158120-50-4

Upstream product

• 158120-46-8 1-(4-chloro-phenyl)-5-methoxymethyl-1H-pyrazole-4-carboxylic acid methyl ester 
• 74530-59-9 tert-butyl 4-methoxy-3-oxobutanoate 
• 41051-15-4 4-methoxyacetoacetic acid methylester 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 127958-23-0 methyl 2-[(dimethylamino)methylene]-4-methoxy-3-oxobutanoate 

Downstream Products

• 1224103-55-2 3-(4-((1-(4-chlorophenyl)-1H-pyrazol-5-yl)methoxy)-2,3-dimethylphenyl)propanoic acid 
• 158120-58-2 [2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-acetonitrile 
• 158120-54-8 1-(4-Chloro-phenyl)-5-methoxymethyl-1H-pyrazole 

Relevant academic research and scientific papers

Discovery and optimization of pyrazole amides as antagonists of CCR1

A HTS screen for CCR1 antagonists afforded a novel sub-micromolar hit 5 containing a pyrazole core. In this report the design, optimization, and SAR of novel CCR1 antagonists based on a pyrazole core motif is presented. Optimization led to the advanced ca

Design, synthesis and SAR of a novel series of heterocyclic phenylpropanoic acids as GPR120 agonists

A novel series of 5-membered heterocycle-containing phenylpropanoic acid derivatives was discovered as potent GPR120 agonists with low clearance, high oral bioavailability and in vivo antidiabetic activity in rodents.

PYRAZOLE COMPOUNDS AS CCR1 ANTAGONISTS

Disclosed are compounds of the formula I which block the interaction of CCR1 and its ligands and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of CCR1 including autoimmune diseases, such as rheumatoid arthritis and multiple sclerosis. Also disclosed are pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

1-Aryl-1H-pyrazole-5-acetic acids with antiinflammatory, analgesic and other activities

Reaction of methyl 4-methoxy-2-dimethylaminomethylene-3-oxobutanoate with arylhydrazines gave methyl 1-aryl-5-(methoxymethyl)-1H-pyrazole-4- carboxylates 1 in high yields. Esters 1 were hydrolyzed to the relative carboxylic acids, which were converted by heating to 1-aryl-5- (methoxymethyl)-1H-pyrazoles 3 in good yields. Reaction of 3 with hydrobromic acid afforded the intermediate 1-aryl-5-(bromomethyl)-1H-pyrazoles, which were converted with potassium cyanide to 1-aryl-1H-pyrazole-5-acetonitriles, whose hydrolysis gave the required 1-aryl-1H-pyrazole-5-acetic acids. Some acids 5 showed a strong antiinflammatory and analgesic activity in rats and mice, respectively, as well as moderate antipyretic and in vito platelet antiaggregating effects.