Home / Adenosine A3 Receptor Agonists / 2-Cl-IB-MECA

2-Cl-IB-MECA

Catalog #: 1104
13 Citations 1 Review Datasheet / COA / SDS
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1104/50
2-Cl-IB-MECA | CAS No. 163042-96-4 | Adenosine A3 Receptor Agonists
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Description: Highly selective A3 agonist

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

Purity: ≥98%

Product Details
Citations (13)
Supplemental Products
Reviews (1)
Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

2-Cl-IB-MECA is a 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.

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

Additional Information

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

Background References

  1. Extracellular adenosine controls NKT-cell-dependent hepatitis induction.
    Subramanian M, Kini R, Madasu M, Ohta A, Nowak M, Exley M, Sitkovsky M, Ohta A
    Eur J Immunol, 2014;44(4):1119-29.
  2. High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
    Fox JT, Sakamuru S, Huang R
    Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8.
  3. 2-Substitution of N6-benzyladenosine-5'-uronamides enhances selectivity for A3 adenosine receptors.
    Kim et al.
    J.Med.Chem., 1994;37:3614
  4. Adenosine A3 receptors: novel ligands and paradoxical effects.
    Jacobson
    TiPS, 1998;19:184
  5. Hemodynamic effects of histamine release elicited by the selective adenosine A3 receptor agonist 2-Cl-IB-MECA in conscious rats.
    Schaick et al.
    Eur.J.Pharmacol., 1996;308:311
  6. Stimulation of the adenosine A3 receptor, not the A1 or A2 receptors, promote neurite outgrowth of retinal ganglion cells
    KI Nakashima, K Iwao, T Inoue, A Haga, T Tsutsumi, MI Mochita, T Fujimoto, H Tanihara
    Exp. Eye Res., 2018;0(0):.

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Citations for 2-Cl-IB-MECA

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

13 Citations: Showing 1 - 10

  1. Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R.
    Authors: Angelantonio Et al.
    Sci Rep  2015;9:409
  2. An adenosine A3 receptor agonist inhibits DSS-induced colitis in mice through modulation of the NF-κB signaling pathway.
    Authors: Ren Et al.
    J Neurosci  2015;5:9047
  3. Adenosine limits the therapeutic effectiveness of anti-CTLA4 mAb in a mouse melanoma model.
    Authors: Iannone Et al.
    EMBO Rep  2014;4:172
  4. 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.
    Authors: Vincenzi Et al.
    PLoS One  2013;8:e65561
  5. Adenosine-A3 receptors in neutrophil microdomains promote the formation of bacteria-tethering cytonemes.
    Authors: Corriden Et al.
    Biochim Biophys Acta  2013;14:726
  6. Imiquimod suppresses propagation of herpes simplex virus 1 by upregulation of cystatin A via the adenosine receptor A1 pathway.
    Authors: Kan Et al.
    J Virol  2012;86:10338
  7. Adoptive immunotherapy with Cl-IB-MECA-treated CD8+ T cells reduces melanoma growth in mice.
    Authors: Montinaro Et al.
    PLoS One  2012;7:e45401
  8. CXCL16 orchestrates adenosine A3 receptor and MCP-1/CCL2 activity to protect neurons from excitotoxic cell death in the CNS.
    Authors: Rosito Et al.
    Neoplasia  2012;32:3154
  9. Season primes the brain in an arctic hibernator to facilitate entrance into torpor mediated by adenosine A(1) receptors.
    Authors: Jinka Et al.
    J Neurosci  2011;31:10752
  10. NK1.1 cells and CD8 T cells mediate the antitumor activity of Cl-IB-MECA in a mouse melanoma model.
    Authors: Morello Et al.
    Am J Cancer Res  2011;13:365

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