119139

Adenosine A₃ Receptor Agonist, 2-Cl-IB-MECA

A highly selective agonist of adenosine A3 receptor (K_i = 330 pM)

• Synonym(s): Adenosine A₃ Receptor Agonist, 2-Cl-IB-MECA
• Empirical Formula (Hill Notation): C₁₈H₁₈ClIN₆O₄
• CAS Number: 163042-96-4
• Molecular Weight: 544.73
• MDL number: MFCD01861178
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 20 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Ic1cc(ccc1)CNc2nc(nc3[n](cnc32)[C@@H]4O[C@@H]([C@H]([C@H]4O)O)C(=O)NC)Cl
• InChI: 1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1
• InChI key: IPSYPUKKXMNCNQ-PFHKOEEOSA-N

Description

General description

A highly selective agonist of adenosine A3 receptor (K_i = 330 pM)

An adenosine analog that acts as a highly selective agonist of adenosine A₃ receptor (K_i = 330 pM, 820 nM, 470 nM for A₃, A₁ and A_2A, respectively). Shown to reduce ischemia reperfusion injury in mice and limit infarct size in isolated rat hearts. Shown to reversibly increase field excitatory postsynaptic potentials in hippocampal slices and exhibits excitatory effects on both evoked and spontaneous epileptiform discharges.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Kim, H. O., et al. 1994. J Med Chem.37, 3614.
Laudadio, M. A., et al. 2004. Epilepsy Res.59, 83.
Ge, Z.D., et al. 2006. J. Pharm. Exp. Ther.319, 1200.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable