(E)-2-(3,4-dihydroxybenzylidene)hydrazinecarbothioamide | 22043-07-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-2-(3,4-dihydroxybenzylidene)hydrazinecarbothioamide
• 英文别名: (E)-2-(3,4-dihydroxybenzylidene)hydrazine-1-carbothioamide；3,4-dihydroxy-benzaldehyde-thiosemicarbazone；3,4-Dihydroxy-benzaldehyd-thiosemicarbazon；[[(E)-(3-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]amino]thiourea；[(E)-(3,4-dihydroxyphenyl)methylideneamino]thiourea
• CAS: 22043-07-8
• 化学式: C₈H₉N₃O₂S
• 分子量: 211.244
• InChiKey: WJUCYWPKZJPHEF-ONNFQVAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-(3,4-dihydroxybenzylidene)hydrazinecarbothioamide 在 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以60%的产率得到4-(5-氨基-1,3,4-噻二唑-2-基)-1,2-苯二酚
  参考文献：
  名称：

  El-Gendy; Abel-Rahman; Fawzy, Journal of the Indian Chemical Society, 1990, vol. 67, # 11, p. 927 - 929

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基硫脲 、 3,4-二羟基苯甲醛 以 乙醇 为溶剂， 反应 5.0h， 以43.2%的产率得到(E)-2-(3,4-dihydroxybenzylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  A facile Al(iii)-specific fluorescence probe and its application in biological systems

  摘要：

  开发了一种用于Al(iii)的简便荧光探针，并应用于生物系统。

  DOI：

  10.1039/c6ra17623b

文献信息

• Aryl thiosemicarbazones for the treatment of trypanosomatidic infections
  作者：Pasquale Linciano、Carolina B. Moraes、Laura M. Alcantara、Caio H. Franco、Bruno Pascoalino、Lucio H. Freitas-Junior、Sara Macedo、Nuno Santarem、Anabela Cordeiro-da-Silva、Sheraz Gul、Gesa Witt、Maria Kuzikov、Bernhard Ellinger、Stefania Ferrari、Rosaria Luciani、Antonio Quotadamo、Luca Costantino、Maria Paola Costi

  DOI：10.1016/j.ejmech.2018.01.043

  日期：2018.2

  interesting activity against the same organisms. The compounds were particularly effective against T. brucei and T. cruzi. Among the 28 synthesized compounds, the best one was (E)-2-(4-((3.4-dichlorobenzyl)oxy)benzylidene) hydrazinecarbothioamide (A14) yielding a comparable anti-parasitic activity against the three parasitic species (TbEC50 = 2.31 μM, LiEC50 = 6.14 μM, TcEC50 = 1.31 μM) and a Selectivity Index

  基于显示出抗锥虫病活性的噻二唑衍生物库，我们已经考虑了噻二唑的开放形式和反应中间体硫代半脲类化合物，作为针对布鲁氏锥虫（Tb），婴儿利什曼原虫（Li）和克氏锥虫（Tc）。相似的化合物已经显示出对相同生物的有趣活性。该化合物对T. brucei和T. cruzi特别有效。在这28种合成的化合物中，最好的一种是（E）-2-（4-（（3.4-二氯苄基）氧基）亚苄基）肼基甲硫代酰胺（A14）针对三种寄生物（Tb EC 50  = 2.31μM，Li EC 50  = 6.14μM，Tc EC 50  = 1.31μM ）产生可比的抗寄生虫活性，并且相对于人类巨噬细胞的选择性指数高于10，因此显示泛抗锥虫病活动。（E）-2-（（（3'.4'-二甲氧基-[1.1'-联苯] -3-基]甲基）甲基）肼基甲硫代酰胺（A12）和（E）-2-（4-（（3.4-二氯苄基）氧基）苯亚甲基）肼硫代甲酰胺（A14）在组
• Synthesis, in vitro evaluation and molecular docking studies of thiazole derivatives as new inhibitors of α-glucosidase
  作者：Fazal Rahim、Hayat Ullah、Muhammad Tariq Javid、Abdul Wadood、Muhammad Taha、Muhammad Ashraf、Ayesha Shaukat、Muhammad Junaid、Shafqat Hussain、Wajid Rehman、Rashad Mehmood、Muhammad Sajid、Muhammad Naseem Khan、Khalid Mohammed Khan

  DOI：10.1016/j.bioorg.2015.06.006

  日期：2015.10

  A series of thiazole derivatives 1-21 were prepared, characterized by EI-MS and H-1 NMR and evaluated for alpha-glucosidase inhibitory potential. All twenty one derivatives showed good alpha-glucosidase inhibitory activity with IC50 value ranging between 18.23 +/- 0.03 and 424.41 +/- 0.94 mu M when compared with the standard acarbose (IC50, 38.25 +/- 0.12 mu M). Compound (8) (IC50, 18.23 +/- 0.03 mu M) and compound (7) (IC50 = 36.75 +/- 0.05 mu M) exhibited outstanding inhibitory potential much better than the standard acarbose (IC50, 38.25 +/- 0.12 mu M). All other analogs also showed good to moderate enzyme inhibition. Molecular docking studies were carried out in order to find the binding affinity of thiazole derivatives with enzyme. Studies showed these thiazole analogs as a new class of a-glucosidase inhibitors. (C) 2015 Elsevier Inc. All rights reserved.
• Erdogan; Safak; Ertan, Journal of the Indian Chemical Society, 1989, vol. 66, # 1, p. 45 - 47
  作者：Erdogan、Safak、Ertan、Yulug

  DOI：——

  日期：——
• EL-GENDY, Z.;ABDEL-RAHMAN, R. M.;FAWZY, M. M.;MAHMOUD, M. B., J. INDIAN CHEM. SOC., 67,(1990) N1, C. 927-929
  作者：EL-GENDY, Z.、ABDEL-RAHMAN, R. M.、FAWZY, M. M.、MAHMOUD, M. B.

  DOI：——

  日期：——
• SCREENING METHODS FOR AMYLOID BETA MODULATORS
  申请人：Slon-Usakiewicz Jacek

  公开号：US20110028719A1

  公开（公告）日：2011-02-03

  The present invention relates to methods for screening, identifying, and/or quantifying modulators of amyloid and/or aggregates, fibrils or components thereof, in particular modulators of amyloid β-peptide (Aβ) or Aβ fibrils. Aspects of the invention provide methods for screening putative modulators against an Amyloid target, in particular an Aβ target, so as to determine which modulators bind to or interact with the target, or interfere with the interaction of an indicator agent and the target. Particular aspects of the invention employ mass spectrometric methods for the screening of an Amyloid target against compound libraries, in particular mixtures of compounds or combinatorial libraries.