Medicinal Chemistry Questions 9 PDF
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Uploaded by StrongestWillow
Qassim University
Dr Abo Maaly
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Summary
This document covers medicinal chemistry, including structure-activity relationships, types of interactions, and methods for optimizing drug activity. It delves into the design and development processes related to medicinal chemistry including important concepts and strategies used in the field.
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## Medicinal Chemistry **+201221096646** **Medicinal chemistry** **Dr Abo Maaly** **IMPORTANT** **Questions 9** ## Structure Activity Relationship (SAR) | HBA & HBD | Hydrogen bond | HBA only | |---|---|---| | Alcohol + Phenol | | Ketone + Aldehyde | | Carboxylic acid | | Ether + Ester | |...
## Medicinal Chemistry **+201221096646** **Medicinal chemistry** **Dr Abo Maaly** **IMPORTANT** **Questions 9** ## Structure Activity Relationship (SAR) | HBA & HBD | Hydrogen bond | HBA only | |---|---|---| | Alcohol + Phenol | | Ketone + Aldehyde | | Carboxylic acid | | Ether + Ester | | Primary & Secondary Amine | | Tertiary amine | | Primary & Secondary Amide | | Tertiary amide | ### Analogues | Analogues | Analogues | Purpose | |---|---|---| | Alcohol and phenol | ether and ester | - Improve lipophilicity | | | | - Avoid metabolism | | Aromatic Ring | Cyclohexane | planar to tetrahedral <br> Improve lipophilicity | | Alkyl (Alkane) & Aldehyde & Ketone | Alkene & Alkyne <br> alcohol | - planar to tetrahedral | | | | - Increase hydrophilicity | | Amines | Amide | | | Amides | Ketone, amine | Loss of ionic bond | | Carboxylic acids | esters, primary amides, <br> primary alcohols, and ketones | | ### Type of interaction of | | | |---|---| | Alcohol, Phenol, Amide, Ketone, Aldehyde, <br> Ether, Ester, Carboxylic acid, Amine | Hydrogen bond | | Carboxylic acid, Amine | Hydrogen bond or ionic bond | | Alkane, Alkene, Alkyne | Hydrophobic interaction | ## Planar & not planar | Planar | رابطة مزدوجة | Not planar | رابطة أحادية | |---|---|---|---| | Aromatic ring | | Alkane | | | Alkene | | | | | Ketone | | | | | Aldehyde | | | | ### Aromatic ring - It has a Planar confirmation - It increases the hydrophobicity of a compound - It requests a narrow size in the binding site - It is hard to replace the aromatic ring with cyclohexane - Form induced dipole interaction with quaternary ammonium ### Quaternary ammonium - Ionic bonds - Hydrogen bonds - Induced dipole interactions - Acetylcholine is the common example - H-Bond donor only ### Metal Ions - Metal ions are the metals that carry a positive charge like: - Zn, Mg, Ca - Compounds can react with metal ions: - Carboxylic acid - Thiol ## Methods for optimization drug activity | Method (Rationale) | Name | |---|---| | | Vary Alkyl <br> Substituents | | | Vary Aryl <br> Substituents | | | Extension - Extra <br> Functional Groups | | | Chain Extension | | | Chain Contraction | | | Ring Expansion | | | Ring Contraction | | | Ring Variations | | | Simplification | | | Rigidification (Introduction of ring) | | | Rigidification <br> Introduce rigid F.G | | | Rigidification <br> (Steric blockers) | **Which one of the following strategies is the best to develop the drug shown below?** **Answer: Simplification** ## Increase Activity (Affinity) (Efficacy): - Vary Aryl Substituents - Extension - Extra Functional Groups - Chain Extension - Chain Contraction - Ring Expansion - Ring Contraction - Ring Variations - Simplification - Rigidification ## Selectivity: - Vary Alkyl Substituents ## Some notes - The best chain length (Extension) = 2 - Simplification → Natural complex drugs - Rigidification → Simple flexible drugs ** لن أحلل النشر دون إذن وهذه أمانة بذمتك ليوم الدين** **+201221096646** **| Page 6**
