1264296-30-1

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Used in Manufacturing Industry:
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Used in Agriculture:
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Chemicals are used as active ingredients in pharmaceuticals, diagnostic tools, and medical devices.
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It is crucial to handle and use chemicals safely and in accordance with regulations to minimize potential health and environmental risks.

Upstream product

• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 2338-75-2 4-(Trifluoromethyl)phenylacetonitrile 
• 1780-72-9 4-bromo-5-methyl-1H-pyrazol-3-amine 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 1264296-29-8 (Z)-3-(dimethylamino)-2-(4-(trifluoromethyl)phenyl)but-2-enenitrile 

Downstream Products

• 1263940-78-8 ethyl 3-(3-fluorophenyl)-2-methyl-2-(2-methyl-3-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)propanoate 
• 1264296-70-9 ethyl 2-(2-(bromomethyl)-3-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)-3-(3-fluorophenyl)-2-methylpropanoate 
• 1264296-71-0 ethyl 3-(3-fluorophenyl)-2-(2-(formyloxymethyl)-3-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)-2-methylpropanoate 
• 1264295-82-0 ethyl 3-(3-fluorophenyl)-2-(2-(hydroxymethyl)-3-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-yl)-2-methylpropanoate 
• 1221128-78-4 2,6-dimethyl-4,7-dihydro-3-(4-(trifluoromethyl)phenyl)-5-(6-(trifluoromethyl)pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-7-one 

Relevant academic research and scientific papers

Pyrazolopyrimidines as Potent Stimulators for Transient Receptor Potential Canonical 3/6/7 Channels

Transient receptor potential canonical 3/6/7 (TRPC3/6/7) are highly homologous receptor-operated nonselective cation channels. Despite their physiological significance, very few selective and potent agonists are available for functional examination of these channels. Using a cell-based high throughput screening approach, a lead compound with the pyrazolopyrimidine skeleton was identified as a TRPC6 agonist. Synthetic schemes for the lead and its analogues were established, and structural-activity relationship studies were carried out. A series of potent and direct agonists of TRPC3/6/7 channels were identified, and among them, 4m-4p have a potency order of TRPC3 > C7 > C6, with 4n being the most potent with an EC50 of 20 nM on TRPC3. Importantly, these compounds exhibited no stimulatory activity on related TRP channels. The potent and selective compounds described here should be suitable for evaluation of the roles of TRPC channels in the physiology and pathogenesis of diseases, including glomerulosclerosis and cancer.

The Suzuki-Miyaura Cross-Coupling Reaction of Halogenated Aminopyrazoles: Method Development, Scope, and Mechanism of Dehalogenation Side Reaction

The efficient Suzuki-Miyaura cross-coupling reaction of halogenated aminopyrazoles and their amides or ureas with a range of aryl, heteroaryl, and styryl boronic acids or esters has been developed. The method allowed incorporation of problematic substrates: aminopyrazoles bearing protected or unprotected pyrazole NH, as well as the free amino or N-amide group. Direct comparison of the chloro, bromo, and iodopyrazoles in the Suzuki-Miyaura reaction revealed that Br and Cl derivatives were superior to iodopyrazoles, as a result of reduced propensity to dehalogenation. Moreover, the mechanism and factors affecting the undesired dehalogenation side reaction were revealed.

Novel tricyclic pyrazolopyrimidines as potent and selective GPR119 agonists

Systematic SAR optimization of the GPR119 agonist lead 1, derived from an internal HTS campaign, led to compound 29. Compound 29 displays significantly improved in vitro activity and oral exposure, leading to GLP1 elevation in acutely dosed mice and reduc

COMPOUNDS AND COMPOSITIONS AS MODULATORS OF GPR119 ACTIVITY

The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of GPR119.