54001-36-4

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-1-[2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOL-5-YL]-1-ETHANONE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of novel drug molecules with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-1-[2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOL-5-YL]-1-ETHANONE serves as an essential component in the creation of new agrochemicals, potentially enhancing crop protection and yield through innovative chemical solutions.
Used in Research and Development:
2-BROMO-1-[2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOL-5-YL]-1-ETHANONE is utilized in research and development, particularly in medicinal chemistry, for exploring its chemical properties and potential applications in the discovery of new compounds with beneficial effects.

InChI:InChI=1/C12H9BrClNOS/c1-7-11(10(16)6-13)17-12(15-7)8-2-4-9(14)5-3-8/h2-5H,6H2,1H3

Upstream product

• 1694-29-7 3-chloropentane-2,4-dione 
• 123-54-6 acetylacetone 
• 54001-12-6 ethyl 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylate 
• 54001-22-8 5-chlorocarbonyl-2-(4-chlorophenyl)-4-methylthiazole 
• 2521-24-6 4-chlorothiobenzamide 
• 3043-28-5 3-bromopentane-2,4-dione 
• 54001-29-5 1-[2-(4-chloro-phenyl)-4-methyl-thiazol-5-yl]-2-diazo-ethanone 
• 54001-07-9 1-(4-methyl-2-(4'-chlorophenyl)thiazole-5-yl)ethane-1-one 
• 54001-17-1 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylic acid 

Downstream Products

• 61108-34-7 2'-(4-chloro-phenyl)-2-(4-methoxy-phenyl)-4'-methyl-[4,5']bithiazolyl 
• 61108-54-1 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-m-tolyl-amine 
• 61108-55-2 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-p-tolyl-amine 
• 61108-53-0 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-o-tolyl-amine 
• 61108-51-8 (3-chloro-phenyl)-[2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-amine 
• 61108-32-5 2-(4-chlorophenyl)-4-methyl-5-(2-phenylthiazol-4-yl)thiazole 
• 61108-33-6 2-(4-chlorophenyl)-5-(2-(4-chlorophenyl)thiazol-4-yl)-4-methylthiazole 
• 61108-50-7 (2-chloro-phenyl)-[2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-amine 
• 61108-57-4 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-(3-methoxy-phenyl)-amine 
• 61108-56-3 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-(2-methoxy-phenyl)-amine 
• 61108-49-4 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-phenyl-amine 
• 61108-52-9 (4-chloro-phenyl)-[2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-amine 

Relevant academic research and scientific papers

Novel cyanothiouracil and cyanothiocytosine derivatives as concentration-dependent selective inhibitors of U87MG glioblastomas: Adenosine receptor binding and potent PDE4 inhibition

Thiouracil and thiocytosine are important heterocyclic pharmacophores having pharmacological diversity. Antitumor and antiviral activity is commonly associated with thiouracil and thiocytosine derivatives, which are well known fragments for adenosine receptor affinity with many associated pharmacological properties. In this respect, 33 novel compounds have been synthesized in two groups: 24 thiouracil derivatives (4a-x) and 9 thiocytosine derivatives (5a-i). Antitumor activity of all the compounds was determined in the U87 MG glioblastoma cell line. Compound 5e showed an anti-proliferative IC50 of 1.56 μM, which is slightly higher activity than cisplatin (1.67 μM). The 11 most active compounds showed no signficant binding to adenosine A1, A2A or A2B receptors at 1 μM. Brain tumors express high amounts of phosphodiesterases. Compounds were tested for PDE4 inhibition, and 5e and 5f showed the best potency (5e: 3.42 μM; 5f: 0.97 μM). Remakably, those compounds were also the most active against U87MG. However, the compounds lacked a cytotoxic effect on the HEK293 healthy cell line, which encourages further investigation.

Synthesis and antimicrobial evaluation of new thiazolyl-1,2,3-triazolyl-alcohol derivatives

A new series of 1-(4-methyl-2-aryl-1,3-thiazol-5-yl)-2-(4-aryl-1,2,3-triazol-1-yl)ethanol (6a-t) have been synthesized by a click reaction of 2-azido-1-(4-methyl-2-phenylthiazol-5-yl)ethanone (3a-e) with substituted ethynylbenzene (4a-c) followed by reduc

Synthesis, Characterization, and Antimicrobial Screening of 4″-methyl-2,2″-diaryl-4,2′:4′,5″-terthiazole Derivatives

A series of novel 4″-methyl-2,2″-diaryl-4,2′:4′,5″-terthiazole (8a-p) derivatives has been synthesized and screened for antibacterial activity against four pathogenic bacteria, Escherichia coli, Pseudomonas flurescence, Staphylococcus aureus, and Bacillus subtilis. Among them, compounds 8a and 8j exhibited excellent antibacterial activity with minimum inhibitory concentration range of 1.0 to 5.3?μg/mL and compounds 8m and 8p exhibited moderate to good antibacterial activity with minimum inhibitory concentration range of 16.9 to 29.7?μg/mL against all tested strains. All the synthesized compounds were screened for their in vitro antifungal activity against Cocinida candida. Most of the compounds reported moderate antifungal activity. This study provides valuable directions to our ongoing endeavor of rationally designing more potent antimicrobial agent.

Fused Heterocycles: Synthesis and Antitubercular Activity of Novel 6-Substituted-2-(4-methyl-2-substituted phenylthiazol-5-yl)H-imidazo[1,2-a]pyridine

(Chemical Equation Presented) A series of 6-substituted-2-(4-methyl-2-substituted phenylthiazol-5-yl)H-imidazo[1,2-a]pyridine derivatives 4a-4l is described. The antitubercular activity of the synthesized compounds was determined against Mycobacterium smegmatis MC2 155 strain. From the activity result, it was found that the phenyl or 4-fluorophenyl group at 2 position of thiazole nucleus and bromo substituent at 6 position of imidazo[1,2-a]pyridine showed good antitubercular activity.

Synthesis and biological screening of 2′-aryl/benzyl-2-aryl-4-methyl-4′,5-bithiazolyls as possible anti-tubercular and antimicrobial agents

A series of 2′-aryl/benzyl-2-aryl-4-methyl-4′,5-bithiazolyl derivatives, 25-64 were synthesized and evaluated for inhibitory activity against Mycobacterium smegmatis MC2 155 strain and antimicrobial activities against four pathogenic bacteria Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Proteus vulgaris. Among them, compounds 40, 49, 50, and 54 exhibited moderate to good inhibition on the growth of the bacteria Mycobacterium smegmatis at the concentration of 30 μM. Compounds 26, 40, 44, 54 and 56 exhibited moderate to good antibacterial activity. Compound 5-(2′-(4-fluorobenzyl)thiazol-4′-yl)-2-(4-fluorophenyl)-4-methyl-thiazole (54) exhibited both antitubercular as well as antimicrobial activity against all tested strains.

Synthesis and antimicrobial activities of new 1,4-benzothiazines possessing thiazolyl/imidazolyl moieties

3-[4′-Methyl-2′-(4″-substituted-phenyl) thiazol-5′-yl]-1,4-benzothiazine hydrobromides (3A) and 3-[1′-(4″-substituted-phenyl)-2′-mercapto-4′ -imidazol-5′-yl]-1,4-benzothiazine hydrobromides (3B) were synthesized. 5-Acyl-4-methylthiazoles (1A) and 5-acyl-2-mercapto-4-methylimidazoles (1B) were brominated using phenyltrimethylammonium tribromide as selective brominating agent to obtain the corresponding bromoacyl products 2A and 2B. These bromoacyl products when cyclocondensed by refluxing with 2-aminobenzenethiol in alcohol yielded the title compounds 3A and 3B. They were screened against microorganisms.