DOI QR코드

DOI QR Code

Proton Transfer Equilibria in The Excited State of Piroxicam and Its Analog in Aqueous Solution

  • Yoon, Min-Joong (Department of Chemistry, College of Natural Sciences, Chungnam National University) ;
  • Kim, Yong-Hee (Department of Chemistry, College of Natural Sciences, Chungnam National University)
  • 발행 : 1989.10.20

초록

The pH dependence of the absorption and fluorescence of 4-hydroxy-2-methyl-1,2-benzothiazinenecarboxylat es, piroxicam and HMBDC have been measured and compared with the solvent dependence of the spectra reported previously. Four different prototropic species are observed in both ground and excited states of piroxicam ; the cation, the neutral, the anion and the dianion, while three different species such as the cation, the neutral and the anion are observed in HMBDC. The $pK_a$ and $pK_a^{\ast}$ have been determined by absorptiometric titration and Forster cycle method, respectively. The probable structure of each species has been proposed on the basis of the intramolecular phototautomerism.

키워드

참고문헌

  1. J. Am. Acad. Dermatol. v.12 M. Bigby;R. Stern
  2. New Engl. J. Med. v.309 R. Stern
  3. Bull. Korean Chem. Soc. v.9 M. Yoon;H. N. Choi;H. W. Kwon;K. H. Park
  4. Talenta v.20 B. Alis;A. C. Capomacchia;D. Jacson;S. G. Schulman
  5. J. Phys. Chem. v.86 J. Catalan;F. Toribio;A. U. Acuna
  6. J. Am. Chem. Soc. v.105 S. Nagoka;N. Hirota;M. Sumitani;K. Yoshihara
  7. J. Am. Chem. Soc. v.105 M. Swaminathan;S. K. Dogra
  8. J. Chem. Soc. Perkin Trans. II A. K. Mishira;S. K. Dogra
  9. J. Org. Chem. v.30 H. Zinnes;R. A. Comes;F. R. Zuleski;A. N. Caron;J. Shavel Jr.
  10. J. Am. Chem. Soc. v.85 M. J. Jorgenson;D. R. Hartler
  11. J. Phys. Chem. v.71 G. Yagil
  12. International Series in Analytical Chemistry Fluorescence and Phosphorescence Spectroscopy: Physicochemical Principles and Practice S. G. Schulman;R. Buchler(ed.);H. Freiser(ed.)
  13. CRC Handbook of Chemistry and Physics R. C. Weast(ed.)
  14. J. Chem. Soc. Perkin Trans. II M. Swamanithan;S. K. Dogra
  15. J. Phys. Chem. v.84 A. U. Acuna;F. Amat-Guerre;J. Catalan;F. Gonzalez-Tables
  16. Z. Electrochem. v.54 Th. Forster
  17. Photochem. Photobiol. v.44 M. Krishnamurthy;S. K. Dogra
  18. J. Photochem. v.32 M. Krishnamurthy;S. K. Dogra

피인용 문헌

  1. Fluorescence Piroxicam Study in the Presence of Cyclodextrins by Using the PARAFAC Method vol.53, pp.5, 1989, https://doi.org/10.1366/0003702991947054
  2. Spectrophotometric Study of Acidity and Complex Formation of Anti-Inflammatory Drug Piroxicam with Some Transition Metal Ions in Different Methanol/Water Mixtures by Chemometric Methods vol.53, pp.6, 1989, https://doi.org/10.5012/jkcs.2009.53.6.693
  3. A theoretical and spectroscopic study of conformational structures of piroxicam vol.75, pp.2, 2010, https://doi.org/10.1016/j.saa.2009.12.031
  4. Biowaiver Monographs for Immediate Release Solid Oral Dosage Forms: Piroxicam vol.103, pp.2, 1989, https://doi.org/10.1002/jps.23799
  5. Photophysical properties of anti‐inflammatory piroxicam and its Cu( II ) complex vol.42, pp.12, 1989, https://doi.org/10.1002/bkcs.12413