SER-601

SER-601

Identifiers
IUPAC name N-(adamant-1-yl)-1-pentyl-4-oxo-6-isopropyl-1,4-dihydroquinoline-3-carboxamide
CAS Number	1048038-90-9
PubChem (CID)	25034551
ChemSpider	24606023
ChEMBL	CHEMBL502276
Chemical and physical data
Formula	C28H38N2O2
Molar mass	434.612 g/mol
3D model (Jmol)	Interactive image
SMILES CC(C)c5ccc(c1c5)n(CCCCC)cc(c1=O)C(=O)NC4(C2)CC(CC2C3)CC3C4
InChI InChI=1S/C28H38N2O2/c1-4-5-6-9-30-17-24(26(31)23-13-22(18(2)3)7-8-25(23)30)27(32)29-28-14-19-10-20(15-28)12-21(11-19)16-28/h7-8,13,17-21H,4-6,9-12,14-16H2,1-3H3,(H,29,32) Key:KUMKLUDNETVLDS-UHFFFAOYSA-N
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SER-601 (COR-167) is a drug which acts as a potent and selective cannabinoid CB₂ receptor agonist, based on a quinolone-3-carboxylic acid core structure, with 190x selectivity for CB₂ over the related CB₁ receptor. It has analgesic effects in animal studies, as well as neuroprotective effects,^[1] but without cannabis-like behavioural effects due to its low affinity for CB₁.^[2] A number of related compounds are known, almost all of which have high selectivity for CB₂.^[3]

See also

• A-836,339
• CBS-0550

References

1. Contartese, A.; Valoti, M.; Corelli, F.; Pasquini, S.; Mugnaini, C.; Pessina, F.; Aldinucci, C.; Sgaragli, G.; Frosini, M. (2012). "A novel CB2 agonist, COR167, potently protects rat brain cortical slices against OGD and reperfusion injury". Pharmacological Research. 66 (6): 555–563. doi:10.1016/j.phrs.2012.08.003. PMID 23036353.
2. Pasquini S, et al. (August 2008). "Investigations on the 4-quinolone-3-carboxylic acid motif. 2. Synthesis and structure-activity relationship of potent and selective cannabinoid-2 receptor agonists endowed with analgesic activity in vivo". Journal of Medicinal Chemistry. 51 (16): 5075–84. doi:10.1021/jm800552f. PMID 18680276.
3. Pasquini S, et al. (August 2010). "Investigations on the 4-quinolone-3-carboxylic acid motif. 3. Synthesis, structure-affinity relationships, and pharmacological characterization of 6-substituted 4-quinolone-3-carboxamides as highly selective cannabinoid-2 receptor ligands". Journal of Medicinal Chemistry. 53 (16): 5915–28. doi:10.1021/jm100123x. PMID 20718492.