116997-22-9

Usage

Structure

A ketone derivative with an imidazole ring and a 4-methylphenyl group

Type of compound

Chemical compound

Applications

Synthesis of pharmaceuticals and agrochemicals

Role in medicinal chemistry

Interacts with biological targets such as enzymes and receptors

Use in organic synthesis

Versatile building block for constructing complex molecular structures

Value

Valuable and versatile in the field of chemistry and life sciences

Upstream product

• 94-08-6 4-methylbenzoic acid ethyl ester 
• 23230-39-9 1-[(dimethylamino)methyl]-imidazole 
• 288-32-4 1H-imidazole 
• 874-60-2 4-methyl-benzoyl chloride 
• 397329-13-4 2-[hydroxy(4-methylphenyl)methyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide 

Downstream Products

• 397329-17-8 methyl 5-chloro-2-{(1E)-3-[2-(4-methylbenzoyl)-1H-imidazol-1-yl]prop-1-enyl}benzoate 
• 1214718-66-7 ethyl 8-p-tolylimidazo[1,2-a]pyridine-7-carboxylate 
• 1214718-67-8 ethyl 6-methyl-8-p-tolylimidazo[1,2-a]pyridine-7-carboxylate 
• 397329-16-7 (1-Allyl-1H-imidazol-2-yl)[4-(methyl)phenyl]methanone 

Relevant academic research and scientific papers

Synthesis and pharmacological evaluation of novel benzoylazole-based PPAR α/γ activators

In our search for new PPARα/γ agonists, we designed and synthesized a series of benzoylazole-based carboxylic acids. Compound 9 showed potent PPARγ partial agonistic activity with modest PPARα agonistic activity. The sodium salt of 9 (9Na) demonstrated po

Facile synthesis of imidazo[1,2-a]pyridines via tandem reaction

An efficient method for the synthesis of 5,6,7-trisubstituted imidazo[1,2-a]pyridines was developed. The products were obtained in good yields under mild conditions.

NOVEL HETEROARYL DERIVATIVE

A compound of the following formula (1), or its prodrug or pharmaceutically acceptable salt thereof, being useful as a diabetic medicine or preventive, or blood sugar regulator, or therapeutic agent for hyperlipemia, etc. (1) wherein: the ring Z is an optionally substituted heteroaryl, W4 is a single bond, lower alkylene, etc., Ar2 is an optionally substituted aryl, etc., W3 is a single bond, lower alkylene, etc., Ar1 is an optionally substituted arylene, etc., each of W1 and W2 is an optionally substituted lower alkylene, etc., and R1 is carboxyl, an alkoxycarbonyl, etc.

FIBROSIS INHIBITOR

Medicament being useful as a fibrosis inhibitor for organs or tissues, which comprises a compound of the formula (I): wherein Ring Z is optionally substituted pyrrole ring, etc.; W2 is -CO-, -SO2-, optionally substituted C1-C4 alkylene, etc.; Ar2 is optionally substituted aryl, etc.; W1 and Ar1 mean the following (1) and (2):(1) W1 is optionally substituted C1-C4 alkylene, etc.; Ar1 is optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms:(2) W1 is optionally substituted C2-C5 alkylene, optionally substituted C2-C5 alkenylene, etc.; and Ar1 is aryl or monocyclic heteroaryl, which is substituted by carboxyl, alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof.

Pyrrole derivatives

Pyrrole derivatives represented by the following formula: wherein Ring Z is an optionally substituted pyrrole ring, etc.; W2 is —CO—, —SO2—, an optionally substituted C1-C4 alkylene, etc.; Ar2 is an optionally substituted aryl, etc.; W2 and Ar1 mean the following (1) and (2): (1) W1 is an optionally substituted C1-C4 alkylene, etc.; Ar1 is an optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms: (2) W1 is an optionally substituted C2-C5 alkylene, an optionally substituted C2-C5 alkenylene, etc.; and Ar1 is an aryl or monocyclic heteroaryl, which are substituted by carboxyl, an alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof These compounds are useful as medicaments such as a fibrosis inhibitor for organs or tissues.

Synthesis of 2-Substituted Imidazoles and Benzimidazoles and of 3-Substituted Pyrazoles by Lithiation of N-(Dialkylamino)methyl Heterocycles

The lithiation of N-(dialkylamino)methyl (aminal) derivatives of imidazole, benzimidazole, and pyrazole (themselves readily available from parent heterocycles, formaldehyde, and a secondary amine) occurs smoothly at 2-, 2-, and 5-positions, respectively, upon treatment with n-butyllithium in ether or tetrahydrofuran.Reaction with electrophiles, and subsequent facile acid-catalyzed hydrolysis of the protecting group, provides 2-substituted imidazoles, 2-substituted benzimidazoles, and 3(5)-substituted pyrazoles in good overall yields.