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198022-70-7

198022-70-7 Structure

198022-70-7 Structure
IdentificationBack Directory
[Name]

AM 404
[CAS]

198022-70-7
[Synonyms]

AM 404
Zinc03871503
N-arachidonoylaminophenol
AM 404 (in Tocrisolve 100)
AM 404 (in Tocrisolve(TM) 100)
N-(4-HYDROXYPHENYL)-ARACHIDONAMIDE
N-(4-HYDROXYPHENYL)ARACHIDONYLAMIDE
N-(4-HYDROXYPHENYL) ARACHIDONOYLAMIDE
ARACHIDONOYLAMIDE, N-(4-HYDROXYPHENYL)
N-(4-HYDROXYPHENYL)ARACHIDONYLAMIDE \ AN
N-(4-HYDROXYPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRENAMIDE
N-(4-HYDROXYPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
[Molecular Formula]

C26H37NO2
[MDL Number]

MFCD03095721
[MOL File]

198022-70-7.mol
[Molecular Weight]

395.58
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

ethanol: 24 mg/mL Photosensitive solution.
[form ]

solution
[color ]

White
[Sensitive ]

Air Sensitive
[Stability:]

Stable for 1 year from date of purchase as supplied. Compound is subject to oxidation, store under inert gas to protect from exposure to air. Solutions in DMSO or ethanol may be stored under nitrogen or argon at -20° for up to 3 months.
Safety DataBack Directory
[Hazard Codes ]

F,Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

7-16-36-26
[RIDADR ]

UN 1170 3/PG 2
[WGK Germany ]

1
Hazard InformationBack Directory
[Description]

AM-404 (198022-70-7) inhibits anandamide transport (IC50?= 1 μM) without inhibiting anandamide amidase or activating cannabinoid receptors.1,2?Vanilloid receptors are activated by AM-404.3?Active?in vivo.1
[Biological Activity]

Competitive and selective inhibitor of carrier-mediated anandamide transport (IC 50 = 1 μ M). Does not activate CB 1 receptors or inhibit anandamide hydrolysis but has been shown to activate native and cloned vanilloid receptors (pEC 50 = 7.4). Active in vivo . Also available in water soluble emulsion (N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide ).
[storage]

Store at -20°C
[References]

1) Calignano?et al. (1997),?Potentiation of anandamide hypotension by the transport inhibitor AM404; Eur. J. Pharmacol.,?337?R1 2) Beltramo?et al. (1997), Functional role of high-affinity anandamide transport, as revealed by selective inhibition; Science,?277?1094 3) Zygmunt?et al. (2000),?The anandamide inhibitor AM404 activates vanilloid receptors: Eur. J. Pharmacol.?396?39
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