p-((dimethylamino)benzylidene)-4-phenyl-thiosemicarbazide | 22043-39-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: p-((dimethylamino)benzylidene)-4-phenyl-thiosemicarbazide
• 英文别名: 4-(Dimethylamino)benzaldehyde N-phenylthiosemicarbazone；1-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-3-phenylthiourea
• CAS: 22043-39-6；1332462-93-7
• 化学式: C₁₆H₁₈N₄S
• 分子量: 298.412
• InChiKey: HBLLYJOWYYMLSE-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 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：
  71.8
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  p-((dimethylamino)benzylidene)-4-phenyl-thiosemicarbazide 、 三氯化铁 以24%的产率得到
  参考文献：
  名称：

  MARTVON A.; STANKOVSKY S.; UHER M., CHEM. 2VESTI, 1980, 34, NO 1, 118-124

  摘要：

  DOI：
• 作为产物：
  描述：

  O-phenyl phenylcarbamothioate 在 hydrazine hydrate 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 28.0h， 生成 p-((dimethylamino)benzylidene)-4-phenyl-thiosemicarbazide
  参考文献：
  名称：

  An alternative technique for cyclization synthesis, in vitro anti-esophageal cancer evaluation, and molecular docking of novel thiazolidin-4-one derivatives

  摘要：

  DOI：

  10.1016/j.molstruc.2023.135079

文献信息

• Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids
  作者：Thiago M. de Aquino、André P. Liesen、Rosa E.A. da Silva、Vânia T. Lima、Cristiane S. Carvalho、Antônio R. de Faria、Janete M. de Araújo、José G. de Lima、Antonio J. Alves、Edésio J.T. de Melo、Alexandre J.S. Góes

  DOI：10.1016/j.bmc.2007.09.025

  日期：2008.1

  In the present communication, a new series of 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids (2a-p) have been synthesized. Benzaldehyde 4-phenyl-3-thiosemicarbazones substituted (la-p) were also obtained and used as intermediate to give the title compounds. All synthesized compounds were characterized by IR, H-1 and (13) C NMR. The in vitro anti-Toxoplasma gondii activity of la-p and 2a-p was evaluated. The 4-thiazolidinones (2a-p) were screened for their ill vitro antimicrobial activity. For anti-Toxoplasma gondii activity, in general, all compounds promoted decreases in the percentage of infected cells leading to parasite elimination. These effects on intracellular parasites also caused a decrease in the mean number of tachyzoites. In addition, most of the 4-thiazolidinones showed more effective toxicity against intracellular parasites, with IC50 values ranging from 0.05 to 1 mM. According to results of antimicrobial activity, compounds 2f, 21, and 2p showed best activity against Mycobacterium luteus, 2c was more active against Mycobacterium tuberculosis, and 2g, 21, and 2n showed same activity as nistatin (standard drug) against Candida sp. (4249). (c) 2007 Elsevier Ltd. All rights reserved.
• DUBENKO R. G.; GORBENKO E. F., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1975, HO 3, 346-8
  作者：DUBENKO R. G.、 GORBENKO E. F.

  DOI：——

  日期：——
• HEME OXYGENASE INHIBITORS, SCREENING METHODS FOR HEME OXYGENASE INHIBITORS AND METHODS OF USE OF HEME OXYGENASE INHIBITORS FOR ANTIMICROBIAL THERAPY
  申请人：Wilks Angela

  公开号：US20100081661A1

  公开（公告）日：2010-04-01

  Inhibitors of microbial heme oxygenase and their use for treatment of microbial infections and bioremediation. The inhibitors of microbial heme oxygenase are useful against a new class of antimicrobial agents to target infections that are persistently difficult to combat with the current spectrum of antimicrobial agents. Screening methods for selecting inhibitors of microbial heme oxygenase.
• MARTVON A.; STANKOVSKY S.; UHER M., CHEM. 2VESTI, 1980, 34, NO 1, 118-124
  作者：MARTVON A.、 STANKOVSKY S.、 UHER M.

  DOI：——

  日期：——
• An alternative technique for cyclization synthesis, in vitro anti-esophageal cancer evaluation, and molecular docking of novel thiazolidin-4-one derivatives
  作者：Ahmed Majeed Jassem、Adil Muala Dhumad、Jinan Khudhair Salim、Hadi Abdalsamad Jabir

  DOI：10.1016/j.molstruc.2023.135079

  日期：2023.5