LBF20406AM23: Difference between revisions

Revision as of 14:00, 19 February 2010

Upper classes: LB LBF

N-methyl -N- (2-hydroxyethyl) arachidonoyl amide

Structural Information
	N-methyl -N- (2-hydroxyethyl) arachidonoyl amide
	N-methyl -N- (2-hydroxyethyl) arachidonoyl amide

Formula	C23H39NO2
Exact Mass	361.298079497
Average Mass	361.5613
SMILES	`CN(CCO)C(=O)CCCC=CCC=CCC=CCC=CCCCCC`
Physicochemical Information
	colorless oil Sheskin_T et al.






	This compound was synthesized from arachidonoyl chloride and 2-(methylamino)ethanol. Yield 75 %. Sheskin_T et al.

	Binding to the brain cannabinoid receptor (CBl), Ki(nM)>10000 Sheskin_T et al.


Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	¹H NMR (CDCl3) δ 5.30-5.42 (m, 8H), 3.77 (t, J=5Hz, 2H), 3.55 (t, J=7.8Hz,2H), 2.04-2.15 (m, 4H), 1.64-1.75 (m, 2H), 1.25-1.38 (m, 6H), 0.89 (t, J=6.8Hz, 3H). Sheskin_Tet al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference	Comment
n.a.	LBF20406AM23	See above.	Sheskin_T et al. 1997

@@ Line 9: / Line 9: @@
 |Common Name=&&N-methyl -N- (2-hydroxyethyl) arachidonoyl amide&&
 |Melting Point=colorless oil [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]
-|NMR Spectra=^1 H NMR (CDCl3) delta5.30-5.42 (m, 8H), 3.77 (t, J=5Hz, 2H), 3.55 (t, J=7.8Hz,2H), 2.04-2.15 (m, 4H), 1.64-1.75 (m, 2H), 1.25-1.38 (m, 6H), 0.89 (t, J=6.8Hz, 3H). [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]
+|NMR Spectra=^1 H NMR (CDCl3)  delta 5.30-5.42 (m, 8H), 3.77 (t, J=5Hz, 2H), 3.55 (t, J=7.8Hz,2H), 2.04-2.15 (m, 4H), 1.64-1.75 (m, 2H), 1.25-1.38 (m, 6H), 0.89 (t, J=6.8Hz, 3H). [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]
 |Source=
 |Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 2-(methylamino)ethanol. Yield 75 %.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]