-
1
-
-
33645920728
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-
note
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a of the parent tetrazole is 4.6 (in 0.15 M aqueous KCl at 25 °C) and similar to that of acetic acid.
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-
-
-
3
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0030053138
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-
(a) Wexler, R. R.; Greenlee, W. J.; Irvin, J. D.; Goldberg, M. R.; Prendergast, K.; Smith, R. D.; Timmermans, P. B. M. W. M. J. Med. Chem. 1996, 39, 625-656.
-
(1996)
J. Med. Chem.
, vol.39
, pp. 625-656
-
-
Wexler, R.R.1
Greenlee, W.J.2
Irvin, J.D.3
Goldberg, M.R.4
Prendergast, K.5
Smith, R.D.6
Timmermans, P.B.M.W.M.7
-
5
-
-
0028926576
-
-
(a) Noda, K.; Saad, Y.; Kinoshita, A.; Boyle, T. P.; Graham, R. M.; Husain, A.; Karnik, S. S. J. Biol. Chem. 1995, 270, 2284-2289.
-
(1995)
J. Biol. Chem.
, vol.270
, pp. 2284-2289
-
-
Noda, K.1
Saad, Y.2
Kinoshita, A.3
Boyle, T.P.4
Graham, R.M.5
Husain, A.6
Karnik, S.S.7
-
6
-
-
0028973086
-
-
(b) Noda, K.; Saad, Y.; Karnik, S. S. J. Biol. Chem. 1995, 270, 28511-28514.
-
(1995)
J. Biol. Chem.
, vol.270
, pp. 28511-28514
-
-
Noda, K.1
Saad, Y.2
Karnik, S.S.3
-
7
-
-
13044295993
-
-
In this respect, it is interesting to note that the crystal structure of a tetrazole-containing inhibitor of HIV-1 integrase shows the tetrazolate group of the inhibitor hydrogen-bonded to two protonated lysines of the protein receptor. Goldgur, Y.; Craigie, R.; Cohen, G. H.; Fujiwara, T.; Yoshinaga, T.; Fujishita, T.; Sugimoto, H.; Endo, T.; Murai, H.; Davies, D. R. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 13040-13043.
-
(1999)
Proc. Natl. Acad. Sci. U.S.A.
, vol.96
, pp. 13040-13043
-
-
Goldgur, Y.1
Craigie, R.2
Cohen, G.H.3
Fujiwara, T.4
Yoshinaga, T.5
Fujishita, T.6
Sugimoto, H.7
Endo, T.8
Murai, H.9
Davies, D.R.10
-
8
-
-
0029025788
-
-
(a) Yamano, Y.; Ohyama, K.; Kikyo, M.; Sano, T.; Nakagomi, Y.; Inoue, Y.; Nakamura, N.; Morishima, I.; Guo, D.-F.; Hamakubo, T.; Inagami, T. J. Biol. Chem. 1995, 270, 14024-14030.
-
(1995)
J. Biol. Chem.
, vol.270
, pp. 14024-14030
-
-
Yamano, Y.1
Ohyama, K.2
Kikyo, M.3
Sano, T.4
Nakagomi, Y.5
Inoue, Y.6
Nakamura, N.7
Morishima, I.8
Guo, D.-F.9
Hamakubo, T.10
Inagami, T.11
-
9
-
-
0003061570
-
-
(b) Vauquelin, G.; Fierens, F. L. P.; Gáborik, Z.; Minh, T. L.; De Backer, J.-P.; Hunyady, L.; Vanderheyden, P. M. L. J. Renin Angiotensin Aldosteron Syst. 2001, 2, S32-S36.
-
(2001)
J. Renin Angiotensin Aldosteron Syst.
, vol.2
-
-
Vauquelin, G.1
Fierens, F.L.P.2
Gáborik, Z.3
Minh, T.L.4
De Backer, J.-P.5
Hunyady, L.6
Vanderheyden, P.M.L.7
-
11
-
-
0033668921
-
-
2α analogues: (a) Schuster, V. L.; Itoh, S.; Andrews, S. W.; Burk, R. M.; Chen, J.; Kedzie, K. M.; Gil, D. W.; Woodward, D. F. Mol. Pharmacol. 2000, 58, 1511-1516.
-
(2000)
Mol. Pharmacol.
, vol.58
, pp. 1511-1516
-
-
Schuster, V.L.1
Itoh, S.2
Andrews, S.W.3
Burk, R.M.4
Chen, J.5
Kedzie, K.M.6
Gil, D.W.7
Woodward, D.F.8
-
12
-
-
0037171833
-
-
Tyrosine phosphatase inhibitors: (b) Liljebris, C.; Larsen, S. D.; Ogg, D.; Palazuk, B. J.; Bleasdale, J. E. J. Med. Chem. 2002, 45, 1785-1798.
-
(2002)
J. Med. Chem.
, vol.45
, pp. 1785-1798
-
-
Liljebris, C.1
Larsen, S.D.2
Ogg, D.3
Palazuk, B.J.4
Bleasdale, J.E.5
-
13
-
-
23744457865
-
-
And glutamate receptor antagonists: Frølund, B.; Greenwood, J. R.; Holm, M. M.; Egebjerg, J.; Madsen, U.; Nielsen, B.; Bräuner-Osborne, H.; Stensbøl, T. B.; Krogsgaard-Larsen. P. Bioorg. Med. Chem. 2005, 13, 5391-5398.
-
(2005)
Bioorg. Med. Chem.
, vol.13
, pp. 5391-5398
-
-
Frølund, B.1
Greenwood, J.R.2
Holm, M.M.3
Egebjerg, J.4
Madsen, U.5
Nielsen, B.6
Bräuner-Osborne, H.7
Stensbøl, T.B.8
Krogsgaard-Larsen, P.9
-
14
-
-
0027053751
-
-
(a) Zablocki, J. A.; Miyano, M.; Rao, S. N.; Panzer-Knodle, S.; Nicholson, N.; Feigen, L. J. Med. Chem. 1992, 35, 4914-4917.
-
(1992)
J. Med. Chem.
, vol.35
, pp. 4914-4917
-
-
Zablocki, J.A.1
Miyano, M.2
Rao, S.N.3
Panzer-Knodle, S.4
Nicholson, N.5
Feigen, L.6
-
15
-
-
0002919397
-
-
(b) Suvire, F.; Floridia, R.; Giannini, F.; Rodriguez, A.; Enriz, R.; Jauregui, E. Molecules 2000, 5, 583-584.
-
(2000)
Molecules
, vol.5
, pp. 583-584
-
-
Suvire, F.1
Floridia, R.2
Giannini, F.3
Rodriguez, A.4
Enriz, R.5
Jauregui, E.6
-
16
-
-
0026475194
-
-
(a) Alig, L.; Edenhoter, A.; Hadváry, P.; Hürzeler, M.; Knopp, D.; Müller, M.; Steiner, B.; Trzeciak, A.; Weller, T. J. Med. Chem. 1992, 35, 4393-4407.
-
(1992)
J. Med. Chem.
, vol.35
, pp. 4393-4407
-
-
Alig, L.1
Edenhoter, A.2
Hadváry, P.3
Hürzeler, M.4
Knopp, D.5
Müller, M.6
Steiner, B.7
Trzeciak, A.8
Weller, T.9
-
17
-
-
0033539050
-
-
(b) Ewing, W. R.; Becker, M. R.; Manetta, V. E.; Davis, R. S.; Pauls, H. W.; Mason, H.; Choi-Sledeski, Y. M.; Green, D.; Cha, D.; Spada, A. P.; Cheney, D. L.; Mason, J. S.; Maignan, S.; Guilloteau, J.-P.; Brown, K.; Colussi, D.; Bentley, R.; Bostwick, J.; Kasiewski, C. J.; Morgan, S. R.; Leadley, R. J.; Dunwiddie, C. T.; Perrone, M. H.; Chu, V. J. Med. Chem. 1999, 42, 3557-3571.
-
(1999)
J. Med. Chem.
, vol.42
, pp. 3557-3571
-
-
Ewing, W.R.1
Becker, M.R.2
Manetta, V.E.3
Davis, R.S.4
Pauls, H.W.5
Mason, H.6
Choi-Sledeski, Y.M.7
Green, D.8
Cha, D.9
Spada, A.P.10
Cheney, D.L.11
Mason, J.S.12
Maignan, S.13
Guilloteau, J.-P.14
Brown, K.15
Colussi, D.16
Bentley, R.17
Bostwick, J.18
Kasiewski, C.J.19
Morgan, S.R.20
Leadley, R.J.21
Dunwiddie, C.T.22
Perrone, M.H.23
Chu, V.24
more..
-
18
-
-
0034680369
-
-
(c) Adler, M.; Davey, D. D.; Phillips, G. B.; Kim, S.-H.; Juncarik, J.; Rumennik, G.; Light, D. R.; Whitlow, M. Biochemistry 2000, 39, 12534-12542.
-
(2000)
Biochemistry
, vol.39
, pp. 12534-12542
-
-
Adler, M.1
Davey, D.D.2
Phillips, G.B.3
Kim, S.-H.4
Juncarik, J.5
Rumennik, G.6
Light, D.R.7
Whitlow, M.8
-
19
-
-
0035906508
-
-
(a) Peters, L.; Fröhlich, R.; Boyd, A. S. F.; Kraft, A. J. Org. Chem. 2001, 66, 3291-3298.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 3291-3298
-
-
Peters, L.1
Fröhlich, R.2
Boyd, A.S.F.3
Kraft, A.4
-
21
-
-
0033588141
-
-
Kraft, A.; Osterod, F.; Fröhlich, R. J. Org. Chem. 1999, 64, 6425-6433.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 6425-6433
-
-
Kraft, A.1
Osterod, F.2
Fröhlich, R.3
-
22
-
-
8644263983
-
-
Biot, C.; Bauer, H.; Schirmer, R. H.; Davioud-Charvet, E. J. Med. Chem. 2004, 47, 5972-5983.
-
(2004)
J. Med. Chem.
, vol.47
, pp. 5972-5983
-
-
Biot, C.1
Bauer, H.2
Schirmer, R.H.3
Davioud-Charvet, E.4
-
23
-
-
0001511660
-
-
(a) Job, P. Ann. Chim. 1928, 9, 113-203.
-
(1928)
Ann. Chim.
, vol.9
, pp. 113-203
-
-
Job, P.1
-
24
-
-
0000141622
-
-
(b) Blanda, M. T.; Horner, J. H.; Newcomb, M. J. Org. Chem. 1989, 54, 4626-4636.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 4626-4636
-
-
Blanda, M.T.1
Horner, J.H.2
Newcomb, M.3
-
25
-
-
33845280562
-
-
The hyperbolic shape of the dilution curve was fitted to 1:1 host-guest complexation: (a) Schneider, H. J.; Kramer, R.; Simova, S.; Schneider, U. J. Am. Chem. Soc. 1988, 110, 6442-6448.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 6442-6448
-
-
Schneider, H.J.1
Kramer, R.2
Simova, S.3
Schneider, U.4
-
26
-
-
0002287255
-
-
Schneider, H.-J., Dürr, H., Eds.; VCH: Weinheim
-
(b) Wilcox, C. S. In Frontiers in Supramolecular Chemistry and Photochemistry; Schneider, H.-J., Dürr, H., Eds.; VCH: Weinheim, 1991; pp 123-143.
-
(1991)
Frontiers in Supramolecular Chemistry and Photochemistry
, pp. 123-143
-
-
Wilcox, C.S.1
-
28
-
-
0030838237
-
-
a tends to be lower if the carboxylate is substituted with a strongly electron-withdrawing residue: (a) Deng, Y.; Roberts, J. A.; Peng, S.-M.; Chang, C. K.; Nocera, D. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2124-2127.
-
(1997)
Angew. Chem., Int. Ed. Engl.
, vol.36
, pp. 2124-2127
-
-
Deng, Y.1
Roberts, J.A.2
Peng, S.-M.3
Chang, C.K.4
Nocera, D.G.5
-
29
-
-
0032912201
-
-
(b) Papoutsakis, D.; Kirby, J. P.; Jackson, J. E.; Nocera, D. G. Chem. Eur. J. 1999, 5, 1474-1480.
-
(1999)
Chem. Eur. J.
, vol.5
, pp. 1474-1480
-
-
Papoutsakis, D.1
Kirby, J.P.2
Jackson, J.E.3
Nocera, D.G.4
-
30
-
-
0029054044
-
-
(c) Kirby, J. P.; van Dantzig, N. A.; Chang, C. K.; Nocera, D. G. Tetrahedron Lett. 1995, 36, 3477-3480.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 3477-3480
-
-
Kirby, J.P.1
Van Dantzig, N.A.2
Chang, C.K.3
Nocera, D.G.4
-
31
-
-
0007083260
-
-
(d) Roberts, J. A.; Kirby, J. P.; Nocera, D. G. J. Am. Chem. Soc. 1995, 117, 8051-8052.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 8051-8052
-
-
Roberts, J.A.1
Kirby, J.P.2
Nocera, D.G.3
-
32
-
-
0000576768
-
-
(e) Krechl, J.; Smrčková, S.; Kuthan, J. Collect. Czech. Chem. Commun. 1990, 50, 460-468.
-
(1990)
Collect. Czech. Chem. Commun.
, vol.50
, pp. 460-468
-
-
Krechl, J.1
Smrčková, S.2
Kuthan, J.3
-
33
-
-
0037254656
-
-
For examples, see: (a) Lyakhov, A. S.; Voitekhovich, S. V.; Gaponik, P. N.; Ivashkevich, L. S. Acta Crystallogr. Sect. C 2003, 59, o22-o23.
-
(2003)
Acta Crystallogr. Sect. C
, vol.59
-
-
Lyakhov, A.S.1
Voitekhovich, S.V.2
Gaponik, P.N.3
Ivashkevich, L.S.4
-
34
-
-
0001787480
-
-
(b) Alkorta, I.; Rozas, I.; Elguero, J. J. Chem. Soc., Perkin Trans. 2 1998, 2671-2675.
-
(1998)
J. Chem. Soc., Perkin Trans. 2
, pp. 2671-2675
-
-
Alkorta, I.1
Rozas, I.2
Elguero, J.3
-
35
-
-
33645896787
-
-
(c) Chertanova, L. F.; Struchkov, Y. T.; Sopin, V. F.; Kovalenko, V. I.; Timokhov, V. N.; Fronchek, E. V. Chem. Heterocycl. Compd. 1989, 655-657.
-
(1989)
Chem. Heterocycl. Compd.
, pp. 655-657
-
-
Chertanova, L.F.1
Struchkov, Y.T.2
Sopin, V.F.3
Kovalenko, V.I.4
Timokhov, V.N.5
Fronchek, E.V.6
-
36
-
-
33645942180
-
-
-5 M in DMSO at 25 °C (determined by electrical conductivity measurements) correlates well with the crystallographically observed short hydrogen bond in ammonium tetrazolates. Tsentovskii, V. M.; Bashkirtseva, V. E.; Evgen'ev, M. I.; Ivanova, Z. P.; Poplavskii, V. S.; Ostrovskii, V. A.; Koldobskii, G. I. Chem. Heterocycl. Compd. 1984, 1238-1240.
-
(1984)
Chem. Heterocycl. Compd.
, pp. 1238-1240
-
-
Tsentovskii, V.M.1
Bashkirtseva, V.E.2
Evgen'ev, M.I.3
Ivanova, Z.P.4
Poplavskii, V.S.5
Ostrovskii, V.A.6
Koldobskii, G.I.7
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