57327-93-2

Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazole, 4,5-dihydro-2-(2-methylphenyl)is used as a building block for the synthesis of various pharmaceuticals. It contributes to the development of new drugs due to its unique chemical structure and potential biological and pharmacological activities.
Used in Agrochemical Industry:
1H-Imidazole, 4,5-dihydro-2-(2-methylphenyl)is also used as a building block for the synthesis of agrochemicals. Its properties make it suitable for the development of new compounds for agricultural applications.
Used in Organic Compounds Synthesis:
1H-Imidazole, 4,5-dihydro-2-(2-methylphenyl)is used as a component in the synthesis of other organic compounds. Its versatile structure allows it to be incorporated into a wide range of chemical reactions.
Used as an Anti-Inflammatory Agent:
1H-Imidazole, 4,5-dihydro-2-(2-methylphenyl)has been studied for its potential as an anti-inflammatory agent. Its properties may help in reducing inflammation and related symptoms.
Used as an Anti-Fungal Agent:
1H-Imidazole, 4,5-dihydro-2-(2-methylphenyl)has also been studied for its potential as an anti-fungal agent. It may be effective in treating fungal infections and preventing their growth.

Upstream product

• 529-19-1 2-Methylbenzonitrile 
• 107-15-3 ethylenediamine 
• 118-90-1 ortho-methylbenzoic acid 
• 529-20-4 2-methylphenyl aldehyde 
• 615-37-2 ortho-methylphenyl iodide 
• 119072-55-8 tert-butylisonitrile 

Downstream Products

• 60099-38-9 5-(thien-2-yl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol 
• 60099-37-8 5-pyridin-4-yl-2,3,5,6-tetrahydro-imidazo[2,1-a]isoquinolin-5-ol - 
• 56882-48-5 5-(3,4-methylenedioxyphenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol 
• 83634-04-2 5-Benzyl-2,3,5,6-tetrahydro-imidazo[2,1-a]isoquinolin-5-ol 
• 56882-45-2 5-phenyl-2,3,5,6-tetrahydroimidazo<2,1-a>isoquinolin-5-ol 
• 56882-46-3 5-(p-tolyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol 
• 83634-07-5 2-(4,5-dihydro-1H-imidazol-2-yl)-α,α-diphenylbenzeneethanol 
• 56882-50-9 5-(2-chlorophenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol 
• 83634-06-4 6-(p-chlorobenzoyl)-5-(p-chlorophenyl)-2,3-dihydroimidazo<2,1-a>isoquinoline 
• 56882-42-9 5-(4-chloro-phenyl)-2,3,5,6-tetrahydro-imidazo[2,1-a]isoquinolin-5-ol 
• 84774-99-2 5-(2-Fluoro-phenyl)-2,3,5,6-tetrahydro-imidazo[2,1-a]isoquinolin-5-ol 
• 56882-43-0 5-(m-fluorophenyl)-2,3-5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol 
• 56882-44-1 5-(m-trifluoromethylphenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinoline-5-ol 
• 84775-00-8 5-(3-Chloro-phenyl)-2,3,5,6-tetrahydro-imidazo[2,1-a]isoquinolin-5-ol 

Relevant academic research and scientific papers

Benzamidine derivatives, preparation methods and applications

The present invention discloses benzamidine derivatives, preparation methods and applications. Benzamidine derivatives involved include benzamidine derivatives containing 1,2,4-triazole methyl and non-heterocyclically substituted benzamidine derivatives.

Palladium-catalyzed multicomponent synthesis of 2-aryl-2-imidazolines from aryl halides and diamines

An efficient palladium-catalyzed three-component reaction that combines aryl halides, isocyanides, and diamines provides access to 2-aryl-2-imidazolines in yields up to 96%. Through variation of the diamine component, the reaction can be extended to the s

Effect of ortho-substituents on the stereochemistry of 2-(o-substituted phenyl)-1H-imidazoline-palladium complexes

Palladium complexes composed of [Pd(Ln)2Cl2] (n = 1, 2, 3, 4, 6), [L5a]2[PdCl4] and [Pd(L5b)2], where L1 = 4,5-dihydro-2-phenyl-1H-imidazole (=2-phenyl-1H-imidazoline), L2 = 2-(o-fluorophenyl)-1H-imidazoline, L3 = 2-(o-methylphenyl)-1H-imidazoline, L4 = 2-(o-tert-butylphenyl)-1H-imidazoline, L5a = 2-(o-hydroxyphenyl)-1H- imidazolinium, L5b = 2-(1H-imidazolin-2-yl)phenolate, and L6 = 2-(o-methylphenyl)-1H-imidazole, were synthesized. Molecular structures of the isolated palladium complexes were characterized by single crystal X-ray diffraction analysis. The effect of ortho-substituents on the phenyl ring on trans-chlorine geometry was noted for complexes [Pd(L1)2Cl 2] 1a and 1b, [Pd(L2)2Cl2] 2 and [Pd(L6) 2Cl2] 6, whereas cis-chlorine geometry was observed for [Pd(L3)2Cl2] 3 and [Pd(L4)2Cl2] 4. PdCl2 reacts with 2-(o-hydroxyphenyl)-1H-imidazoline in DMF to give [L5a]+ and [L5b]- so that [L5a]2[PdCl 4] 5a and [Pd(L5b)2] 5b were obtained. In complex 5b, as an N,O-bidentate ligand, two ligands L5b coordinated with the central Pd(II) ion in the trans-form. The coordination of PdCl2 with 2-(o-hydroxyphenyl)-1H-imidazolines in solution was investigated by NMR spectroscopy. Palladium complexes composed of [Pd(Ln)2Cl2] (n = 1, 2, 3, 4, 6), [L5a]2[PdCl4] and [Pd(L5b)2], where L1 = 4,5-dihydro-2-phenyl-1H-imidazole (= 2-phenyl-1H-imidazoline), L2 = 2-(o-fluorophenyl)-1H-imidazoline, L3 = 2-(o-methylphenyl)-1H-imidazoline, L4 = 2-(o-tert-butylphenyl)-1H-imidazoline, L5a = 2-(o-hydroxyphenyl)-1H-imidazolinium, L5b = 2-(1H-imidazolin-2-yl) phenolate, and L6 = 2-(o-methylphenyl)-1H-imidazole, were synthesized and characterized by single crystal X-ray diffractometry.

One-pot synthesis of imidazolines from aldehydes: detailed study about solvents and substrates

Imidazolines were prepared in one-pot operation from aldehydes and diamines through oxidation of aminal intermediates by NBS. This method could be applied to various aromatic and aliphatic aldehydes and N-nonsubstituted and N-monosubstituted 1,2-diamines. Furthermore, it was found that CH2Cl2 could be altered to TBME, a more environmentally friendly solvent, in the reaction using N-nonsubstituted 1,2-diamines. The reaction conditions were very mild and chemoselective.

A convenient synthesis of oxazolines and imidazolines from aromatic aldehydes with pyridinium hydrobromide perbromide in water

Various 2-oxazolines were prepared from aromatic aldehydes and 2-aminoethanol with pyridinium hydrobromide perbromide in water at room temperature. 2-Imidazolines were also obtained in good yields from aromatic aldehydes and ethylenediamine under the same reaction conditions. Georg Thieme Verlag Stuttgart.

Zeolite-catalyzed simple synthesis of different heterocyclic rings, part 2

A simple and environmentally friendly synthesis was developed for the preparation of 2-arylimidazoline derivatives and 2-arylbenzoxazole derivatives using a small pore size zeolite. The similar reaction was not applicable to the preparation of the sulfur-containing analogs cysteamine or 2-aminothiophenol, probably because of a disadvantageous reaction between the zeolite and the thio compound.

Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands

Several series of 2-aryl or heterocyclic-imidazoline compounds have been prepared and evaluated in vitro as imidazoline sites (I1 and I2) and α-adrenergic (α1 and α2) receptor ligands. Their pKi values indicate that linkage of the imidazoline moiety at the 2-position with an aromatic substituent dramatically decreases α-adrenergic affinity. I1 sites are more accessible by phenyl imidazolines substituted by a methyl or a methoxy group at the ortho or meta position. Indeed, 2-(2′-methoxyphenyl)-imidazoline (17) is one of the best I1 ligands ever reported (pKi=8.53 and I1/I2>3388). On the other hand, I2 selectivity increases in the presence of a methyl group in the para position. The original compound, 2-(3′-fluoro-4′-tolyl)-imidazoline (31) is a new potent ligand for the I2 sites with high selectivity (pKi=8.53 and I2/I1>3388). Copyright

New one-step synthesis of 2-aryl-1H-imidazoles: Dehydrogenation of 2-aryl-δ2-imidazolines with dimethylsulfoxide

A new one-step method for the preparation of 2-aryl-1Himidazoles 3, based on the DMSO dehydrogenation of 2-aryl-Δ2-imidazolines, is described. A comparative study between DMSO and 10% Pd/C, the best known catalyst employed in this transformation, has also been developed. Both protocols were carried out at 120 °C for 48 hours.