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JNJ-20788560

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Opioid selective for the delta receptor

JNJ-20788560^[1]
Names

IUPAC name 9-[(1S,5R)-8-Azabicyclo[3.2.1]octan-3-ylidene]-N,N-diethylxanthene-3-carboxamide
Identifiers
CAS Number	825649-28-3
3D model (JSmol)	Interactive image
ChemSpider	28189733
PubChem CID	72710739
InChI InChI=1S/C25H28N2O2/c1-3-27(4-2)25(28)16-9-12-21-23(15-16)29-22-8-6-5-7-20(22)24(21)17-13-18-10-11-19(14-17)26-18/h5-9,12,15,18-19,26H,3-4,10-11,13-14H2,1-2H3/t18-,19+ Key: MISSUZBVOCUXTG-KDURUIRLSA-N
SMILES CCN(CC)C(=O)C1=CC2=C(C=C1)C(=C3CC4CCC(C3)N4)C5=CC=CC=C5O2
Properties
Chemical formula	C₂₅H₂₈N₂O₂
Molar mass	388.511 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

JNJ-20788560 is a potentopioid drug selective for thedelta opioid receptor.^[2]

Mechanism of action

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It works by activating opioid receptors, but it is selective for theδ-opioid receptor. This selectivity allows this drug to have less side effects than opioids such asmorphine.

Tests have revealed that JNJ-20788560 does not producehypoventilation, tolerance, or physical dependence.^[3]

References

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^"9-(8-azabicyclo(3.2.1)oct-3-ylidene)-9H-xanthene-3-carboxylic acid diethylamide".
^Codd, Ellen E.; Ma, Jianya; Zhang, Sui-Po; Stone, Dennis J.; Colburn, Raymond W.; Brandt, Michael R.; Chevalier, Kristen M.; Zhu, Yongxin; Peng, Sean; Cai, Chaozhong; Acton, Paul D.; Flores, Christopher M. (August 2010). "Ex vivo delta opioid receptor autoradiography: CNS receptor occupancy of two novel compounds over their antihyperalgesic dose range".Pharmacology, Biochemistry, and Behavior.96 (2):130–135.doi:10.1016/j.pbb.2010.04.020.ISSN 1873-5177.PMID 20438745.S2CID 5471813.
^Codd, Ellen E.; Carson, John R.; Colburn, Raymond W.; Stone, Dennis J.; Van Besien, Christopher R.; Zhang, Sui-Po; Wade, Paul R.; Gallantine, Elizabeth L.; Meert, Theo F.; Molino, Lory; Pullan, Shirley; Razler, Christine M.; Dax, Scott L.; Flores, Christopher M. (April 2009). "JNJ-20788560 [9-(8-azabicyclo[3.2.1]oct-3-ylidene)-9H-xanthene-3-carboxylic acid diethylamide], a selective delta opioid receptor agonist, is a potent and efficacious antihyperalgesic agent that does not produce respiratory depression, pharmacologic tolerance, or physical dependence".The Journal of Pharmacology and Experimental Therapeutics.329 (1):241–251.doi:10.1124/jpet.108.146969.ISSN 1521-0103.PMID 19151246.S2CID 15119165.