8-Phenyltheophylline

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8-Phenyltheophylline
Skeletal formula of 8-phenyltheophylline
Ball-and-stick model of the 8-phenyltheophylline molecule
Systematic (IUPAC) name
8-phenyl-1,3-dimethyl-7H-purine-2,6-dione
Clinical data
Identifiers
961-45-5 N
PubChem CID 1922
ChemSpider 1846 YesY
ChEMBL CHEMBL62350 YesY
Chemical data
Formula C13H12N4O2
256.259 g/mol
 N (what is this?)  (verify)

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[edit]

References[edit]

  1. ^ Scotini E, Carpenedo F, Fassina G (February 1983). "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. doi:10.1016/s0031-6989(83)80055-1. PMID 6844374. 
  2. ^ Rabe KF, Magnussen H, Dent G (April 1995). "Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants". European Respiratory Journal 8 (4): 637–42. PMID 7664866. 
  3. ^ Howell LL, Morse WH, Spealman RD (September 1990). "Respiratory effects of xanthines and adenosine analogs in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics 254 (3): 786–91. PMID 2395111. 
  4. ^ Spealman RD (1988). "Psychomotor stimulant effects of methylxanthines in squirrel monkeys: relation to adenosine antagonism". Psychopharmacology 95 (1): 19–24. doi:10.1007/bf00212759. PMID 3133696. 
  5. ^ Murray S, Odupitan AO, Murray BP, Boobis AR, Edwards RJ (March 2001). "Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline". Xenobiotica 31 (3): 135–51. doi:10.1080/00498250110043292. PMID 11465391.