4-(4-ethoxyphenyl)-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione | 111290-75-6

• 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
• 英文名称: 4-(4-ethoxyphenyl)-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
• 英文别名: 4-(4-ethoxy-phenyl)-5-[4]pyridyl-2,4-dihydro-[1,2,4]triazole-3-thione；4-(4-Aethoxy-phenyl)-5-[4]pyridyl-2,4-dihydro-[1,2,4]triazol-3-thion；4-(4-ethoxyphenyl)-3-pyridin-4-yl-1H-1,2,4-triazole-5-thione
• CAS: 111290-75-6
• 化学式: C₁₅H₁₄N₄OS
• mdl: MFCD02168495
• 分子量: 298.368
• InChiKey: YYWAKFQLMGBLIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-ethoxyphenyl)-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 、 碘甲烷 以84%的产率得到
  参考文献：
  名称：

  ZHANG, ZI-YI;YANG, KE-XIN, CHIN. J. ORG. CHEM., 8,(1988) N 2, 131-133

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-ethoxyphenyl)-1-(isonicotinoyl)thiosemicarbazide 在 sodium hydroxide 作用下， 生成 4-(4-ethoxyphenyl)-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  5-(4-吡啶基)-4-芳基-4H-1,2,4-三唑-3-硫醇新S-核苷的合成及分子结构

  摘要：

  描述了 5-(4-pyridyl)-4-aryl-4H-1,2,4-triazole-3-thiols (4a-n) 的一些新的 S-核苷的合成。在氢氧化钾存在下，用四-O-乙酰基-aD-吡喃葡萄糖基溴将(4a-n)直接糖基化，然后用甲醇中的无水氨脱乙酰基，得到相应的3-S-(β-D-吡喃葡萄糖基)-5- (4-吡啶基)-4-芳基-4H-1,2,4-三唑(6a-n)，收率良好。通过 1 H NMR、 13 C NMR 光谱和元素分析对所有化合物进行了充分表征。为了帮助解释光谱数据，3-S-(2',3',4',6'-四-O-乙酰基-β-D-吡喃葡萄糖基)-5-(4-吡啶基)的晶体结构)-4-苯基-4H-1,2,4-三唑(5a)通过X射线衍射测定。

  DOI：

  10.1002/jccs.200800124

文献信息

• Medicament for liver regeneration and for treatment of liver failure
  申请人：HELMHOLTZ-ZENTRUM FÜR INFEKTIONSFORSCHUNG GmbH

  公开号：US10188682B2

  公开（公告）日：2019-01-29

  The present invention relates to the use of a compound which inhibits the activity of MKK4 as a medicament for the treatment of a patient suffering from an impaired liver function, to the use of a compound as a medicament for the treatment of liver failure, including acute/fulminant or chronic liver failure and/or for increasing the regeneration of liver tissue in a patient.

  本发明涉及一种抑制 MKK4 活性的化合物作为治疗肝功能受损患者的药物的用途，涉及一种化合物作为治疗肝衰竭（包括急性/严重或慢性肝衰竭）和/或增加患者肝组织再生的药物的用途。
• Synthesis and antitumor activity of 4-cyclohexyl/aryl-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones
  作者：Mashooq Ahmad Bhat、Mohamed A. Al-Omar、Ahmed M. Naglah、Mohamed M. Abdulla、Hoong-Kun Fun

  DOI：10.1007/s00044-014-1216-5

  日期：2015.4

  The reaction of 2-isonicotinoyl-N-cyclohexyl/arylhydrazinecarbothioamide (2a-r) with sodium hydroxide, in each case, a single product was obtained. The structures of the compounds were confirmed on the basis of their elemental analysis and spectral data. The single crystal X-ray analysis confirmed the structure of these products as N-4-cyclohexyl/aryl-5-(pyridine-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones (3a-r). The in vitro antitumor activity of compounds was screened against three cell lines; BEL-7402, HUH-7 and HepG2 human hepatoma using MTT assay. Sorafenib (50 A mu M) was used as a positive control. The results of the MTT-dye reduction assay indicated that most of the compounds exert potent cytotoxic/antiproliferative effect in a time and dose-dependent manner via induced apoptosis of HepG2 cells. Results also showed that the tested compounds could significantly enhance the activity of caspase-3 which plays a very important role as the central effecter during apoptosis. The effect of different substitutions on the aromatic portion on the activity was found to be in the following order CH3 > OCH3 > I > SO2NH2 > OC2H5 > C2H5 > NO2 > Cl > CH3CONH.
• ZHANG, ZIYI;YANG, KEXIN;ZENG, FULI, CHEM. J. CHIN. UNIV., 9,(1988) N 3, 239-245
  作者：ZHANG, ZIYI、YANG, KEXIN、ZENG, FULI

  DOI：——

  日期：——
• MEDICAMENT FOR LIVER REGENERATION AND FOR TREATMENT OF LIVER FAILURE
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2694652B1

  公开（公告）日：2017-02-01
• CULTIVATED HEPATOCYTE FOR BLOOD PURIFICATION
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP3192870B1

  公开（公告）日：2018-10-17