2948-92-7

Usage

Uses

Used in Medicinal Chemistry Research:
2-(PYRROLIDIN-1-YLMETHYL)-1H-BENZIMIDAZOLE is used as a key intermediate in the synthesis of complex organic molecules for medicinal chemistry. Its presence in the molecular structure can influence the pharmacological properties of the resulting compounds, potentially enhancing their efficacy and selectivity as therapeutic agents.
Used in Drug Discovery:
In the pharmaceutical industry, 2-(PYRROLIDIN-1-YLMETHYL)-1H-BENZIMIDAZOLE is utilized as a starting material for the development of new drug candidates. Its structure has demonstrated potential activity in treating certain diseases and conditions, making it a valuable component in the creation of innovative therapeutics.
Used in the Synthesis of Bioactive Compounds:
2-(PYRROLIDIN-1-YLMETHYL)-1H-BENZIMIDAZOLE is employed as a precursor in the synthesis of bioactive compounds with potential applications in medicine. The pyrrolidin-1-ylmethyl side chain may confer specific binding affinities or other functional characteristics that are beneficial for the treatment of various health conditions.
Overall, 2-(PYRROLIDIN-1-YLMETHYL)-1H-BENZIMIDAZOLE is an important chemical entity in the realm of medicinal chemistry and drug discovery, playing a crucial role in the advancement of novel therapeutic agents.

Upstream product

• 123-75-1 pyrrolidine 
• 4857-04-9 2-chloromethyl-1H-benzimidazole 
• 15784-37-9 2-methyl-1-(phenylsulfonyl)-1H-benzo[d]imidazole 
• 4856-97-7 2-(Hydroxymethyl)benzimidazole 
• 95-54-5 1,2-diamino-benzene 
• 57159-81-6 2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 54600-29-2 1-((trimethylsilyl)methyl)pyrrolidine 
• 134469-07-1 Benzimidazol-2-thiol 
• 7152-24-1 2-methylsulfanylbenzimidazole 

Downstream Products

• 442-52-4 clemizole 
• 14357-71-2 1-benzyl-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole 
• 14357-42-7 1-benzyl-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride 

Relevant academic research and scientific papers

Synthesis and Pharmacological Activity of C(2)-Substituted Benzimidazoles

Series of new compounds containing 2-pyrrolidinomethyl and 2-piperazinomethyl groups and 2-morpholino and 2-morpholinoethylamine substituents were synthesized. The antiglycation activities of 2-(morpholin-4-yl)-1-(propen-2-en-1-yl)-1H-benzimidazole and 2-(morpholin-4-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole were comparable to that of aminoguanidine. Some compounds exhibited moderate antiserotonin, anti-angiotensin, antioxidant, and dipeptidyl peptidase-4 (DPP-4) inhibitory effects.

Metal-Free Aminomethylation of Aromatic Sulfones Promoted by Eosin Y

A metal-free α-aminomethylation of heteroaryls promoted by eosin Y under green light irradiation is reported. A large variety of α-trimethylsilylamines as precursor of α-aminomethyl radical species were engaged to functionalize sulfonyl-heteroaryls following a Homolytic Aromatic Substitution (HAS) pathway. This method has provided a range of α-aminoheteroaryl compounds including a functionalized natural product. The mechanism of this late-stage functionalization of aryls was investigated and suggests the formation of a sulfonyl radical intermediate over a reductive quenching cycle.

METHODS AND COMPOSITIONS FOR TREATING EPILEPSY

Provided, inter alia, are methods and compositions for treating epilepsy. In one aspect, provided herein is a method of selecting a compound for treating epilepsy, said method includes, contacting a test compound with 5-hydroxytryptamine-2B receptor (5-HT2B), and measuring the 5-HT2B agonistic activity of the test compound. In another aspect, provided herein is a method of treating an epilepsy in a subject in need thereof. The method includes administering to said subject an effective amount of a 5-HT2B specific receptor agonist.

Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement

A Beckmann-type rearrangement of o-hydroxy and o-aminoaryl N-H ketimines has been developed to prepare benzoxazoles and N-Ts benzimidazoles, respectively. The ketimine derivatives were easily prepared by condensation of ammonia with the corresponding ketones and (diacetoxyiodo)benzene was found to act as an efficient oxidant to trigger the [1,2]-aryl migration towards the formation of the desired heterocycles. Depending on the substitution pattern, the results revealed another mechanistic pathway through which benzisoxazoles or 1H-indazoles could be formed. The Beckmann-type rearrangement strategy was applied to the synthesis of benzimidazole-containing biorelevant targets such as chlormidazole and clemizole.

Selective inhibition of heme oxygenase-2 activity by analogs of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole): Exploration of the effects of substituents at the N-1 position

Several analogs based on the lead structure of 1-(4-chlorobenzyl)-2- (pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole) were synthesized and evaluated as novel inhibitors of heme oxygenase (HO). Many of the compounds were found to be potent and highly s