CAS 75922-48-4

1,3-Diethyl-8-phenylxanthine

Description:

1,3-Diethyl-8-phenylxanthine, with the CAS number 75922-48-4, is a xanthine derivative that exhibits properties characteristic of both xanthines and phenyl compounds. This compound is primarily recognized for its role as a selective antagonist of adenosine receptors, particularly the A2A subtype, which makes it of interest in pharmacological research, especially in the context of neuroprotection and potential therapeutic applications in conditions like Parkinson's disease. Structurally, it features a xanthine core substituted at the 1 and 3 positions with ethyl groups and at the 8 position with a phenyl group, contributing to its unique biological activity. The compound is typically a solid at room temperature and is soluble in organic solvents, which facilitates its use in various laboratory settings. Its interactions with biological systems are influenced by its ability to modulate adenosine signaling pathways, making it a valuable compound for studying cellular processes and potential drug development. Safety and handling precautions should be observed, as with any chemical substance, due to its biological activity.

Formula: C₁₅H₁₆N₄O₂

InChI: InChI=1/C15H16N4O2/c1-3-18-13-11(14(20)19(4-2)15(18)21)16-12(17-13)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3,(H,16,17)

SMILES: CCn1c2c(c(=O)n(CC)c1=O)nc(c1ccccc1)[nH]2

Synonyms:

• Depx
• 1H-Purine-2,6-dione, 1,3-diethyl-3,7-dihydro-8-phenyl-
• 1,3-diethyl-8-phenyl-3,7-dihydro-1H-purine-2,6-dione

1,3-Diethyl-8-phenylxanthine

Controlled Product

CAS: 75922-48-4

Stability Store tightly sealed at RT; Store solutions at 4°C {several weeks)
Applications A selective A1 adenosine receptor antagonist. Binding activity: IC50 (nM): A1 =135, A2 = 5300. UV lmax (log e, MeOH): 237 nm (4.35), 309 nm (4.33).
References Proc. Natl. Acad. Sci. USA, 77, 5547 (1980); Proc. Natl. Acad. Sci. USA, 78, 3260 (1981)

Formula: C₁₅H₁₆N₄O₂

Color and Shape: Neat

Molecular weight: 284.31

Ref: TR-D444700

1,3-Diethyl-8-phenylxanthine

Controlled Product

CAS: 75922-48-4

1,3-Diethyl-8-phenylxanthine is a p2y receptor antagonist that inhibits bacterial growth by interfering with the energy metabolism of the cell. It is an analytical reagent that can be used to measure specific DNA sequences and has been shown to have genotoxic effects on cultured human cells. 1,3-Diethyl-8-phenylxanthine has also been shown to inhibit the growth of infectious bacteria such as staphylococcus aureus and Mycobacterium tuberculosis in vitro. This compound may be used as a potential biomarker for the identification of antimicrobial peptides that are active against Mycobacterium tuberculosis in humans.

Formula: C₁₅H₁₆N₄O₂

Purity: Min. 95%

Molecular weight: 284.31 g/mol

Ref: 3D-FD21820