LBF20406AM17: Difference between revisions

Revision as of 14:00, 19 February 2010

Upper classes: LB LBF

N- (1,1-dimethyl-2-hydroxyethyl) arachidonoyl amide

Structural Information
	N- (1,1-dimethyl-2-hydroxyethyl) arachidonoyl amide
	N- (1,1-dimethyl-2-hydroxyethyl) arachidonoyl amide

Formula	C24H41NO2
Exact Mass	375.313729561
Average Mass	375.58788
SMILES	`C(=CCCCC(=O)NC(CO)(C)C)CC=CCC=CCC=CCCCCC`
Physicochemical Information
	colorless oil Sheskin_T et al.






	This compound was synthesized from arachidonoyl chloride and 2-amino-2-methyl-l-propanol.Yield 48 %. Sheskin_T et al.

	Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 161.8±34.1 Sheskin_T et al.


Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	¹H NMR (CDCl3) δ 5.50 (br s, 1H), 5.28-5.40 (m,8H), 3.57 (s, 2H), 2.78-2.90 (m, 6H), 2.02-2.20 (m, 6H), 1.62-1.74 (m, 2H), 1.20-1.40 (m, 12H), 0.89 (t, J=7.1Hz, 3H). Sheskin_Tet al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference	Comment
n.a.	LBF20406AM17	See above.	Sheskin_T et al. 1997

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 |Common Name=&&N- (1,1-dimethyl-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) delta5.50 (br s, 1H), 5.28-5.40 (m,8H), 3.57 (s, 2H), 2.78-2.90 (m, 6H), 2.02-2.20 (m, 6H), 1.62-1.74 (m, 2H), 1.20-1.40 (m, 12H), 0.89 (t, J=7.1Hz, 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 5.50 (br s, 1H), 5.28-5.40 (m,8H), 3.57 (s, 2H), 2.78-2.90 (m, 6H), 2.02-2.20 (m, 6H), 1.62-1.74 (m, 2H), 1.20-1.40 (m, 12H), 0.89 (t, J=7.1Hz, 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-amino-2-methyl-l-propanol.Yield 48 %. [[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}}]]