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Such compounds are representative of the sulfonamide chemical space highly relevant but hitherto not investigated in the context of inhibition of therapeutically relevant isoforms of carbonic anhydrase enzyme. Using this reagent, three sets of primary sulfonamides based on pyrazole, 1,2,3\u2010triazole and tetrazole cores were synthesized and profiled for inhibition of tumor\u2010associated <jats:italic>h<\/jats:italic>CA IX and XII isoforms as well as abundant cytosolic <jats:italic>h<\/jats:italic>CA I and II isoforms. Using virtual library design and docking prioritization tool of the Schr\u00f6dinger suite, one of the promising leads was evolved into a dual <jats:italic>h<\/jats:italic>CA IX\/XII inhibitor with excellent selectivity over off\u2010target <jats:italic>h<\/jats:italic>CA I and II. 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