7781-29-5

Usage

Uses

Used in Pharmaceutical Research and Development:
2-AMINO-4-PHENYLAMINO-6-METHYLPYRIMIDINE is used as a key intermediate in the synthesis of potential drug candidates due to its unique structure and properties. It is being studied for its therapeutic potential in various diseases and conditions, contributing to the advancement of medicinal chemistry and drug discovery.

InChI:InChI=1/C11H12N4/c1-8-7-10(15-11(12)13-8)14-9-5-3-2-4-6-9/h2-7H,1H3,(H3,12,13,14,15)

Upstream product

• 593-85-1 diguanidine carbonate 
• 10374-66-0 3-oxo-N-phenylbutanethioamide 
• 3977-29-5 2-amino-6-methylpyrimidin-4-ol 
• 5424-21-5 2,4-dichloro-6-methylpyrimidine 

Downstream Products

• 57084-42-1 4-anilino-1,6-dimethyl-1H-pyrimidin-2-one 
• 6633-70-1 5-bromo-N⁴-(4-bromo-phenyl)-6-methyl-pyrimidine-2,4-diamine 
• 7781-30-8 5-bromo-6-methyl-N⁴-phenyl-pyrimidine-2,4-diamine 

Relevant academic research and scientific papers

Structure-based design, synthesis and evaluation of 2,4-diaminopyrimidine derivatives as novel caspase-1 inhibitors

Interleukin-1β converting enzyme contributes in various inflammatory and autoimmune diseases by maturing pro-inflammatory cytokines IL-1β, IL-18 and IL-33. Therefore, inhibition caspase-1 may provide a potential therapeutic strategy for the treatment of chronic inflammatory diseases. Here we have reported structure-based design, synthesis and biological evaluation of 2,4-diaminopyrimidine derivatives (6a-6w) as potential caspase-1 inhibitors. Six compounds 6m, 6n, 6o, 6p, 6q and 6r showed significant enzymatic inhibition with IC5 0 ranging from 0.022 to 0.078 μM. These compounds also displayed excellent cellular potency at sub-micromolar concentration. Moreover, molecular docking studies provided the useful binding insights specific for caspase-1 inhibition. All these results indicated that compounds 6m, 6n and 6o could be potential leads for the development of newer caspase-1 inhibitors as anti-inflammatory agents.

Reaction of N-aryl-3-oxobutanethioamides with bis(guanidinium) carbonate

Reactions of N-aryl-3-oxobutanethioamides with bis(guanidinium) carbonate lead to the formation of N-aryl-3-guanidinobut-2-enethioamides, 4-arylamino-6-methylpyrimidin-2-amines, guanidinium acetate, and arylamines, depending on the temperature conditions.