IB-MECA

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Cat.No. 1066 - IB-MECA | C18H19IN6O4 | CAS No. 152918-18-8
Description: A3 selective agonist
Alternative Names: CF 101, Piclidenoson
Chemical Name: 1-Deoxy-1-[6-[[(3-iodophenyl)methyl]amino]-9H-purin-9-yl]-N-methyl-β-D-ribofuranuronamide
Purity: ≥97% (HPLC)
Datasheet
Citations (12)
Reviews
Literature (4)

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 25

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 the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 7.84 mL 39.19 mL 78.39 mL
1.25 mM 1.57 mL 7.84 mL 15.68 mL
2.5 mM 0.78 mL 3.92 mL 7.84 mL
12.5 mM 0.16 mL 0.78 mL 1.57 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

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


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View all Adenosine A3 Receptor Agonists

Keywords: IB-MECA, IB-MECA supplier, A3, selective, agonists, Receptors, adenosines, CF, 101, Piclidenoson, Adenosine, 1066, Tocris Bioscience

12 Citations for IB-MECA

Citations are publications that use Tocris products. Selected citations for IB-MECA include:

Keene et al (2010) Multivalent dendrimeric and monomeric adenosine agonists attenuate cell death in HL-1 mouse cardiomyocytes expressing the A(3) receptor. Biochem Pharmacol 80 188 PMID: 20346920

Ledderose et al (2016) Adenosine arrests breast cancer cell motility by A3 receptor stimulation. Purinergic Signalling PMID: 27577957

Kornerup et al (2005) Pharmacological characterisation of the adenosine receptor mediating increased ion transport in the mouse isolated trachea and the effect of allergen challenge. Br J Pharmacol 144 1011 PMID: 15685200

Stoddart et al (2012) Fragment screening at adenosine-A(3) receptors in living cells using a fluorescence-based binding assay. Chem Biol 19 1105 PMID: 22999879


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Literature in this Area

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