Table 1.

Sulfamide Compounds and Biological Testing Data^a

cmpd	G		synth methb	MES, ipc t (h), effect	MES, pod t (h), effect	CA-II inhe IC50, μM (N)
4			A	2, ED50 = 111 mg/kgf	0.5, 0/10; 2, 2/10	35
					2, 5/5g
5			h	0.5, 3/3	ND	130 (3)
(S)-5i			A	0.5, 3/3	0.5, 9/10; 2, 2/10g	97 (2)
(R)-5			A	0.5, 3/3	2, 1/5g	77 (5)
6			h		0.5, 3/3; 2, 1/3g	85 (2)
7			h		0.5, 4/5; 2, 0/5g	>1000
8			B		0.5, 1/5; 2, 0/5	130
					0.5, 3/3; 2, 2/3g
9			h		0.5, 0/5; 2, 0/5	25
					0.5, 5/5; 2, 0/5g
10a	5-Cl		A		0.5, 0/5; 2, 1/5	220
10b	7-Cl		A		0.5, 0/5; 2, 4/5	36 (3)
10c	8-Cl		A		0.5, 1/5; 2, 0/5	56
10d	5-F		A		0.5, 2/5; 2, 0/5	70
					0.5, 4/5; 2, 5/5g
10e	6-F		A		0.5, 4/5; 2, 5/5g	75
10f	6-Br		A		0.5, 0/5; 2, 5/5g	36
10g	8-OMe		A		0.5, 0/5; 2, 0/5j	300
10h	6,7-diCl		A		0.5, 0/5; 2, 3/5	30
10i	7-Me		A		0.5, 0/5; 2, 0/5g	29
11a	H		B	0.5, 3/3	0.5, 5/5; 2, 0/5	71
11b	Cl		B		0.5, 0/5; 2, 0/5	ND
12			h	0.5, 2/3	ND	17
3k					0.5, 1/5; 2, 3/5	110
1					0.5, 2/5; 2, 4/5l	0.50m

^aCompounds 4 and 10a–i are single enantiomers with the S absolute configuration. ND = not determined.

^bSynthetic method used (A, B, or other).

^cSingle testing dose was 300 mg/kg, ip. The effect is presented as the number of animals responding out of the total number of animals tested, except for any ED₅₀ values.

^dOral dose of 100 mg/kg, unless otherwise noted. The effect is presented as the number of animals responding out of the total number of animals tested.

^eIC₅₀ values for the inhibition of human CA-II were determined in house by using a CO₂ hydration assay (ref 10a–d), unless otherwise noted. The number of independent experiments (N) is one unless indicated otherwise; N > 1 is given in parentheses.

^f95% confidence interval: 86.6–139.

^gOral dose of 300 mg/kg.

^hSee text for information on this other (non-A/non-B) method.

ⁱStructure is equivalent to 10 with G = H.

^j1/5 at 4 h.

^kReported in ref 7.

^lFrom ref 3a.

^mFrom ref 10a.