. Author manuscript; available in PMC: 2013 May 28.

Published in final edited form as: Biochem Pharmacol. 2012 Feb 24;83(10):1435–1444. doi: 10.1016/j.bcp.2012.02.013

Table 1.

Identified procainamide metabolites in human, CYP2D6-humanized, and wild-type mice.

Symbol	RT (min)	Observed m/z	Formula	Mass error (ppm)	Identity	Detected
I	0.91	236.1765	C₁₃H₂₁N₃O[H⁺]	0.8	Procainamide	Human, hCYP2D6, wild-type
II	1.83	278.1891	C₁₅H₂₃N₃O₂[H⁺]	7.9	N-Acetylprocainamide	Human, hCYP2D6, wild-type
III	1.41	250.1564	C₁₃H₁₉N₃O₂[H⁺]	3.2	N-Acetyl-desethylprocainamide	Human, hCYP2D6, wild-type
IV	0.51	208.1452	C₁₁H₁₇N₃O[H⁺]	0.9	Desethylprocainamide	Human, hCYP2D6, wild-type
V^a	1.35	252.1696	C₁₃H₂₁N₃O₂[H⁺]	−6.3	Procainamide N-oxide	Human, hCYP2D6, wild-type
VI	0.74	252.1715	C₁₃H₂₁N₃O₂[H⁺]	1.2	Procainamide hydroxylamine	Human, hCYP2D6, wild-type
VII^a	1.78	294.1832	C₁₅H₂₃N₃O₃[H⁺]	4.7	Procainamide hydroxylamine acetic ester	Human, hCYP2D6, wild-type
VIII^a	2.14	294.1804	C₁₅H₂₃N₃O₃[H⁺]	−4.7	N-Acetylprocainamide N-oxide	Human, hCYP2D6, wild-type
IX^a	1.57	264.1703	C₁₄H₂₁N₃O₂[H⁺]	−3.4	N-Formylprocainamide	Human, hCYP2D6, wild-type
X^a	3.02	430.2238	C₁₉H₃₁N₃O₈[H⁺]	11.4	Procainamide hydroxylamine hexuronide	Human
XI^a	2.47	292.2035	C₁₆H₂₅N₃O₂[H⁺]	3.4	N-Propionylprocainamide	Human
XII^a	1.22	308.1596	C₁₅H₂₁N₃O₄[H⁺]	−4.5	N-Oxalylprocainamide	Human,
XIII^a	2.65	306.2193	C₁₇H₂₇N₃O₂[H⁺]	3.6	N-Butyrylprocainamide	Human, hCYP2D6, wild-type
XIV^a	3.15	306.2181	C₁₇H₂₇N₃O₂[H⁺]	−0.3	N-Isobutryrylprocainamide	Human

Novel metabolites identified in this study.