1-cyanoacetyl-4-ethylthiosemicarbazide | 59682-63-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-cyanoacetyl-4-ethylthiosemicarbazide
• 英文别名: 1-Cyanoacetyl-4-ethylthiosemicarbazid；1-[(2-Cyanoacetyl)amino]-3-ethylthiourea
• CAS: 59682-63-2
• 化学式: C₆H₁₀N₄OS
• mdl: MFCD04240888
• 分子量: 186.238
• InChiKey: FSKJSCOEMJVWCL-UHFFFAOYSA-N

物化性质

• 熔点：
  175-177 °C
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-cyanoacetyl-4-ethylthiosemicarbazide 在 sodium acetate 、 sulfur 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-Amino-3-methyl-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid [3-ethyl-4-oxo-thiazolidin-(2E)-ylidene]-hydrazide
  参考文献：
  名称：

  Basyouni, Wahid Mohamed; El-Bayouki, Khairy Abdel-Hamid Mohsen, Journal of Chemical Research, 2005, # 6, p. 356 - 360

  摘要：

  DOI：
• 作为产物：
  描述：

  异硫氰酸乙酯 、 氰乙酰肼 反应 12.0h， 以80%的产率得到1-cyanoacetyl-4-ethylthiosemicarbazide
  参考文献：
  名称：

  Dobosz, Maria; Pachuta-Stec Anna, Acta Poloniae Pharmaceutica, 1995, vol. 52, # 2, p. 103 - 112

  摘要：

  DOI：

文献信息

• Physical and spectroscopic studies on novel vanadyl complexes of some substituted thiosemicarbazides
  作者：N.M. El-Metwally、R.M. El-Shazly、I.M. Gabr、A.A. El-Asmy

  DOI：10.1016/j.saa.2004.06.027

  日期：2005.4

  complex formation with cyano ligands is attributed to the promotion of water molecules to the cyano group. The intensity and position of the VO band in the IR spectra reflect not only the nature of the ligand but also the geometry of the complex formed. Some complexes were isolated as binuclear and confirmed by ESR spectra. The end product on thermal degradation of most complexes was VO(2).

  制备了V（IV）O与N（4）乙基和/或苯基硫代氨基脲的配合物，以研究取代基在硫代氨基脲部分的两侧对配合物形成行为的作用。溶液中配体的研究反映了其电离值对与活性位点相邻的官能团的性质的依赖性。已经通过众所周知的方法表征了固体配合物的两个主要（八面体和方形金字塔）结构。所得配合物的结构和颜色之间有些相似之处。对于所研究的复合物，提出了三种螯合模式。在与氰基配体形成络合物期间，腈基的完全消失归因于水分子向氰基的促进。红外光谱中VO带的强度和位置不仅反映了配体的性质，还反映了所形成的配合物的几何形状。分离出一些复合物为双核并通过ESR光谱证实。大多数复合物热降解的最终产物是VO（2）。
• Bosyouni, Wahid M.; El-Bayouki, Khiary A. M.; Hosni, Hanaa M., Journal of Chemical Research, Miniprint, 2003, # 12, p. 1201 - 1210
  作者：Bosyouni, Wahid M.、El-Bayouki, Khiary A. M.、Hosni, Hanaa M.

  DOI：——

  日期：——
• Synthesis of [1,2,4]triazolo[1,5-a]pyridines of potential PGE2 inhibitory properties
  作者：Adel S. Girgis、Flora F. Barsoum

  DOI：10.1016/j.ejmech.2008.09.049

  日期：2009.5

  A variety of 5-amino-6,8-dicyano-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate containing compounds 3a-i, 5a-c were prepared via reaction of arylidenemalononitriles la-c, 4a and 4b with 2[(substituted amino)thiocarbonyl]cyanoacetohydrazides 2a-d in refluxing ethanol in the presence of triethylamine. Anti-inflammatory activity screening of the synthesized compounds (at a dose of 50 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method in rats exhibited that the prepared heterocycles possess considerable pharmacological properties especially, 3f, 3h, 5b and 5c which reveal remarkable activities relative to indomethacin (which was used as a reference standard at a dose of 10 mg/kg body weight). PGE(2) inhibitory properties of the highly promising synthesized anti-inflammatory active agents (3f, 3h, 5b and 5c) were determined by PGE2 assay kit technique, which reveal remarkable activity coinciding greatly with the observed anti-inflammatory properties. Anti-tumor activity screening of 3b and 3e, as representative examples of the synthesized compounds, at a dose of 10 mu M utilizing 59 different human tumor cell lines, representing leukemia, melanoma and cancers of the lung, colon, brain, ovary, breast, prostate and kidney exhibited that the tested compounds reflect mild or no activity at all against most of the used human tumor cell lines. However, compound 3e reveals considerable anti-tumor properties against leukemia CCRF-CEM and HL-60(TB) cell line. (C) 2008 Elsevier Masson SAS. All rights reserved.
• OCALLAGHAN S. N., PROC. ROY. IRISH ACAD. <PRIB-AN>, 1976, B76, NO 2, PP. 37-41, ILL.
  作者：OCALLAGHAN S. N.

  DOI：——

  日期：——
• Dobosz, Maria; Pachuta-Stec Anna, Acta Poloniae Pharmaceutica, 1995, vol. 52, # 2, p. 103 - 112
  作者：Dobosz, Maria、Pachuta-Stec Anna

  DOI：——

  日期：——