Table 1. Binding Data for Modafinil Analogues^a.

		Ki (nM) ± SEM
compound	substitution X, Y, Z, R, R′	DAT	SERT	NET
(±)-1	H, O, O, H, H	2520 ± 204	ND	ND
(+)-1	H, O, O, H, H	7640 ± 395	ND	ND
(−)-1	H, O, O, H, H	3260 ± 195	ND	ND
4b	F, −, O, H, H	1570 ± 68.2	ND	ND
4c	Cl, −, O, H, H	2230 ± 166	12700 ± 520	52100 ± 5510
4d	Br, −, O, H, H	1930 ± 95.2	2200 ± 278	77700 ± 6610
5b	F, O, O, H, H	2190 ± 139	ND	ND
5c	Cl, O, O, H, H	919 ± 52.8	39000 ± 2410	ND
5d	Br, O, O, H, H	600 ± 47.3	10600 ± 1110	ND
6a	H, −, O, Me, Me	16500 ± 2360	ND	ND
6b	F, −, O, Me, Me	9510 ± 960	25900 ± 1040	ND
6c	Cl, −, O, Me, Me	4510 ± 332	5980 ± 197	42500 ± 7950
6d	Br, −, O, Me, Me	2450 ± 374	3210 ± 442	19200 ± 2760
7a	H, O, O, Me, Me	ND	ND	ND
7b	F, O, O, Me, Me	ND	16200 ± 760	ND
7c	Cl, O, O, Me, Me	34600 ± 3600	22300 ± 1890	ND
7d	Br, O, O, Me, Me	21300 ± 2930	14200 ± 1740	ND
7f	Cl, O, O, Me, H	2440 ± 323	ND	ND
7g	Br, O, O, Me, H	1650 ± 124	33200 ± 4380	ND
7h	H, O, O, H, prPh	2660 ± 122	ND	ND
7k	H, O, O, −(CH2)4−	ND	ND	ND
9a	H, O, H, H, prPh	194 ± 16.8	1000 ± 120	2350 ± 267
9b	H, O, H, morph	ND	ND	ND
9c	H, O, H, Me, Me	ND	45800 ± 6740	ND
9d	Cl, O, H, Me, Me	2890 ± 344	406 ± 18.7	36200 ± 3590
cocaine		71.8 ± 4.6b	286 ± 38c	3300 ± 170c

^aEach K_i value represents data from at least three independent experiments, each performed in triplicate. K_i values were analyzed by PRISM.

^bBinding methods were conducted as previously reported.²⁷

^cPreviously reported.²⁸ ND, no displacement up to a concentration of 10 μM.