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Description: Adenosine receptor antagonist
Alternative Names: Xanthine amine congener
Chemical Name: N-(2-Aminoethyl)-2-[4-(2,3,6,7-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)phenoxy]-acetamide dihydrochloride
Purity: ≥98% (HPLC)
Biological Activity for XAC
XAC is an adenosine receptor antagonist (IC50 values are 1.8 and 114 nM at A1 and A2 receptors respectively). Attenuates adenosine-induced vasodilation and exhibits proconvulsant activity in vivo.
Compound Libraries for XAC
XAC is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for XAC
| M. Wt | 501.41 |
| Formula | C21H28N6O4.2HCl |
| Storage | Desiccate at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 1962928-23-9 |
| PubChem ID | 121513846 |
| InChI Key | KGNTWECSNGWFKE-UHFFFAOYSA-N |
| Smiles | O=C1N(CCC)C(C(NC(C3=CC=C(OCC(NCCN)=O)C=C3)=N2)=C2N1CCC)=O.Cl.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for XAC
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 50.14 | 100 |
Preparing Stock Solutions for XAC
The following data is based on the product molecular weight 501.41. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.99 mL | 9.97 mL | 19.94 mL |
| 5 mM | 0.4 mL | 1.99 mL | 3.99 mL |
| 10 mM | 0.2 mL | 1 mL | 1.99 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.4 mL |
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Product Datasheets for XAC
References for XAC
References are publications that support the biological activity of the product.
Morgan et al (1989) Potent convulsant actions of the adenosine receptor antagonist, xanthine amine congener (XAC) Life Sci. 45 719 PMID: 2779359
Sawmiller et al (1994) Effects of xanthine amine congener on hypoxic coronary resistance and venous and epicardial adenosine concentrations. Cardiovasc.Res. 28 604 PMID: 8025903
Wei beta and Grisshammer (2002) Purification and characterization of the human adenosine A2A receptor functionally expressed in Escherichia coli. Eur.J.Biochem. 269 82 PMID: 11784301
If you know of a relevant reference for XAC, please let us know.
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Keywords: XAC, XAC supplier, adenosine, receptors, antagonists, A1, A2, non-selective, xanthene, amine, congener, Xanthine, Non-selective, Adenosine, 3200, Tocris Bioscience
7 Citations for XAC
Citations are publications that use Tocris products. Selected citations for XAC include:
Canas et al (2019) Neuronal Adenosine A2A Receptors Are Critical Mediators of Neurodegeneration Triggered by Convulsions. Eneuro 5 PMID: 30627646
Wakisaka et al (2017) An Adenosine Receptor for Olfaction in Fish. Curr Biol 27 1437 PMID: 28502661
Stoddart et al (2015) Application of BRET to monitor ligand binding to GPCRs. Nat Methods 12 661 PMID: 26030448
Sousa et al (2011) Regulation of hippocampal cannabinoid CB1 receptor actions by adenosine A1 receptors and chronic caffeine administration: implications for the effects of δ9-tetrahydrocannabinol on spatial memory. Neuropsychopharmacology 36 472 PMID: 20927050
Kozma et al (2013) Characterization by flow cytometry of fluorescent, selective agonist probes of the A(3) adenosine receptor. Biochem Pharmacol 85 1171 PMID: 23376019
Aungraheeta et al (2016) Inverse agonism at the P2Y12 receptor and ENT1 transporter blockade contribute to platelet inhibition by ticagrelor. Blood 128 2717 PMID: 27694321
Kaster et al (2015) Caffeine acts through neuronal adenosine A2A receptors to prevent mood and memory dysfunction triggered by chronic stress. Hepatology 112 7833 PMID: 26056314
Do you know of a great paper that uses XAC from Tocris? Please let us know.
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