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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
3D model (JSmol )
ChEMBL
ChemSpider
IUPHAR/BPS
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-
Y Key: SCJNCDSAIRBRIA-DOFZRALJSA-N
Y 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
ClCCNC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
Properties
Chemical formula
C 22 H 36 Cl N O
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).
N (what is Y N ?)
Infobox references
Chemical compound
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) (Ki = 1.4 nM for CB1R; Ki = 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 .
Cannabinoids
Phytocannabinoids
Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabinols and cannabinodiols Cannabitriols Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols
Delta-9-THC (THC)
THCH
THCP
THCV
Miscellaneous cannabinoids Active metabolites
Endocannabinoids
Arachidonoyl ethanolamide (AEA; anandamide)
2-Arachidonoylglycerol (2-AG)
2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
2-Oleoylglycerol (2-OG)
N-Arachidonoyl dopamine (NADA)
N-Arachidonylglycine (NAGly)
N-Arachidonoyl serotonin (AA-5-HT)
Docosatetraenoylethanolamide (DEA)
Lysophosphatidylinositol (LPI)
Oleamide
Oleoylethanolamide (OEA)
Palmitoylethanolamide (PEA)
RVD-Hpα
Stearoylethanolamide (SEA)
O-Arachidonoyl ethanolamine (O-AEA; virodhamine)
Synthetic cannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Hydrocarbons Indazole carboxamides Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes
AM-2201
AM-694
WIN-55,212-2
Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles
A-796,260
A-834,735
FUB-144
UR-144
XLR-11
XLR-12
Tetramethylcyclo- propylindoles Others
Allosteric CBR ligands Endocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)
See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
List of: AM cannabinoids
JWH cannabinoids
Designer drugs § Synthetic cannabimimetics
Categories :
Lipids Cannabinoids Fatty acid amides Arachidonyl compounds Hidden categories:
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