2-(2-oxoindolin-3-ylidene)-N-(o-tolyl)hydrazine-1-carbothioamide | 92460-99-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-oxoindolin-3-ylidene)-N-(o-tolyl)hydrazine-1-carbothioamide
• 英文别名: isatin 3-[(N-2-methyphenyl)thiosemicarbazone]；I3-[(N-2-MP)-TSC]
• CAS: 92460-99-6
• 化学式: C₁₆H₁₄N₄OS
• 分子量: 310.379
• InChiKey: FXGSHYGXXTVPPP-UHFFFAOYSA-N

物化性质

• 熔点：
  222 °C(Solv: ethanol (64-17-5))
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  65.52
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,4'-二溴苯乙酮 、 2-(2-oxoindolin-3-ylidene)-N-(o-tolyl)hydrazine-1-carbothioamide 以 乙醇 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  合成一些取代的靛红-β-氨基硫脲和靛红-β-肼苯哒唑衍生物作为潜在的抗病毒和抗微生物剂

  摘要：

  通过各种靛红衍生物与N4取代的3-氨基硫脲缩合，再用苯甲酰溴环化产物，合成了一系列靛红-β-氨基硫脲和靛红-β-肼基噻唑啉。当测试对 MDCK 细胞的抗病毒活性时，该产品在较低浓度下表现出高毒性，并且对各种微生物没有表现出抗菌活性。

  DOI：

  10.1002/ardp.19843170810
• 作为产物：
  描述：

  邻甲苯异硫氰酸酯 在 肼 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 2-(2-oxoindolin-3-ylidene)-N-(o-tolyl)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors

  摘要：

  A series of isatin-beta-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-beta-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their anti-herpetic activity. The synthesis and structure-activity relationship studies are presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.037

文献信息

• Lanthanum(III) and praseodymium(III) complexes with isatin thiosemicarbazones
  作者：Anita Rai、Soumitra K. Sengupta、Om P. Pandey

  DOI：10.1016/j.saa.2004.09.031

  日期：2005.9

  of the complexes were monitored to verify complex formation. The complexes have also been characterized by elemental analysis, molar conductance, electronic absorption and fluorescence, infrared, far infrared, 1H and 13C NMR spectral studies. Thermal studies of these complexes have been carried out in the temperature range 25-800 degrees C using TG, DTG and DTA techniques. All these complexes decompose

  十种新的通式为Na [La（L）2H2O]（Ln = La（III）或Pr（III）； LH2 = thiosemicarbazones）的镧（III）和pr（III）配合物，是由Isatin与4-的缩合反应制得的已经在甲醇中在氢氧化钠存在下合成了苯基硫代氨基脲，4-（4-氯苯基）硫代氨基脲，4-（2-硝基苯基）硫代氨基脲，4-（2-溴苯基）硫代氨基脲和4-（2-甲基苯基）硫代氨基脲。监测复合物的XRD光谱以验证复合物的形成。还通过元素分析，摩尔电导，电子吸收和荧光，红外，远红外，1H和13C NMR光谱研究对复合物进行了表征。使用TG，DTG和DTA技术在25-800摄氏度的温度范围内对这些配合物进行了热研究。随着最终产物Ln2O3的形成，所有这些配合物逐渐分解。计算了4-苯基硫代半氨基甲酮在Pr3 +的不同跃迁下的Judd-ofelt强度参数，振荡器强度，跃迁概率，受激发射截面。
• Nizamuddin; Khan, Mukhtar Hussain; Alauddin, Shafqat, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 501 - 504
  作者：Nizamuddin、Khan, Mukhtar Hussain、Alauddin, Shafqat、Haque, Raziul

  DOI：——

  日期：——
• OMAR, A. -M. M. E.;ESHBA, N. H.;SALAMA, H. M., ARCH. PHARM., 1984, 317, N 8, 701-709
  作者：OMAR, A. -M. M. E.、ESHBA, N. H.、SALAMA, H. M.

  DOI：——

  日期：——
• Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors
  作者：Iou-Jiun Kang、Li-Wen Wang、Tsu-An Hsu、Andrew Yueh、Chung-Chi Lee、Yen-Chun Lee、Ching-Yin Lee、Yu-Sheng Chao、Shin-Ru Shih、Jyh-Haur Chern

  DOI：10.1016/j.bmcl.2011.02.037

  日期：2011.4

  A series of isatin-beta-thiosemicarbazones have been designed and evaluated for antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in a plaque reduction assay. Their cytotoxicity was examined using human rhabdomyosarcoma cells (RD cells). Several derivatives of isatin-beta-thiosemicarbazone exhibited significant and selective antiviral activity with low cytotoxicity. It was found that the thiourea group at thiosemicarbazone and the NH functionality at isatin were essential for their anti-herpetic activity. The synthesis and structure-activity relationship studies are presented. (C) 2011 Elsevier Ltd. All rights reserved.
• Syntheses of Some Substituted Isatin-β-thiosemicarbazones and Isatin-β-hydrazonothiazoline Derivatives as Potential Antiviral and Antimicrobial Agents
  作者：A.-Mohsen M. E. Omar、Nabil H. Eshba、Hassan M. Salama

  DOI：10.1002/ardp.19843170810

  日期：——

  A series of isatin‐β‐thiosemicarbazones and isatin‐β‐hydrazonothiazolines was synthesized by condensation of various isatin derivatives with N4‐substituted 3‐thiosemicarbazides and cyclization of the products by phenacyl bromides. The products showed high toxicity at lower concentrations when tested for antiviral activity against MDCK cells and did not exhibit antimicrobial activity against various

  通过各种靛红衍生物与N4取代的3-氨基硫脲缩合，再用苯甲酰溴环化产物，合成了一系列靛红-β-氨基硫脲和靛红-β-肼基噻唑啉。当测试对 MDCK 细胞的抗病毒活性时，该产品在较低浓度下表现出高毒性，并且对各种微生物没有表现出抗菌活性。