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251908-92-6

251908-92-6 Structure

251908-92-6 Structure
IdentificationBack Directory
[Name]

AM1172
[CAS]

251908-92-6
[Synonyms]

AM1172
N-5Z,8Z,11Z,14Z-EICOSATETRAENYL-4-HYDROXY-BENZAMIDE
4-hydroxy-N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenyl]benzamide
N-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl-4-hydroxybenzamide
Benzamide, N-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl-4-hydroxy-
[Molecular Formula]

C27H39NO2
[MDL Number]

MFCD08062148
[MOL File]

251908-92-6.mol
[Molecular Weight]

409.6
Chemical PropertiesBack Directory
[Boiling point ]

590.8±50.0 °C(Predicted)
[density ]

0.983±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in ethanol
[form ]

solution in ethanol
[pka]

8.53±0.26(Predicted)
Hazard InformationBack Directory
[Uses]

AM 1172 is a potent and selective inhibitor of anandamide uptake and FAAH.
[Biological Activity]

Metabolically stable anandamide uptake inhibitor (IC 50 = 2.1 - 2.5 μ M) and fatty acid amide hydrolase (FAAH) inhibitor (K i = 3.18 μ M). Inhibits N -arachidonylethanolamine (AEA) accumulation (IC 50 = 24 μ M) and hydrolysis (K i = 3 μ M), and inhibits N -palmitoylethanolamine (PEA) hydrolysis (IC 50 = 36 μ M) in cerebellar granule neurons. Also acts as a non-selective cannabinoid receptor partial agonist (EC 50 values are 189 and 271 nM at CB 2 and CB 1 receptors respectively).
[References]

1. fegley d, kathuria s, mercier r, et al. anandamide transport is independent of fatty-acid amide hydrolase activity and is blocked by the hydrolysis-resistant inhibitor am1172. proceedings of the national academy of sciences of the united states of america. 2004;101(23):8756-8761.
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