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A9719

Sigma-Aldrich

Arachidonyl-2′-chloroethylamide hydrate

≥97% (HPLC), oil

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Synonym(s):
ACEA
Empirical Formula (Hill Notation):
C22H36ClNO · xH2O
CAS Number:
220556-69-4
Molecular Weight:
365.98 (anhydrous basis)
MDL number:
MFCD02683581
PubChem Substance ID:
24891489
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

oil

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

brown-red

solubility

DMSO: soluble
H2O: insoluble

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCCl

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-

InChI key

SCJNCDSAIRBRIA-DOFZRALJSA-N

Gene Information

mouse ... Cnr1(12801) , Cnr2(12802)
rat ... Cnr1(25248)

Biochem/physiol Actions

Potent and selective neuronal CB1 cannabinoid receptor agonist.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Photosensitive; store under argon or nitrogen.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Yahya I Asiri et al.
Anesthesia and analgesia, 127(2), 548-555 (2017-10-11)
Development of new analgesics is limited by shortcomings of existing preclinical screening assays such as wide variations in response, suitability for a narrow range of analgesics, and propensity to induce tissue damage. Our aim was to determine the feasibility of
C J Hillard et al.
The Journal of pharmacology and experimental therapeutics, 289(3), 1427-1433 (1999-05-21)
Two subtypes of the cannabinoid receptor (CB1 and CB2) are expressed in mammalian tissues. Although selective antagonists are available for each of the subtypes, most of the available cannabinoid agonists bind to both CB1 and CB2 with similar affinities. We
Chris L Baker et al.
British journal of pharmacology, 142(8), 1361-1367 (2004-07-28)
The vasoactive effects of the synthetic cannabinoid (CB) arachidonyl-2-chloroethylamide (ACEA) was tested in the knee joints of urethane-anaesthetised rats. Experiments were also performed to determine whether these vasomotor responses could be blocked by the selective CB(1) receptor antagonists AM251 (N-(piperidin-1-yl)-5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide)
Akiko Tsuchida et al.
Scientific reports, 8(1), 7017-7017 (2018-05-08)
GalNAc-disialyl Lc4 (GalNAc-DSLc4) was reported as a novel antigen that associated with malignant features of renal cell cancers (RCCs). To clarify roles of GalNAc-DSLc4 in malignant properties of RCCs, we identified B4GalNAc-T2 as a responsible gene for the synthesis of
Tamás Oláh et al.
The Journal of physiology, 594(24), 7381-7398 (2016-10-28)
Marijuana was found to cause muscle weakness, although the exact regulatory role of its receptors (CB1 cannabinoid receptor; CB1R) in the excitation-contraction coupling (ECC) of mammalian skeletal muscle remains unknown. We found that CB1R activation or its knockout did not
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