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in Tokyo, September 3-8, abstract
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After we presented this study at AFMC International Medicinal Chemistry Symposium in Tokyo, September 3-8, 1995 (abstract p.79), Pellicciari et al. reported that 1-aminoindan-1,5-dicarboxylic acid, a confomationally constrained 2-(carboxyphenyl)glycine analogue, is a potent antagonist for mGluR1: Pellicciari, R.; Luneia, R.; Costantino, G.; Marinozzi, M.; Natalini, B.; Moroni, F.; Thomsen, C.; J. Med. Chem. 1995, 38, 3717.
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20
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0029126126
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After we presented this study at AFMC International Medicinal Chemistry Symposium in Tokyo, September 3-8, 1995 (abstract p.79), Pellicciari et al. reported that 1-aminoindan-1,5-dicarboxylic acid, a confomationally constrained 2-(carboxyphenyl)glycine analogue, is a potent antagonist for mGluR1: Pellicciari, R.; Luneia, R.; Costantino, G.; Marinozzi, M.; Natalini, B.; Moroni, F.; Thomsen, C.; J. Med. Chem. 1995, 38, 3717.
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Moroni, F.6
Thomsen, C.7
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24
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0018182130
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Prepared from commercially available 4-oxo-4H-benzopyran-2-carboxylic acid: (a) Ellis, G.P.; Becket, G. J. P.; Shaw, D.; Wilson, H. K.; Vardey, C. J.; Skidmore, I. F.; J. Med. Chem. 1978, 27, 1120;
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Becket, G.J.P.2
Shaw, D.3
Wilson, H.K.4
Vardey, C.J.5
Skidmore, I.F.6
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26
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85030196017
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note
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5b (Matrix Presented)
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27
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85030192259
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note
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1H-NMR (270 MHz, CDCl3) δ: 1.35 (3H, t, J=7.26 Hz), 1.49 (1H, m), 2.05, (1H, dd, J=10.56 and 5.95 Hz), 3.38 (1H, dd, J=10.56 and 7.26 Hz), 4.28 (2H, q, J=7.26 Hz), 6.98 (1H, d, J=7.92Hz), 7.03 (1H, d, J=8.58 Hz), 7.32 (1H, m), 7.51 (1H, s, OH, exchangeable with D2O), 7.74 (1H, dd, J=7.92 and 1.32 Hz).
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28
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85030194486
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note
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1H-NMR (270 MHz, CDCl3) δ: 1.35 (3H, t, J=7.26 Hz), 1.49 (1H, m), 1.84, (1H, dd, J=10.56 and 5.95 Hz), 2.85 (1H, dd, J=10.56 and 7.26 Hz), 4.32 (2H, q, J=7.26 Hz), 7.04 (1H, d, J=7.92Hz), 7.09 (1H, d, J=8.58 Hz), 7.37 (1H, m), 8.44 (1H, dd, J=7.92 and 1.32 Hz), 8.92 (1H, brs, OH, exchangeable with D2O).
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29
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85030191695
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note
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(S)-4CPG (3a) acts not only as an antagonist at mGluR1 but also as a week agonist at mGluR2. (RS)-MCPG (3b) is a nonselective antagonist for mGluR1 and mGluR2: See ref. If, 3g.
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0023092256
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Sugiyama, Y.; Ito, I.; Hirono, C.; Nature 1987, 325, 531.
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Nature
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Sugiyama, Y.1
Ito, I.2
Hirono, C.3
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