LBF20406AM38: Difference between revisions

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|Common Name=&&N- (2-methyl-2-hydroxyethyl) arachidonoylamide (S)&&
|Common Name=&&N- (2-methyl-2-hydroxyethyl) arachidonoylamide (S)&&
|Melting Point=colorless oil [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Melting Point=colorless oil [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Reflactive=dX<sub>4</sub><sup>25</sup>= +9.44° [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Optical=dX<sub>4</sub><sup>25</sup>= +9.44° [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H NMR (200 MHz, CDCl3) <FONT FACE="Symbol">d</FONT>(TMS)6.42 (m, 1H), 5.46-5.30 (m, 8H), 3.93-3.85 (m, 1H), 3.47-3.36 (m, 1H), 3.16-3.03 (m, 1H), 2.83-2.80 (m, 6H), 2.26-2.01 (m, 6H), 1.78-1.64 (m, 2H), 1.39-1.25 (m, 6H), 1.18 (d, J=3.18Hz, 3H), 0.89 (t, J=6.43 Hz, 3H) [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H NMR (200 MHz, CDCl3) <FONT FACE="Symbol">d</FONT>(TMS)6.42 (m, 1H), 5.46-5.30 (m, 8H), 3.93-3.85 (m, 1H), 3.47-3.36 (m, 1H), 3.16-3.03 (m, 1H), 2.83-2.80 (m, 6H), 2.26-2.01 (m, 6H), 1.78-1.64 (m, 2H), 1.39-1.25 (m, 6H), 1.18 (d, J=3.18Hz, 3H), 0.89 (t, J=6.43 Hz, 3H) [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Chromatograms=Rf 0.3(5% MeOH/CHCl3)
|Chromatograms=Rf 0.3(5% MeOH/CHCl3)
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|Chemical Synthesis=This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol in 63% yield. [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Chemical Synthesis=This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol in 63% yield. [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889|{{RelationTable/GetFirstAuthor|Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889}}]]
|Metabolism=
|Metabolism=
|Biological Activity={{Image200|LBF20406AM38FT7055.gif}} [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626|{{RelationTable/GetFirstAuthor|Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626}}]]
}}
}}


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Revision as of 21:00, 6 January 2010

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Upper classes: LB LBF



N- (2-methyl-2-hydroxyethyl) arachidonoylamide (S)
LBF20406AM38.png
Structural Information
N- (2-methyl-2-hydroxyethyl) arachidonoylamide (S)
  • N- (2-methyl-2-hydroxyethyl) arachidonoylamide (S)
Formula C23H39NO2
Exact Mass 361.298079497
Average Mass 361.5613
SMILES C(CCC=CCC=CCC=CCC=CCCCCC)C(NC[C@H](C)O)=O
Physicochemical Information
colorless oil Abadji_V et al.
dX425= +9.44° AbadjiVet al.
This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol in 63% yield. Abadji_V et al.

LBF20406AM38FT7055.gif
Seltzman_HH et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (200 MHz, CDCl3) d(TMS)6.42 (m, 1H), 5.46-5.30 (m, 8H), 3.93-3.85 (m, 1H), 3.47-3.36 (m, 1H), 3.16-3.03 (m, 1H), 2.83-2.80 (m, 6H), 2.26-2.01 (m, 6H), 1.78-1.64 (m, 2H), 1.39-1.25 (m, 6H), 1.18 (d, J=3.18Hz, 3H), 0.89 (t, J=6.43 Hz, 3H) AbadjiVet al.
Other Spectra
Chromatograms Rf 0.3(5% MeOH/CHCl3)
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM38 See above. Abadji_V et al. 1994
n.a. LBF20406AM38 See above. Seltzman_HH et al. 1997