A non-selective adenosine receptor antagonist
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Xanthine amine congener (hydrochloride)

Item No. 23077

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-aminoethyl)-2-[4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)phenoxy]-acetamide, monohydrochloride
CAS Number
1783977-95-6
Synonyms
  • XAC
Molecular Formula
C21H28N6O4 • HCl
Formula Weight
465.0
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.2 mg/ml
SMILES
CCCN(C(C(N=C(C1=CC=C(OCC(NCCN)=O)C=C1)N2)=C2N3CCC)=O)C3=O.Cl
InChi Code
InChI=1S/C21H28N6O4.ClH/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22;/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25);1H
InChi Key
IVOSTHCDPHGPAS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Xanthine amine congener (XAC) is a non-selective adenosine receptor antagonist with Kb values of 83, 25, and 15 nM for rat PC12 cells, human platelets that endogenously express adenosine A2A receptors, and rat fat cells that endogenously express A1 receptors, respectively.1 It reduces adenylate cyclase activity stimulated by 5'-N-ethylcarboxamidoadenosine (NECA; Item No. 21420) in human platelets (EC50s = 1 and 0.31 μM in the presence and absence of XAC, respectively). XAC also reverses R-PIA-induced inhibition of isoproterenol-stimulated adenylate cyclase activity in rat fat cell membranes (IC50s = 146 and 26 nM in the presence and absence of XAC, respectively). In vivo, XAC reverses reductions in heart rate and blood pressure induced by 2-chloro-3-deazaadenosine (2-CADO; Item No. 9000787), R-PIA, and NECA in rats when administered at doses ranging from 0.1 to 1.0 mg/kg.2 XAC (39.8 mg/kg) also induces convulsions in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ukena, D., Daly, J.W., Kirk, K.L., et al. Functionalized congeners of 1,3-dipropyl-8-phenylxanthine: Potent antagonists for adenosine receptors that modulate membrane adenylate cyclase in pheochromocytoma cells, platelets and fat cells. Life Sci. 38(9), 797-807 (1986).

    2. Evoniuk, G., Jacobson, K.A., Shamim, M.T., et al. A1- and A2-selective adenosine antagonists: In vivo characterization of cardiovascular effects. J. Pharmacol. Exp. Ther. 242(3), 882-887 (1987).

    3. Morgan, P.F., Deckert, J., Jacobson, K.A., et al. Potent convulsant actions of the adenosine receptor antagonist, xanthine amine congener (XAC). Life Sci. 45(8), 719-728 (1989).