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Structure activity relationship of Brufen
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The structure-activity relationship (SAR) of Brufen, also known as ibuprofen, has been extensively studied to understand how its chemical structure influences its pharmacological activity as a non-steroidal anti-inflammatory drug (NSAID). Here's a summary of some key SAR findings:
1. Carboxylic Acid Group: The presence of the carboxylic acid group is crucial for Brufen's anti-inflammatory activity. It interacts with the enzyme cyclooxygenase (COX), inhibiting the production of inflammatory prostaglandins.
2. Aromatic Ring: The aromatic ring present in Brufen contributes to its lipophilicity, allowing it to cross cell membranes and reach its target site.
3. Substituents on the Aromatic Ring: The position and nature of substituents on the aromatic ring can affect Brufen's potency and selectivity. For example, the presence of a methyl group at the para position enhances its anti-inflammatory activity.
4. Stereochemistry: The stereochemistry of the chiral carbon in Brufen's structure influences its activity. The (S)-enantiomer is more potent than the (R)-enantiomer.
5. Alkyl Side Chain: The length and branching of the alkyl side chain can affect Brufen's pharmacokinetic properties, such as absorption and metabolism.
Understanding the SAR of Brufen has aided in the development of more potent and selective NSAIDs with improved efficacy and reduced side effects.
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