GW-405,833

GW-405,833 (L-768,242) is a drug that acts as a potent and selective partial agonist for the cannabinoid receptor subtype CB₂, with an EC₅₀ of 0.65 nM and selectivity of around 1200x for CB₂ over CB₁ receptors.^[1][2] Animal studies have shown it to possess antiinflammatory and anti-hyperalgesic effects at low doses, followed by ataxia and analgesic effects when the dose is increased.^[3][4] Selective CB₂ agonist drugs such as GW-405,833 are hoped to be particularly useful in the treatment of allodynia and neuropathic pain for which current treatment options are often inadequate.^[5][6]

CAS Number

• 180002-83-9 ^Y

PubChem CID

• 9911463

ChemSpider

• 8087114 ^N

UNII

• 85K154W99L

Quick facts Identifiers, CAS Number ...

GW-405,833

Identifiers
IUPAC name 1-(2,3-Dichlorobenzoyl)-5-methoxy-2-methyl-3-[2-(4-morpholinyl)ethyl]-1H-indole
CAS Number	180002-83-9 Y
PubChem CID	9911463
ChemSpider	8087114 N
UNII	85K154W99L
ChEBI	CHEBI:92184
ChEMBL	ChEMBL73711 N
CompTox Dashboard (EPA)	DTXSID20432728
ECHA InfoCard	100.162.054
Chemical and physical data
Formula	C23H24Cl2N2O3
Molar mass	447.36 g·mol−1
3D model (JSmol)	Interactive image Interactive image
SMILES CC1=C(C2=C(N1C(=O)C3=C(C(=CC=C3)Cl)Cl)C=CC(=C2)OC)CCN4CCOCC4 C4COCCN4CCc1c(C)n(c(ccc3OC)c1c3)C(=O)c2cccc(Cl)c2Cl
InChI InChI=1S/C23H24Cl2N2O3/c1-15-17(8-9-26-10-12-30-13-11-26)19-14-16(29-2)6-7-21(19)27(15)23(28)18-4-3-5-20(24)22(18)25/h3-7,14H,8-13H2,1-2H3 N Key:FSFZRNZSZYDVLI-UHFFFAOYSA-N N
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