From nalidixic acid to 1st generation

N

N

C

O

C

2

H

5

O

-

O

H

3

C

O

O

-

H

3

C

N

nalidixic acid

norfloxacin

pefloxacin *

Add a methyl

to increase half-life

* Ger. pat. 2,840,910 to  Roger Bellon/Dainippon,1979

N

C

F

O

-

HN

N

CH

3

O

O

N

C

F

O

-

N

CH

3

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