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H1911

N-(4-Hydroxyphenyl)-arachidonylamide

Name: N-(4-Hydroxyphenyl)-arachidonylamide
Brand: SIGMA

≥98%, ethanol solution

别名:

AM404

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关于此项目

经验公式（希尔记法）:

C₂₆H₃₇NO₂

化学文摘社编号:

183718-77-6

分子量:

395.58

NACRES:

NA.32

PubChem Substance ID:

24895490

UNSPSC Code:

12352200

MDL number:

MFCD03095721

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属性

Quality Level

200

assay

≥98%

form

ethanol solution

shipped in

wet ice

storage temp.

−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-

InChI key

IJBZOOZRAXHERC-DOFZRALJSA-N

Gene Information

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

说明

Application

Blocks anandamide re-uptake.

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.

Other Notes

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

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H319

pcodes

P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

存储类别

3 - Flammable liquids

wgk

WGK 2

flash_point_f

55.4 °F

flash_point_c

13 °C

ppe

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

法规信息

危险化学品

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Elevated circulating levels of anandamide after administration of the transport inhibitor, AM404.

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

The anandamide transport inhibitor AM404 reduces the rewarding effects of nicotine and nicotine-induced dopamine elevations in the nucleus accumbens shell in rats.

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

Functional role of high-affinity anandamide transport, as revealed by selective inhibition.

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

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全球贸易项目编号

货号	GTIN
H1911-10MG	04061838064677