78559-89-4

Basic information

• Product Name: Benzaldehyde, 4-methoxy-, (4-phenyl-2-thiazolyl)hydrazone
• CAS NO: 78559-89-4
• Molecular Formula: C17H15N3OS
• Molecular Weight: 309.392
• Mol File: 78559-89-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methoxy-, (4-phenyl-2-thiazolyl)hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methoxy-, (4-phenyl-2-thiazolyl)hydrazone(78559-89-4)
• EPA Substance Registry System: Benzaldehyde, 4-methoxy-, (4-phenyl-2-thiazolyl)hydrazone(78559-89-4)

Safety Data

• Hazardous Substances Data: 78559-89-4(Hazardous Substances Data)

Upstream product

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

Downstream Products

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

Relevant articles and documents

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

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.

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.