An adenosine A1 receptor antagonist
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8-Cyclopentyl-1,3-dimethylxanthine

Item No. 29870

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-cyclopentyl-3,9-dihydro-1,3-dimethyl-1H-purine-2,6-dione
CAS Number
35873-49-5
Synonyms
  • CPT
  • 8-Cyclopentyltheophylline
  • NSC 101806
Molecular Formula
C12H16N4O2
Formula Weight
248.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO:PBS (pH 7.2) (1:20): 0.04 mg/ml
λmax
275 nm
SMILES
CN1C(N(C)C(N=C(C2CCCC2)N3)=C3C1=O)=O
InChi Code
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)
InChi Key
SCVHFRLUNIOSGI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $102

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    100 mg

    $180

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    250 mg

    $423

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    Product Description

    8-Cyclopentyl-1,3-dimethylxanthine (CPT) is an adenosine A1 receptor antagonist (Ki = 10.9 nM).1 It is selective for adenosine A1 over A2 receptors (Ki = 1,440 nM). CPT inhibits hypoxia-induced depression of evoked synaptic potentials in rat hippocampal slices in a concentration-dependent manner.2 It increases secondary after-discharge duration in electrically induced seizures in rats when administered at doses of 2.5 mg/kg or higher.3 CPT increases the response rate under a fixed-interval schedule of stimulus-shock termination in squirrel monkeys (ED50 = 2.5 μmol/kg), indicating psychomotor stimulant effects.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jacobson, K.A., Kiriasis, L., Barone, S., et al. Sulfur-containing 1,3-dialkylxanthine derivatives as selective antagonists at A1-adenosine receptors. J. Med. Chem. 32(8), 1873-1879 (1989).

    2. Gribkoff, V.K., Bauman, L.A., and VanderMaelen, C.P. The adenosine antagonist 8-cyclopentyltheophylline reduces the depression of hippocampal neuronal responses during hypoxia. Brain Res. 512(2), 353-357 (1990).

    3. Dragunow, M., and Robertson, H.A. 8-Cyclopentyl 1,3-dimethylxanthine prolongs epileptic seizures in rats. Brain Res. 417(2), 377-379 (1987).

    4. Spealman, R.D. Psychomotor stimulant effects of methylxanthines in squirrel monkeys: Relation to adenosine antagonism. Psychopharmacology (Berl.) 95(1), 19-24 (1988).