6775-40-2

Usage

Uses

Used in Pharmaceutical Synthesis:
5-PHENYL-1H-IMIDAZOL-2-AMINE is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and reactivity. Its presence in the molecular framework of target compounds can contribute to enhanced biological activity and therapeutic efficacy.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 5-PHENYL-1H-IMIDAZOL-2-AMINE is utilized as a starting material for the development of novel drugs. Its potential pharmacological properties are being investigated for the treatment of a range of diseases, highlighting its importance in drug discovery and design.
Used in Organic Compounds Synthesis:
Beyond its pharmaceutical applications, 5-PHENYL-1H-IMIDAZOL-2-AMINE is also employed in the synthesis of various organic compounds. Its versatile chemical properties allow it to be a valuable component in the creation of specialty chemicals and materials with specific applications in different industries.
Used in Drug Discovery Research:
5-PHENYL-1H-IMIDAZOL-2-AMINE plays a crucial role in drug discovery research, where it is explored for its potential to contribute to the development of new therapeutic agents. Its unique structural features make it an attractive candidate for the design of innovative drug molecules with improved pharmacokinetic and pharmacodynamic profiles.

Upstream product

• 15764-47-3 2-phenylimidazo(1,2-a)pyrimidine 
• 70-11-1 α-bromoacetophenone 
• 160041-64-5 N-<4(5)-Phenyl-1H-imidazol-2-yl>acetamide 
• 5699-40-1 monoacetylguanidine 
• 5699-40-1 acetylguanidine 

Downstream Products

• 1245236-87-6 C₂₁H₁₇Cl₂N₃O₂ 
• 1345732-12-8 (E)-N-(4-phenyl-1H-imidazol-2-yl)cinnamamide 
• 1345732-21-9 4'-phenyl-N-(4-phenyl-1H-imidazol-2-yl)-1'H-pyrrole-3'-carboxamide 
• 1345732-30-0 4',5'-dihydro-4'-phenyl-N-(4-phenyl-1H-imidazol-2-yl)-1'H-pyrazole-3'-carboxamide 
• 1345732-39-9 4'-phenyl-N-(4-phenyl-1H-imidazol-2-yl)-1'H-pyrazole-3'-carboxamide 
• 1616983-94-8 3'-(4-phenyl-1H-imidazol-2-ylamino)-5'-phenyl-4',5'-dihydropyrazole-1'-carbothioamide 
• 1616984-03-2 3'-(4-phenyl-1H-imidazol-2-ylamino)-5'-phenyl-1'H-pyrazole-1'-carbothioamide 
• 1616984-12-3 5'-phenyl-N-(4-phenyl-1H-imidazol-2-yl)-1'-(4-phenylthiazol-2-yl)-1'H-pyrazol-3'-amine 

Relevant academic research and scientific papers

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.

Keto-imidazoline-2-imine ligand [N,O] bidentate nickel and palladium complex as well as preparation method and application thereof

The invention relates to a keto-imidazoline-2-imine [N,O] bidentate nickel and palladium complex as well as a preparation method and application thereof. The preparation method comprises the followingsteps: reacting a keto-imidazoline-2-imine ligand with a hydrogen withdrawing reagent and a metal precursor in sequence to prepare a keto-imidazoline-2-imine [N,O] bidentate nickel and palladium complex; and the structural formula of the prepared complex is one of formulas shown in the specification. The complex and a cocatalyst form a catalyst composition, the complex or the catalyst compositionis used for catalyzing homopolymerization or copolymerization of olefin monomers, and the specific process is as follows: under the protection of nitrogen, firstly dissolving the complex or the catalyst composition in a solvent, then adding an olefin monomer, and conducting reacting for a period of time at a certain temperature and under a certain pressure to prepare the olefin polymer. The complex and the catalyst composition provided by the invention have relatively high catalytic activity, high tolerance to polar monomers and relatively low application cost.

Synthesis of carboxamide and sulfonyl carboxamide linked heterocycles under green conditions

Direct coupling of heteroaldehydes with heteroaryl amines / sulfonylamines is performed under green conditions using PEG-400 in the presence of oxidant CCl3CN/H2O2. The presence of electron withdrawing substituents on heteroaldehydes increased the yield. Further heteroaryl amines favor the reaction when compared with heteroaryl sulfonylamines.

Synthesis and analysis of 1-methyl-4-phenyl-1H-imidazol-2-amine

A practical synthetic route to an important pharmaceutical intermediate 1-methyl-4-phenyl-1H-imidazol-2-amine, via a three-step sequence involving cyclisation, hydrolysis and methylation, is reported. In the process of optimisation, a novel chemical entit

Fragment-Based Approach to Targeting Inosine-5′-monophosphate Dehydrogenase (IMPDH) from Mycobacterium tuberculosis

Tuberculosis (TB) remains a major cause of mortality worldwide, and improved treatments are needed to combat emergence of drug resistance. Inosine 5′-monophosphate dehydrogenase (IMPDH), a crucial enzyme required for de novo synthesis of guanine nucleotid

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.

Novel 1H-imidazol-2-amine derivatives as potent and orally active vascular adhesion protein-1 (VAP-1) inhibitors for diabetic macular edema treatment

Novel thiazole derivatives were synthesized and evaluated as vascular adhesion protein-1 (VAP-1) inhibitors. Although we previously identified a compound (2) with potent VAP-1 inhibitory activity in rats, the human activity was relatively weak. Here, to improve the human VAP-1 inhibitory activity of compound 2, we first evaluated the structure-activity relationships of guanidine bioisosteres as simple small molecules and identified a 1H-benzimidazol-2-amine (5) with potent activity compared to phenylguanidine (1). Based on the structure of compound 5, we synthesized a highly potent VAP-1 inhibitor (37b; human IC50 = 0.019 μM, rat IC50 = 0.0051 μM). Orally administered compound 37b also markedly inhibited ocular permeability in streptozotocin-induced diabetic rats after oral administration, suggesting it is a promising compound for the treatment of diabetic macular edema.

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