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Org 27569

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Org 27569
Identifiers
  • 5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)ethyl]amide
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC24H28ClN3O
Molar mass409.96 g·mol−1
3D model (JSmol)
  • CCc1c2cc(Cl)ccc2[nH]c1C(=O)NCCc3ccc(cc3)N4CCCCC4
  • InChI=1S/C24H28ClN3O/c1-2-20-21-16-18(25)8-11-22(21)27-23(20)24(29)26-13-12-17-6-9-19(10-7-17)28-14-4-3-5-15-28/h6-11,16,27H,2-5,12-15H2,1H3,(H,26,29)
  • Key:AHFZDNYNXFMRFQ-UHFFFAOYSA-N checkY
  (verify)

Org 27569 is a drug which acts as a potent and selective negativeallosteric modulator of thecannabinoidCB1receptor. Studiesin vitro suggest that it binds to a regulatory site on the CB1 receptor target, causing a conformational change that increases thebinding affinity of CB1 agonists such asCP 55,940, while decreasing the binding affinity of CB1 antagonists or inverse agonists such asrimonabant. However while Org 27569 increases the ability of CB1 agonists to bind to the receptor, it decreases their efficacy at stimulatingsecond messenger signalling once bound, and so in practice behaves as an insurmountableantagonist of CB1 receptor function.[1]

See also

[edit]

References

[edit]
  1. ^Price MR, Baillie GL, Thomas A, Stevenson LA, Easson M, Goodwin R, McLean A, McIntosh L, Goodwin G, Walker G, Westwood P, Marrs J, Thomson F, Cowley P, Christopoulos A, Pertwee RG, Ross RA (November 2005). "Allosteric modulation of the cannabinoid CB1 receptor".Molecular Pharmacology.68 (5):1484–95.doi:10.1124/mol.105.016162.PMID 16113085.S2CID 17648541.
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
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Cannabidiols
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AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
Receptor
(ligands)
CB1Tooltip Cannabinoid receptor type 1
Agonists
(abridged,
full list)
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CB2Tooltip Cannabinoid receptor type 2
Agonists
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NAGly
(
GPR18)
Agonists
Antagonists
GPR55
Agonists
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Agonists
Transporter
(modulators)
eCBTsTooltip Endocannabinoid transporter
Enzyme
(modulators)
FAAHTooltip Fatty acid amide hydrolase
MAGL
ABHD6
ABHD12
Others
  • Others:2-PG(directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272(FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)
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