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SER-601

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
SER-601
Clinical data
Routes of
administration
Oral
Identifiers
  • N-(Adamant-1-yl)-1-pentyl-4-oxo-6-isopropyl-1,4-dihydroquinoline-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC28H38N2O2
Molar mass434.624 g·mol−1
3D model (JSmol)
  • CC(C)c5ccc(c1c5)n(CCCCC)cc(c1=O)C(=O)NC4(C2)CC(CC2C3)CC3C4
  • InChI=1S/C28H38N2O2/c1-4-5-6-9-30-17-24(26(31)23-13-22(18(2)3)7-8-25(23)30)27(32)29-28-14-19-10-20(15-28)12-21(11-19)16-28/h7-8,13,17-21H,4-6,9-12,14-16H2,1-3H3,(H,29,32) checkY
  • Key:KUMKLUDNETVLDS-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

SER-601 (COR-167) is a drug which acts as a potent and selectivecannabinoidCB2receptoragonist, based on aquinolone-3-carboxylic acid core structure, with 190 times selectivity for CB2 over the relatedCB1 receptor. It hasanalgesic effects in animal studies, as well asneuroprotective effects,[1] but without a "cannabis high" due to its low affinity for CB1.[2] A number of related compounds are known, almost all of which have high selectivity for CB2.[3]

See also

[edit]

References

[edit]
  1. ^Contartese A, Valoti M, Corelli F, Pasquini S, Mugnaini C, Pessina F, et al. (December 2012). "A novel CB2 agonist, COR167, potently protects rat brain cortical slices against OGD and reperfusion injury".Pharmacological Research.66 (6):555–563.doi:10.1016/j.phrs.2012.08.003.PMID 23036353.
  2. ^Pasquini S, Botta L, Semeraro T, Mugnaini C, Ligresti A, Palazzo E, et al. (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):5075–5084.doi:10.1021/jm800552f.PMID 18680276.
  3. ^Pasquini S, Ligresti A, Mugnaini C, Semeraro T, Cicione L, De Rosa M, et al. (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):5915–5928.doi:10.1021/jm100123x.PMID 20718492.
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
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Delta-3-tetrahydrocannabinols
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Delta-7-tetrahydrocannabinols
Delta-8-tetrahydrocannabinols
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Delta-10-Tetrahydrocannabinols
Delta-11-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
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Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
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propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
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