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Prodrug – Concept & Application Prasented by – Ravindra Kumar Gupta Lecturer , Department of Pharmaceutics BR Nahata College Of Pharmacy , Mandsaur (M.P.)
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Prodrugs
[object Object],[object Object],[object Object],[object Object],[object Object],Non- Prodrugs
Conversion of Prodrugs ,[object Object],[object Object],[object Object],[object Object],[object Object],[object Object]
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Prodrugs
Chloramphenicol  ,[object Object],[object Object],[object Object],[object Object]
Mutual Prodrug ,[object Object],[object Object],[object Object],[object Object],[object Object]
Functional Groups in Prodrugs ,[object Object],[object Object],[object Object],[object Object],[object Object],[object Object]
Functional Groups in Prodrugs ,[object Object],[object Object],[object Object],[object Object]
Esters Failure as Prodrugs
 -Lactam prodrug – Double esters Vantin ®   – Pharmacia & Upjohn URI, UTI, Gonorrhea, skin infections Taking with food increases absorption Why? Increase absorption Avoid acid catalyzed decomposition
Other ester prodrugs - soluble Unstable:  use immediately More stable:  less prone to hydrolysis by water
Amine derivatives as prodrugs ,[object Object],[object Object]
Mannich Base Chemistry Mannich Reaction  -  This is nucleophilic addition reaction of an aldehyde and at least a secondary amine to produce what is known as a schiff base on protonation and elimination of a water molecule. The Schiff base is often stabilized by resonance. The addition of a carbanaion to the schiff base gives another base called the Mannich base. The Mannich base formed can readily eliminate the secondary amine to give the synthetic usefulness of the reaction, but when primary amines or ammonia are used the hydrogen on nitrogen atom can participate in a further reaction to give more complex products.
Azo Prodrugs ,[object Object],[object Object],[object Object],[object Object]
Carbonyl prodrugs ,[object Object],[object Object],[object Object],[object Object],[object Object],[object Object]
Bioprecursor Prodrugs ,[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Non-steroidal antiinflammatory Use:  Arthritis
[object Object],Bioprecursor Prodrugs
[object Object],Bioprecursor Prodrugs
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Chemical Delivery Systems
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Chemical Delivery Systems
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Chemical Delivery Systems
[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],Chemical Delivery Systems

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Prodrugs

  • 1. Prodrug – Concept & Application Prasented by – Ravindra Kumar Gupta Lecturer , Department of Pharmaceutics BR Nahata College Of Pharmacy , Mandsaur (M.P.)
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  • 10. Esters Failure as Prodrugs
  • 11.  -Lactam prodrug – Double esters Vantin ® – Pharmacia & Upjohn URI, UTI, Gonorrhea, skin infections Taking with food increases absorption Why? Increase absorption Avoid acid catalyzed decomposition
  • 12. Other ester prodrugs - soluble Unstable: use immediately More stable: less prone to hydrolysis by water
  • 13.
  • 14. Mannich Base Chemistry Mannich Reaction - This is nucleophilic addition reaction of an aldehyde and at least a secondary amine to produce what is known as a schiff base on protonation and elimination of a water molecule. The Schiff base is often stabilized by resonance. The addition of a carbanaion to the schiff base gives another base called the Mannich base. The Mannich base formed can readily eliminate the secondary amine to give the synthetic usefulness of the reaction, but when primary amines or ammonia are used the hydrogen on nitrogen atom can participate in a further reaction to give more complex products.
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