60472-16-4

Usage

InChI:InChI=1/C10H11N3/c1-7-2-4-8(5-3-7)9-6-12-10(11)13-9/h2-6H,1H3,(H3,11,12,13)

Upstream product

• 56921-83-6 2-(4-methylphenyl)imidazo[1,2-a]pyrimidine 
• 619-41-0 4-(bromoacetyl)toluene 
• 5699-40-1 acetylguanidine 
• 5699-40-1 monoacetylguanidine 

Downstream Products

• 1616983-95-9 3'-(4-(4-methylphenyl)-1H-imidazol-2-ylamino)-5'-(4-methylphenyl)-4',5'-dihydropyrazole-1'-carbothioamide 
• 1616984-04-3 3'-(4-(4-methylphenyl)-1H-imidazol-2-ylamino)-5'-(4-methylphenyl)-1'H-pyrazole-1'-carbothioamide 
• 1616984-13-4 5'-(4-methylphenyl)-N-(4-(4-methylphenyl)-1H-imidazol-2-yl)-1'-(4-(4-methylphenyl)thiazol-2-yl)-1'H-pyrazol-3'-amine 
• 1616983-86-8 C₂₀H₁₉N₃O 
• 1590443-82-5 1,1-dioxo-4-(4-p-tolyl-1H-imidazol-2-yl)thiomorpholine-3,5-dione 
• 1590443-73-4 4-(4-p-tolyl-1H-imidazol-2-yl)thiomorpholine-3,5-dione 
• 1449518-21-1 2-((2-amino-5-(p-tolyl)-1H-imidazol-4-yl)(4-bromophenyl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enone 
• 1449518-19-7 2-((2-amino-5-(p-tolyl)-1H-imidazol-4-yl)(4-methoxyphenyl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enone 
• 1449518-18-6 2-((2-amino-5-(p-tolyl)-1H-imidazol-4-yl)(p-tolyl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enone 
• 1449518-22-2 2-((2-amino-5-(p-tolyl)-1H-imidazol-4-yl)(phenyl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enone 

Relevant academic research and scientific papers

Synthesis, Molecular Properties Prediction and Antimicrobial Activity of Imidazolyl Schiff Bases, Triazoles and Azetidinones

Benzylidenehydrazinyl imidazoles (3) are prepared from 2-hydrazinyl imidazoles (2) on treatment with hydrazine. The imine functionality in 3 is utilized to develop 5′-aryl-N-(4-aryl-1H-imidazol-2-yl)-1H-1,2,3-triazol-1-amines (5) by 1,3-dipolar cycloaddition of diazomethane followed by aromatization with I2 in DMSO. Compounds 3 are also explored to prepare 4′-aryl-1-(4-aryl-1H-imidazol-2-ylamino)-3-chloroazetidin-2-ones (6) on treatment with chloroacetyl chloride. The Molinspiration calculations predicted that 3, 5 and 6 have molecular hydrophobicity, conformational flexibility, good intestinal absorption and bioactivity scores. The chloro, bromo and nitro substituted imidazolyl azetidinones (6c, 6d, 6f) and nitro substituted imidazolyl triazole (5f) exhibited excellent antibacterial activity on B. subtilis, whereas chloro and nitro substituted imidazolyl triazoles (5c, 5f) showed prominent antifungal activity on A. niger.

Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides

A library of bis(azolyl)sulfonamidoacetamides was prepared by the reaction of azolylsulfonylamines with azolylchloroacetamides in the presence of pyridine/4-(dimethylamino)pyridine (DMAP) under ultrasonication. The reaction proceeded well with DMAP, resulting in a higher yield of the products. The antimicrobial activity of the compounds indicated that N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl)amino}-2-oxoethyl)sulfamoyl]-4-phenylthiazol-2-yl}benzamide (22a), N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl]amino}-2-oxoethyl)sulfamoyl]-4-(4-chlorophenyl)thiazol-2-yl}benzamide (22c), and N-{5-[N-(2-{[4-(4-chloro-1H-pyrrol-2-yl)-1H-imidazol-2-yl]amino}-2-oxoethyl)sulfamoyl]-4-(4-chloro-phenyl)-1H-imidazol-2-yl}benzamide (24c) exhibited a low minimal inhibitory concentration (MIC) against Bacillus subtilis, equal to the standard drug, chloramphenicol. Compounds 22c and 24c also showed low MICs against Aspergillus niger, equal to the standard drug, ketoconazole. The molecular properties of the synthesized molecules were studied to identify druglikeness properties of the target compounds. On the basis of molecular properties prediction, 19a, 19b, 20b, 20c, 21a–c, 22b, 22c, and 23a–c can be treated as drug candidates.

Synthesis, Characterization, and Antioxidant Activity of a New Class of Amido linked Azolyl Thiophenes

A new class of amido linked azolyl thiophenes was prepared from the synthetic intermediates azolyl amines and 5-chlorothiophene-2-carbonyl chloride adopting conventional and ultrasonication methodologies. It was observed that the reaction took place in shorter reaction times with higher yields under ultrasonication. The structures of the synthesized compounds were characterized by spectral parameters and also tested for antioxidant activity. Among all the tested compounds, methoxy substituted oxazolyl thiophene carboxamide (8c) displayed promising antioxidant activity. Besides, the electron donating groups on the phenyl ring enhanced the antioxidant activity when compared with the electron withdrawing groups.

Synthesis and Antimicrobial Activity of Azolyl Pyrimidines

A new class of azolyl pyrimidines linked by diamino sulfone moiety was prepared and studied their antimicrobial activity. Chloro-substituted and nitro-substituted thiazolyl pyrimidines (9c and 9e) showed excellent antibacterial activity against Bacillus subtilis, while imidazolyl pyrimidines (10c and 10e) exhibited promising antifungal activity against Aspergillus niger.

Synthesis, antimicrobial, and anti-inflammatory activities of acetamido pyrrolyl azoles

The acetamido pyrrolyl oxazoles/thiazoles/imidazoles were prepared and tested for their antimicrobial and anti-inflammatory activities. The nitro substituted acetamido pyrrolyl thiazole (11f) and pyrrolyl imidazole (12f) exhibited promising antibacterial activity against K. pneumoniae. The compound 12f showed good antifungal activity against P. chrysogenum. The methoxy acetamido pyrrolyl oxazole (10c) displayed potential anti-inflammatory activity.

Structure-activity relationship of 4(5)-aryl-2-amino-1 H -imidazoles, N 1-substituted 2-aminoimidazoles and imidazo[1,2- a ]pyrimidinium salts as inhibitors of biofilm formation by salmonella typhimurium and pseudomonas aeruginosa

A library of 112 4(5)-aryl-2-amino-1H-imidazoles, 4,5-diphenyl-2-amino-1H- imidazoles, and N1-substituted 4(5)-phenyl-2-aminoimidazoles was synthesized and tested for the antagonistic effect against biofilm formation by Salmonella Typhimurium and Pseudomo

Microwave-assisted synthesis of substituted 2-amino-1H-imidazoles from imidazo[1,2-a]pyrimidines

An efficient method for the synthesis of mono- and disubstituted 2-amino-1H-imidazoles via microwave-assisted hydrazinolysis of substituted imidazo[1,2-a]pyrimidines is reported. This protocol avoids strong acidic conditions and is superior to the classic