multi-target inhibitors based on the extensive sequence homology along the kinase domain of angiogenic RTKs. Biological evaluation indicated that these multi-target inhibitors exhibited considerable potential as novel anti-angiogeneic and anticancer agents. Among them, a diaryl thiourea bearing 1H-indazole-3-amine (16a) displayed the most potent RTK inhibition and excellent selectivity. It also showed inhibition on viability of human umbilical vein endothelial cells and anti proliferation against a broad spectrum of cancer cells. Therefore, 1H-indazole-3-amine could serve as a promising hinge binding group for multi-target inhibitors of VEGFR-2, Tie-2, and EphB4. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Thiourea and thioether derivatives of sorafenib: synthesis, crystal structure, and antiproliferative activity
  作者：Jianwen Yao、Jing Chen、Zuopeng He、Wei Sun、Hao Fang、Wenfang Xu

  DOI：10.1007/s00044-012-0400-8

  日期：2013.8

  A series of novel sorafenib derivatives containing diaryl thiourea and thioether, 9a-u, was designed and synthesized, and their antiproliferative activities against HCT116 and MDA-MB-231 cell lines were also evaluated and described. Most compounds exhibited potent antiproliferative activity against HCT116 cells with IC50 = 1.8-80.4 mu M. Compounds 9p, 9r, and 9s demonstrated competitive antiproliferative activities to sorafenib, against all two cancer cell lines. The structures of all the newly synthesized compounds were determined by H-1 NMR, C-13 NMR, and HRMS, and compound 9n was characterized by single-crystal X-ray diffraction. Primary structure-activity relationships (SAR) have also been established.
• Design, synthesis and biological activities of sorafenib derivatives as antitumor agents
  作者：Jianwen Yao、Zuopeng He、Jing Chen、Wei Sun、Hao Fang、Wenfang Xu

  DOI：10.1016/j.bmcl.2012.09.031

  日期：2012.11

  A series of novel sorafenib derivatives, 9a-w, was designed and synthesized in high yields using various substituted anilines, and their antiproliferative activities against HCT116, PC-3 and MDA-MB-231 cell lines were also evaluated and described. All compounds exhibited potent antiproliferative activity against HCT116 and PC-3 cells with IC50 = 2.8-52.0 and 2.2-45.6 mu M; compounds 9p and 9q demonstrated competitive antiproliferative activities to sorafenib against all three cancer cell lines, the cytotoxicity of compound 9r is more potent than that of sorafenib. Compounds (9g, 9p, 9q and 9r) were chosen for further evaluation of the anti-angiogenesis activity, and showed the inhibition of sprout formation from aortic ring ex vivo. The structures of all the newly synthesized compounds were determined by H-1 NMR, C-13 NMR and HRMS. (C) 2012 Elsevier Ltd. All rights reserved.