Chemistry Reference
In-Depth Information
Table 5.2
Continued
Drug
Pathway
Theophylline
N
3
-demethylation
N
1
-demethylation
C-8 oxidation to uric acids
1-Methyl-xanthine to 1-methyl-uric acid
with xanthine oxidase
Imidazole ring opened
O
H
CH
3
N
N
N
O
N
CH
3
Nicotine
Pyrrolidine 5
-hydroxylation to cotinine
Pyrrolidine N-oxidation (FMO)
N-demethylation (nornicotine and
norcotinine)
Pyridine N-methylation
3
N
CH
3
-Hydroxylation of cotinine
N
Ibuprofen
CoA thioester and epimerisation of (R)-(
)
)-enantiomer
Methyl hydroxylation to CH
2
OH
CH
2
OH to COOH
Acylglucuronide
to (S)-(
H
CH
3
COOH
CH
3
H
3
C
Tamoxifen
N-demethylation
4
-Hydroxylation
N-oxidation (FMO)
4-O-sulfate
4-O-glucuronide
CH
3
O
H
3
C
H
3
C
N
(continued)