RJR-2429

RJR-2429
Identifiers
CAS Number	91556-75-1;
PubChem CID	10176454;
ChemSpider	8351959;
CompTox Dashboard (EPA)	DTXSID40436425 ;
Chemical and physical data
Formula	C12H16N2
Molar mass	188.274 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1(C2N(CC3)CCC3C2)=CN=CC=C1;
	InChI InChI=1S/C12H16N2/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; Key:YJYPZLAZNIGNRP-UHFFFAOYSA-N;

RJR-2429 is a drug that acts as an agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes. RJR-2429 is stronger than nicotine but weaker than epibatidine in most assays, and with high affinity for both α3β4 and α4β2 subtypes, as well as the less studied α1βγδ subtype.[1][2][3]

References

Bencherif M, Schmitt JD, Bhatti BS, Crooks P, Caldwell WS, Lovette ME, et al. (March 1998). "The heterocyclic substituted pyridine derivative (+/-)-2-(-3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): a selective ligand at nicotinic acetylcholine receptors". The Journal of Pharmacology and Experimental Therapeutics. 284 (3): 886–94. PMID 9495846.
Yokotani K, Okada S, Nakamura K (June 2002). "Characterization of functional nicotinic acetylcholine receptors involved in catecholamine release from the isolated rat adrenal gland". European Journal of Pharmacology. 446 (1–3): 83–7. doi:10.1016/s0014-2999(02)01819-8. PMID 12098588.
Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, et al. (May 2008). "Synthesis 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): 3497–507. doi:10.1021/jo800028q. PMID 18363376.

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[1] Bencherif M, Schmitt JD, Bhatti BS, Crooks P, Caldwell WS, Lovette ME, et al. (March 1998). "The heterocyclic substituted pyridine derivative (+/-)-2-(-3-pyridinyl)-1-azabicyclo[2.2.2]octane (RJR-2429): a selective ligand at nicotinic acetylcholine receptors". The Journal of Pharmacology and Experimental Therapeutics. 284 (3): 886–94. PMID 9495846.

[2] Yokotani K, Okada S, Nakamura K (June 2002). "Characterization of functional nicotinic acetylcholine receptors involved in catecholamine release from the isolated rat adrenal gland". European Journal of Pharmacology. 446 (1–3): 83–7. doi:10.1016/s0014-2999(02)01819-8. PMID 12098588.

[3] Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, et al. (May 2008). "Synthesis 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): 3497–507. doi:10.1021/jo800028q. PMID 18363376.