TABLE 2

Summary of comparisons between phenyl ring substituted N-1,2-diol and respective N-methyl analog

Compound	Phenyl Ring Substituent	Configuration of the N-1,2-Diol	VMAT2 [³H]DA Uptake (K_-i)	Selectivity for VMAT over DAT or SERT	N-Methyl Analog	VMAT2 [³H]DA Uptake (K_i)	Ratio of VMAT2 Uptake for the N-1,2-Diol Relative to the N-Methyl Analog	Ratio of VMAT2 Uptake for the N-1,2-Diol Relative to Lobelane
			μM			μM
Lobelane	N.A.	N.A.	0.067	15.6	N.A.	N.A.	N.A.	N.A.
GZ-745A	No change	R	0.19	3.16	Lobelane	0.067	2.84	2.84
GZ-745B	No change	S	0.86	1.26			12.8	12.8
GZ-794A	Naphthalene	R	0.033	9.39	GZ-258C^{^a}	0.091^{^a}	0.36	0.49
GZ-794B	Naphthalene	S	0.080	2.00			0.88	1.19
GZ-796A	Biphenyl	R	0.79	6.70	GZ-272C^{^a}	0.034^{^a}	23.2	11.8
GZ-796B	Biphenyl	S	2.25	1.13			66.2	33.6
GZ-790A	3-Methoxy	R	0.14	22.4	GZ-261C^{^a}	0.030^{^a}	4.67	2.09
GZ-790B	3-Methoxy	S	0.52	12.8			17.3	7.76
GZ-792A	2-Methoxy	R	0.19	2.71	GZ-273C^{^a}	0.026^{^a}	7.31	2.84
GZ-792B	2-Methoxy	S	0.79	1.19			30.4	11.8
GZ-793A	4-Methoxy	R	0.029	49.7	GZ-252C^{^a}	0.015^{^a}	1.93	0.43
GZ-793B	4-Methoxy	S	0.18	18.9			12	2.69
GZ-797A	3,4-Methylene Dioxy	R	0.16	13.1	GZ-250C^{^a}	0.043^{^a}	3.72	2.39
GZ-797B	3,4-Methylene Dioxy	S	0.76	2.90			17.7	11.3
GZ-791A	3-Flouro	R	0.19	1.32	GZ-275C^{^a}	0.093^{^a}	2.04	2.84
GZ-791B	3-Flouro	S	1.03	0.60			11.1	15.4
GZ-795A	2,4-Dichloro	R	0.14	15.4	GZ-260C^{^a}	0.016^{^a}	8.75	2.09
GZ-795B	2,4-Dichloro	S	0.090	20.7			5.63	1.34