TABLE 1

H NMR results for piperaquine and its metabolites


Molecule

Proton

Multiplicity

δ

J
ppm Hz
Piperaquine
(aromatic region) H-14/H-34 D 8.48 6.8
H-10/H-30 D 7.99 9.1
H-9/H-29 D 7.94 1.9
H-7/H-27 Q 7.61 9.2/1.9
H-15/H-35 D 7.14 6.8
(aliphatic region) H-1-H-3/H-21-H-23 S 3.96
H-4-H-6/H-24-H-26 S 3.55
H-18/H-20 T 3.24 8.3
H-19 M 2.26
Metabolite 1
(aromatic region) H-14 D 8.47 6.7
H-10 D 7.98 9.1
H-9 S 7.93
H-7 D 7.61 9.0
H-15 D 7.13 6.7
(aliphatic region) H-1-H-3 S 4.22
H-4-H-6 S 3.70
H-18 T 3.48 6.8
H-19 T 2.85 6.7
Metabolite 2
(aromatic region) H-34 D 8.58 6.9
H-14 D 8.49 6.8
H-29 S 8.38
H-30 D 8.04 9.2
H-10 D 8.00 9.2
H-9 S 7.94
H-27 D 7.67 9.2
H-7 D 7.62 9.2
H-15 D 7.15 6.9
H-35 D 7.08 7.0
(aliphatic region) H-1-H-3/H-21-H-23 S 3.70
H-4-H-6/H-24-H-26 S 3.50
H-18/H-20 T 3.30 7.9
H-19 M 2.28
Metabolites 3 and 4
(aromatic region) H-14/H-34 D 8.48 6.5
H-10/H-30 D 7.98 9.2
H-9/H-29 S 7.94
H-7/H-27 D 7.61 8.6
H-15/H-35 D 7.14 7.0
(aliphatic region) Multiple peaks
Metabolite 5
Weak signal with multiple peaks



  • S, singlet; D, doublet; T, triplet; Q, quadruplet; M, multiplet.