Table 1

Effect of compounds on [³H]WIN and [³H]CIT binding and [³H]DA uptake

Compound	Substitution		[³H]WIN Binding		[³H]DA Uptake IC₅₀^1-b	Discrimi- nation Ratio^1-c	[³H]CIT Binding		IC₅₀[³H]CIT/ IC₅₀ [³H]WIN
Compound	R₁	R₂	R₃	R₄	[³H]DA Uptake IC₅₀^1-b	Discrimi- nation Ratio^1-c	IC₅₀^1-a	n_H^1-a	IC₅₀[³H]CIT/ IC₅₀ [³H]WIN	IC₅₀^1-d	n_H^1-d	Inhibition by 10 μM Compound^1-e
					nM		nM		nM		%
3CTMP	H	CO₂CH₃	Cl	H	5.1 ± 1.6	0.95 ± 0.12	23.0 ± 3.0	4.5	>10,000		45.5 ± 3.7	>∼2000
3,4CTMP	H	CO₂CH₃	Cl	Cl	5.3 ± 0.7	2.08 ± 0.05	7.0 ± 0.6	1.3	1,064 ± 62	0.99 ± 0.01	93.3 ± 2.2	213
TROMeNBn	Bn	CH₂OCH₃	H	H	17.8 ± 1.1	1.12 ± 0.13	88 ± 14	5.0	166 ± 8	1.03 ± 0.09		9
TROHNBn	Bn	CH₂OH	H	H	23.7 ± 3.3	1.08 ± 0.06	181 ± 32	7.7	204 ± 9	0.85 ± 0.01	94.1 ± 3.2	9
4MeTMP	H	CO₂CH₃	H	CH₃	33.0 ± 1.2	1.05 ± 0.02	126 ± 1	3.8	>10,000		45.0 ± 0.5	>∼300
4ATMP	H	CO₂CH₃	H	NH₂	34.5 ± 4.0	0.96 ± 0.09	114 ± 10	3.3	≫10,000		7.9 ± 2.6	≫∼300
4FTMP	H	CO₂CH₃	H	F	35.0 ± 3.0	0.97 ± 0.02	142 ± 2	4.1	>10,000		36.9 ± 0.8	>∼300
TMPNBn	Bn	CO₂CH₃	H	H	52.9 ± 2.3	1.08 ± 0.02	273 ± 28	5.2	1,201 ± 6	1.02 ± 0.04	85.2 ± 1.9	23
TMP	H	CO₂CH₃	H	H	83.0 ± 7.9	0.90 ± 0.09	224 ± 19	2.7	≫10,000		19.6 ± 2.5	≫∼120
4MeTMPNMe	CH₃	CO₂CH₃	H	CH₃	140 ± 9	1.02 ± 0.03	920 ± 145	6.6	1,109 ± 40	0.78 ± 0.08	74.2 ± 3.2	8
3CTMPNMe	CH₃	CO₂CH₃	Cl	H	160 ± 18	0.96 ± 0.04	441 ± 89	2.7	>10,000		33.3 ± 6.1	>∼60
TMPNMe	CH₃	CO₂CH₃	H	H	499 ± 25	1.00 ± 0.01	1435 ± 5	2.9	≫10,000		25.2 ± 1.2	≫∼20
(−)-Cocaine					160 ± 15	1.03 ± 0.01	404 ± 26	2.5	401 ± 27	1.27 ± 0.01		2.5
Citalopram									9.2 ± 2.3	1.00 ± 0.07

↵1-a Mean ± S.E.M. from two or more independent experiments in which triplicate samples were run at each of six different concentrations of test compound.
↵1-b Mean ± S.E.M. from two or more independent experiments in which duplicate samples were run at each of five different concentrations of test compound.
↵1-c Discrimination ratio is IC₅₀ for [³H]DA uptake/IC₅₀ for [³H]WIN binding.
↵1-d Mean ± S.E.M. from two or more independent experiments in which triplicate samples were run at each of seven different concentrations of test compound.
↵1-e Mean ± S.E.M. from two or more independent experiments in which the inhibition due to 10 μM compound was determined in triplicate.