An nAChR agonist
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RJR 2429 (hydrochloride)

Item No. 29745

Technical Information
Formal Name
2-(3-pyridinyl)-1-azabicyclo[2.2.2]octane, dihydrochloride
CAS Number
1021418-53-0
Molecular Formula
C12H16N2 • 2HCl
Formula Weight
Purity
≥98%
Formulation
A solid
DMSO: 100 mMWater: 100 mM
SMILES
C12CCN(CC2)C(C3=CN=CC=C3)C1.Cl.Cl
InChi Code
InChI=1S/C12H16N2.2ClH/c1-2-11(9-13-5-1)12-8-10-3-6-14(12)7-4-10;;/h1-2,5,9-10,12H,3-4,6-8H2;2*1H
InChi Key
PIUNXHHZRIUBOV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    RJR 2429 is a nicotinic acetylcholine receptor (AChR) agonist.1 It is selective for α4β2 or α7 subunit-containing nicotinic AChRs (Kis = 0.7 and 10.9 nM in isolated rat cortex and isolated rat hippocampus, respectively) over α1βɣδ subunit-containing nicotinic AChRs (EC50 = 1,000 nM in PC12 cells). RJR 2429 induces dopamine release from isolated rat striatal synaptosomes (EC50 = 2.4 nM) and increases nicotine-induced elevations in epinephrine and norepinephrine levels in isolated rat adrenal gland when used at a concentration of 100 µM.2,3 It inhibits nicotine-induced ion flux in isolated rat thalamic synaptosomes (IC50 = 154 nM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bhatti, B., Strachan, J.-P., Breining, S.R., et alSynthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane, and 2-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, a class of potent nicotinic acetylcholine receptor-ligands. The Journal of Organic Chemistry 73(9), 3497-3507 (2008).

    2. Bencherif, M., Schmitt, J.D., Bhatti, B.S., et alThe heterocyclic substituted pyridine derivative (+/-)-2-(-3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): A selective ligand at nicotinic acetylcholine receptors. J. Pharmacol. Exp. Ther. 284(3), 886-894 (1998).

    3. Playa, H., Lewis, T.A., Ting, A., et alDilazep analogues for the study of equilibrative nucleoside transporters 1 and 2 (ENT1 and ENT2). Bioorg. Med. Chem. Lett. 24(24), 5801-5804 (2014).