Arachidonyl-2'-chloroethylamide

Arachidonyl-2'-chloroethylamide
Names
	Preferred IUPAC name (5Z,8Z,11Z,14Z)-N-(2-Chloroethyl)icosa-5,8,11,14-tetraenamide
	Other names Arachidonyl-2'-chloroethylamide; ACEA
Identifiers
CAS Number	220556-69-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:191854;
ChEMBL	ChEMBL151167 ;
ChemSpider	4470547 ;
IUPHAR/BPS	738;
PubChem CID	5311006;
CompTox Dashboard (EPA)	DTXSID60274346 ;
	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). (what is ?) Infobox references

Arachidonyl-2'-chloroethylamide (ACEA) is a synthetic agonist of the CB₁ (CB1R). ACEA is considered to be a selective cannabinoid agonist as it binds primarily to the CB1R and has low affinity to the CB₂ (CB2R) (K_i = 1.4 nM for CB1R; K_i = 3100 nM for CB2R). ^[1]

References

^ 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.

[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.

[1]