1357307-33-5

Basic information

• Product Name: N-phenyl-2-[4-(4-fluorophenoxy)benzylidene]hydrazine-1-carbothioamide
• Synonyms: N-phenyl-2-[4-(4-fluorophenoxy)benzylidene]hydrazine-1-carbothioamide
• CAS NO: 1357307-33-5
• Molecular Weight: 365.431
• Mol File: 1357307-33-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-phenyl-2-[4-(4-fluorophenoxy)benzylidene]hydrazine-1-carbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-2-[4-(4-fluorophenoxy)benzylidene]hydrazine-1-carbothioamide(1357307-33-5)
• EPA Substance Registry System: N-phenyl-2-[4-(4-fluorophenoxy)benzylidene]hydrazine-1-carbothioamide(1357307-33-5)

Safety Data

• Hazardous Substances Data: 1357307-33-5(Hazardous Substances Data)

Upstream product

• 371-41-5 4-Fluorophenol 
• 459-57-4 4-fluorobenzaldehyde 
• 62-53-3 aniline 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 137736-06-2 4-(4-fluorophenoxy)benzaldehyde 
• 103-72-0 phenyl isothiocyanate 

Relevant articles and documents

Synthesis and biological evaluation of new thiosemicarbazone derivative schiff bases as monoamine oxidase inhibitory agents

Twenty-six novel thiosemicarbazone derivative B1–B26 were synthesized via condensation reactions between the corresponding thiosemicarbazides and aldehydes. The chemical characterization of the compounds was carried out by infrared (IR), mass (MS), proton and carbon nuclear magnetic resonance (1H- and 13C-NMR) spectroscopic analyses. The compounds were investigated for their monoamine oxidase A (MAO-A) and monoamine oxidase B (MAO-B) inhibitory activity and most of them were more potent against MAO-A enzyme when compared with MAO-B enzyme. N-Cyclohexyl-2-[4-[(4-chlorophenyl)thio]benzylidene]hydrazine-1-carbothioamide (B24) was the most active compound against MAO-A. The enzyme kinetics study revealed that compound B24 has a reversible and competitive mode of binding. Interaction modes between compound B24 and MAO-A were clarified by docking studies. In addition, the favourable absorption, distribution, metabolism, and excretion (ADME) properties and non-toxic nature of compound B24 make this compound a promising MAO-A inhibitor.

Design, synthesis and anticonvulsant evaluation of novel N-(4-substituted phenyl)-2-[4-(substituted) benzylidene]-hydrazinecarbothio amides

Thirty six new N-(4-substituted phenyl)-2-[4-(substituted) benzylidene]-hydrazinecarbothioamides were synthesized and evaluated for anticonvulsant activity and neurotoxicity. The anticonvulsant activity was established in three seizure models i.e. MES, scMET and 6 Hz model. The most active compound was 2-[4-(4-chlorophenoxy)benzylidene]-N-(4-fluorophenyl) hydrazinecarbothioamide PC 31 which showed 100% protection at 0.5 h in the 6 Hz test. Compound 2-[4-(4-bromophenoxy) benzylidene]-N-(4-bromophenyl) hydrazinecarbothioamide PC 23 was found to be active in both the MES and 6 Hz test. A computational study was carried out from calculation of a pharmacophore pattern and the prediction of pharmacokinetic properties. Titled compounds have also exhibited good binding properties with epilepsy molecular targets such as glutamate, GABA (A) delta and GABA (A) alpha-1 receptors, in the Lamarckian genetic algorithm based on flexible docking studies.