210824-76-3

Usage

Imidazole ring

The compound contains a 5-membered imidazole ring, which is an aromatic heterocyclic ring with 2 nitrogen atoms.

5-Carboxaldehyde group

A carbonyl group (C=O) is attached to the imidazole ring at the 5-position, which gives the compound its aldehyde properties.

1-[(4-Bromophenyl)methyl] substituent

A bromine atom is attached to a phenyl ring, which is connected to the imidazole ring through a methylene group (-CH2-) at the 1-position.

4-Chloro group

A chlorine atom is attached to the imidazole ring at the 4-position.

2-Phenyl group

A phenyl ring is attached to the imidazole ring at the 2-position.

Bioisostere

The imidazole ring can serve as a bioisostere to other functional groups, which allows for the creation of structure-activity relationships in drug development.

Versatility

The various substituents on the compound can be manipulated for use in organic synthesis and medicinal chemistry.

Potential pharmaceutical application

The presence of a bromophenyl substituent and a chloro group gives 1H-Imidazole-5-carboxaldehyde, 1-[(4-bromophenyl)methyl]-4-chloro-2-phenyl- potential for application in the field of pharmaceuticals due to their association with bioactivity in drug molecules.

Upstream product

• 106-38-7 para-bromotoluene 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 60367-52-4 5-chloro-2-phenyl-3H-imidazole-4-carbaldehyde 

Downstream Products

• 210824-81-0 4'-(5-Acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonamide 
• 570424-32-7 3-[4-(4-chloro-5-formyl-2-phenyl-imidazol-1-ylmethyl)phenyl]-5-isobutylthiophene-2-(3-ethyl) sulfonylurea 
• 304462-30-4 3-[4-(4-chloro-5-formyl-2-phenyl-imidazol-1-ylmethyl)-phenyl]-5-isobutyl-thiophene-2-sulfonic acid amide 

Relevant academic research and scientific papers

14C-labeled and large-scale synthesis of the angiotensin-(1-7)-receptor agonist AVE 0991 by cross-coupling reactions.

The synthesis of (14)C-labeled AVE 0991 ((14)()C-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.

Five-membered heterocycles having biphenylsulfonyl substitution, with sulfonylcyanamide side chain, compositions containing them, and methods of using them

Five-membered heterocycles having biphenylsulfonyl substitution, process for their preparation, their use as a medicament or diagnostic, and medicament comprising them. Compounds of the formula I in which the symbols have the meanings indicated in the claims, have outstanding antiarrhythmic properties and exhibit a cardioprotective component. They can preventively inhibit or greatly decrease the pathophysiological processes in the formation of ischemically induced damage, in particular in the elicitation of ischemically induced cardiac arrhythmias. Moreover, they have a potent inhibitory action on the proliferation of cells.

1-(p-thienylbenzyl)imidazoles as agonists of angiotensin (1-7) receptors, processes for their preparation, their use, and pharmaceutical preparations comprising them

The invention relates to novel 1-(p-thienylbenzyl)imidazoles of formula (I) where the radicals R(1) to R(6), X, and Y have the meaning indicated in the description, which are potent agonists of angiotensin (1-7) receptors and owing to the production and r