8-Cyclopentyl-1,3-dimethylxanthine

Chemical compound
  • None
Legal statusLegal status
  • In general: uncontrolled
Identifiers
  • 8-Cyclopentyl-1,3-dimethyl-7H-purine-2,6-dione
CAS Number
  • 35873-49-5 checkY
PubChem CID
  • 1917
IUPHAR/BPS
  • 385
ChemSpider
  • 1843 checkY
UNII
  • U7PWT4CPL5
ChEBI
  • CHEBI:109538
ChEMBL
  • ChEMBL106265 checkY
CompTox Dashboard (EPA)
  • DTXSID70189432 Edit this at Wikidata
Chemical and physical dataFormulaC12H16N4O2Molar mass248.286 g·mol−13D model (JSmol)
  • Interactive image
  • 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) checkY
  • Key:SCVHFRLUNIOSGI-UHFFFAOYSA-N checkY
  (verify)

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]

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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Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others
See also: Receptor/signaling modulators
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PDE1
PDE2
PDE3
PDE4
PDE5
PDE7
PDE9
PDE10
PDE11
BC11-38
Non-selective
Unsorted
See also: Receptor/signaling modulators
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Adamantanes
Adenosine antagonists
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Benzazepines
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Eugeroics
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Phenethylamines
Phenylmorpholines
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