Table 1.

Inhibitory activity of derivatives 1–53 and the reference drug (acetazolamide, AAZ) against the four selected hCA isoforms by a stopped-flow CO₂ hydrase assay²⁸.

Compound	Structure	Ki (μM)a
		hCA I	hСа II	hСа IX	hСа XII
1		>100	>100	1.1	nt
2		>100	63.2	2.0	nt
3		>100	>100	16.4	nt
4		>100	>100	21.8	nt
(R)-5		>100	0.21	1.4	nt
(S)-5		>100	0.093	1.2	nt
6		>100	>100	2.3	nt
7		>100	75.2	15.0	nt
(R)-8		>100	84.9	15.3	nt
(S)-8		>100	65.7	20.0	nt
9		>100	>100	11.4	nt
10		>100	45.7	1.0	nt
(R)-11		>100	>100	1.4	nt
(S)-11		>100	>100	18.1	nt
12		>100	40.1	21.1	nt
13		>100	>100	>100	nt
14		>100	>100	>100	nt
15		>100	>100	>100	nt
16		>10	8.22	0.046	2.66
(R)-17		>100	52.2	2.2	nt
(S)-17		>100	51.9	1.9	nt
18		>10	2.67	>10	0.066
19		>100	86.3	19.8	nt
(R)-20		>100	52.2	22.8	nt
(S)-20		>100	38.9	24.6	nt
21		>100	68.2	25.8	nt
22		>100	>100	>100	nt
23		>100	>100	>100	nt
24		>100	>100	6.5	>100
25		>100	>100	34.5	>100
26		>100	>100	14.0	>100
27		>100	>100	16.7	>100
28		>100	>100	40.9	>100
29		>100	>100	22.7	>100
30		>100	90.9	>100	>100
31		>100	>100	38.2	>100
32		>100	>100	2.3	>100
33		>100	>100	2.5	>100
34		>100	>100	36.4	>100
35		>100	>100	13.5	>100
36		>100	>100	2.7	>100
37		>100	>100	27.3	>100
38		>100	>100	8.7	>100
39		>100	>100	>100	>100
40		>100	>100	>100	>100
41		>100	>100	>100	>100
42		>100	>100	>100	>100
43		>100	>100	>100	>100
44		>100	>100	>100	>100
45		>100	>100	>100	>100
46		>100	>100	>100	>100
47		>100	>100	>100	>100
48		>100	>100	>100	>100
49		>100	>100	>100	>100
50		>100	>100	>100	>100
51		>100	>100	>100	>100
52		>100	>100	>100	>100
53		>100	>100	>100	>100
AAZ		0.25	0.012	0.25	0.006

^aMean from three different determinations (errors in the range of 5–10% of the reported values). nt: not tested.