114798-39-9

Usage

Chemical structure

1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chlorois a complex organic molecule that consists of an imidazole ring, a carboxyphenyl group, a butyl group, and a chloro group.

Imidazole ring

The imidazole ring is a key structural feature of 1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chloro-, which is known for its various biological properties and potential therapeutic applications.

Carboxyphenyl group

The presence of the carboxyphenyl group suggests potential pharmaceutical or medicinal uses for 1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chloro-.

Chloro group

The chloro group indicates potential for modifications and activities at various biological targets.

Butyl group

The butyl group indicates potential lipid solubility and may play a role in the compound's ability to penetrate cellular membranes.

Biological activity

The unique structure of 1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chloro- makes it a promising candidate for further research and development in the field of medicinal chemistry.

Potential therapeutic applications

Due to its various structural features, 1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chloro- has potential therapeutic applications in the field of medicine.

Modifications

The presence of the chloro group suggests that 1H-Imidazole-5-acetic acid, 2-butyl-1-[(4-carboxyphenyl)methyl]-4-chloro- can be modified for various activities and uses.

Cellular penetration

The butyl group may play a role in the compound's ability to penetrate cellular membranes, which is an important factor in its potential therapeutic applications.

Upstream product

• 17201-43-3 4-cyanobenzyl bromide 
• 114799-90-5 2-n-butyl-4-chloro-1-<(4-cyanophenyl)methyl>-5-(hydroxymethyl)imidazole 
• 79047-41-9 2-n-butyl-4-chloro-5-hydroxymethylimidazole 
• 114771-97-0 4-(2-Butyl-4-chloro-5-chloromethyl-imidazol-1-ylmethyl)-benzonitrile 
• 114799-95-0 2-n-butyl-4-chloro-5-(cyanomethyl)-1-<(4-cyanophenyl)methyl>imidazole 

Relevant academic research and scientific papers

ANGIOTENSIN II RECEPTOR BLOCKING IMIDAZOLES

Substituted imidazoles such as STR1 are useful as angiotensin II blockers. These compounds have activity in treating hypertension and congestive heart failure.

Treatment of congestive heart failure with angiotensin 11 receptor blocking imidazoles

Substituted imidazoles such as STR1 are useful as angiotensin II blockers. These compounds have activity in treating hypertension and congestive heart failure.

The Discovery of Potent Nonpeptide Angiotensin II Receptor Antagonists: A New Class of Potent Antihypertensives

A new class of potent antihypertensives has been discovered that exert their effect through blockade of the angiotensin II (AII) receptor.Most AII antagonists reported so far are peptide mimics of the endogenous vasoconstrictor octapeptide angiotensin II.The compounds of this paper are nonpeptides and therefore constitute a new class of potent AII receptor antagonists.Based on the overlap of a conformation of AII with literature lead 3, a hypothesis was developed suggesting the need for an additional acidic functionality to increase the lead's potency.The substitution of an additional carboxylic acid resulted in a 10-fold increase in binding affinity observed for diacid 4.The binding affinities for subsequent compounds were eventually increased 1000-fold over that of the literature leads through a systematic SAR study.Thus the AII receptor binding affinity 50 (μM)> of 15 μM for literature lead 1, for example, was increased to 0.018 and 0.012 μM for compounds 33 and 53.A structure-affinity relationship has been found requiring the presence of four key elements for good activity: (1) an additional phenyl ring at the N-benzyl para position of the benzylimidazole nucleus, (2) an acidic functionality at the ortho position of the terminal aromatic ring, (3) a lipophilic side chain at the imidazole 2-position of three to five carbon atoms in length, and (4) a group at the imidazole 5-position capable of hydrogen bonding.The synthesis as well as the pharmacological activity of the compounds in this new series of AII receptor antagonists are presented.