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119139

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

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H18ClIN6O4
CAS Number:
163042-96-4
Molecular Weight:
544.73
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD01861178
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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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

General description

A highly selective agonist of adenosine A3 receptor (Ki = 330 pM)
An adenosine analog that acts as a highly selective agonist of adenosine A3 receptor (Ki = 330 pM, 820 nM, 470 nM for A3, A1 and A2A, 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

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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