Biomedical Engineering Reference
In-Depth Information
CH
3
CH
3
N
OH
CH
3
N
OH
CH
3
(
18.29
)
(
18.30
)
CF
3
CF
3
H
2
SO
4
conc., 5°C
X
CH
3
H
N
O
CH
3
CH
3
N
CF
3
Talopram (X = O) (
18.32
)
Talsupram (X = S) (
18.33
)
(
18.31
)
FIGURE 18.5
Discovery of phenylphthalane antidepressants.
TABLE 18.2
5-HT and NE Reuptake Inhibition of Selected Talopram Derivatives
R
1
R
1
4
5
X
O
CH
3
6
N
7
R
2
2´
3´
4´
Y
5-HT Reuptake (
In Vitro
)
Rabbit Blood pl. IC
50
(nM)
NE Reuptake (
In Vivo
)
Mouse Heart ED
50
(
m
mol/kg)
Compound
R
1
R
2
X
Y
Talopram (
18.32
)
H
H
H
3,400
2.2
3
(
18.34
)
CH
3
CH
3
H
H
53,000
5
(
18.35
)
H
H
H
H
1,300
43
(
18.36
)
H
CH
3
H
H
600
66
(
18.37
)
H
CH
3
H
Cl
110
170
(
18.38
)
H
CH
3
Cl
H
220
>200
(
18.39
)
H
CH
3
Cl
Cl
24
>80
(
18.40
)
H
CH
3
H
Br
310
n.t.
(
18.41
)
H
CH
3
HCN
54
23
(
18.42
)
H
CH
3
CN
Cl
10
>80
Citalopram (
18.43
)
H
CN
F
38
>40
3
Source:
Data from Lundbeck Screening Database, H. Lundbeck, Valby, Denmark.
