Abstract
An important step toward understanding the diverse roles of the ubiquitous inhibitory neurotransmitter g-aminobutyric acid (GABA) was Bowery’s discovery that baclofen 1 (Fig. 1) stereospecifically decreases neurotransmitter release in the mammalian central nervous system (CNS) by action at a novel GABA receptor, an effect that was not blocked by bicuculline or other GABA antagonists (Bowery et al., 1980; Hill and Bowery, 1981).
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References
Abbenante, G. and Prager, R. H. (1990) Synthesis of 3-amino-2-(4-chlorophenyl)propanesulfonic acid (Saclofen) and 3-amino-2-(4-chlorophenyl)-2-hydroxypropanesulfonic acid (Hydroxysaclofen). Aust. J Chem. 43, 213, 214.
Abbenante, G. and Prager, R. H. (1992a) Potential GABAB receptor antagonists. VI. The synthesis of saclofen and other sulfonic acid derivatives. Aust. J Chem. 45, 1801 1810.
Abbenante, G. and Prager, R. H. (1992b) Potential GABAB receptor antagonists. V. The application of radical additions to styrenes to produce 2-hydroxysaclofen. Aust. J. Chem. 45, 1791–1800.
Allan, R. D., Bates, M. C., Drew, C. A., Duke, R. K., Hambley, T. W., Johnston, G. A. R., Mewitt, K. N., and Spence, I. (1990) A new synthesis, resolution and in vitro activities of (R)- and (S)-ß-phenyl-GABA. Tetrahedron 46, 2511–2524.
Baylis, E. K., Campbell, C. D., and Dingwall, J. G. (1984) 1-Aminoalkylphosphonous acids. Part 1. Isosteres of the protein amino acids. J Chem. Soc. Perkin Trans. I, 2845–2853.
Beattie, D. T., Curtis, D. R., Debaert, M., Vaccher, C., and Berthelot, P. (1989) Baclofen antagonism by 4-amino-3-(5-methoxybenzo[b]furan-2-yl)-butanoic acid in the cat spinal cord. Neurosci. Lett. 100, 292–294.
Belakhov, V. V., Yudelevich, V. I., Komarov, E. V., Ionin, B. I., Komarov, V. Y., Zakharov, V. I., Lebedev, V. B., and Petrov, A. A. (1983) Reactivity of hypophosphites. VI. Reactions of hypophosphorous acid with acetylenic alcohols. Zh. Obshch. Khim. 53, 1493–1503. J. Gen. Chem. USSR (Engi. Transi.) 53, 1345–1353. Chem. Abstr. 99, 21 2598v.
Bernasconi, R., Mathivet, P., Marescaux, C., Leonhardt, T., Martin, P., Mickel, S., and Froestl, W. (1994) NMDA receptors and NO synthase (NOS) are involved in the increase of cerebral cGMP induced by GABAB antagonists. Br. J. Pharmacoi. 112 (Suppl.), 7 P.
Berthelot, P., Vaccher, C., Flouquet, N., Debaert, M., Luyckx, M., and Brunet, C. (1991) 3-Thienyl-and 3-Furylaminobutyric acids. Synthesis and binding GABAB receptor studies. J. Med. Chem. 34, 2557–2560
Berthelot, P., Vaccher, C., Musadad, A., Flouquet, N., Debaert, M., and Luyckx, M. (1987) Synthesis and pharmacological evaluation of y-aminobutyric acid analogues. New ligand for GABAB sites. J. Med. Chem. 30, 743–746.
Bittiger, H., Bernasconi, R., Froestl, W., Hall, R., Jaekel, J., Klebs, K., Krueger, L., Mickel, S. J., Mondaori, C., Olpe, H.-R., Pfannkuch, F., Pozza, M., Probst, A., van Riezen, H., Schmutz, M., Schuetz, H., Steinmann, M. W., Vassout, A., Waldmeier, P., Bieck, P., Farger, G., Gleiter, C., Schmidt, E. K., and Marescaux, C. (1992a) GABAB antagonists: potential new drugs. Pharmacol. Commun. 2, 70–74.
Bittiger, H., Froestl, W., Hall, R., Karlsson, G., Klebs, K., Olpe, H.-R., Pozza, M. F., Steinmann, M. W., and Van Riezen, H. (1990) Biochemistry, electrophysiology and pharmacology of a new GABAB antagonist: CGP35348, in GABA B Receptors in Mammalian Function (Bowery, N. G., Bittiger, H., and Olpe, H.-R., Eds.), John Wiley, Chichester, UK, pp. 47–60.
Bittiger, H., Froestl, W., Mickel, S. J., and Olpe, H.-R. (1993) GABAB receptor antagonists: from synthesis to therapeutic applications. Trends Pharmacol. Sci. 14, 391–394.
Bittiger, H., Reymann, N., Froestl, W., and Mickel, S. J. (1992b) [3H]CGP54626: a potent antagonist radioligand for GABAB receptors. Pharmacol. Commun. 2, 23.
Bittiger, H., Reymann, N., Hall, R., and Kane, P. (1988) CGP27492, a new potent and selective radioligand for GABAB receptors. Eur. J. Neurosci. Suppl., Abstr. 16. 10.
Blake, J. F., Cao, C. Q., Headley, P. M., Collingridge, G. L., Brugger, F., and Evans, R. H. (1993) Antagonism of baclofen-induced depression of whole-cell synaptic currents in spinal dorsal horn neurones by the potent GABAB antagonist CGP55845. Neuropharmacology 32, 1437–1440.
Bolser, D. C., Blythin, D. J., Chapman, R. W., Egan, R. W., Hey, J. A., Rizzo, C., Kuo, S.-C., and Kreutner, W. (1995) The pharmacology of SCH 50911: a novel, orally-active GABA-B receptor antagonist. J. Pharm. Exp. Ther. 274, 1393–1398.
Bonanno, G. and Raiteri, M. (1993) Multiple GABAB receptors. Trends Pharmacol. Sci. 14, 259–261.
Bowery, N. G., Hill, D. R., Hudson, A. L., Doble, A., Middlemiss, D. N., Shaw, J., and Turnbull, M. (1980) (—) Baclofen decreases neurotransmitter release in the mammalian CNS by an action at a novel GABA receptor. Nature (London) 283, 92–94.
Brugger, F., Wicki, U., Olpe, H.-R., Froestl, W., and Mickel, S. (1993) The action of new potent GABAB receptor antagonists in the hemisected spinal cord preparation of the rat. Eur. J. Pharmacol. 235, 153–155.
Caddick, S. J., Stanford, I. M., and Chad, J. E. (1995) 2-Hydroxy-saclofen causes a phaclofen-reversible reduction in population spike amplitude in the rat hippocampal slice. Eur. J. Pharmacol. 274, 41–46.
Carletti, R., Libri, V., and Bowery, N. G. (1993) The GABAB antagonist CGP36742 enhances spatial learning performance and antagonises baclofen-induced amnesia in mice. Br. J. Pharmacol. 109 (Suppl.), 74 P.
Carruthers, N. I., Spitler, J. M., Wong, S.-C., Blythin, D. J., Chen, X., Shue, H.-J., and Mittelman, S. (1995) Synthesis and resolution of ß-(aminomethyl)-4-chlorobenzeneethanesulfinic acid. A potent GABAB receptor ligand. Bioorg. Med. Chem. Lett. 5, 237–240.
Chiefari, J., Galanopoulos, S., Janowski, W. K., Kerr, D. I. B., and Prager, R. H. (1987) The synthesis of phosphonobaclofen, an antagonist of baclofen. Austr. J. Chem. 40, 1511–1518.
Curtis, D. R., Gynther, B. D., Beattie, D. T., Kerr, D. I. B., and Prager, R. H. (1988) Baclofen antagonism by 2-hydroxy-saclofen in the cat spinal cord. Neurosci. Lett. 92, 97–101.
Davies, C. H., Pozza, M. F., and Collingridge, G. L. (1993) CGP55845A: a potent antagonist of GABAB receptors in the CAI region of rat hippocampus. Neuropharmacology 32, 1071–1073.
Debaert, M., Berthelot, P., and Vaccher, C. (1992) Nouveau composés de l’acide 4-amino butyrique leur procédé de préparation et les préparations pharmaceutiques qui les contiennent. Eur. Pat. Appl. 463 969 Al; prior: 27 June 1990.
Dickenson, H. W., Allan, R. D., Ong, J., and Johnston, G. A. R. (1988) GABAB receptor antagonist and GABAA receptor agonist properties of a S-aminovalerianic acid derivative, Z-5-aminopent-2-enoic acid. Neurosci. Lett. 86, 351–355.
Dingwall, J. G., Ehrenfreund, J., and Hall, R. G. (1989) Diethoxymethylphosphonites and phosphinates. Intermediates for the synthesis of a, ß-and y-aminoalkyl-phosphonous acids. Tetrahedron 45, 3787–3808.
Dingwall, J. G., Ehrenfreund, J., Hall, R. G., and Jack, J. (1987) Synthesis of y-aminopropylphosphonous acids using hypophosphorous acid synthons. Phosphorus Sulfur 30, 571–574.
Drew, C. A., Johnston, G. A. R., Kerr, D. I. B., and Ong, J. (1990) Inhibition of baclofen binding to rat cerebellar membranes by phaclofen, saclofen, 3-aminopropylphosphonic acid and related GABAB receptor antagonists. Neurosci. Lett. 113, 107–110.
Falch, E., Hedegaard, A., Nielsen, L., Jensen, B. R., Hjeds, H., and Krogsgaard-Larsen, P. (1986) Comparative stereostructure-activity studies on GABAA and GABAB receptor sites and GABA uptake using rat brain membrane preparations. J. Neurochem. 47, 898–903.
Froestl, W., Furet, P., Hall, R. G., Mickel, S. J., Strub, D., von Sprecher, G., Baumann, P. A., Bemasconi, R., Brugger, F., Felner, A., Gentsch, C., Hauser, K., Jaekel, J., Karlsson, G., Klebs, K., Maître, L., Marescaux, C., Moser, P., Pozza, M. F., Rihs, G., Schmutz, M., Steinmann, M. W., van Riezen, H.,Vassout, A., Mondadori, C., Olpe, H.-R., Waldmeier, P. C., and Bittiger, H. (1993a) GABAB antagonists: novel CNS-active compounds, in Perspectives in Medicinal Chemistry ( Testa, B., Kyburz, E., Fuhrer, W., and Giger, R., eds.), Verlag Helvetica Chimica Acta, Basel, pp. 259–272.
Froestl, W., Mickel, S. J., and Bittiger, H. (1993b) Potent GABAB agonists and antagonists. Curr Opin. Ther. Pat. 3, 561–567.
Froestl, W., Mickel, S. J., Hall, R. G., von Sprecher, G., Strub, D., Baumann, R A., Brugger, F., Gentsch, C., Jaekel, J., Olpe, H.-R., Rihs, G., Vassout, A., Waldmeier, P. C., and Bittiger, H. (1995a) Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists. J. Med. Chem. 38, 3297–3312.
Froestl, W., Mickel, S. J., von Sprecher, G., Bittiger, H., and Olpe, H.-R. (1992) Chemistry of new GABAB antagonists. Pharmacol. Commun. 2, 52–56.
Froestl, W., Mickel, S. J., von Sprecher, G., Diel, R J., Hall, R. G., Maier, L., Strub, D., Melillo, V, Baumann, P. A., Bemasconi, R., Gentsch, C., Hauser, K., Jaekel, J., Karlsson, G., Klebs, K., Maltre, L., Marescaux, C., Pozza, M. F., Schmutz, M., Steinmann, M. W., van Riezen, H., Vassout, A., Mondadori, C., Olpe, H.-R., Waldmeier P. C., and Bittiger, H. (1995b) Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists. J. Med. Chem. 38, 3313–3331.
Fromm, G. H. (1991) Medical treatment of patients with trigeminal neuralgia, in Trigeminal Neuralgia. Current Concepts Regarding Pathogenesis and Treatment ( Fromm, G. H. and Sessle, B. J., eds.), Butterworth-Heinemann, Boston, pp. 131–144.
Frydenvang, K., Hansen, J. J., Krogsgaard-Larsen, P., Mitrovic, A., Tran, H., Drew, C. A., and Johnston, G. A. R. (1994) GABAB antagonists: resolution, absolute stereochemistry, and pharmacology of (R)- and (S)-phaclofen. Chirality 6, 583–589.
Gallagher, M. J. and Honegger, H. (1980) Organophosphorus intermediates. VI. The acid catalysed reaction of trialkyl orthoforrnates with phosphinic acid. Aust. J. Chem. 33, 287–294.
Gemignani, A., Paudice, P., Bonanno, G., and Raiteri, M. (1994) Pharmacological discrimination between y-aminobutyric acid type B receptors regulating cholecystokinin and somatostatin release from rat neocortex synaptosomes. Mol. Pharmacol. 46, 558–562.
Hall, R. G. (1989) An efficient synthesis of (±)-3-amino-2-(4-chlorophenyl)-propylphosphonic acid (PHACLOFEN). Synthesis 1989, 442, 443.
Hall, R. G., Kane, P. D., Bittiger, H., and Froestl, W. (1995) Phosphinic acid analogues of y-aminobutyric acid (GABA). Synthesis of a new radioligand. J. Labelled Compd. Radiopharm. 36, 129–135.
Herdeis, C. and Hubmann, H. P. (1992) Synthesis of homochiral R-baclofen from S-glutamic acid. Tetrahedron Asymm. 3, 1213–1221.
Herranz, E., Biller, S. A., and Sharpless, K. B. (1978) Osmium-catalyzed vicinal oxyamin-ation of olefins by N-chloro-N-argentocarbamates. J. Amer. Chem. Soc. 100, 3596–3598.
Hill, D. R. and Bowery, N. G. (1981) 3H-Baclofen and 3H-GABA bind to bicuculline-insensitive GABAB sites in rat brain. Nature (London) 290, 149–152.
Hosford, D. A., Clark, S., Cao, Z., Wilson, W. A., Lin, F., Morrisett, R. A., and Huin, A. (1992) The role of GABAB receptor activation in absence seizures of lethargic (lh/lh) mice. Science 257, 398–401.
Hosford, D. A., Wang, Y., Liu, C. C., and Snead, C. O. (1995) Characterization of the antiabsence effects of SCH 50911, a GABAB receptor antagonist, in the lethargic mouse, y-hydroxybutyrate, and pentylenetetrazole models. J. Pharm. Exp. Ther. 274, 1399–1403.
Howson, W., Mistry, J., Broekman, M., and Hills, J. M. (1993) Biological activity of 3-aminopropyl (methyl) phosphinic acid, a potent and selective GABAB agonist with CNS activity. Bioorg. Med. Chem. Lett. 3, 515–518.
Jarolimek, W., Demmelhuber, J., Bijak, M., and Misgeld, U. (1993) CGP55845A blocks baclofen, y-aminobutyric acid and inhibitory postsynaptic potassium currents in guinea pig CA3 neurons. Neurosci. Lett. 154, 31–34.
Johnston, G. A. R. (1994) GABA receptors: as complex as ABC? Clin. Exp. Pharmacol. Physiol. 21, 521–526.
Johnston, G. A. R., Curtis, D. R., Beart, P. M., Game, C. J. A., McCulloch, R. M., and Twitchin, B. (1975) Cis-and Trans-4-aminocrotonic acid as GABA analogues of restricted conformation. J. Neurochem. 24, 157–160.
Keberle, H., Faigle, J. W., and Wilhelm, M. (1968) Procedure for the preparation of new aminoacids. Swiss Patent 449 046, 1968; prior: 9 July 1963. Chem. Abstr. 69, 106273f.
Kerr, D. I. B. and Ong, J. (1992) GABA agonists and antagonists. Med. Res. Rev. 12, 593–636.
Kerr, D. I. B., Ong, J., Doolette, D. J., Schafer, K., and Prager, R. H. (1995) (S)-enantiomer of 2-hydroxysaclofen is the active GABAB receptor antagonist in central and peripheral preparations. Eur. J. Pharmacol. 287, 185–189.
Kerr, D. I. B., Ong, J., Johnston, G. A. R., Abbenante, J., and Prager, R. H. (1988) 2-Hydroxysaclofen: an improved antagonist at central and peripheral GABAB receptors. Neurosci. Lett. 92, 92–96.
Kerr, D. I. B., Ong, J., Johnston, G. A. R., Abbenante, J., and Prager, R. H. (1989a) Antagonism at GABAB receptors by saclofen and related sulphonic analogues of baclofen and GABA. Neurosci. Lett. 107, 239–244.
Kerr, D. I. B., Ong, J., Johnston, G. A. R., Berthelot, P., Debaert, M., and Vaccher, C. (1989b) Benzofuran analogues of baclofen: a new class of central and peripheral GABAB-receptor antagonists. Eur. J. Pharmacol. 164, 361–364.
Kerr, D. I. B., Ong, J., Prager, R. H., Gynther, B. D., and Curtis, D. R. (1987) Phaclofen: a peripheral and central baclofen antagonist. Brain Res. 405, 150–154.
Klebs, K., Bittiger, H., Froestl, W., Glatt, A., Hafner, T., Mickel, S., Olpe, H.-R., and Schmutz, M. (1992) GABAB antagonists and anti-absence drugs suppress gammabutyrolactone induced delta waves: a model for testing anti-absence drugs. Pharmacol. Commun. 2, 171–172.
Kristiansen, U., Hedegaard, A., Herdeis, C., Lund, T. M., Nielsen, B., Hansen, J. J., Falch, E., Hjeds, H., and Krogsgaard-Larsen, P. (1992) Hydroxylated analogues of 5aminovaleric acid as 4-aminobutyric acidB receptor antagonists: stereostructureactivity relationships. J. Neurochem. 58, 1150–1159.
Kuo, S.-C., Blythin, D. J., and Kreutner, W. (1994) 2-Substituted morpholine and thiomorpholine derivatives as GABAB antagonists. WO 22843; prior: 26 March 1993.
Lacey, G. and Curtis, D. R. (1994) Phosphinic acid derivatives as baclofen agonists and antagonists in the mammalian spinal cord: an in vivo study. Exp. Brain Res. 101, 59–72.
Lambert, N. A. and Wilson, W. A. (1993) Heterogeneity in presynaptic regulation of GABA release from hippocampal inhibitory neurons. Neuron 11, 1057–1067.
Lanza, M., Fassio, A., Gemignani, A., Bonanno, G., and Raiteri, M. (1993) CGP52432: a novel potent and selective GABAB autoreceptor antagonist in rat cerebral cortex. Eur. J. Pharmacol. 237, 191–195.
Li, C.-S., Howson, W., and Dolle, R. E. (1991) Synthesis of (±)-3-amino-2-(4chlorophenyl)propanesulfonic acid ( Saclofen ). Synthesis 1991, 244.
Lingenhoehl, K. and Olpe, H.-R. (1993) Blockade of the late inhibitory postsynaptic potential in vivo by the GABAB blocker CGP46381. Pharmacol. Commun. 3, 49–54.
Mann, A., Boulanger, T., Brandau, B., Durant, F., Evrard, G., Heaulme, M., Desaulles, E., and Wermuth, C.-G. (1991) Synthesis and biochemical evaluation of baclofen analogues locked in the baclofen solid-state conformation. J. Med. Chem. 34, 1307 1313.
Marescaux, C., Liu, Z., Bernasconi, R., and Vergnes, M. (1992) GABAB receptors are involved in the occurrence of absence seizures in rats. Pharmacol. Commun. 2, 57–62.
Marsden, D. (1989) Treating Spasticity: Pharmacological Advances. Hans Huber, Toronto. Meyers, A. I. and Snyder, L. (1993) The synthesis of aracemic 4-substituted pyrroli-dinones and 3-substituted pyrrolidines. An asymmetric synthesis of (—)-Rolipram. J. Org. Chem. 58, 36–42.
Mondadori, C., Preiswerk, G., and Jaekel, J. (1992) Treatment with a GABAB receptor blocker improves the cognitive performance of mice, rats and rhesus monkeys. Pharmacol. Commun. 2, 93–97.
Mondadori, C., Jaekel, J., and Preiswerk, G. (1993) CGP36742: the first orally active GABAB blocker improves the cognitive performance of mice, rats, and rhesus monkeys. Behay. Neural Biol. 60, 62–68.
Muhyaddin, M., Roberts, P. J., and Woodruff, G. N. (1982) Presynaptic y-amino-butyric acid receptors in the rat anococcygeus muscle and their antagonism by 5-aminovaleric acid. Br. J. Pharmacol. 77, 163–168.
Mulzer, J. (1994) Asymmetric synthesis of the novel antidepressant Rolipram. J. Prakt. Chem. 336, 287–291.
Ochs, G. (1993) Inthrathecal baclofen. Baillière’s Clin. Neurol. 2, 73–86.
Olpe, H.-R. Karlsson, G., Pozza, M. F., Brugger, F., Steinmann, M., Van Riezen, H.
Fagg, G., Hall, R. G., Froestl, W., and Bittiger, H. (1990) CGP35348: a centrally active blocker of GABAB receptors. Eur. J. Pharmacol. 187, 27–38.
Olpe, H.-R., Steinmann, M. W., Ferrat, T., Pozza, M. F., Greiner, K., Brugger, F., Froestl, W., Mickel, S. J., and Bittiger, H. (1993) The actions of orally active GABAB receptor antagonists on GABAergic transmission in vivo and in vitro. Eur. J. Pharmacol. 233, 179–186.
Olpe, H.-R., Steinmann, M. W., Greiner, K., and Pozza, M. F. (1994) Contribution of presynaptic GABAB receptors to paired-pulse depression of GABA-responses in the hippocampus. Naunyn-Schmiedberg’s Arch. Pharmacol. 349, 473–477.
Ong, J., Kerr, D. I. B., Abbenante, J., and Prager, R. H. (1991) Short-chain baclofen analogues are GABAB receptor antagonists in the guinea-pig isolated ileum. Eur. J. Pharmacol. 205, 319–322.
Ong, J., Kerr, D. I. B., Johnston, G. A. R., and Hall, R. G. (1990) Differing actions of baclofen and 3-aminopropylphosphinic acid in rat neocortical slices. Neurosci. Lett. 109, 169–173.
Penn, R. D. (1992) Inthrathecal baclofen for spasticity of spinal origin: seven years of experience. J. Neurosurg. 77, 236–240.
Penn, R. D., Savoy, S. M., Corcos, D., Latash, M., Gottlieb, G., Parke, B., and Kroin, J. S. (1989) Intrathecal baclofen for severe spasticity. N. Engl. J. Med. 320, 1517–1521.
Prager, R. H., Schafer, K., Hamon, D. P. G., and Massy-Westropp, R. A. (1995) The synthesis of (R)-(—) and (S)-(+)-hydroxysaclofen. Tetrahedron 51, 11, 465–11, 472.
Pratt, G. D., Knott, C., Davey, R., and Bowery, N. G. (1989) Characterisation of 3-aminopropyl phosphinic acid (3-APPA) as a GABAB agonist in rat brain tissue. Br. J. Pharmacol. 96 (Suppl.), 141 P.
Robinson, T. N., Cross, A. J., Green, A. R., Toczek, J. M., and Boar, B. R. (1989) Effects of the putative antagonists phaclofen and 6-aminovaleric acid on GABAB receptor biochemistry. Br. J. Pharmacol. 98, 833–840.
Schoenfelder, A., Mann, A., and Le Coz, S. (1993) Enantioselective synthesis of (R)-(—)baclofen. Synlett 63–64.
Schwartz, T. W. (1994) Locating ligand-binding sites in 7TM receptors by protein engineering. Curr. Opin. Biotechnol. 5, 434–444.
Snead, O. C. (1992) Evidence for GABAB-mediated mechanisms in experimental generalized absence seizures. Eur. J. Pharmacol. 213, 343–349.
Topliss, J. G. (1972) Utilization of operational schemes for analog synthesis in drug design. J. Med. Chem. 15, 1006–1011.
Turgeon, S. M. and Albin, R. L. (1994) Postnatal ontogeny of GABAB binding in rat brain. Neuroscience 62, 601–613.
Vaccher, C., Berthelot, P., and Debaert, M. (1993a) Direct separation of 4-amino-3-(4chlorophenyl)butyric acid and analogues, GABAB ligands, using a chiral crown ether stationary phase../. Chromatogr. 645, 95–99.
Vaccher, C., Berthelot, P., Flouquet, N., Vaccher, M.-P., and Debaert, M. (1993b) Bromination of a-methylstyrenes with N-bromosuccinimide in chlorobenzene one-pot and selective preparation of 1,3-dibromo-2-phenylprop-1-enes. Synth. Commun. 23, 671–679.
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Froestl, W., Mickel, S.J. (1997). Chemistry of GABAB Modulators. In: Enna, S.J., Bowery, N.G. (eds) The GABA Receptors. The Receptors. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-4757-2597-1_10
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