Dipropylcyclopentylxanthine

Dipropylcyclopentylxanthine

Clinical data
ATC code	None
Legal status
Legal status	Uncontrolled
Identifiers
IUPAC name 8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione
CAS Number	102146-07-6 N
PubChem (CID)	1329
IUPHAR/BPS	386
ChemSpider	1289 Y
UNII	9PTP4FOI9E N
ChEBI	CHEBI:73282 N
ChEMBL	CHEMBL183 Y
ECHA InfoCard	100.162.425
Chemical and physical data
Formula	C16H24N4O2
Molar mass	304.386 g/mol
3D model (Jmol)	Interactive image
Melting point	191 to 194 °C (376 to 381 °F)
SMILES C3CCCC3c(nc2c1=O)nc2n(CCC)c(=O)n1CCC
InChI 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) Y Key:FFBDFADSZUINTG-UHFFFAOYSA-N Y
NY (what is this?)

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. 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. It has been used to study the function of the adenosine A₁ receptor in animals, which has been found to be involved in several important functions such as regulation of breathing and activity in various regions of the brain, and DPCPX has also been shown to produce behavioural effects such as increasing the hallucinogen-appropriate responding produced by the 5-HT_2A agonist DOI, and the dopamine release induced by MDMA, as well as having interactions with a range of anticonvulsant drugs.