Figures & data
Figure 1. General structure of taurine sulphonamides terminated with thioureido tailsCitation15.
![Figure 1. General structure of taurine sulphonamides terminated with thioureido tailsCitation15.](/cms/asset/4d3edde6-4bdf-4dc5-aaed-04a5ded6d1f7/ienz_a_2132485_f0001_c.jpg)
Figure 2. The design for the targeted compounds benzoylthioureido benzenesulfonamide derivatives (7a–f) and their analogues (8a–f) and (9a–f).
![Figure 2. The design for the targeted compounds benzoylthioureido benzenesulfonamide derivatives (7a–f) and their analogues (8a–f) and (9a–f).](/cms/asset/d8918fae-50c1-49da-a653-1f10263cd5aa/ienz_a_2132485_f0002_c.jpg)
Scheme 1. Synthetic pathways for compounds 7a–f, 8a–f, 9a–f. Reagents and conditions: (i) KOH, acetonitrile, R.T, 1–2 h, (ii) SOCl2, methylene chloride, reflux, 4–5 h, (iii) NH4SCN, acetone, reflux, 1–3 h, (iv) acetone, reflux, 2–3 h.
![Scheme 1. Synthetic pathways for compounds 7a–f, 8a–f, 9a–f. Reagents and conditions: (i) KOH, acetonitrile, R.T, 1–2 h, (ii) SOCl2, methylene chloride, reflux, 4–5 h, (iii) NH4SCN, acetone, reflux, 1–3 h, (iv) acetone, reflux, 2–3 h.](/cms/asset/d6af7ba0-6651-436a-a224-21d513b8beaa/ienz_a_2132485_sch0001_c.jpg)
Table 1. Carbonic anhydrase inhibitory activity of compounds 7a–f, 8a–f, and 9a–f and the standard sulphonamide inhibitor acetazolamide (AAZ) using a stopped flow CO2 hydrase assay.
Table 2. Calculated selectivity indexes (S.I.s) for inhibition of hCA IX over hCA I and hCA II isoforms for compounds 7c, 7f, 9e, SLC-0111, and AAZ.
Table 3. Calculated selectivity indexes (S.I.s) for inhibition of hCA XII over hCA I and hCA II isoforms for compounds 8a, 8f, SLC-0111, and AAZ.
Figure 9. Expected boiled-egg plot from Swiss ADME online web tool for compounds 7a, 7b, 7c, 7f, 8a, 8f, and 9e.
![Figure 9. Expected boiled-egg plot from Swiss ADME online web tool for compounds 7a, 7b, 7c, 7f, 8a, 8f, and 9e.](/cms/asset/c2292468-1d3f-4c89-b1b2-6c48cf5a71dc/ienz_a_2132485_f0009_c.jpg)