Chemistry Reference
In-Depth Information
Table 5.2
Continued
Drug
Pathway
Hydralazine
N-acetylation with cyclisation to a
methyl-s-triazolophthalazine
N-formylation with cyclisation to an
s-triazolophthalazine
Aromatic hydroxylation of benzene ring
Oxidative loss of hydrazinyl group to
1-hydroxy
Hydroxylation of methyl of
methyl-s-triazolophthalazine
Conjugation with glucuronic acid
NHNH
2
N
N
Methadone
Reduction of ketone to hydroxyl
Aromatic hydroxylation of one aromatic
ring
N-dealkylation of alcohol product
N-dealkylation with cyclisation to
pyrrolidine
CH
3
CH
3
O
N(CH
3
)
2
C
Lidocaine (lignocaine)
N-dealkylation
Oxidative cyclisation to a 4-imidazolidone
N-oxidation of amide N
Aromatic hydroxylation ortho to methyl
Hydrolysis of amide
CH
3
O
N
CH
3
HN
CH
3
CH
3
Imipramine
N-dealkylation
Hydroxylation at C-11
Aromatic hydroxylation (C-2)
N-oxidation
Both N-dealkylation and hydroxylation
11
2
N
N(CH
3
)
2
(continued)