8-Phenyltheophylline: Difference between revisions

| verifiedrevid = 426589897

| IUPAC_name = 8-phenyl-1,3-dimethyl-7''H''-purine-2,6-dione

| image = 8-Phenyltheophylline.png

| tradename =

| pregnancy_category =

| legal_status =

| routes_of_administration =

| bioavailability =

| metabolism =

| excretion =

| CAS_number = <!-- blanked - oldvalue: 961-45-5 -->

| ATC_prefix =

| ATC_suffix =

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| molecular_weight = 256.259 g/mol

| smiles = c3ccccc3-c(nc12)nc2n(C)c(=O)n(C)c1=O

| melting_point =

| melting_high =

'''8-Phenyltheophylline''' ('''8-Phenyl-1,3-dimethylxanthine''', '''8-PT''') is a [[drug]] derived from the [[xanthine]] family which acts as a [[potency (pharmacology)|potent]] and [[binding selectivity|selective]] [[receptor antagonist|antagonist]] for the [[adenosine receptor]]s [[Adenosine A1 receptor|A₁]] and [[Adenosine A2A receptor|A_2A]], but unlike other xanthine derivatives has virtually no activity as a [[phosphodiesterase inhibitor]].<ref name="pmid6844374">{{cite journal |author=Scotini E, Carpenedo F, Fassina G |title=New derivatives of methyl-xanthines: effect of thiocaffeine thiotheophylline and 8-phenyltheophylline on lipolysis and on phosphodiesterase activities |journal=Pharmacological Research Communications |volume=15 |issue=2 |pages=131–43 |year=1983 |month=February |pmid=6844374 |doi= |url=}}</ref><ref name="pmid7664866">{{cite journal |author=Rabe KF, Magnussen H, Dent G |title=Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants |journal=The European Respiratory Journal : Official Journal of the European Society for Clinical Respiratory Physiology |volume=8 |issue=4 |pages=637–42 |year=1995 |month=April |pmid=7664866 |doi= |url=}}</ref><ref name="pmid2395111">{{cite journal |author=Howell LL, Morse WH, Spealman RD |title=Respiratory effects of xanthines and adenosine analogs in rhesus monkeys |journal=The Journal of Pharmacology and Experimental Therapeutics |volume=254 |issue=3 |pages=786–91 |year=1990 |month=September |pmid=2395111 |doi= |url=}}</ref> It has [[stimulant]] effects in animals with similar potency to [[caffeine]].<ref name="pmid3133696">{{cite journal |author=Spealman RD |title=Psychomotor stimulant effects of methylxanthines in squirrel monkeys: relation to adenosine antagonism |journal=Psychopharmacology |volume=95 |issue=1 |pages=19–24 |year=1988 |pmid=3133696 |doi= |url=}}</ref> 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.<ref name="pmid11465391">{{cite journal |author=Murray S, Odupitan AO, Murray BP, Boobis AR, Edwards RJ |title=Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline |journal=Xenobiotica |volume=31 |issue=3 |pages=135–51 |year=2001 |month=March |pmid=11465391 |doi=10.1080/00498250110043292 |url=}}</ref>

{{Stimulants}}

[[Category:Adenosine antagonists]]

[[Category:Xanthines]]