78559-89-4

Upstream product

• 4334-74-1 4-methoxybenzylidene thiosemicarbazone 
• 70-11-1 α-bromoacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 34176-52-8 2-hydrazino-4-phenylthiazole 
• 79-19-6 thiosemicarbazide 

Downstream Products

• 73008-51-2 N-acetyl-4-{2-[(4-methoxy-benzylidene)-hydrazino]-4-phenyl-thiazol-5-ylazo}-benzenesulfonamide 

Relevant academic research and scientific papers

2,4- and 2,5-disubstituted arylthiazoles: Rapid synthesis by C-H coupling and biological evaluation

Life-threatening infections caused by bacteria that have developed resistance to common antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA), have become a serious problem in hospitals and other areas all over the world. Thus, the development of an effective class of antibiotics against these bacteria is an urgent subject. Herein, we report a step-economical and diversity-oriented synthesis of a series of 2-arylidenehydrazinyl-4- arylthiazole and 2-arylidenehydrazinyl-5-arylthiazole analogues that utilizes C-H coupling methodologies. A library of 54 new congeners were synthesized and tested for their biological potential. Moreover, new knowledge regarding the structure-activity relationships (SARs) of these heterobiaryl compounds was collected. Copyright

Efficient one-pot three-component synthesis of N-(4-arylthiazol-2-yl) hydrazones in water under ultrasound irradiation

A highly efficient and facile one-pot three-component synthesis of N-(4-arylthiazol-2-yl) hydrazones was carried out in excellent yield without any catalyst in water under ultrasound irradiation.

Synthesis, antibacterial activity and quantum-chemical studies of novel 2-arylidenehydrazinyl-4-arylthiazole analogues

A new series of 2-arylidenehydrazinyl-4-arylthiazole derivatives (2a-k) was designed and synthesized through a rapid, simple, and efficient methodology in excellent isolated yield. These compounds were screened for in vitro antimicrobial activities against eight bacteria, e.g. Bacillus cereus, Staphylococcus aureus, Bacillus subtilis, Bacillus megaterium, Pseudomonas aeruginosa, Shigella dysenteriae, Salmonella typhi, Escherichia coli, and three fungi e.g. Aspergillus oryzae, Candida albicans, and Saccharomyces cerevis. The results indicate that some of the compounds exhibit strong antibacterial activity, depending on the bacterial strain, but show virtually no antifungal activity. The structure-antibacterial activity relationships were studied using some physicochemical and quantum-chemical parameters with the ab initio Hartree-Fock model at the RHF/6-31G level of theory. A good qualitative correlation between predicted lipophilic parameters and antibacterial activity has been found.

Selective inhibitory activity against MAO and molecular modeling studies of 2-thiazolylhydrazone derivatives

A series of 2-thiazolylhydrazone derivatives have been investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) selectively. All of the compounds showed high activity against both the MAO-A and the MAO-B isoforms with pKi values ranging between 5.92 and 8.14 for the MAO-A and between 4.69 and 9.09 for the MAO-B isoforms. Both the MAO-A and the MAO-B isoforms, deposited in the Protein Data Bank as model 2BXR and 1GOS, respectively, were considered in a computational study performed with docking techniques on the most active and MAO-B-selective inhibitor, 18.

Synthesis of thiazolo[2,3-c]-s-triazoles using poly[(4-diacetoxyiodo) styrene]

Arenecarbaldehyde-4-arylthiazol-2-ylhydrazones underwent ring closure with poly[(4-diacetoxyiodo)styrene] (PSDIB) to 3,5-diarylthiazolo[2,3-c]-s-triazoles in dichloromethane. Copyright Taylor & Francis, Inc.

An investigation of the biological effect of structural modifications of isothiosemicarbazones and their cyclic analogues

Several arylideneisothiosemicarbazones and arylidenehydrazothiazoles have been synthesised to obtain new antimicrobial agents. Their activity against both bacteria and fungi has been tested and some interesting informations about their biological activity

Hypervalent iodine in the synthesis of bridgehead heterocycles: A new synthesis of 3,5-diarylthiazolo[2,3-c]-S-triazoles

The synthesis of 3,5-diarylthiazolo[2,3-c]-s-triazoles (3a-f) has been accomplished by using a new method involving oxidation of arenecarbaldehyde-4-arylthiazol-2-ylhydrazones (2a-f) with iodobenzene diacetate (IBD) in dichloromethane by intramolecular cyclization in high yields.

Bromination of 4-Substituted Thiazolylhydrazones

4-Phenyl- and 4-methylthiazolylhydrazones were brominated in chloroform and acetic acid.The use of 1.5 equivalents of bromine led to the exclusive formation of the 5-halo derivatives.Effects of substituents on the thiazole ring and of the hydrazone fragme