LBF20406AM22: Difference between revisions

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|LipidBank=XPR7038
|LipidBank=XPR7038
|LipidMaps=LMFA08020024
|LipidMaps=LMFA08020024
|SysName=N,N-diethyl arachidonoyl amide
|SysName=N,N-Diethyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&N,N-diethyl arachidonoyl amide&&
|Common Name=&&N,N-Diethylarachidonoylamide&&N,N-Diethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine&&
|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}}]]
|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=<SUP><FONT SIZE=-1>1</FONT></SUP>H NMR (CDCl3) <FONT FACE="Symbol">d</FONT>5.30-5.42 (m, 8H), 3.20-3.42 (m, 4H), 2.76-2.86 (m, 6H), 2.29 (t, J=7.l Hz, 2H), 2.00-2.20 (m, 4H), 1.60-1.80 (m, 2H), 1.22-1.40 (m, 6H), 1.04-1.20 (m, 6H), 0.90 (t, J=6.1Hz, 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 5.30-5.42 (m, 8H), 3.20-3.42 (m, 4H), 2.76-2.86 (m, 6H), 2.29 (t, J=7.l Hz, 2H), 2.00-2.20 (m, 4H), 1.60-1.80 (m, 2H), 1.22-1.40 (m, 6H), 1.04-1.20 (m, 6H), 0.90 (t, J=6.1Hz, 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 diethylamine. Yield 66%.[[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}}]]
|Metabolism=
|Biological Activity=Binding to the rat brain cannabinoid receptor (CBl), Ki(nM)>1000 [[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}}]]
}}
}}


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Latest revision as of 04:44, 21 October 2010

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Upper classes: LB LBF



N,N-Diethylarachidonoylamide
LBF20406AM22.png
Structural Information
N,N-Diethyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N,N-Diethylarachidonoylamide
  • N,N-Diethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C24H41NO
Exact Mass 359.318814939
Average Mass 359.58847999999995
SMILES N(C(CCCC=CCC=CCC=CCC=CCCCCC)=O)(CC)CC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoyl chloride and diethylamine. Yield 66%. Sheskin_T et al.
Binding to the rat brain cannabinoid receptor (CBl), Ki(nM)>1000 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.30-5.42 (m, 8H), 3.20-3.42 (m, 4H), 2.76-2.86 (m, 6H), 2.29 (t, J=7.l Hz, 2H), 2.00-2.20 (m, 4H), 1.60-1.80 (m, 2H), 1.22-1.40 (m, 6H), 1.04-1.20 (m, 6H), 0.90 (t, J=6.1Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM22 See above. Sheskin_T et al. 1997