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Organic Synthesis of Substituted Chlorinated Benzenesulfonamides as Selective Inhibitors of Several CA Isoforms

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Carbonic Anhydrase as Drug Target

Abstract

Among a wide range of synthetic compounds that have been demonstrated to possess CA inhibitory activity, the benzene sulfonamides take a central place. The active site shapes of various CA isoforms are very similar, but possess some important differences that enable to design inhibitors exhibiting selectivity towards one or another CA isoform. Small structural changes in the structure of the chemical compound can sometimes cause thousand-or-greater-fold change in affinity to a particular isoform. The changes may be as small as a single methylene group that may make a compound not able to fit in the pocket of one isoform, but fit well to another isoform. However, in most cases, small changes cause only slight changes in the affinity and selectivity profiles of the compounds. In this chapter, we discuss the organic synthesis and spectral identification of a series of halogenated, primarily chlorinated substituted benzenesulfonamides.

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Correspondence to Daumantas Matulis .

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Čapkauskaitė, E., Matulis, D. (2019). Organic Synthesis of Substituted Chlorinated Benzenesulfonamides as Selective Inhibitors of Several CA Isoforms. In: Matulis, D. (eds) Carbonic Anhydrase as Drug Target. Springer, Cham. https://doi.org/10.1007/978-3-030-12780-0_10

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