130277-38-2

Upstream product

• 368-39-8 triethyloxonium fluoroborate 
• 130404-30-7 (R)-N-(6-amino-1,2,3,4-tetrahydro-2,4-dioxo-1,3-dipropyl-5-pyrimidinyl)-α-methylbenzenepropanamide 
• 81250-34-2 1,3-dipropyl-5,6-diaminouracil 
• 14367-67-0 2-methyl-3-phenylpropionic acid 
• 130404-31-8 (S)-N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-methyl-3-phenyl-propionamide 
• 1009-67-2 2-methyl-3-phenylpropionic acid 

Downstream Products

• 130324-52-6 (R)-3,7-dihydro-8-(1-methyl-2-phenylethyl)-1,3-dipropyl-1H-purine-2,6-dione 
• 130324-53-7 (S)-3,7-dihydro-8-(1-methyl-2-phenylethyl)-1,3-dipropyl-1H-purine-2,6-dione 

Relevant academic research and scientific papers

Xanthines with C8 chiral substituents as potent and selective adenosine A1 antagonists.

Several 8-substituted 1,3-dipropylxanthines were synthesized, and their receptor binding affinities at adenosine A1 and A2 receptors were measured. When enantiomeric pairs of compounds were examined, the R enantiomers were significantly more potent than the corresponding S enantiomers. The most potent compound at the A1 receptor was (R)-3,7-dihydro-8-(1-methyl-2-phenylethyl)-1,3-dipropyl-1H-purine-2,6-di one (5a; MDL 102,503), whose Ki value at the A1 receptor was 6.9 nM. However, a more selective compound was (R)-3,7-dihydro-8-(1-phenylpropyl)-1,3-dipropyl-1H-purine-2,6-dione (5d; MDL 102,234), which had a Ki value of 23.2 nM at the A1 receptor and an A2/A1 ratio of 153.