1211522-68-7

Usage

Uses

Used in Medicinal Chemistry:
4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine is used as a pharmaceutical intermediate for the development of new drugs. Its unique structure allows it to be a key component in the synthesis of various medicinal compounds, contributing to the advancement of pharmaceutical research and drug discovery.
Used in Organic Synthesis:
In the field of organic synthesis, 4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine serves as a valuable building block. It is employed in the creation of complex organic molecules, which can be further utilized in various chemical and industrial applications, such as the production of specialty chemicals, agrochemicals, or materials science.
Used in Research and Development:
4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine is also used in research and development settings, where it can be explored for its potential applications in various scientific fields. Its unique chemical properties make it an interesting subject for study, and it may lead to the discovery of new applications or insights in chemistry and related disciplines.

Upstream product

• 2942-50-9 3-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6-diol 
• 5453-07-6 5-amino-3-methyl-1H-pyrazole-4-carbonitrile 
• 5417-82-3 (1-ethoxyethylidene)malononitrile 

Downstream Products

• 1346447-98-0 2-((6-chloro-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-methylbenzamide 
• 1346447-99-1 2-((6-((2-methoxy-5-nitrophenyl)amino)-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-methylbenzamide 
• 1346448-00-7 2-((6-((5-amino-2-methoxyphenyl)amino)-3-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-methylbenzamide 

Relevant academic research and scientific papers

Pyrazolo[3,4-d]pyrimidine derivatives as irreversible Bruton's tyrosine kinase inhibitors

4,6-Disubstituted pyrazolo[3,4-d]pyrimidine derivatives were explored as irreversible Bruton's tyrosine kinase (BTK) inhibitors. The structure–activity relationship was established with over 20 derivatives synthesized to determine initial hit compounds, based on activities against BTK enzyme and TMD8 cells. It turns out that introducing 1-acrylamido-4-aminopiperdine (1b) at the C4 position of pyrazolopyrimidine as in 5e, and 3-acrylamido-aniline (1j) as 4-position substituent, such as in 9d, 10d, and 10e, delivered potent in vitro enzyme activities as well as TMD8 cell-based cytotoxicities. Considering kinase selectivity profiles, 5e was selected for in vivo efficacy studies with a murine xenograft model using TMD8 cells, where 5e exhibited moderate tumor growth inhibition activities. Further optimization of 5e and 9d may lead to clinically useful compounds to overcome B-cell-mediated hematologic cancers.

Fused-pyrimidine derivatives, preparation method thereof, and pharmaceutical composition for use in preventing or treating Bruton's tyrosine kinase activity related diseases containing the same as an active ingredient

The present invention relates to a conjugated pyrimidine derivative, a method for manufacturing the same, and a pharmaceutical composition for preventing or treating Bruton′s tyrosine kinase activity-related diseases containing the same as an active ingredient. The conjugated pyrimidine derivative according to the present invention is excellent in the ability to inhibit the activity of Bruton′s tyrosine kinase or TMD80, and thus can be usefully used for prevention or treatment of diseases related to Bruton′s tyrosine kinase activity, particularly cancer or autoimmune diseases.COPYRIGHT KIPO 2019