Table 1

¹H NMR chemical shifts of clozapine and its N-glucuronide metabolites in CD₃OD

	Clozapine δ	ClozapineN⁺-Glucuronide		Clozapine 5-N-Glucuronide
	Clozapine δ	δ	J	δ	J
	ppm	ppm	Hz	ppm	Hz
H-1	7.27 d	7.34 dd	1.3⁺ 7.8	7.29 d broad	7.3
H-2	7.03 t	7.07 dt	1.1 ⁺ 7.6	7.19 t broad	7.3 ⁺ 7.5
H-3	7.36 t	7.38 dt	1.6 ⁺ 7.7	7.46 t broad	7.6
H-4	7.00 d	7.01 dd	0.8 ⁺ 8.1	7.82 d broad	7.8
H-6	6.81 d	6.82 d	8.4	7.82 d broad	7.8
H-7	6.85 dd	6.89 dd	2.4 ⁺ 8.4	6.90 d very broad	7.3
H-9	6.97 d	6.99 d	2.3	7.00 d broad	2.3
H-12/15_ax,eq	3.43 s broad	3.62–3.78 m		3.35–3.85 m
H-13/14_ax,eq	2.54 s broad			2.52 s and 2.62 s broad
H-13/14_eq		4.14 t and 3.96 m si^*	9.5
H-13/14_ax		3.78–3.90 si and 3.95 si
H-16	2.33 si	3.3 si		2.35 s broad
H-1′		4.96 d	8.9	4.61 d and 4.52 s broad	8.9
H-2′		3.83 t	8.6
H-3′		3.48 t si		all signals of H-2′–H-5′
H-4′		3.55 t	8.5 ⁺ 8.9	3.35–3.85 extremely broad
H-5′		3.83 d	9.7	3.35–3.85 extremely broad

Protons are numbered as in Fig. 2. Data for clozapine are taken fromSchaber (1998).

si, superimposed; d, doublet; dd, double doublet; s, singlet; t, triplet; dt, double triplet; m, multiplet.