Chiral resolution by ch.vamsi anil krishna(Tinky)

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this presentation gives the brief informatio about chiral compounds and its market , seperation and importance

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Chiral resolution by ch.vamsi anil krishna(Tinky)

  1. 1. Presented by Ch.Vamsi Anil Krishna(10AB1R0026) Adderss: Dept of Pharmaceutical Chemistry Vignan Pharmacy College,Vadlamudi, Guntur, Andhra Pradesh, India.
  2. 2.  Introduction  Resolution Methods  Resolving agents  Stereoselectivity of action  Chiral drug sales  Chiral BIOCKBUSTER DRUGS  Conclusion
  3. 3. Chromatography Widely used in development laboratories Applicable to >99% of small molecules at analytical scale Used in manufacturing scale
  4. 4. Methods for Preparing Chiral Compounds Chromatography
  5. 5. A small scale separation of the chiral compounds in labs.
  6. 6. Handling of chromatography
  7. 7. Kinetic Resolution  Evalution of an historical process(> 100 years)  Based upon different reaction rates of the isomers  Theoretically 100% yield Technology applied on limited scale to date
  8. 8. Diastereomer Crystallisation Most widely used technique in industry Widely used in development Cheap additives Only one isomer recovered per stage
  9. 9. Resolving Agents
  10. 10. Stereoselectivity of action S Dextro (+) R Levo (-)
  11. 11.  Out 100 drugs sold in 1994:  Pure enantiomer 20%  Racemate 21%  No chiral 33%  Out 100 drugs sold in 1997:  Pure enantiomer 30%  Racemate 9%  No chiral 57%
  12. 12. Racemic Mixture Single-enantiomer Amphetamine(Benzedrine) Dextroamphetamine(Dexedrine) Bupivacaine(Marcain) Levobupivacaine (Chirocaine) Cetirizine(Zyrtec/ Reactine) Levocetirizine(Xyzal) Citalopram(Celexa/ Cipramil) Escitalopram(Lexapro/ Cipralex) Methylphinidate(Ritalin) Dexmethylphenidate(Focalin)
  13. 13. Racemic Mixture Single-enantiomer Modafinil(Provigil) Armodafinil(Nuvigil) Ofloxacin(Floxin) Levofloxacin(Levaquin) Omeprazole(Prilosec) Esomeprazole(Nexium) Salbutamol(Ventolin) Levalbuterol(Xopenex) Zopiclone(Imovane) Eszopliclone(Lunesta)
  14. 14. $ MILLIONS 1998 1999 2000 Cardio vascular $21,906 $24,805 $26,012 Antibiotics 19,756 20,907 23,265 Cancer 8,006 9,420 13,360 Central Nervous System 7,027 8,592 13,720 Antiviral 6,131 7,540 13,446 Gastrointestinal 1,718 2,998 5,355 TOTAL $6,45,44 $74,262 $95,198
  15. 15. Chiral technology is a rapidly developing area Chiral technology represents a huge commercial business opportunity that has yet to be fully realised
  16. 16. MARKET OF CHIRAL DRUGS Single–enantiomer drug sales show a continuous growth worldwide and many of the top selling drugs are marketed as single enantiomers  Annual sales of chiral drugs: $133billion(2000), $172billion(2005)
  17. 17.  It is necessary to consider the chiral nature of a com-pound in drug Research.  Enantiomers of all chiral bioactive molecules must be separated and tested.  The FDA and regulatory authorities in Europe, China, and Japan have provided guidelines indicating that only the active enantiomer of a chiral drug should be brought to market.
  18. 18. Chiral drug separation Bingyun LiDonald T. Haynie Engineering and Physics, Bionano systems Engineering Labo Biomedical ratory, Center for Applied Physics Studies, Louisiana Tech University, Ruston, Louisiana, U.S.A The impact of chiral technology on the pharmaceutical industry ANDY RICHARDS & RAY McCAGUE
  19. 19. This work was supported by A.VISWANATH M.pharm (Ph.D) Dept of Pharamaceutical chemisrty. My beloved PRINCIPAL Dr.P.SRINIVASA BABU
  20. 20. Thank you

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