Arachidonyl-2'-chloroethylamide

Arachidonyl-2'-chloroethylamide

Names
IUPAC name N-(2-Chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Other names Arachidonyl-2'-chloroethylamide; ACEA
Identifiers
CAS Number	220556-69-4
ChEMBL	ChEMBL151167
ChemSpider	4470547
IUPHAR/BPS	738
Jmol interactive 3D	Image
PubChem	5311006
InChI InChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15- Key: SCJNCDSAIRBRIA-DOFZRALJSA-N InChI=1/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15- Key: SCJNCDSAIRBRIA-DOFZRALJBU
SMILES ClCCNC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Properties
Chemical formula	C22H36ClNO
Molar mass	365.99 g·mol^−1
Solubility in other solvents	soluble in ethanol, chloroform, THF and DMSO
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Arachidonyl-2'-chloroethylamide (ACEA) is a synthetic agonist of the cannabinoid receptor 1 (CB1R). ACEA is considered to be a selective cannabinoid agonist as it binds primarily to the CB1R and has low affinity to the cannabinoid receptor 2 (CB2R) (K_i = 1.4 nM for CB1R; K_i = 3100 nM for CB2R). ^[1]

References

1. Hillard, CJ; Manna, S; Greenberg, MJ; Dicamelli, R; Ross, RA; Stevenson, LA; Murphy, V; Pertwee, RG; Campbell, WB (1999). "Synthesis and characterization of potent and selective agonists of the neuronal cannabinoid receptor (CB1)". The Journal of Pharmacology and Experimental Therapeutics 289 (3): 1427–33. PMID 10336536.