4-烯丙基-5-吡啶-4-基-4H-1,2,4-噻唑-3-硫醇 | 90842-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-烯丙基-5-吡啶-4-基-4H-1,2,4-噻唑-3-硫醇
• 中文别名: 4-烯丙基-5-(4-吡啶基)-2H-1,2,4-三唑-3-硫酮；3H-1,2,4-三唑-3-硫酮,2,4-二氢-4-(2-丙烯基)-5-(4-吡啶基)-；4-丙-2-烯基-5-吡啶-4-基-2H-1,2,4-三唑-3-硫酮；4-烯丙基-5-吡啶-4-基-4H-[1,2,4]三唑-3-硫醇
• 英文名称: 4-allyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 4-allyl-3-(pyridin-4-yl)-1H-1,2,4-triazol-5(4H)-thione；4-prop-2-enyl-3-pyridin-4-yl-1H-1,2,4-triazole-5-thione
• CAS: 90842-92-5
• 化学式: C₁₀H₁₀N₄S
• mdl: MFCD01038799
• 分子量: 218.282
• InChiKey: YDSITGDYTVXFBE-UHFFFAOYSA-N

物化性质

• 熔点：
  222-224 °C(Solv: 1,4-dioxane (123-91-1); ethanol (64-17-5))
• 沸点：
  324.7±44.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-烯丙基-5-吡啶-4-基-4H-1,2,4-噻唑-3-硫醇 在 三乙胺 、 三氟乙酸 、 lithium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 8.0h， 生成 4-(((4-allyl-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)thio)methyl)-N-(2-aminophenyl)benzamide
  参考文献：
  名称：

  A first-in-class anticancer dual HDAC2/FAK inhibitors bearing hydroxamates/benzamides capped by pyridinyl-1,2,4-triazoles

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113569
• 作为产物：
  描述：

  N-(丙-2-烯-1-基)-2-(吡啶-4-基羰基)肼甲硫代酰胺 在 sodium hydroxide 作用下， 反应 2.0h， 以78%的产率得到4-烯丙基-5-吡啶-4-基-4H-1,2,4-噻唑-3-硫醇
  参考文献：
  名称：

  从2-芳基-4-甲基噻唑-5-碳酰肼和异烟酸酰肼获得的一些新的杂芳基-偶氮衍生物的合成和抗菌活性评估

  摘要：

  从2-芳基-4-甲基噻唑-5-碳酰肼和异烟酸酰肼开始合成了一系列新的1,3,4-恶二唑/噻二唑和1,2,4-三唑衍生物。通过IR，1 H NMR，13 C NMR和质谱对所有新合成的化合物进行表征。筛选合成的化合物的抗菌和抗真菌活性，评估为生长抑制直径。它们中的一些对革兰氏阳性金黄色葡萄球菌显示出良好的抗菌活性，而对单核细胞增生性李斯特菌，大肠杆菌和鼠伤寒沙门氏菌的抗菌活性以及对白色念珠菌的抗真菌活性。很谦虚。所测试的化合物均未显示出对革兰氏阳性菌粪便肠球菌和蜡状芽孢杆菌以及对革兰氏阴性菌铜绿假单胞菌的抑制活性。

  DOI：

  10.1002/jhet.1060

文献信息

• Discovery of antiproliferative and anti-FAK inhibitory activity of 1,2,4-triazole derivatives containing acetamido carboxylic acid skeleton
  作者：Muhamad Mustafa、Gamal El-Din A. Abuo-Rahma、Amer Ali Abd El-Hafeez、Esam R. Ahmed、Dalia Abdelhamid、Pradipta Ghosh、Alaa M. Hayallah

  DOI：10.1016/j.bmcl.2021.127965

  日期：2021.5
• Synthesis and structure elucidation of some new thioether derivatives of 1,2,4-triazoline-3-thiones and their antimicrobial activities
  作者：N.N Gülerman、H.N Doğan、S Rollas、C Johansson、C Çelik

  DOI：10.1016/s0014-827x(01)01167-3

  日期：2001.12

  5-(4-Pyridinyl)-4-substituted-2,4-dihydro-3H-1,2,4-triazole-3-thiones and 5-(4-pyridinyl)-4-substituted-3-(benzoylmethyl)thio 4H-1,2,4-triazoles were synthesized. The structures of original nine compounds were confirmed by IR, H-1 NMR, mass spectral methods and elemental analysis. The antibacterial, antifungal and antimycobacterial activities, together with those of known intermediate 1,4-disubstituted thiosemicarbazides, were reported. (C) 2001 Elsevier Science S.A. All rights reserved.
• Narrow SAR in odorant sensing Orco receptor agonists
  作者：Ian M. Romaine、Robert W. Taylor、Samsudeen P. Saidu、Kwangho Kim、Gary A. Sulikowski、Laurence J. Zwiebel、Alex G. Waterson

  DOI：10.1016/j.bmcl.2014.04.081

  日期：2014.6

  The systematic exploration of a series of triazole-based agonists of the cation channel insect odorant receptor is reported. The structure-activity relationships of independent sections of the molecules are examined. Very small changes to the compound structure were found to exert a large impact on compound activity. Optimal substitutions were combined using a 'mix-and-match' strategy to produce best-in-class compounds that are capable of potently agonizing odorant receptor activity and may form the basis for the identification of a new mode of insect behavior modification. (C) 2014 Elsevier Ltd. All rights reserved.
• Asymmetric synthesis of new β-heterocyclic (S)-α-aminopropionic acids
  作者：Ashot S. Saghyan、Hayarpi M. Simonyan、Lala A. Stepanyan、Samvel G. Ghazaryan、Arpine V. Geolchanyan、Luiza L. Manasyan、Vahe T. Ghochikyan、Tariel V. Ghochikyan、Nelli A. Hovhannisyan、Ashot Gevorgyan、Viktor O. Iaroshenko、Peter Langer

  DOI：10.1016/j.tetasy.2012.05.022

  日期：2012.6

  The asymmetric synthesis of novel non-proteinogenic beta-heterocyclic alpha-amino acids via the diastereoselective conjugate addition of heterocyclic nucleophiles to the dehydroalanine moiety of chiral Ni(II) complexes has been studied. The complexes were formed from the Schiff base of dehydroalanine using (S)-2-N-(N-benzylprolyl)aminobenzophenone as a chiral auxiliary. After decomposition of the complexes, the a-amino acids were isolated with 30-99% ee. (c) 2012 Published by Elsevier Ltd.
• Synthesis and Intramolecular Heterocyclization of Selected Isonicotinic Acid Thiocarbazides
  作者：O. A. Nurkenov、G. Zh. Karipova、T. M. Seilkhanov、Zh. B. Satpaeva、S. D. Fazylov、A. Nukhuly

  DOI：10.1134/s1070363219090299

  日期：2019.9

  The reaction of isonicotinic acid hydrazide with ethyl-, allyl-, and cinnamoyl isothiocyanates has afforded the corresponding alkylthiosemicarbazides and the products of their intramolecular heterocyclization, 1,2,4-triazoles.