114772-05-3

Upstream product

• 114772-04-2 methyl 2-n-butyl-4-chloro-1-<(4-nitrophenyl)methyl>imidazole-5-acetate 
• 114799-92-7 2-Butyl-4-chloro-1-[(4-nitrophenyl)methyl]-1H-imidazole-5-methanol 
• 114771-99-2 2-Butyl-4-chloro-5-(cyanomethyl]-l-[(4-nitrophenyl)-methyl]imidazole 
• 114772-03-1 EXP 9993 
• 79047-41-9 2-n-butyl-4-chloro-5-hydroxymethylimidazole 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 125665-56-7 2-Butyl-4-chloro-5-chloromethyl-1-(4-nitro-benzyl)-1H-imidazole 

Downstream Products

• 125685-31-6 (Z)-3-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenylcarbamoyl]-acrylic acid 
• 125665-26-1 N-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenyl]-succinamic acid 
• 125665-27-2 4-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenylcarbamoyl]-butyric acid 
• 125665-30-7 N-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenyl]-4-methyl-phthalamic acid 
• 114822-89-8 3-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenylcarbamoyl]-naphthalene-2-carboxylic acid 
• 114798-42-4 2'-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenylcarbamoyl]-biphenyl-2-carboxylic acid 
• 114798-54-8 methyl 2-n-butyl-4-chloro-1-<<4-(trifluoromethanesulfonamido)phenyl>methyl>imidazole-5-acetate 
• 148550-18-9 {2-Butyl-5-chloro-3-[4-(3-phenyl-propionylamino)-benzyl]-3H-imidazol-4-yl}-acetic acid methyl ester 
• 148549-88-6 {2-Butyl-5-chloro-3-[4-((S)-3-phenyl-2-pyrrol-1-yl-propionylamino)-benzyl]-3H-imidazol-4-yl}-acetic acid methyl ester 
• 148549-86-4 (2-Butyl-5-chloro-3-{4-[(S)-2-(2-methyl-pyrrol-1-yl)-3-phenyl-propionylamino]-benzyl}-3H-imidazol-4-yl)-acetic acid methyl ester 
• 148549-75-1 (S) Methyl 2-butyl-5-chloro-3-[[4-[[2-[2-(methoxycarbonyl)-1H-pyrrol-1-yl]-1-oxo-3-phenylpropyl] amino]phenyl]methyl]-3H-imidazole 4-acetate 
• 148549-84-2 1-{(S)-1-[4-(2-Butyl-4-chloro-5-methoxycarbonylmethyl-imidazol-1-ylmethyl)-phenylcarbamoyl]-2-phenyl-ethyl}-1H-pyrrole-3-carboxylic acid ethyl ester 
• 124749-72-0 2-Butyl-4-chloro-1-[4-((N-trifluoro methanesulfonyl)anthranilamido)benzyl]imidazole-5-acetic acid 

Relevant academic research and scientific papers

Nonpeptide angiotensin II receptor antagonists. 1. Synthesis and in vitro structure-activity relationships of 4[[[(1H-pyrrol-1- ylacetyl)amino]phenyl]methyl]imidazole derivatives as angiotensin II receptor antagonists

A novel series of non-biphenylyltetrazole angiotensin II receptor antagonists which contain a 1H-pyrrol-1-ylacetyl residue in place of the benzoyl residue in EXP 6803 have been developed. The receptor binding activity of several members of this new series

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.

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.