AM 1172

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Cat.No. 3381 - AM 1172 | C27H39NO2 | CAS No. 251908-92-6
Description: Anandamide uptake inhibitor; also FAAH inhibitor and CB receptor partial agonist
Chemical Name: N-(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yl-4-hydroxybenzamide
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Metabolically stable anandamide uptake inhibitor (IC50 = 2.1 - 2.5 μM) and fatty acid amide hydrolase (FAAH) inhibitor (Ki = 3.18 μM). Inhibits N-arachidonylethanolamine (AEA) accumulation (IC50 = 24 μM) and hydrolysis (Ki = 3 μM), and inhibits N-palmitoylethanolamine (PEA) hydrolysis (IC50 = 36 μM) in cerebellar granule neurons. Also acts as a non-selective cannabinoid receptor partial agonist (EC50 values are 189 and 271 nM at CB2 and CB1 receptors respectively).

Technical Data

M. Wt 409.6
Formula C27H39NO2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 251908-92-6
PubChem ID 10364179
InChI Key XCWBOAHOJHPWLA-DOFZRALJSA-N
Smiles CCCCC\C=C/C\C=C/C/C=C\C/C=C\CCCCNC(C1=CC=C(O)C=C1)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 10mg/ml)

Preparing Stock Solutions

The following data is based on the product molecular weight 409.6. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.44 mL 12.21 mL 24.41 mL
5 mM 0.49 mL 2.44 mL 4.88 mL
10 mM 0.24 mL 1.22 mL 2.44 mL
50 mM 0.05 mL 0.24 mL 0.49 mL

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Product Datasheets

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References

References are publications that support the products' biological activity.

Kaczocha et al (2006) Anandamide uptake is consistent with rate-limited diffusion and is regulated by the degree of its hydrolysis by fatty acid amide hydrolase. J.Biol.Chem. 281 9066 PMID: 16461355

Hillard et al (2007) Studies of anandamide accumulation inhibitors in cerebellar granule neurons. J.Mol.Neurosci. 33 18 PMID: 17901541

Fegley et al (2004) Anandamide transport is independent of fatty-acid amide hydrolase activity and is blocked by the hydrolysis-resistant inhibitor AM1172. Proc.Natl.Acad.Sci.USA 101 8756 PMID:


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Keywords: Anandamide uptake inhibitors inhibits AMT FAAH inhibitor CB receptors partial agonists cannabinoid fatty acid amide hydrolase neurotransmitter transporters AM1172 cb2r cb1r Cannabinoid Transporters

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