AM 404

CAS: 183718-77-6

Ref. TR-A575810

Product Information

• Name: AM 404
• Synonyms: (5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenamide, (all-Z)-N-(4-Hydroxyphenyl)-5,8,11,14-eicosatetraenamide, (5Z,8Z,11Z,14Z)-N-(4-hydroxyphenyl)icosa-5,8,11,14-tetraenamide, 5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (5Z,8Z,11Z,14Z)-, 5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (all-Z)-, Arachidonoylamide, N-(4-Hydroxyphenyl), N-(4-Hydroxyphenyl) Arachidonoylamide, N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-Eicosatetraenamide, N-(4-Hydroxyphenyl)-5Z,8Z,11Z,14Z-Eicosatetrenamide, N-(4-Hydroxyphenyl)-Arachidonamide, N-(4-Hydroxyphenyl)Arachidonylamide
• CAS: 183718-77-6

Description

Applications It is a metabolite of the well-known analgesic Paracetamol. AM404 inhibits endocannabinoid cellular uptake, binds weakly to CB1 and CB2 cannabinoid receptors, and is formed by fatty acid amide hydrolase (FAAH) in vivo.
References Basile, S., et al.: Pain, 52, 217 (1993), Beltramo, M., et al.: Science, 277, 1094 (1997), Bisogno, T., et al.: J. Biol. Chem., 272, 3315 (1997), Nicholson, R., et al.: Brain Res., 978, 194 (2003), La Rana, G., et al.: J. Pharmacol. Exp. Ther., 317, 1365 (2006),

• Brand: TRC

Chemical properties

• Molecular weight: 395.58
• Formula: C₂₆H₃₇NO₂
• Color/Form: Pale Orange to Orange Waxy Solid
• InChI: 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: InChIKey=IJBZOOZRAXHERC-DOFZRALJSA-N
• SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Nc1ccc(O)cc1