Biological Activity
Potent and selective A3 adenosine receptor agonist (Ki values are 1.1, 54 and 56 nM for A3, A1 and A2A receptors respectively). Cardioprotective, reduces infarct size upon reperfusion in rats.
Licensing Information
Sold with the permission of the NIH, US Patent 08/091,109
Technical Data
| M. Wt | 510.29 |
| Formula | C18H19IN6O4 |
| Storage | Desiccate at +4°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 152918-18-8 |
| PubChem ID | 123683 |
| InChI Key | HUJXGQILHAUCCV-MOROJQBDSA-N |
| Smiles | IC1=CC=CC(CNC2=NC=NC3=C2N=CN3[C@@H]4O[C@H]([C@@](NC)=O)[C@@H](O)[C@H]4O)=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solubility | Soluble to 25 mM in DMSO |
Preparing Stock Solutions
The following data is based on the product molecular weight 510.29. Batch specific molecular weights may vary from batch to batch due to solvent 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 | 1.96 mL | 9.8 mL | 19.6 mL |
| 5 mM | 0.39 mL | 1.96 mL | 3.92 mL |
| 10 mM | 0.2 mL | 0.98 mL | 1.96 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.39 mL |
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Product Datasheets
References
References are publications that support the products' biological activity.
Gallo-Rodriguez et al (1994) Structure-activity relationships of N6-benzyladenosine-5'-uronamides as A3-selective adenosine agonists. J.Med.Chem. 37 636 PMID: 8126704
Klotz (2000) Adenosine receptors and their ligands. Naunyn Schmiedebergs Arch.Pharmacol. 362 382 PMID: 11111832
Park et al (2006) N6-(3-iodobenzyl)-adenosine-5'-N-methylcarboxamide confers cardioprotection at reperfusion by inhibiting mitochondrial permeability transition pore opening via glycogen synthase kinase 3β. J.Pharmacol.Exp.Ther. 318 124 PMID: 16611852
Keywords: IB-MECA, supplier, A3, selective, agonists, Receptors, adenosines, Adenosine, A3, Receptors, Adenosine, A3, Receptors, Tocris Bioscience
