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1-Phenyl-8-(1-phenyl-ethyl)-1,3,8-triaza-spiro[4.5]decan-4-one
1-Phenyl-8-(1-phenyl-ethyl)-1,3,8-triaza-spiro[4.5]decan-4-one | C21H25N3O | CID 44438920 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.
pubchem.ncbi.nlm.nih.gov
| Bioorganic & Medicinal Chemistry Letters vol. 17 iss. 8 pp.2281—2284 Synthesis and structure–activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands DOI: 10.1016/j.bmcl.2007.01.069 a a | John P. Caldwell; Julius J. Matasi; Hongtao Zhang; Ahmad Fawzi; Deen B. Tulshian | 2007 April | English | |||
| Bioorganic & Medicinal Chemistry Letters vol. 19 iss. 4 pp.1164—1167 Synthesis and structure–activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands: Part 2 DOI: 10.1016/j.bmcl.2008.12.092 a a | John P. Caldwell; Julius J. Matasi; Xiomara Fernandez; Robbie L. McLeod; Hongtao Zhang; Ahmad Fawzi; Deen B. Tulshian | 2009 February | English |
It's worth noting that the prototype was discovered by Janssen in the 1960s. In animal models it's analgesic activity is around 500 times that of morphine. Indeed it has MOP, NOP and KOP affinity:
Pharos: 1-phenyl-8-(1-phenyl-ethyl)-1,3,8-triaza-spiro[4.5]decan-4-one
Pharos is the web interface for data collected by the Illuminating the Druggable Genome initiative. Target, disease and ligand information are collected and displayed.
Janssen then went on to explore the activity of the two enantiomers but only the p-Me derivative retained it's analgesic activity:
1,3,8-Triazaspiro(4.5)decan-4-one, 8-(1-(4-methylphenyl)ethyl)-1-phenyl-
1,3,8-Triazaspiro(4.5)decan-4-one, 8-(1-(4-methylphenyl)ethyl)-1-phenyl- | C22H27N3O | CID 200932 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.
pubchem.ncbi.nlm.nih.gov