(Z)-N-(4-bromophenyl)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide | 79560-72-8

• 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: (Z)-N-(4-bromophenyl)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
• CAS: 79560-72-8
• 化学式: C₁₅H₁₁BrN₄OS
• 分子量: 375.249
• InChiKey: UDODTDFGQRVDMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  246 °C(Solv: ethanol (64-17-5))
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 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：
  0.0
• 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：

  (Z)-N-(4-bromophenyl)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide 在 硫酸 作用下， 反应 4.0h， 以50%的产率得到(4-Bromo-phenyl)-[1,3,4]thiadiazino[6,5-b]indol-3-yl-amine
  参考文献：
  名称：

  Nizamuddin; Khan, Mukhtar Hussain; Alauddin, Shafqat, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 501 - 504

  摘要：

  DOI：
• 作为产物：
  描述：

  靛红 、 4-(4-溴苯基)-3-氨基硫脲 以 甲醇 为溶剂， 以83%的产率得到(Z)-N-(4-bromophenyl)-2-(2-oxoindolin-3-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Nizamuddin; Khan, Mukhtar Hussain; Alauddin, Shafqat, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 501 - 504

  摘要：

  DOI：

文献信息

• Potential Biologically Active Agents, XXXII. Synthesis and Antiviral Activity of Some 3-(Arylthiosemicarbazono)-2-indolinones
  作者：Rajendra S. Varma、Pradeep K. Garg、Hirday N. Verma、Lalji P. Awasthi

  DOI：10.1002/ardp.19813141105

  日期：——

  A series of 3‐(arylthiosemicarbazono)‐2‐indolinones 1, 1‐methyl‐3‐(arylthiosemicarbazono)‐2‐indolinones 2 and 1‐(aminomethyl)‐3‐(arylthiosemicarbazono)‐2‐indolinones 3 have been synthesised. All compounds were screened for their antiviral activity against Sunnhemp rosette virus (SRV) in vitro as well as in vivo. Twelve compounds show significant antiviral activity.

  已经合成了一系列 3- (芳基氨基硫代) -2- 吲哚酮 1, 1- 甲基 - 3- (芳基氨基硫代) -2- 吲哚啉酮 2 和 1- (氨基甲基) -3- (芳基氨基硫代) -2- 吲哚酮 3。筛选了所有化合物在体外和体内对 Sunnhemp 玫瑰花结病毒 (SRV) 的抗病毒活性。十二种化合物显示出显着的抗病毒活性。
• 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。
• Karali; Gursoy, Il Farmaco, 1994, vol. 49, # 12, p. 819 - 822
  作者：Karali、Gursoy

  DOI：——

  日期：——
• AQUA MEDIATED ONE POT FACILE SYNTHESIS OF NOVEL THIOXO-1,2,4-TRIAZIN-5(2H)-ONE AND [1,2,4] TRIAZINO[5,6-A]INDOLE DERIVATIVES AND THEIR BIOLOGICAL ACTIVITIES
  作者：HARSHITA SACHDEVA、DIKSHA DWIVEDI、HAR LAL SINGH、KANTI PRAKASH SHARM

  DOI：10.4067/s0717-97072012000400004

  日期：——

  Rapid and highly efficient one pot green chemical synthesis of substituted 6-(2-aminophenyl)-4-(4-substitutedphenyl)-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 8-substituted-3,5-dihydro-2H-[1,2,4]triazino[5,6-b]indole is carried out in aqueous medium under microwave irradiation. Improved synthesis of potent bioactive Schiff and N-Mannich bases of hexahydro-1H-indole-2,3-dione is also reported. The title compounds are easily accessible by various approaches; even waste free approaches have been developed. The operational simplicity, environmentally benign conditions and high yield achieved in a very short reaction time are major benefits that meet the requirements of green production, including saving energy and high efficiency. The results obtained under microwaves are compared with that of conventional heating. Structural assignments are based on spectroscopic data. Compounds have also been screened for antibacterial and antifungal activities.
• 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.