Structure-Activity Relationship (SAR) of the Phenethylamines: A ...
Structure-Activity Relationship (SAR) of the Phenethylamines: A ...
Structure-Activity Relationship (SAR) of the Phenethylamines: A ...
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Initial <strong>SAR</strong><br />
2-Phenethylamine<br />
• No α-CH 3 group<br />
• Lacks central effects on<br />
systemic administration<br />
• Rapidly degraded by<br />
MAO<br />
Amphetamine<br />
• α-methyl group yields<br />
amphetamine<br />
• Has central effects<br />
• Poor MAO substrate<br />
• Stereocenter in <strong>the</strong><br />
side chain<br />
Basic Flavors <strong>of</strong> Amphetamines<br />
• Catecholamine Releasers<br />
• Serotonin Releasers<br />
• Hallucinogenic Compounds<br />
Stereochemistry Reminder<br />
• How does this work, again<br />
• R / S = D / L<br />
• Absolute Configuration<br />
• Determined by structure<br />
• d / l = + / -<br />
• Optical <strong>Activity</strong><br />
• Experimentally determined)<br />
• Absolute configuration DOES NOT predict<br />
optical activity!!!!!<br />
3
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