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FTIR, 1H NMR Spectral, Powder X-ray diffraction and DSC studies of -cyclodextrin-para-chlorobenzonitrile” Inclusion Complex

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Author Affiliations

  • 1Department of Organic Chemistry, North Maharashtra University, Jalgaon - 425 001, MS INDIA
  • 2 Central Salt and Marine Chemicals Research Institute, Council of Scientific and Industrial Research, Bhavnagar, Gujarat, INDIA

Res.J.chem.sci., Volume 2, Issue (10), Pages 60-63, October,18 (2012)

Abstract

By keeping in mind the application of nitriles, the inclusion complex of -cyclodextrin-para-chlorobenzonitrile with 1:1 stoichiometric ratio has been prepared in aqueous media by co-precipitation method. The intermolecular interaction between -cyclodextrin and para-chlorobenzonitrile are studied and confirmed by various physical measurements like FTIR, 1H NMR, powder X-ray diffraction and differential scanning calorimetry.

References

  1. Tucker T.J., Sisko J.T., Tynebor R.M., Williams T.M., Felock P.J., Flynn J.A., Lai M.T., Liang Y., McGaughey G., Liu M., Miller M., Moyer G., Munshi V., Poehnelt R.P., Prasad S., Reid J.C., Sanchez R., Torrent M., Vacca J.P., Wan B.L. and Yan Y., Discovery of 3-{5-[(6-amino--pyrazolo[3,4-]pyridine-3-yl)methoxy]-2-chlorophenoxy} - 5-chlorobenzonitrile (MK-4965): A potent, orally bioavailable HIV-1 non-nucleoside reverse transcriptase inhibitor with improved potency against key mutant viruses, J. Med. Chem.,51, 6503-6511 (2008)
  2. Derridj F., Djebbar S., Baitich O.B. and Doucet H., Direct arylation of oxazoles and benzoxazole with aryl of heteroaryl halides using palladium-diphosphine catalyst, J. Organomet. Chem., 693, 135-144 (2008)
  3. Liu C., Zhang S.H., Wang M.J., Liang Q.Z. and Jian X.G., Synthesis and characterization of poly (ether amide) containing bisphthalazinone and ether linkages, Chin. Chem. Lett.,16, 437-439 (2005)
  4. Babu S.G., Karvembu R., CuO Nanoparticles: A simple, effective, ligand free, and reusable heterogeneous catalyst for N-arylation of benzimidazoles, Ind. Eng. Chem. Res., 50, 9594-9600 (2011)
  5. Cohen M.A., Sawden J. and Turner N.J., Selective hydrolysis of nitriles under mild conditions by an enzyme Tetrahedron Lett., 31, 7223-7226, (1990)
  6. Fabiani M.E., Angiotensin receptor subtypes: Novel target for cardiovascular therapy, Drug News Perspect, 12, 207-216 (1999)
  7. Medwid J.B., Paul R., Baker J.S., Brockman J.A., Du M.T., Hallett W.A., Hanifin J.W., Hardy R.A., Tarrant M.E., Torley I.W. and Wrenn S., Preparation of triazolo[1,5-c]pyrimidines as potential antiasthma agents, J. Med. Chem., 33(4), 1230-1241 (1990)
  8. Feuerstein M., Doucet H. and Santelli M., Sonogashira cross-coupling reaction of aryl chlorides with alkynes catalysed by tetraphosphine-palladium catalyst,Tetrahedron Lett., 45, 8443-8446 (2004)
  9. Del Valle E.M.M., Cyclodextrins and their uses: a review, Process Biochem., 39, 1033-1046 (2004)
  10. Teixeira L.R., Sinisterra R.D., Vieira R.P., Doretto M.C. and Beraldo H., Inclusion of benzaldehyde semicarbazone into beta cyclodextrin produces a very effective anticonvulsant formulation, J. Incl. Phenom. Macrocycl. Chem., 47, 77-82 (2003)
  11. Ong L-X., Wang H-M., Teng C-F., Bai L., Xu P. and Guo X-Q., Theoretical and Experimental Studies of the Inclusion Phenomena of -Cyclodextrin with Organic Amines, Chin. J. Chem., 26, 1702-1708 (2008)
  12. Roik N.V. and Belyakova L.A., Thermodynamic, IR spectral and X-ray diffraction studies of the cyclodextrin-para-aminobenzoic acid inclusion complex, J. Incl. Phenom. Macrocycl. Chem., 69, 315-319 (2011)
  13. Szejtli J., Introduction and general overview of cyclodextrin chemistry, Chem. Rev., 98, 1743-1754 (1998)
  14. Roux M., Perly B. and Djedaini P.F., Self-assemblies of amphiphilic cyclodextrins, Eur Biophys J., 36, 861-867, (2007)
  15. Uekama K., Hirayam F. and Irie T., Cyclodextrin drug carrier systems, Chem. Rev., 98, 2045-2076, (1998)
  16. Breslow R., Centenary lecture, Biomimetic chemistry, Chem. Soc. Rev., 553-580, (1972)
  17. Breslow R., Biomimetic control of chemical selectivity, Acc. Chem. Res., 13, 170-177, (1980)
  18. Patil D.R. and Dalal D.S., SOCl / -Cyclodextrin: A New and Efficient Catalytic System for Beckmann Rearrangement and Dehydration of Aldoximes under Aqueous Condition, Synth. Commun. DOI: 10.1080/00397911.2011.592747 (2011)
  19. Patil D.R. and Dalal D.S., One-Pot, Solvent free synthesis of Hantzsch 1, 4-Dihydropyridines using -cyclodextrin as a Supramolecular Catalyst, Lett. Org. Chem., 8(7), 477-486 (2011)
  20. Patil D.R., Ingole P.G., Singh K. and Dalal D.S., Inclusion complex of Isatoic anhydride with -Cyclodextrin and Supramolecular One-pot synthesis of 2, 3-Dihydroquinazolin-4(1H)-ones in Aqueous Media, J. Incl. Phenom. Macrocycl. Chem., DOI: 10.1007/s10847-012-0203-z
  21. Kemelbekov U., Luo Y., Orynbekova Z., Rustembekov Z., Haag R., Saenger W. and Pralivey K., IR, UV and NMR study of -cyclodextrin inclusion complexes of kazcaine and prosidol bases, J. Incl. Phenom. Macrocycl. Chem., 69, 181-190 (2011)
  22. Choi S.H., Kim S.Y., Ryoo J.J., Park J.Y. and Lee K.P., FT-Raman and FT-IR spectra of the non-steroidal anti-inflammatory drug ketoprofen included in cyclodextrins, Anal. Sci., 17, 1785 (2001)
  23. Saenger W., Cyclodextrin inclusion compounds in research and industry, Angew. Chem. Intl. Ed. Engl., 19, 344-362 (1980)
  24. Ramamoorthy V., Ramasubbu A., Muthusubramanian S. and Sivasubramanian S., Inclusion of phenyl-methylphenyl nitrone in cyclodextrin: Formation of 1G: 1H and 1G : 2H complexes and the remarkably fast 1,3-dipolar cycloaddition of the 1G : 2H complex with olefins in the solid state, J. Incl. Phenom. Macrocycl. Chem., 33, 69-80 (1999)
  25. Kamphorst A.O., Mendes de Sa Faria A.M.C., Sinisterra R.D., Association complex between ovalbumin and cyclodextrins have no effect on immunological properties of ovalbumin, Eur. J. Pharm. Biopharm., 57, 199-205, (2004)