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Merck
CN

A9719

Arachidonyl-2′-chloroethylamide hydrate

≥97% (HPLC), oil

Synonym(s):

ACEA

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About This Item

Empirical Formula (Hill Notation):
C22H36ClNO · xH2O
CAS Number:
220556-69-4
Molecular Weight:
365.98 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
24891489
UNSPSC Code:
51111800
MDL number:
MFCD02683581

Key Documents

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Product Name

Arachidonyl-2′-chloroethylamide hydrate, ≥97% (HPLC), oil

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-

SMILES string

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

InChI key

SCJNCDSAIRBRIA-DOFZRALJSA-N

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

Quality Level

100

Gene Information

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

Related Categories

Biochem/physiol Actions

Potent and selective neuronal CB1 cannabinoid receptor agonist.

Disclaimer

Photosensitive; store under argon or nitrogen.

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000069152
0000053785
047M4601V
045M4609V
034M4603V

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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
Aakanksha Jain et al.
Nature communications, 9(1), 3185-3185 (2018-08-11)
Innate cytokines are critical drivers of priming and differentiation of naive CD4 T cells, but their functions in memory T cell response are largely undefined. Here we show that IL-1 acts as a licensing signal to permit effector cytokine production
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)
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
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
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