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MEDICINAL CHEMISTRY

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2 (d)<br />

4.<br />

H 3C<br />

H 3C<br />

HO<br />

CH-CH 2-O-CH 2-CH-CH 2-N<br />

OH<br />

N<br />

N<br />

N<br />

Bepridil (19)<br />

N<br />

N<br />

N<br />

N<br />

N<br />

N<br />

OH<br />

Dypyridamole (20)<br />

H 3CO<br />

H 3CO<br />

OH<br />

Papaverine (22)<br />

Chemistry: preparation of Dypyridamole:<br />

Synthesis of Dypyridamole (20)<br />

HO<br />

N<br />

HO<br />

OH<br />

N<br />

(23)<br />

OH<br />

N<br />

OH<br />

N<br />

N<br />

N<br />

OH<br />

PCl 5/POCl 3<br />

N<br />

N<br />

N<br />

N<br />

N<br />

N<br />

Cl<br />

N<br />

N<br />

N<br />

N<br />

Cl<br />

N<br />

(24)<br />

N<br />

N<br />

HN<br />

N<br />

N<br />

OCH 3<br />

OCH 3<br />

N<br />

Cl<br />

N<br />

HN CH 2CH 2OH<br />

CH 2CH 2OH<br />

N<br />

N<br />

Dypyridamole (20)<br />

OH<br />

(25)<br />

OH<br />

OH<br />

O<br />

O<br />

Cyclandelate (21)<br />

Cl

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