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Key Documents

H1911

Sigma-Aldrich

N-(4-Hydroxyphenyl)-arachidonylamide

≥98%, ethanol solution

Sinônimo(s):

AM404

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About This Item

Fórmula empírica (Notação de Hill):
C26H37NO2
Número CAS:
Peso molecular:
395.58
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.32

Nível de qualidade

Ensaio

≥98%

forma

ethanol solution

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)Nc1ccc(O)cc1

InChI

1S/C26H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)27-24-20-22-25(28)23-21-24/h6-7,9-10,12-13,15-16,20-23,28H,2-5,8,11,14,17-19H2,1H3,(H,27,29)/b7-6-,10-9-,13-12-,16-15-

chave InChI

IJBZOOZRAXHERC-DOFZRALJSA-N

Informações sobre genes

Aplicação

Potentiates the activity of endogenous anandamide by blocking its re-uptake into presynaptic membranes. AM404 selectively inhibits the carrier-mediated transport of anandamide without affecting anandamide hydrolysis.

Outras notas

To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.

Pictogramas

FlameExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Flam. Liq. 2

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

55.4 °F

Ponto de fulgor (°C)

13 °C

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificados de análise (COA)

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A Giuffrida et al.
European journal of pharmacology, 408(2), 161-168 (2000-11-18)
The biological actions of the endogenous cannabinoid anandamide are terminated by carrier-mediated transport into neurons and astrocytes, followed by enzymatic hydrolysis. Anandamide transport is inhibited by the compound N-(4-hydroxyphenyl)arachidonylamide (AM404). AM404 potentiates several responses elicited by administration of exogenous anandamide
Maria Scherma et al.
British journal of pharmacology, 165(8), 2539-2548 (2011-05-12)
The fatty acid amide hydrolase inhibitor URB597 can reverse the abuse-related behavioural and neurochemical effects of nicotine in rats. Fatty acid amide hydrolase inhibitors block the degradation (and thereby magnify and prolong the actions) of the endocannabinoid anandamide (AEA), and
M Beltramo et al.
Science (New York, N.Y.), 277(5329), 1094-1097 (1997-08-22)
Anandamide, an endogenous ligand for central cannabinoid receptors, is released from neurons on depolarization and rapidly inactivated. Anandamide inactivation is not completely understood, but it may occur by transport into cells or by enzymatic hydrolysis. The compound N-(4-hydroxyphenyl)arachidonylamide (AM404) was
F M Leweke et al.
Translational psychiatry, 2, e94-e94 (2012-07-27)
Cannabidiol is a component of marijuana that does not activate cannabinoid receptors, but moderately inhibits the degradation of the endocannabinoid anandamide. We previously reported that an elevation of anandamide levels in cerebrospinal fluid inversely correlated to psychotic symptoms. Furthermore, enhanced

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