Dipropylcyclopentylxanthine

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Dipropylcyclopentylxanthine
Skeletal formula of dipropylcyclopentylxanthine
Space-filling model of the dipropylcyclopentylxanthine molecule
Systematic (IUPAC) name
8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione
Clinical data
Legal status
  • Uncontrolled
Identifiers
CAS Number 102146-07-6 N
ATC code none
PubChem CID: 1329
IUPHAR/BPS 386
ChemSpider 1289 YesY
ChEBI CHEBI:73282 N
ChEMBL CHEMBL183 YesY
Chemical data
Formula C16H24N4O2
Molecular mass 304.386 g/mol
  • C3CCCC3c(nc2c1=O)nc2n(CCC)c(=O)n1CCC
  • InChI=1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18) YesY
  • Key:FFBDFADSZUINTG-UHFFFAOYSA-N YesY
Physical data
Melting point 191 to 194 °C (376 to 381 °F)
 NYesY (what is this?)  (verify)

8-Cyclopentyl-1,3-dipropylxanthine (DPCPX, PD-116,948) is a drug which acts as a potent and selective antagonist for the adenosine A1 receptor.[1][2] It has high selectivity for A1 over other adenosine receptor subtypes, but as with other xanthine derivatives DPCPX also acts as a phosphodiesterase inhibitor, and is almost as potent as rolipram at inhibiting PDE4.[3] It has been used to study the function of the adenosine A1 receptor in animals,[4][5] which has been found to be involved in several important functions such as regulation of breathing[6] and activity in various regions of the brain,[7][8] and DPCPX has also been shown to produce behavioural effects such as increasing the hallucinogen-appropriate responding produced by the 5-HT2A agonist DOI,[9] and the dopamine release induced by MDMA,[10] as well as having interactions with a range of anticonvulsant drugs.[11][12]

See also

References

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