Chemistry:R6890
R6890, sometimes known as spirochlorphine, is an opioid analgesic and a member of the spiropiperidine family of agents.[1][2][3] The first known mention of this compound was in 1977.[4] Other examples of agents from this class are Ro64-6198 and Ro65-6570. Brorphine also has a similar structure.
A precursor chemical used in the synthesis of R6890 is 1-phenyl-1,3,8-triazaspiro(4,5)decan-4-one (also known as spirodecanone), which is used in the synthesis of other drugs including spirilene, fluspirilene, spiramide, spiperone, RP-23618, spiroxatrine, L008716 and R5260.
Pharmacology
The pharmacology of R6890 is described as a nociceptin receptor (NOP) agonist, although R6890 retains significant affinity at the mu opioid receptor.[5] R6890 has affinities (Ki values) of 4, 75, and 10 nM for the mu, delta, and the total opioid receptor population, respectively.[6]
See also
- Cychlorphine
- List of orphine opioids
References
- ↑ "[3H]Sufentanil, a superior ligand for mu-opiate receptors: binding properties and regional distribution in rat brain and spinal cord". European Journal of Pharmacology 87 (2–3): 209–225. February 1983. doi:10.1016/0014-2999(83)90331-x. PMID 6132825.
- ↑ "Synthesis and structure-activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands". Bioorganic & Medicinal Chemistry Letters 17 (8): 2281–2284. April 2007. doi:10.1016/j.bmcl.2007.01.069. PMID 17289383.
- ↑ "Synthesis and structure-activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands: part 2". Bioorganic & Medicinal Chemistry Letters 19 (4): 1164–1167. February 2009. doi:10.1016/j.bmcl.2008.12.092. PMID 19147350.
- ↑ "Receptor affinity and pharmacological potency of a series of narcotic analgesic, anti-diarrheal and neuroleptic drugs". European Journal of Pharmacology 46 (3): 199–205. December 1977. doi:10.1016/0014-2999(77)90334-x. PMID 22440.
- ↑ "The nociceptin/orphanin FQ receptor (NOP) as a target for drug abuse medications". Current Topics in Medicinal Chemistry 11 (9): 1151–1156. 1 May 2011. doi:10.2174/156802611795371341. PMID 21050175.
- ↑ "Photoactivatable opiate derivatives as irreversible probes of the mu-opioid receptor". Journal of Medicinal Chemistry 33 (9): 2456–2464. September 1990. doi:10.1021/jm00171a020. PMID 2167979.
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