2-Cl-IB-MECA

Cat. No. 1104

2-Cl-IB-MECA C18H18ClIN6O4 [163042-96-4]

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Chemical Name: 1-[2-Chloro-6-[[(3-iodophenyl)methyl]amino]-9H-purin-9-yl]-1-deoxy-N-methyl-β-D-ribofuranuronamide

Biological Activity

High affinity and extremely selective A3 adenosine receptor agonist (Ki = 0.33 nM). Displays 2500- and 1400-fold selectivity over A1 and A2A receptors respectively. Exhibits high selectivity over the Na+-independent adenosine transporter.

Licensing Information

Sold with the permission of the NIH, US Patent 08/091,109

Technical Data

M.Wt:
544.74
Formula:
C18H18ClIN6O4
Solubility:
Soluble to 100 mM in DMSO
Purity:
>98 %
Storage:
Desiccate at +4°C
CAS No:
163042-96-4

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.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
Select another batch:

Jacobson (1998) Adenosine A3 receptors: novel ligands and paradoxical effects. TiPS 19 184. PMID: 9652191.

Schaick et al (1996) Hemodynamic effects of histamine release elicited by the selective adenosine A3 receptor agonist 2-Cl-IB-MECA in conscious rats. Eur.J.Pharmacol. 308 311. PMID: 8858305.

Kim et al (1994) 2-Substitution of N6-benzyladenosine-5'-uronamides enhances selectivity for A3 adenosine receptors. J.Med.Chem. 37 3614. PMID: 7932588.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for 2-Cl-IB-MECA include:

Angelantonio et al (2015) Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R. Sci Rep 9 409. PMID: 26528137.

Ren et al (2015) An adenosine A3 receptor agonist inhibits DSS-induced colitis in mice through modulation of the NF-κB signaling pathway. J Neurosci 5 9047. PMID: 25762375.

Iannone et al (2014) Adenosine limits the therapeutic effectiveness of anti-CTLA4 mAb in a mouse melanoma model. EMBO Rep 4 172. PMID: 24660106.

Corriden et al (2013) Adenosine-A3 receptors in neutrophil microdomains promote the formation of bacteria-tethering cytonemes. Biochim Biophys Acta 14 726. PMID: 23817552.

Vincenzi et al (2013) Pulsed electromagnetic fields increased the anti-inflammatory effect of A2A and A3 adenosine receptors in human T/C-28a2 chondrocytes and hFOB 1.19 osteoblasts. PLoS One 8 e65561. PMID: 23741498.

Kan et al (2012) Imiquimod suppresses propagation of herpes simplex virus 1 by upregulation of cystatin A via the adenosine receptor A1 pathway. J Virol 86 10338. PMID: 22787201.

Montinaro et al (2012) Adoptive immunotherapy with Cl-IB-MECA-treated CD8+ T cells reduces melanoma growth in mice. PLoS One 7 e45401. PMID: 23028986.

Rosito et al (2012) CXCL16 orchestrates adenosine A3 receptor and MCP-1/CCL2 activity to protect neurons from excitotoxic cell death in the CNS. Neoplasia 32 3154. PMID: 22378888.

Morello et al (2011) NK1.1 cells and CD8 T cells mediate the antitumor activity of Cl-IB-MECA in a mouse melanoma model. Am J Cancer Res 13 365. PMID: 21472141.

Bhanu et al (2008) Inhibition of erythroblast growth and fetal hemoglobin production by ribofuranose-substituted adenosine derivatives. J Pharmacol Exp Ther 1782 504. PMID: 18586086.

Germack and Dickenson (2004) Characterization of ERK1/2 signalling pathways induced by adenosine receptor subtypes in newborn rat cardiomyocytes. Br J Pharmacol 141 329. PMID: 14751870.

Man et al (2003) Alteration of the purinergic modulation of enteric neurotransmission in the mouse ileum during chronic intestinal inflammation. Br J Pharmacol 139 172. PMID: 12746236.

Do you know of a great paper that uses 2-Cl-IB-MECA from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: 2-Cl-IB-MECA, supplier, selective, A3, agonists, Receptors, adenosines, 2ClIBMECA, Tocris Bioscience, Adenosine A3 Receptor Agonist products

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