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ACEA

Product Name
ACEA
CAS No.
220556-69-4
Chemical Name
ACEA
Synonyms
ACEA;2'-CHLORO-AEA;ACEA (ethanol solution);Terfenadine Impurity 23;ARACHIDONYL-2-CHLOROETHYLAMIDE;ARACHIDONYL-2'-CHLOROETHYLAMIDE;ARACHIDONOYL 2'-CHLOROETHYLAMIDE;Eicosapentaenoic Acid Impurity 51;ARACHIDONYL-2'-CHLOROETHYLAMIDE HYDRATE;N-(2-CHLOROETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
CBNumber
CB7484072
Molecular Formula
C22H36ClNO
Formula Weight
365.98
MOL File
220556-69-4.mol
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ACEA Property

RTECS 
JX3840800
storage temp. 
−20°C
solubility 
DMSO: soluble
form 
oil
color 
pale yellow
Sensitive 
Air Sensitive
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A9719
Product name
Arachidonyl-2′-chloroethylamide hydrate
Purity
≥97% (HPLC), oil
Packaging
25mg
Price
$398
Updated
2024/03/01
Alfa Aesar
Product number
J67294
Product name
N-Arachidonyl-2-chloroethylamide, 98%
Packaging
10mg
Price
$117
Updated
2022/04/27
Cayman Chemical
Product number
91054
Product name
Arachidonoyl 2'-Chloroethylamide
Purity
≥95%
Packaging
5mg
Price
$40
Updated
2024/03/01
Cayman Chemical
Product number
91054
Product name
Arachidonoyl 2'-Chloroethylamide
Purity
≥95%
Packaging
10mg
Price
$72
Updated
2024/03/01
Cayman Chemical
Product number
91054
Product name
Arachidonoyl 2'-Chloroethylamide
Purity
≥95%
Packaging
25mg
Price
$166
Updated
2024/03/01
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ACEA Chemical Properties,Usage,Production

Description

Arachidonoyl 2-chloroethylamide (ACEA) is a potent and selective cannabinoid (CB) receptor 1 agonist with Ki values of 1.4 and >2,000 nM for CB1 and CB2 receptors, respectively. In whole animal experiments, ACEA induces hypothermia in mice with the same efficacy as arachidonoyl ethanolamide (AEA; ), in spite of its higher affinity for the CB1 receptor. These data have been interpreted to indicate that ACEA may be a substrate for fatty acid amide hydrolase (FAAH), and thus only transiently available in whole animal experiments.

Uses

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).

Definition

ChEBI: Arachidonyl-2'-chloroethylamide is a fatty amide obtained by the formal condensation of arachidonic acid with 2-chloroethanamine. It is a potent agonist of the CB1 receptor (Ki = 1.4 nM) and also has a low affinity for the CB2 receptor (Ki = 3100 nM). It has a role as a CB1 receptor agonist, a neuroprotective agent and a CB2 receptor agonist. It is an organochlorine compound, a secondary carboxamide, a fatty amide and a synthetic cannabinoid. It is functionally related to an arachidonic acid.

Biological Activity

Potent and highly selective CB 1 receptor agonist (K i = 1.4 nM). Displays > 1400-fold selectivity over CB 2 receptors. Active in vivo . Also available as part of the Cannabinoid CB 1 Receptor Tocriset™ .

Biochem/physiol Actions

Potent and selective neuronal CB1 cannabinoid receptor agonist.

Enzyme inhibitor

This synthetic CB1 receptor agonist and anandamide (N- arachidonylethanolamide) analogue (FW = 365.99 g/mol; CAS 220556-69-4; Symbol: ACEA) is a selective agonist of cannabinoid receptor-1 (Ki = 1.4 nM) but has low affinity to the cannabinoid receptor 2 (Ki = 3.1 μM). ACEA inhibits forskolin-induced cAMP accumulation in Chinese hamster ovary cells expressing the human CB1 receptor. It also increases the binding of [ 35 S]GTPgS to cerebellar membranes and inhibits electrically evoked contractions of the mouse vas deferens. ACEA produces hypothermia in mice, an effect that is inhibited by co-administration of the CB1 receptor antagonist SR141716A.

storage

Store at -20°C

ACEA Preparation Products And Raw materials

Raw materials

Preparation Products

220556-69-4, ACEARelated Search:


  • N-(2-CHLOROETHYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
  • ARACHIDONYL-2'-CHLOROETHYLAMIDE
  • ARACHIDONYL-2-CHLOROETHYLAMIDE
  • ARACHIDONOYL 2'-CHLOROETHYLAMIDE
  • ACEA
  • 2'-CHLORO-AEA
  • ARACHIDONYL-2'-CHLOROETHYLAMIDE HYDRATE
  • ACEA (ethanol solution)
  • (5Z,8Z,11Z,14Z)-N-(2-Chloroethyl)-5,8,11,14-eicosatetraenaMide
  • 5,8,11,14-Eicosatetraenamide, N-(2-chloroethyl)-, (5Z,8Z,11Z,14Z)-
  • Arachidonoyl 2'Chloroethylamide,Arachidonoyl 2' Chloroethylamide
  • Eicosapentaenoic Acid Impurity 51
  • Terfenadine Impurity 23
  • 220556-69-4
  • C22H36ClNO
  • Cannabinoid receptor
  • Cannabinoid
  • Agonist
  • Fatty Acid Derivatives & Lipids
  • Glycerols
  • Intermediates & Fine Chemicals
  • Pharmaceuticals