Pamaquine*
- BP-S-6-Medicinal Chemistry III
- Mar 28
- 1 min read
Chemical Structure / Formula of Pamaquine*
Formula: C19H29N3O
Structure: 8-Aminoquinoline similar to primaquine.
Mechanism of Action
Similar to primaquine: ROS generation, mitochondrial disruption.
Uses
No longer used clinically due to toxicity.
Side Effects
Severe hemolysis in G6PD deficiency.
GI irritation, cyanosis, methemoglobinemia.
Structure-Activity Relationship (SAR) of Chloroquine
Structural Feature | Role in Activity |
8-Aminoquinoline nucleus | Core structure required for antimalarial activity. |
Alkylamino side chain at position 8 | Determines the activity and toxicity. Optimal side chains enhance hepatic schizonticidal activity. |
Methoxy group at position 6 | Improves activity and bioavailability. |
Substitution on quinoline ring | Small electron-donating groups may enhance activity; bulky or electron-withdrawing groups usually reduce efficacy. |
Side chain length | Affects selectivity and activity. Very short or very long chains reduce potency. |
Synthesis of Pamaquine
