缩氨基硫脲H | 71555-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 中文名称: 缩氨基硫脲H
• 英文名称: 2-acetylpyridine 3-hexamethyleneiminylthiosemicarbazone
• 英文别名: N-[1-(Pyridin-2-yl)ethylidene]azepane-1-carbohydrazonothioic acid；N-(1-pyridin-2-ylethylideneamino)azepane-1-carbothioamide
• CAS: 71555-41-4
• 化学式: C₁₄H₂₀N₄S
• 分子量: 276.406
• InChiKey: LYIUREYWAKPINL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  缩氨基硫脲H 在 sodium hydroxide 、 sodium hydrogen selenide 作用下， 以 乙醇 为溶剂， 反应 40.08h， 生成 1-Azacycloheptane-1-selenocarboxylic acid 2-[1-(2-pyridyl)ethylidene]hydrazide
  参考文献：
  名称：

  Klayman; Scovill; Bartosevich, European Journal of Medicinal Chemistry, 1981, vol. 16, # 4, p. 317 - 320

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基吡啶 、 环己亚胺 、 4-(4-甲基苯基)-3-氨基硫脲 以 乙腈 为溶剂， 以65%的产率得到缩氨基硫脲H
  参考文献：
  名称：

  Scovill, John P., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 60, # 1.2, p. 15 - 19

  摘要：

  DOI：

文献信息

• 2-Acetylpyridine thiosemicarbazones. 5. 1-[1-(2-Pyridyl)ethyl]-3-thiosemicarbazides as potential antimalarial agents
  作者：Daniel L. Klayman、John P. Scovill、Joseph F. Bartosevich、Joseph Bruce

  DOI：10.1021/jm00355a008

  日期：1983.1

  consisted of reduction with sodium borohydride of methyl 3-[1-(2-pyridyl)ethylidene]hydrazinecarbodithioate to give the 2-pyridylethyl derivative. Displacement of methyl mercaptan from the thio ester moiety of the latter by amines produced 1-[1-(2-pyridyl)ethyl]-3-thiosemicarbazides. These compounds were somewhat more active as antimalarial agents in Plasmodium berghei infected mice than the corresponding

  用硼氢化钠还原2-乙酰基吡啶硫代和硒代半氨基咔唑的偶氮甲碱键，可以容易地得到相应的硫代或硒代氨基脲；当它们被N4，N​​4-二取代时。然而，当硫代或硒代氨基咪唑酮被N 4取代或未被取代时，该转化失败。获得所需的硫代或硒代氨基脲的更一般的方法包括用硼氢化钠还原3- [1-（2-吡啶基）亚乙基]肼碳二硫代甲酯的硼氢化钠，得到2-吡啶基乙基衍生物。通过胺从甲硫醇的硫酯部分置换甲基硫醇，可制得1- [1-（1-（2-吡啶基）乙基] -3-硫代氨基脲。这些化合物在伯氏疟原虫感染的小鼠中作为抗疟药的活性要比相应的硫代半氨基甲酰肼高。然而，活性的提高伴随着毒性的增加。化合物7、3-氮杂双环[3.2.2]壬烷-3-碳硫辛酸2- [1-（2-吡啶基）乙基]酰肼是迄今为止已评估的最有效的2-乙酰基吡啶衍生物。
• Palladium(II) complexes of 2-acetylpyridine N(4)-propyl, N(4)-dipropyl- and 3-hexamethyleneiminylthiosemicarbazones with potentially interesting biological activity. Synthesis, spectral properties, antifungal and in vitro antitumor activity
  作者：Dimitra Kovala-Demertzi、Asimina Domopoulou、Mavroudis A. Demertzis、Athanassios Papageorgiou、Douglas X. West

  DOI：10.1016/s0277-5387(97)00107-1

  日期：1997.1

  Some new palladium(II) complexes of 2-acetylpyridine N(4)-propyl- and N(4)dipropyl- and 3-hexamethyleneiminylthiosemicarbazones with potentially interesting biological activity were described. The thiosemicarbazones and their palladium(II) complexes have been characterized by spectroscopic, and electrochemical techniques. The protonation constants of HAc4P Ka1 and Ka2, were determined by spectrophotometry

  一些新的钯（II）配合物的2-乙酰吡啶N（4）-丙基和N（4）二丙基-和3-六亚甲基亚氨基硫代半碳唑酮具有潜在的有趣的生物活性。硫代半脲酮及其钯（II）配合物已通过光谱和电化学技术进行了表征。通过分光光度法确定HAc4P K a1和K a2的质子化常数，pK 1a和pK a2值分别等于12.23±0.02和4.11±0.02。报道了抗真菌性质和所选化合物对P388和L1210细胞培养物的DNA合成的影响。
• Mono-organotin(IV) complexes with 2-acetylpyridine 3-hexamethyleneiminylthiosemicarbazone (HAchexim). The crystallographic structures of [SnX(Ahexim)Cl2] (X=Me, Ph)
  作者：Gerimário F. de Sousa、Leonardo S. Lang、Luís C.C. Manso、Victor M. Deflon、Carlos A.L. Filgueiras、Elke Niquet

  DOI：10.1016/j.molstruc.2005.06.015

  日期：2005.10

  The reaction of HAchexim with SnMeCl3 and SnPhCl3 yielded [SnMe(AchexiM)Cl-2] (1) and [SnPh(AchexiM)Cl-2] (2), respectively. The complexes were characterized by IR, NMR (H-1, C-13) spectroscopic methods, elemental analysis and X-ray crystal structure determination. The X-ray studies revealed that both complexes possess a distorted octahedral geometry with the organic group (Me and Ph) and the tridentate ligand (Achexim(-)) at the same plane while the Cl atoms are trans spanned. The complexes I and 2 crystallize in the monoclinic (P2(1)/n) and orthorhombic (Pbca) crystal system, respectively. (c) 2005 Elsevier B.V. All rights reserved.
• Scovill, John P.; Klayman, Daniel L.; Flippen-Anderson, Judith L., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 63, # 3/4, p. 273 - 281
  作者：Scovill, John P.、Klayman, Daniel L.、Flippen-Anderson, Judith L.、Gilardi, Richard

  DOI：——

  日期：——
• Kratz, F.; Nuber, B.; Weiss, J., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1991, vol. 21, p. 1601 - 1616
  作者：Kratz, F.、Nuber, B.、Weiss, J.、Keppler, B. K.

  DOI：——

  日期：——