1-formyl-4-methyl-3-thiosemicarbazide | 58064-52-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-formyl-4-methyl-3-thiosemicarbazide
• 英文别名: 1-formyl-4-methyl thiosemicarbazide；1-Formyl-4-methyl-thiosemicarbazid；N-(methylcarbamothioylamino)formamide
• CAS: 58064-52-1
• 化学式: C₃H₇N₃OS
• mdl: MFCD00154801
• 分子量: 133.174
• InChiKey: VEGDVPNETMEUAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-formyl-4-methyl-3-thiosemicarbazide 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 1.0h， 以58%的产率得到4-甲基-4H-3-巯基-1,2,4-三氮唑
  参考文献：
  名称：

  Khatale, Pravin N.; Shivkumar; Manikrao, Anil M., Indian Journal of Heterocyclic Chemistry, 2012, vol. 21, # 4, p. 349 - 354

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(Dimethoxymethylamino)-3-methylthiourea 在 lithium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 反应 17.0h， 以58%的产率得到1-formyl-4-methyl-3-thiosemicarbazide
  参考文献：
  名称：

  WO2008/61306

  摘要：

  公开号：

文献信息

• Pulvermacher, Chemische Berichte, 1894, vol. 27, p. 623
  作者：Pulvermacher

  DOI：——

  日期：——
• Structure-activity relationships of triazole-benzodioxine inhibitors of cathepsin X
  作者：Urša Pečar Fonović、Damijan Knez、Martina Hrast、Nace Zidar、Matic Proj、Stanislav Gobec、Janko Kos

  DOI：10.1016/j.ejmech.2020.112218

  日期：2020.5

  Cathepsin X is a cysteine carboxypeptidase that is involved in various physiological and pathological processes. In particular, highly elevated expression and activity of cathepsin X has been observed in cancers and neurodegenerative diseases. Previously, we identified compound Z9 (1-(2,3-dihydrobenzo [b][1,4]dioxin-6-yl)-2-((4-isopropyl-4H-1,2,4-triazol-3-yl)thio)ethan-1-one) as a potent and specific reversible cathepsin X inhibitor. Here, we have explored the effects of chemical variations to Z9 of either benzodioxine or triazol moieties, and the importance of the central ketomethylenethio linker. The ketomethylenethio linker was crucial for cathepsin X inhibition, whereas changes of the triazole heterocycle did not alter the inhibitory potencies to a greater extent. Replacement of benzodioxine moiety with substituted benzenes reduced cathepsin X inhibition. Overall, several synthesized compounds showed similar or improved inhibitory potencies against cathepsin X compared to Z9, with IC50 values of 7.1 mu M-13.6 mu M. Additionally, 25 inhibited prostate cancer cell migration by 21%, which is under the control of cathepsin X. (c) 2020 Published by Elsevier Masson SAS.
• Kroeger,C.-F. et al., Justus Liebigs Annalen der Chemie, 1961, vol. 643, p. 128 - 135
  作者：Kroeger,C.-F. et al.

  DOI：——

  日期：——
• El Hajji; El Ammari; Mattern, Journal de Chimie Physique et de Physico-Chimie Biologique, 1998, vol. 95, # 9, p. 2102 - 2108
  作者：El Hajji、El Ammari、Mattern、Benarafa、Saidi Idrissi

  DOI：——

  日期：——
• Freund, Chemische Berichte, 1896, vol. 29, p. 2489
  作者：Freund

  DOI：——

  日期：——