Chemistry Reference
In-Depth Information
Table 5.2
Continued
Drug
Pathway
Cimetidine
S-oxidation
Hydroxylation of 5-methyl
H
N
CH
3
NHCH
3
5
S
N
HN
N
CN
Terfenadine
N-demethylation
Methyl hydroxylation to CH
2
OH
CH
2
OH oxidation to COOH
CH
3
HO
C
N
C
CH
3
HO
CH
3
Valproic acid
CoA thioester
Dehydrogenation to (E)-2-ene
Dehydrogenation to (E)-2,4-diene
Dehydrogenation to 4-ene
3-Hydroxylation
CH
3
CH
2
COOH
CH
3
CH
2
Piroxicam
Pyridine 3
-hydroxylation
Hydrolysis of amide
Decarboxylation
HO
O
N
H
N
H
N
S
O
2
CH
3
Caffeine
N
3
-demethylation
N
1
-demethylation
N
7
-demethylation to theophylline
C-8 oxidation to uric acids
Imidazole ring opened
O
H
3
C
CH
3
N
N
N
O
N
CH
3
(continued)