Table 1. Metabolite Profiles of Fragmentation Analysis, Online H-D Exchange, and Deuterated Analogue Experiment Results.

					fragmentation			D lossb
	m/z	Δm/z	biotransformation	no. of H-Da	A	B	C	2-d	3-d	fragment of metabolism
M0	322	\	\	1	+	+	\
M2	338	+16	+O	1	+	+	\	y	y	thiophene
M3	338	+16	+O	2	+	+	+	n	n	piperidine
M4	338	+16	+O	2	+	+	+	n	n	piperidine
M5	320	–2	–2H	0	\	+	+	n	n	piperidine
M6	320	–2	–2H	1	\	+	+	ND	ND	piperidine
M7	318	–4	–4H	0	\	+	\	n	n	piperidine
M8	340	+18	+O + 2H	2	+	+	\	n	n	thiophene
M9	306	–16	–2H–CH2	1	\	+	+	n	ND	piperidine
M10	304	–18	–4H–CH2	1	\	+	+	n	ND	piperidine

^aNumber of H-D exchange of the charged molecular ion.

^bMetabolite of the deuterated clopidogrel shows loss of deuterium; ND, metabolite was not detected; fragmentation patterns are illustrated in Figure 2.