Chemistry:8-Phenyltheophylline

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Short description: Chemical compound
8-Phenyltheophylline
Skeletal formula of 8-phenyltheophylline
Ball-and-stick model of the 8-phenyltheophylline molecule
Clinical data
ATC code
  • None
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC13H12N4O2
Molar mass256.265 g·mol−1
3D model (JSmol)
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8-Phenyltheophylline (8-phenyl-1,3-dimethylxanthine, 8-PT) is a drug derived from the xanthine family which acts as a potent and selective antagonist for the adenosine receptors A1 and A2A, but unlike other xanthine derivatives has virtually no activity as a phosphodiesterase inhibitor.[1][2][3] It has stimulant effects in animals with similar potency to caffeine.[4] Coincidentally 8-phenyltheophylline has also been found to be a potent and selective inhibitor of the liver enzyme CYP1A2 which makes it likely to cause interactions with other drugs which are normally metabolised by CYP1A2.[5]

See also

References

  1. "New derivatives of methyl-xanthines: effect of thiocaffeine thiotheophylline and 8-phenyltheophylline on lipolysis and on phosphodiesterase activities". Pharmacological Research Communications 15 (2): 131–43. February 1983. doi:10.1016/s0031-6989(83)80055-1. PMID 6844374. 
  2. "Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants". The European Respiratory Journal 8 (4): 637–42. April 1995. doi:10.1183/09031936.95.08040637. PMID 7664866. 
  3. "Respiratory effects of xanthines and adenosine analogs in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics 254 (3): 786–91. September 1990. PMID 2395111. 
  4. "Psychomotor stimulant effects of methylxanthines in squirrel monkeys: relation to adenosine antagonism". Psychopharmacology 95 (1): 19–24. 1988. doi:10.1007/bf00212759. PMID 3133696. 
  5. "Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline". Xenobiotica; the Fate of Foreign Compounds in Biological Systems 31 (3): 135–51. March 2001. doi:10.1080/00498250110043292. PMID 11465391.