R6890
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| This article, R6890, has recently been created via the Articles for creation process. Please check to see if the reviewer has accidentally left this template after accepting the draft and take appropriate action as necessary.
Reviewer tools: Inform author |
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| Clinical data | |
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| Other names | R 6890 |
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| Chemical and physical data | |
| Formula | C21H24ClN3O |
| Molar mass | 369.89 g·mol−1 |
| 3D model (JSmol) | |
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Spirochlorphine is an opioid analgesic and a member of the “spiropiperidine” family of agents.[1][2] The first known mention of this compound was in 1977 (Footnote 5):[3] It has been advertised online as a research chemical having a potency some 2-5 times that of fentanyl. Another example of an agent from this class is Ro 64-6198 & Ro65-6570. It is interesting to take note of the fact that the pharmacology of these compounds is stated to be NOP receptor agonist.[4]
The precursor chemical is called 1-Phenyl-1,3,8-triazaspiro(4,5)decan-4-one [1021-25-6]. This intermediate has a plethora of known uses. Named drugs also made from this compound include the following list of examples: Spirilene, Fluspirilene, Spiramide, Spiperone, RP-23618, Spioxatrine & L008716.
The biological test results for spirochlorphine were disclosed in an article in 1990.[5]
References
- ^ Caldwell JP, Matasi JJ, Zhang H, Fawzi A, Tulshian DB. Synthesis and structure-activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands. Bioorg Med Chem Lett. 2007 Apr 15;17(8):2281-4. doi: 10.1016/j.bmcl.2007.01.069. Epub 2007 Jan 27. PMID: 17289383.
- ^ Caldwell JP, Matasi JJ, Fernandez X, McLeod RL, Zhang H, Fawzi A, Tulshian DB. Synthesis and structure-activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands: part 2. Bioorg Med Chem Lett. 2009 Feb 15;19(4):1164-7. doi: 10.1016/j.bmcl.2008.12.092. Epub 2008 Dec 29. PMID: 19147350.
- ^ Stahl KD, van Bever W, Janssen P, Simon EJ (December 1977). "Receptor affinity and pharmacological potency of a series of narcotic analgesic, anti-diarrheal and neuroleptic drugs". European Journal of Pharmacology. 46 (3): 199–205. doi:10.1016/0014-2999(77)90334-x. PMID 22440.
- ^ Zaveri NT. The nociceptin/orphanin FQ receptor (NOP) as a target for drug abuse medications. Curr Top Med Chem. 2011;11(9):1151-6. doi: 10.2174/156802611795371341. PMID: 21050175; PMCID: PMC3899399.
- ^ Galzi JL, Mejean A, Ilien B, Mollereau C, Meunier JC, Goeldner M, et al. (September 1990). "Photoactivatable opiate derivatives as irreversible probes of the mu-opioid receptor". Journal of Medicinal Chemistry. 33 (9): 2456–64. doi:10.1021/jm00171a020. PMID 2167979.
Category:Analgesics Category:Belgian inventions Category:Euphoriants Category:Mu-opioid receptor agonists Category:Piperidines Category:Synthetic opioids