benzophenone-N-methylthiosemicarbazone | 27421-66-5

• 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: benzophenone-N-methylthiosemicarbazone
• 英文别名: 1-(Benzhydrylideneamino)-3-methylthiourea
• CAS: 27421-66-5
• 化学式: C₁₅H₁₅N₃S
• 分子量: 269.37
• InChiKey: FUNWUXYFJVMZFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzophenone-N-methylthiosemicarbazone 在 sodium tetrahydroborate 作用下， 生成 (4-benzhydryl-5-oxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-methyl-carbamoyl chloride
  参考文献：
  名称：

  Sasse,K., Justus Liebigs Annalen der Chemie, 1970, vol. 735, p. 158 - 188

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯甲酮腙 以 乙醚 为溶剂， 生成 benzophenone-N-methylthiosemicarbazone
  参考文献：
  名称：

  N-异硫氰酸根合亚胺的便捷合成

  摘要：

  已经开发出一种新的N-异硫氰酸根合亚胺的合成方法，该方法涉及使3-亚烷基二烯基二硫代氨基甲酸三乙铵与硫光气反应。

  DOI：

  10.1039/c39740000122

文献信息

• 一种以2-苯甲酰吡啶缩氨基硫脲为配体的锌配合物及其合成方法和应用
  申请人：广西师范大学

  公开号：CN112028911A

  公开（公告）日：2020-12-04

  本发明涉及一种2‑苯甲酰吡啶缩氨基硫脲为配体的锌配合物及其合成方法和应用，分别以2‑苯甲酰吡啶和氨基硫脲、4‑甲基‑3‑氨基硫脲、4，4‑二甲基‑3‑氨基硫脲、4‑苯基‑3‑氨基硫脲或4‑（2‑甲基）苯基‑3‑氨基硫脲为原料合成席夫碱配体；再将配体与氯化锌反应制得锌配合物。在体外试验中，合成的锌配合物对人肝癌细胞（HepG2）具有良好的抑制活性，治疗效果优于临床药物顺铂，适用于制备高效的抗肿瘤药物。此外，合成的锌配合物对金黄色葡萄球菌有良好的抑菌效果，适用于制备抑菌药物。
• Synthesis, Characterization, and Anticancer Activity of a Series of Ketone-N⁴-Substituted Thiosemicarbazones and Their Ruthenium(II) Arene Complexes
  作者：Wei Su、Quanquan Qian、Peiyuan Li、Xiaolin Lei、Qi Xiao、Shan Huang、Chusheng Huang、Jianguo Cui

  DOI：10.1021/ic401362s

  日期：2013.11.4

  A series of ketone-N-4-substituted thiosemicarbazone (TSC) compounds (L1-L9) and their corresponding [(eta(6)-p-cymene)Ru-II(TSC)Cl](+/0) complexes (1-9) were synthesized and characterized by NMR, IR, elemental analysis, and HR-ESI-mass spectrometry. The molecular structures of L4, L9, 1-6, and 9 were determined by single-crystal X-ray diffraction analysis. The compounds were further evaluated for their in vitro antiproliferative activities against the SGC-7901 human gastric cancer, BEL-7404 human liver cancer, and HEK-293T noncancerous cell lines. Furthermore, the interactions of the compounds with DNA were followed by electrophoretic mobility spectrometry studies.
• Thiosemicarbazonates of palladium(II): The presence of methyl/phenyl substituents (R2) at C2 carbon atom induces C–H activation of R1 rings of thiosemicarbazones {R1R2C2N3–N2H–C1(S)–N1HR3}
  作者：Tarlok S. Lobana、Poonam Kumari、Ray J. Butcher、Takashiro Akitsu、Yoshikazu Aritake、Josefina Perles、Francisco J. Fernandez、M. Cristina Vega

  DOI：10.1016/j.jorganchem.2011.11.028

  日期：2012.3

  A series of palladium(II) complexes involving C-H and N-H bond activations of the R-1 rings of thiosemicarbazones R-1(R-2)C-2-N-3-N-2(H)-C-1(=S)-(NHR3)-H-1; R-1, R-2: thiopheneyl, Me, H2L1 (R-3 = Me), H2L2 (R-3 = Ph); R-1, R-2: Ph, Me, H2L3 (R-3 = Me), H2L4 (R-3 = Ph); R-1, R-2: Ph, Ph, H2L5 (R-3 = Me), H2L6 (R-3 = Ph) and R-1, R-2: pyrrole, Me, H2L7 (R-3 = Me), H2L8 (R-3 = Ph)} are described. Methyl group (R-2) at C-2 carbon in H2L1 and H2L2 induced C-H bond activation of the thiopheneyl ring and formed cyclometallated complexes, [Pd(kappa(3)-C-4,N-3,S-L)(PPh3)] (L - L-1, 1; L-2, 2). Similarly, phenyl rings (R-1) in H2L3, H2L4, H2L5, H2L6 at C-2 carbon have shown C-H activations forming cyclometallated complexes, [Pd(kappa(3)-C-4,N-3, S-L)(PPh3)] (L = L-3, 3; L-4, 4; L-5, 5; L-6, 6). However, pyrrole ring did not exhibit similar C-H activation behavior, rather involved N-H activation and formed complexes, [Pd(kappa(3)-N-4,N-3, S-L)(PPh3)] L = L-7, 7; L-8, 8}. All these complexes have been characterized with the help of analytical data, spectroscopic techniques (IR, H-1 and P-31 NMR), and single crystal X-ray crystallography (1, 2, 4, 5, 7 and 8). The thiosemicarbazone ligands behave as dinegative C-4, N-3, S-chelating in 1-6 and N-4, N-3, S-chelating in complexes 7 and 8. Interestingly, complexes 2, 4 and 8, with phenyl substituent at N-1 atom, have two independent molecules in their respective crystal lattices. (C) 2011 Elsevier B.V. All rights reserved.
• Sasse,K., Justus Liebigs Annalen der Chemie, 1970, vol. 735, p. 158 - 188
  作者：Sasse,K.

  DOI：——

  日期：——
• A convenient synthesis of N-isothiocyanatoimines
  作者：Carsten Berg

  DOI：10.1039/c39740000122

  日期：——

  A new synthesis of N-isothiocyanatoimines has been developed which involves reaction of triethylammonium 3-alkylidenedithiocarbazate with thiophosgene.

  已经开发出一种新的N-异硫氰酸根合亚胺的合成方法，该方法涉及使3-亚烷基二烯基二硫代氨基甲酸三乙铵与硫光气反应。