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H1911

Sigma-Aldrich

N-(4-Hydroxyphenyl)-arachidonylamide

≥98%, ethanol solution

Synonym(e):

AM404

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About This Item

Empirische Formel (Hill-System):
C26H37NO2
CAS-Nummer:
183718-77-6
Molekulargewicht:
395.58
MDL-Nummer:
MFCD03095721
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24895490
NACRES:
NA.32

Qualitätsniveau

200

Assay

≥98%

Form

ethanol solution

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

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-

InChIKey

IJBZOOZRAXHERC-DOFZRALJSA-N

Angaben zum Gen

human ... CNR1(1268) , CNR2(1269)
mouse ... Cnr2(12802)
rat ... Cnr1(25248) , Faah(29347) , Trpv1(83810)

Anwendung

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.

Sonstige Hinweise

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

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

H-Sätze

H225,H319

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

55.4 °F

Flammpunkt (°C)

13 °C

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
SLCF7024
SLCF1772
SLCD8057
SLCD8062
SLCD3040

Die passende Version wird nicht angezeigt?

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Die Dokumentenbibliothek aufrufen

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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