357639-22-6

Basic information

• Product Name: 2-(2-(4-bromobenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole
• Synonyms: 2-(2-(4-bromobenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole
• CAS NO: 357639-22-6
• Molecular Weight: 437.157
• Mol File: 357639-22-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(2-(4-bromobenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-(4-bromobenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole(357639-22-6)
• EPA Substance Registry System: 2-(2-(4-bromobenzylidene)hydrazinyl)-4-(4-bromophenyl)thiazole(357639-22-6)

Safety Data

• Hazardous Substances Data: 357639-22-6(Hazardous Substances Data)

Upstream product

• 36449-43-1 2-(4-bromobenzylidene)hydrazine carbothioamide 
• 99-73-0 para-bromophenacyl bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 1629144-28-0 2-phenoxy-4-(4-bromophenyl)thiazole 
• 4871-22-1 4-(4-bromophenyl)-2-hydrazinyl-1,3-thiazole 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 1120350-76-6 1-(p-bromophenyl)-3-thiosemicarbazide 
• 99-90-1 para-bromoacetophenone 

Relevant articles and documents

Microwave-assisted synthesis and biological evaluation of new thiazolylhydrazone derivatives as tyrosinase inhibitors and antioxidants

In this work, we have synthesized a series of 2-thiazolylhydrazone derivatives (1–27) and investigated their biological activities as tyrosinase inhibitors and antioxidants. Some compounds showed potent tyrosinase inhibitory activities and 4-(2-(2-(1-(4-Aminophenyl)ethylidene)-hydrazinyl)thiazol-4-yl) phenol (26) showed more potent inhibitory effect than the standard tyrosinase inhibitor kojic acid (IC50: 9.8 μM vs. 23.6 μM). Compounds 2, 14, and 26 exhibited high antioxidant activities in 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The structure–activity relationship (SAR) indicated that the substitutions of bromine, hydroxyl group, and amino groups cause great effect to the inhibition effect against tyrosinase. The mechanism and kinetic studies demonstrated that the inhibitory effect of compound 26 on the tyrosinase by acting as the reversible and uncompetitive inhibitor. Docking studies suggests that compound 26 interacts strongly with mushroom tyrosinase via hydrogen bonding.

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