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183718-77-6

183718-77-6 Structure

183718-77-6 Structure
IdentificationBack Directory
[Name]

AM 404
[CAS]

183718-77-6
[Synonyms]

AM 404
N-(4-HYDROXYPHENYL)-ARACHIDONAMIDE
N-(4-HYDROXYPHENYL)ARACHIDONYLAMIDE
N-(4-HYDROXYPHENYL) ARACHIDONOYLAMIDE
ARACHIDONOYLAMIDE, N-(4-HYDROXYPHENYL)
N-(4-HYDROXYPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRENAMIDE
N-(4-HYDROXYPHENYL)-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
(all-Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenaMide
(5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenaMide
5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (5Z,8Z,11Z,14Z)-
[EINECS(EC#)]

200-578-6
[Molecular Formula]

C26H37NO2
[MDL Number]

MFCD03095721
[MOL File]

183718-77-6.mol
[Molecular Weight]

395.58
Chemical PropertiesBack Directory
[Boiling point ]

579.4±50.0 °C(Predicted)
[density ]

1.007±0.06 g/cm3(Predicted)
[Fp ]

14 °C
[storage temp. ]

-20°C
[solubility ]

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

solution
[pka]

10.11±0.26(Predicted)
[color ]

Colorless to light yellow
[InChIKey]

IJBZOOZRAXHERC-DOFZRALJSA-N
[SMILES]

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)Nc1ccc(O)cc1
Safety DataBack Directory
[Hazard Codes ]

F
[Risk Statements ]

36/37/38-11
[Safety Statements ]

7-16
[RIDADR ]

UN 1170 3/PG 2
[WGK Germany ]

1
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Eye Irrit. 2
Flam. Liq. 2
Hazard InformationBack Directory
[Uses]

It is a metabolite of the well-known analgesic Paracetamol. ase (FAAH) in vivo.
[Uses]

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.
[in vivo]

AM404 (1-5 mg/kg, i.p.) exerts dose-dependent anxiolytic-like effects in the three models: elevated plus maze, defensive withdrawal and separation-induced ultrasonic vocalizations.

Animal Model:Adult male Sprague-Dawley rats (250-300?g)[2]
Dosage:2.5-10?mg/kg
Administration:Intraperitoneal (i.p.)
Result:Caused a dose-dependent increase in anandamide levels in prefrontal cortex, hippocampus and thalamus.
[storage]

-20°C
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