Org 27569

Org 27569

Systematic (IUPAC) name
5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)ethyl]amide
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	868273-06-7
ATC code	?
PubChem	CID 44828492
ChemSpider	22369629 Y
Chemical data
Formula	C24H28ClN3O
Mol. mass	409.951 g/mol
SMILES	eMolecules & PubChem
InChI 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) Y Key:AHFZDNYNXFMRFQ-UHFFFAOYSA-N Y
Y(what is this?)  (verify)

Org 27569 is a drug which acts as a potent and selective allosteric modulator of the cannabinoid CB₁ receptor. Studies in vitro suggest that it binds to a regulatory site on the CB₁ receptor target, causing a conformational change that increases the binding affinity of CB₁ agonists such as CP 55,940, while decreasing the binding affinity of CB₁ antagonists or inverse agonists such as rimonabant. However while Org 27569 increases the ability of CB₁ agonists to bind to the receptor, it decreases their efficacy at stimulating second messenger signalling once bound, and so in practice behaves as an insurmountable antagonist of CB₁ receptor function.^[1]

References

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. 

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