PNU-120,596

PNU-120,596

Identifiers
IUPAC name 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea
CAS Number	501925-31-1
PubChem (CID)	311434
IUPHAR/BPS	3991
ChemSpider	275409
ChEMBL	CHEMBL257591
Chemical and physical data
Formula	C13H14ClN3O4
Molar mass	311.720
3D model (Jmol)	Interactive image
SMILES COc1cc(OC)c(Cl)cc1NC(=O)Nc2noc(C)c2
InChI InChI=1S/C13H14ClN3O4/c1-7-4-12(17-21-7)16-13(18)15-9-5-8(14)10(19-2)6-11(9)20-3/h4-6H,1-3H3,(H2,15,16,17,18) Key:CEIIEALEIHQDBX-UHFFFAOYSA-N
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PNU-120596 is a drug that acts as a potent and selective positive allosteric modulator for the α7 subtype of neural nicotinic acetylcholine receptors.^[1][2] It is used in scientific research into cholinergic regulation of dopamine and glutamate release in the brain.^[3][4][5]

References

1. Hurst, R.; Hajós, M.; Raggenbass, M.; Wall, T.; Higdon, N.; Lawson, J.; Rutherford-Root, K.; Berkenpas, M.; Hoffmann, W.; Piotrowski, D.; Groppi, V. E.; Allaman, G.; Ogier, R.; Bertrand, S.; Bertrand, D.; Arneric, S. P. (2005). "A novel positive allosteric modulator of the alpha7 neuronal nicotinic acetylcholine receptor: in vitro and in vivo characterization". Journal of Neuroscience. 25 (17): 4396–4405. doi:10.1523/JNEUROSCI.5269-04.2005. PMID 15858066.
2. Young, G.; Zwart, R.; Walker, A.; Sher, E.; Millar, N. (2008). "Potentiation of alpha7 nicotinic acetylcholine receptors via an allosteric transmembrane site". Proceedings of the National Academy of Sciences of the United States of America. 105 (38): 14686–14691. Bibcode:2008PNAS..10514686Y. doi:10.1073/pnas.0804372105. PMC 2535569. PMID 18791069.
3. Livingstone, P.; Srinivasan, J.; Kew, J.; Dawson, L.; Gotti, C.; Moretti, M.; Shoaib, M.; Wonnacott, S. (2009). "Alpha7 and non-alpha7 nicotinic acetylcholine receptors modulate dopamine release in vitro and in vivo in the rat prefrontal cortex". The European Journal of Neuroscience. 29 (3): 539–550. doi:10.1111/j.1460-9568.2009.06613.x. PMID 19187266.
4. Barron, S.; Mclaughlin, J.; See, J.; Richards, V.; Rosenberg, R. (2009). "An allosteric modulator of alpha7 nicotinic receptors, N-(5-Chloro-2,4-dimethoxyphenyl)-N'-(5-methyl-3-isoxazolyl)-urea (PNU-120596), causes conformational changes in the extracellular ligand binding domain similar to those caused by acetylcholine". Molecular Pharmacology. 76 (2): 253–263. doi:10.1124/mol.109.056226. PMC 2713121. PMID 19411608.
5. Livingstone, P.; Dickinson, J.; Srinivasan, J.; Kew, J.; Wonnacott, S. (2009). "Glutamate-Dopamine Crosstalk in the Rat Prefrontal Cortex is Modulated by Alpha7 Nicotinic Receptors and Potentiated by PNU-120596". Journal of molecular neuroscience : MN. 40 (1-2): 172–176. doi:10.1007/s12031-009-9232-5. PMID 19688191.