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

Clinical data
ATC code	None
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 8-Cyclopentyl-1,3-dimethyl-7H-purine-2,6-dione
CAS Number	35873-49-5^Y
PubChem CID	1917
IUPHAR/BPS	385
ChemSpider	1843^Y
UNII	U7PWT4CPL5
ChEMBL	ChEMBL106265^Y
CompTox Dashboard (EPA)	DTXSID70189432
Chemical and physical data
Formula	C12H16N4O2
Molar mass	248.286 g·mol^−1
3D model (JSmol)	Interactive image
SMILES Cn3c(=O)c2nc(C1CCCC1)[nH]c2n(C)c3=O
InChI 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)^Y Key:SCVHFRLUNIOSGI-UHFFFAOYSA-N^Y
(verify)

See also

• 8-Chlorotheophylline
• 8-Phenyltheophylline
• DMPX
• DPCPX
• Xanthine

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.
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.