R-5260

R-5260

Identifiers
IUPAC name 8-(4-oxo-3,3-diphenylhexyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
CAS Number	1109-69-9
PubChem CID	3081947
ChemSpider	2339444
CompTox Dashboard (EPA)	DTXSID40149407
Chemical and physical data
Formula	C31H35N3O2
Molar mass	481.640 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=O)C(CCN1CCC2(CC1)C(=O)NCN2C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5
InChI InChI=1S/C31H35N3O2/c1-2-28(35)31(25-12-6-3-7-13-25,26-14-8-4-9-15-26)20-23-33-21-18-30(19-22-33)29(36)32-24-34(30)27-16-10-5-11-17-27/h3-17H,2,18-24H2,1H3,(H,32,36) Key:JRKPMOPTZORQSV-UHFFFAOYSA-N

R-5260 is an opioid drug from the orphine series, which is an derivative of the opioid analgesic norpipanone, but with the piperidine ring fused with a spiro heterocycle. It was developed by Janssen Pharmaceutica, and is a highly potent opioid around 10x the potency of fentanyl. It is related to other potent opioid derivatives such as dipipanone, bezitramide, R-4066 and spirochlorphine, and is also related to dopamine antagonist neuroleptic drugs such as spiperone and fluspirilene, although R-5260 does not have any dopamine antagonist activity itself. ^{[1] [2]}

References

1. Leysen J, Tollenaere JP, Koch MH, Laduron P (June 1977). "Differentiation of opiate and neuroleptic receptor binding in rat brain". European Journal of Pharmacology. 43 (3): 253–267. doi:10.1016/0014-2999(77)90025-5. PMID   194781.
2. Gorissen H, Ilien B, Aerts G, Laduron P (November 1980). "Differentiation of solubilized dopamine receptors from spirodecanone binding sites in rat striatum". FEBS Letters. 121 (1): 133–138. Bibcode:1980FEBSL.121..133G. doi:10.1016/0014-5793(80)81282-8. PMID   6161839.