Dipropylcyclopentylxanthine

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Dipropylcyclopentylxanthine
Skeletal formula of dipropylcyclopentylxanthine
Space-filling model of the dipropylcyclopentylxanthine molecule
Clinical data
ATC code
  • None
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC16H24N4O2
Molar mass304.394 g·mol−1
3D model (JSmol)
Melting point191 to 194 °C (376 to 381 °F)
  • CCCn3c(=O)c2nc(C1CCCC1)[nH]c2n(CCC)c3=O
  • 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) checkY
  • Key:FFBDFADSZUINTG-UHFFFAOYSA-N checkY
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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

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References

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