7118-63-0

Usage

Uses

Used in Pharmaceutical Research:
1H-Benzimidazole, 5-chloro-2-(phenylmethyl)is utilized as a potential drug candidate in pharmaceutical research for its structural similarity to certain biologically active compounds, which may contribute to the development of new medications.
Used in Medicinal Development:
This chemical is employed as a precursor or building block in the synthesis of various therapeutic agents, potentially leading to the creation of antiviral, antibacterial, or antifungal medications.
Used in Material Science:
Given its unique chemical structure and potential reactivity, 1H-Benzimidazole, 5-chloro-2-(phenylmethyl)may also find applications in material science, where its properties could be harnessed for specific material properties or functions.
Used in Chemical Synthesis:
1H-Benzimidazole, 5-chloro-2-(phenylmethyl)may serve as an intermediate or reactant in chemical synthesis processes, where its reactivity and structural features could be exploited to produce a range of other chemical products.

Upstream product

• 7118-58-3 N-(p-chlorophenyl)phenylacetamidine 
• 6953-65-7 (5-chloro-1H-benzo [d]imidazol-2-yl)methanol 
• 71-43-2 benzene 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 1016503-51-7 C₁₄H₁₃ClN₂O 
• 5442-34-2 ethyl 2-phenylacetimidate hydrochloride 

Downstream Products

• 91709-07-8 N-<(2,4-dinitrophenyl)thio>-2-benzyl-5-chlorobenzimidazole 

Relevant academic research and scientific papers

Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br?nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.

Decarboxylative Coupling of α-Keto Acids with ortho-Phenylenediamines Promoted by an Electrochemical Method in Aqueous Media

An electrochemical method for the decarboxylative coupling of α-keto acids with ortho-phenylenediamines was developed. The reaction proceeded smoothly in aqueous solution under air and metal catalyst-free conditions to afford 2-substituted benzimidazoles in good yields. Benzothiazoles could also be synthesized by this protocol. (Figure presented.) .

Assembly of substituted 1H-benzimidazoles and 1,3-dihydrobenzimidazol-2- ones via CuI/L-proline catalyzed coupling of aqueous ammonia with 2-iodoacetanilides and 2-iodophenylcarbamates

(Chemical Equation Presented) CuI/L-proline catalyzed coupling of aqueous ammonia with 2-iodoacetanilides and 2-iodophenylcarbamates affords the aryl amination products at room temperature, which undergo in situ additive cyclization under acidic conditions or heating to give substituted 1H-benzimidazoles and 1,3-dihydrobenzimidazol-2-ones, respectively. A wide range of functional groups including ketone, nitro, iodo, bromo, and ester are tolerated under these reaction conditions, providing these heterocycles with great diversity.

Preparation and pharmacologic activity of 2-(4'R')benzyl-5R-benzimidazole. Analgesic activity and effect on conditioned avoidance response

Several derivatives of 2-benzylbenzimidazole (dibazole) bearing substituents on positions 5 and 4' were prepared and tested, together with dibazole, for their activity on the acquisition of a conditioned avoidance response and for analgesic activity. Chlorpromazine and acetylsalicylic acid were used as standards. Analgesic activity was found for all these compounds, most of which proved more active than A.S.A. As regards the acquisition of a C.A.R., the 5-chloroderivatives exhibit a strong inhibitory activity, that for compound (VIII) is equal to that of chloropromazine, while dibazole and the 5-trifluormethylderivatives stimulate the acquisition.

Syntheses of condensed imidazoles by lead tetraacetate oxidation of amidines

2-Phenylbenzimidazoles, 2-benzylbenzimidazoles, 2-phenyl-1H-naphtholimidazole, and 2-benzyl-1H-naphtholimidazole have been synthesized in excellent yields (77-98percent) by lead tetraacetate oxidation of suitable N-arylbenzimides, N-arylphenylacetamidines, N-α-naphthylbenzimidine, and N-α-naphthylphenylacetamidine respectively.The mechanism of nitrene insertation and intramolecular competitive nitrene insertation leading to these heterocycles has also been discussed.