2-amino-N'-(4-chlorophenyl)-2-thioxoacetohydrazonoyl cyanide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-N'-(4-chlorophenyl)-2-thioxoacetohydrazonoyl cyanide
• 英文别名: 2-(4-chlorophenylhydrazono)-2-cyanothioacetamide；2-amino-N-(4-chloroanilino)-2-sulfanylideneethanimidoyl cyanide
• 化学式: C₉H₇ClN₄S
• 分子量: 238.7
• InChiKey: RBXSHTPRUGKWLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-N'-(4-chlorophenyl)-2-thioxoacetohydrazonoyl cyanide 、 3-bromoacetyl-1,5-diphenyl-1H-pyrazole-4-carbonitrile 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 4-(4-cyano-1,5-diphenyl-1H-pyrazol-3-yl)-α-(4-chlorophenylhydrazono)-2-thiazoleacetonitrile
  参考文献：
  名称：

  Dawood, Kamal M.; Ragab, Eman A.; Farag, Ahmad M., Journal of Chemical Research, Miniprint, 2003, # 11, p. 1151 - 1160

  摘要：

  DOI：
• 作为产物：
  描述：

  二硫代磷酸二乙酯 、 2-[(4-氯苯基)异二氮烯]丙二腈 在 sodium ethanolate 作用下， 以 苯 为溶剂， 以90%的产率得到2-(4-chlorophenylhydrazono)-2-cyano-N-(diethoxyphosphinothioyl)thioacetamide
  参考文献：
  名称：

  Rymareva; Torgasheva; Zelikhover, Russian Journal of General Chemistry, 1997, vol. 67, # 9, p. 1417 - 1423

  摘要：

  DOI：

文献信息

• Design, synthesis, molecular docking and biological screening of N-ethyl-N-methylbenzenesulfonamide derivatives as effective antimicrobial and antiproliferative agents
  作者：Shimaa M. Abd El-Gilil

  DOI：10.1016/j.molstruc.2019.04.048

  日期：2019.10

  their cytotoxic activity against two different human cell lines, alveolar adenocarcinoma carcinoma (lung) (A-549) and liver carcinoma (HepG2) and antimicrobial. Compound 8 having imidazo[2,1-b]thiazole moiety exhibited the most potent cytotoxic activity against (A-549) cell line (SI; 30.77). While, compound 11 having 2-cyanomethyl thiazole moiety showed significant cytotoxic activity against (HepG2)

  摘要 磺胺类药物是最著名的药物，已被用于制备有效的抗增殖剂。因此，本文描述了具有各种生物活性部分的新系列 N-乙基-N-甲基苯磺酰胺衍生物的合成，例如噻唑 3、4、11、12、14、15、21、1,3,4-噻二嗪 6 , 咪唑 [2,1-b] 噻唑 8、2-氧代-2H-色烯 17 和 3-氧代-3H-苯并[f] 色烯 19，以 4-(2-溴乙酰基)-N-乙基-N 开始-甲基苯磺酰胺 (2)，由 4-乙酰基-N-乙基-N-甲基苯磺酰胺 (1) 与溴在二恶烷/二乙醚混合物中搅拌下相互作用合成。通过元素分析和光谱数据证明了新结构。然而，他们还筛选了它们对两种不同人类细胞系的细胞毒活性，肺泡腺癌（肺）（A-549）和肝癌（HepG2）和抗菌素。具有咪唑并[2,1-b]噻唑部分的化合物8对(A-549)细胞系(SI；30.77)表现出最有效的细胞毒活性。同时，具有 2-氰基甲基噻唑部分的化合物 11
• Synthesis, Molecular Docking and Anti-Human Breast Cancer Activities of Novel Thiazolylacetonitriles and Thiazolylacrylonitriles and Their Derivatives Containing Benzenesulfonylpyrrolidine Moiety
  作者：Mahmoud S. Bashandy、Shimaa M. Abd El-Gilil

  DOI：10.3987/com-15-13384

  日期：——

  This article describes the synthesis of some novel sulfonamides having the biologically active, thiazole 3, 8-10, 13, 19, 20, 24, 30, 31, 35-41, pyrazolo [5,1-c] [1,2,4]triazine 5, 1H-1,2,4-triazole 6, thiazolo[3,2-a]pyridine 14, chromen-2-one 16, benzo[f]chromen-3-imine 17, benzoNchromen-3-one 18, triazolo[4,3-a]pyrimidine 22, pyrazolo[1,5-c]pyrimidine 23, isoxazole 26, 2,4-diaminopyrimidine 27, benzo[4,5]imidazo[1,2-a]pyridine 28, imidazolidine 32 and 1H-benzo[d]imidazolidene 33 moieties, starting with 2-(4-(4-(pyrrolidinl-ylsulfonyl)phenyl)thiazol-2-yl)acetonitrile (2), which was prepared from cyclocondensation of phenacyl bromide derivative 1 with 2-cyanoethanethio-amide. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, H-1 NMR, C-13 NMR and Ms spectral data. All the compounds were tested in-vitro antihuman breast cancer cell line (MCF7). Compounds 18, 8, 41 and 28 with IC50 values of 48.01, 49.11, 49.27 and 49.78 mu M, respectively, exhibited better activity than doxorubicin (DOX) as a reference drug with 1050 value of 68.6 mu M. Molecular Operating Environment (MOE) performed virtual screening using molecular docking studies of the synthesized compounds. The results indicated that some synthesized compounds suitable inhibitor against dihydrofolate reductase (DHFR) enzyme (PDB ID: 4DFR) with further modification.
• Unexpected result for the acylation of arylhydrazonoethanethioamides
  作者：Anastasiya I. Bolgova、Kseniya I. Lugovik、Julia O. Subbotina、Pavel A. Slepukhin、Vasiliy A. Bakulev、Nataliya P. Belskaya

  DOI：10.1016/j.tet.2013.06.071

  日期：2013.9

  The acylation of arylhydrazonoethanethioamides containing primary amino group did not yield acylthioamides as expected. Surprisingly, the cyclic 5-acylimino-2,5-dihydro-1,2,3-thiadiazoles were obtained. The formation of thiadiazoles in this reaction was explained by the higher ability of arylhydrazono-N-acylthioacetamide intermediates to be oxidized comparing to their precursors. The presence of pseudobicyclic aromatic structure in the reaction product was a main factor favoring the formation of 1,2,3-thiadiazole ring. (C) 2013 Elsevier Ltd. All rights reserved.
• Rymareva; Torgasheva; Zelikhover, Russian Journal of General Chemistry, 1997, vol. 67, # 9, p. 1417 - 1423
  作者：Rymareva、Torgasheva、Zelikhover、Bel'skii

  DOI：——

  日期：——
• Dawood, Kamal M.; Ragab, Eman A.; Farag, Ahmad M., Journal of Chemical Research, Miniprint, 2003, # 11, p. 1151 - 1160
  作者：Dawood, Kamal M.、Ragab, Eman A.、Farag, Ahmad M.

  DOI：——

  日期：——