2-(4-methyl-2,3-dihydro-1H-inden-1-ylidene)hydrazine-1-carbothioamide | 1062646-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(4-methyl-2,3-dihydro-1H-inden-1-ylidene)hydrazine-1-carbothioamide
• CAS: 1062646-74-5
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: JCJNROZDDJTEKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.41
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(4-methyl-2,3-dihydro-1H-inden-1-ylidene)hydrazine-1-carbothioamide 、 alpha-氯乙酰苯 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.01h， 以85%的产率得到2-(2-(4-methyl-2,3-dihydro-1H-inden-1-ylidene)hydrazinyl)-4-phenylthiazolium chloride
  参考文献：
  名称：

  Synthesis and biological evaluation of some novel 1-indanone thiazolylhydrazone derivatives as anti-Trypanosoma cruzi agents

  摘要：

  A series of novel 4-arylthiazolylhydrazones (TZHs) derived from 1-indanones were synthesized in good yields (66-92%) in a simple procedure using microwave irradiation and then characterized by spectroscopy studies. The compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against the epimastigote, trypomastigote and amastigote forms of the parasite. Most TZHs displayed excellent activity, and were more potent and selective than the reference drug Benznidazole, used in the current chemotherapy. Analysis of the free sterols from parasite incubated with the compounds showed that inhibition of ergosterol biosynthesis is a possible target for the action of these new TZHs. In particular, TZH 9 emerged as a promising antichagasic compound to be evaluated in animal models. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.013
• 作为产物：
  描述：

  4-甲基-1-茚酮 、 氨基硫脲 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 2-(4-methyl-2,3-dihydro-1H-inden-1-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  1-茚满酮硫杂氨基脲铂（II）和钯（II）配合物的合成，结构表征和促凋亡活性：作为抗白血病药物的潜力。

  摘要：

  在寻找针对白血病的替代化学治疗策略时，各种1-茚满酮硫代半碳唑酮以及八种新颖的具有[MCl 2（HL）]和[M（HL）（L ）的铂（II）和钯（II）配合物）]合成源自两个1-茚满酮硫代半咔唑酮的Cl并测试其对人白血病U937细胞系的抗增殖活性。[Pt（HL1）（L1）] Cl的晶体结构。2 M通过X射线衍射解决了eOH，其中L1 = 1-茚满酮硫代半碳酮。游离的硫半脲配体未显示出抗增殖作用，但相应的铂（II）和钯（II）配合物抑制细胞增殖并诱导凋亡。铂（II）配合物在U937细胞中也显示选择性凋亡活性，但在外周血单核细胞或用于筛选潜在肝毒性的人肝细胞癌HepG2细胞系中则没有。目前的发现表明，在U937细胞中，与钯（II）配位的化合物相比，与钯（II）配位的1-茚满酮硫代半碳氮酮的细胞毒性更高，尽管发现后者对白血病细胞更具选择性，表明它们是具有前景的化合物。针对血液恶性肿瘤的潜在治疗应用。

  DOI：

  10.1002/cmdc.201100060

文献信息

• Thiosemicarbazones derived from 1-indanones as new anti-Trypanosoma cruzi agents
  作者：María E. Caputto、Lucas E. Fabian、Diego Benítez、Alicia Merlino、Natalia Ríos、Hugo Cerecetto、Graciela Y. Moltrasio、Albertina G. Moglioni、Mercedes González、Liliana M. Finkielsztein

  DOI：10.1016/j.bmc.2011.09.037

  日期：2011.11

  In the present work, we synthesized a series of thiosemicarbazones derived from 1-indanones with good anti-Trypanosoma cruzi activity. Most of them displayed remarkable trypanosomicidal activity. All the compounds showed nonspecific cytotoxicity on human erythrocytes. The ability of the new compounds to inhibit cruzipain, the major cysteine protease of T. cruzi, was also explored. Thiosemicarbazones 12 and 24 inhibited this enzyme at the dose assayed. This interaction was also studied in terms of molecular docking. (C) 2011 Elsevier Ltd. All rights reserved.