Table 1.

CA I, II, IX and XII inhibition data with dithiocarbamates 1a-27a by a stopped-flow, CO₂ hydrase assay.³²

R1R2N-CSS−M+ 1a-27a
No*,#	R1	R2	KI (nM)#
			hCA I	hCA II	hCA IX	hCA XII
1a	H	Ph	4.8	4.5	4.2	4.3
2a	H	O[(CH2CH2)]2N	4.8	3.6	29.1	9.2
3a	H	MeN[(CH2CH2)]2N	33.5	33.0	22.1	17.5
4a	H	2-butyl	21.1	29.4	4.6	31.7
5a	H	O[(CH2CH2)]2N(CH2)2	31.8	36.3	4.5	4.2
6a	H	N[(CH2CH2)N]3	31.9	13.5	27.4	9.3
7a	H	PhCH2	4.1	0.70	19.2	11.5
8a	H	4-PyridylCH2	3.5	16.6	26.0	24.1
9a	H	[(CH2)5N]CH2CH2	4.5	20.3	3.6	20.5
10a	H	2-thiazolyl	3.9	4.6	12.6	22.0
11a	H	KOOCCH2	13.1	325	57.1	6.7
12a	H	imidazol-1-yl-(CH2)3	8.6	24.7	4.3	6.5
13a	Me	Me	699	6910	714	798
14a	Et	Et	790	3100	1413	1105
15a		(CH2)5	0.96	27.5	70.4	46.1
16a	iso-Bu	iso-Bu	0.97	0.95	4.5	0.99
17a	n-Pr	n-Pr	1838	55.5	53.8	7.0
18a	n-Bu	n-Bu	43.1	50.9	50.3	5.8
19a	n-Hex	n-Hex	48.0	51.3	27.4	16.1
20a	Et	n-Bu	157	27.8	25.9	7.5
21a	HOCH2CH2	HOCH2CH2	9.2	4.0	4.3	4.2
22a	Me	Ph	39.6	21.5	28.2	7.7
23a	Me	PhCH2	69.9	25.4	53.0	3.0
24a		O[(CH2CH2)]2	0.88	0.95	6.2	3.4
25a		NaS(S=C)N[(CH2CH2)]2	12.6	0.92	37.5	0.78
26a		(NC)(Ph)C(CH2CH2)2	48.4	40.8	757	169
27a		(S)-[CH2CH2CH2CH(COONa)]	2.5	17.3	4.1	4.0
AAZ		-	250	12	25	5.7

^*Compounds 1a, 8a and 10a were thriethylamonium salts; 2a-6a, 9a, 11a and 12a were potasium salts, and the remaining ones were sodium salts.

^# Mean from 3 different assays. Errors were within ± 5–10 % of the reported values (data not shown).

^# Inhibition data against hCA I, II and IX for 9 DTCs, i.e. compounds 13a, 14a, 16–18a, 20a, 22a, 23a and 26a, were reported in ref.²⁵