SER-601
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| Systematic (IUPAC) name | |
| N-(adamant-1-yl)-1-pentyl-4-oxo-6-isopropyl-1,4-dihydroquinoline-3-carboxamide | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 1048038-90-9  |
| ATC code | ? |
| PubChem | CID 25034551 |
| ChemSpider | 24606023  |
| ChEMBL | CHEMBL502276 |
| Chemical data | |
| Formula | C28H38N2O2 |
| Mol. mass | 434.612 g/mol |
| SMILES | eMolecules & PubChem |
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SER-601 is a drug which acts as a potent and selective cannabinoid CB2 receptor agonist, based on a quinolone-3-carboxylic acid core structure, with 190x selectivity for CB2 over the related CB1 receptor. It has analgesic effects in animal studies, but without cannabis-like behavioural effects due to its low affinity for CB1.[1] A number of related compounds are known, almost all of which have high selectivity for CB2.[2]
[edit] References
- ^ Pasquini S, Botta L, Semeraro T, Mugnaini C, Ligresti A, Palazzo E, Maione S, Di Marzo V, Corelli F (August 2008). "Investigations on the 4-quinolone-3-carboxylic acid motif. 2. Synthesis and structure-activity relationship of potent and selective cannabinoid-2 receptor agonists endowed with analgesic activity in vivo". Journal of Medicinal Chemistry 51 (16): 5075–84. doi:10.1021/jm800552f. PMID 18680276.
- ^ Pasquini S, Ligresti A, Mugnaini C, Semeraro T, Cicione L, De Rosa M, Guida F, Luongo L, De Chiaro M, Cascio MG, Bolognini D, Marini P, Pertwee R, Maione S, Di Marzo V, Corelli F (August 2010). "Investigations on the 4-quinolone-3-carboxylic acid motif. 3. Synthesis, structure-affinity relationships, and pharmacological characterization of 6-substituted 4-quinolone-3-carboxamides as highly selective cannabinoid-2 receptor ligands". Journal of Medicinal Chemistry 53 (16): 5915–28. doi:10.1021/jm100123x. PMID 20718492.
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