8-Cyclopentyl-1,3-dimethylxanthine

8-Cyclopentyl-1,3-dimethylxanthine (8-Cyclopentyltheophylline, 8-CPT, CPX) is a drug which acts as a potent and selective antagonist for the adenosine receptors, with some selectivity for the A1 receptor subtype, as well as a non-selective phosphodiesterase inhibitor. It has stimulant effects in animals with slightly higher potency than caffeine.[1][2]

8-Cyclopentyl-1,3-dimethylxanthine
Skeletal formula of 8-CPT
Ball-and-stick model of the 8-CPT molecule
Clinical data
ATC code
  • None
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 8-Cyclopentyl-1,3-dimethyl-7H-purine-2,6-dione
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H16N4O2
Molar mass248.286 g·mol−1
3D model (JSmol)
  • Cn3c(=O)c2nc(C1CCCC1)[nH]c2n(C)c3=O
  • InChI=1S/C12H16N4O2/c1-15-10-8(11(17)16(2)12(15)18)13-9(14-10)7-5-3-4-6-7/h7H,3-6H2,1-2H3,(H,13,14) checkY
  • Key:SCVHFRLUNIOSGI-UHFFFAOYSA-N checkY
  (verify)

See also

References
  1. 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. S2CID 11539292.
  2. Karcz-Kubicha M, Antoniou K, Terasmaa A, Quarta D, Solinas M, Justinova Z, et al. (July 2003). "Involvement of adenosine A1 and A2A receptors in the motor effects of caffeine after its acute and chronic administration". Neuropsychopharmacology. 28 (7): 1281–91. doi:10.1038/sj.npp.1300167. PMID 12700682.
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