Kinetic and mechanistic investigations of oxidation of pentoxifylline drug by alkaline permanganate

Industrial and Engineering Chemistry Research

Volumn 48, Issue 15, 2009, Pages 7025-7031

  Hegde, Rajesh N ^a   Shetti, Nagaraj P ^a   Nandibewoor, Sharanappa T ^a  

^a KARNATAK UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION PARAMETER; ALKALINE MEDIUM; DIELECTRIC CONSTANTS; FIRST ORDER; HI-TECH; KINETICS OF OXIDATION; OXIDATION REACTIONS; PENTOXIFYLLINE; RATE DETERMINING STEP; REACTION CONSTANT; REACTION MEDIUM; SPECTRAL STUDIES; THERMODYNAMIC QUANTITIES; ZERO ORDER;

OXIDATION; SPECTROSCOPIC ANALYSIS; STOICHIOMETRY;

IONIC STRENGTH;

EID: 68849083309     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie9004145     Document Type: Article

References (27)

1. Shaabani, A.; Tavasoli-Rad, F.; Lee, D. G. Potassium Permanganate Oxidation of Organic Compound. Synth. Commun. 2005, 35, 571-580.
2. Caron, P.; Dugger, R. W.; Ruggeri, S. G.; Ragan, J. A.; Brown Ripin, D. H. Large-Scale Oxidations in the Pharmaceutical Industry. Chem. Rev. 2006, 106, 2943-2989.
3. Simandi, L. I.; Jaky, M.; Savage, C. R.; Schelly, Z. A. Kinetics and Mechanism of the Permanganate Oxidation of Sulfite in Alkaline Solutions. The Nature of Short Lived Intermediates. J. Am. Chem. Soc. 1985, 107, 4220-4229.
4. (a) Timmanagoudar, P. L.; Hiremath, G. A.; Nandibewoor, S. T. Permanganate Oxidation of Chromium(III) in Aqueous Alkaline Medium: A Kinetic Study by the Stopped-Flow Technique. Transition. Met. Chem. 1997, 22, 193-196.
5. (b) Nadimpalli, S.; Rallabandi, R. A.; Dikshitulu, L. S. A. Kinetic and Mechanism of the Oxidation of Selenium(IV) by Permanganate. Transition Met. Chem. 1993, 18, 510-514.
6. (a) Panari, R. G.; Chougale, R. B.; Nandibewoor, S. T. Kinetic and Mechanism of the Oxidation of L-phenylalanine by Alkaline Permanganate. Pol. J. Chem. 1998, 72, 99-107.
7. (b) Bohm, A.; Adam, M.; Mauermann, H.; Stein, S.; Mullen, K. Solid State Photoreactivity of Ortho-distyrylaromatic Compounds. Tetrahedron Lett. 1992, 33, 2795-2798.
8. Dettelbach, H. R.; Aviado, D. M. Clinical Pharmacology of Pentoxifylline with Special Reference to Its Hemorheologic Effect for the Treatement of Intermittent Claudication. J. Clin. Pharmacol. 1985, 25, 8-26.
9. Baker, D. E.; Campbell, R. K. Pentoxifylline: A New Agent for Intermittent Claudication. Drug Intell. Clin. Pharm. 1985, 19, 345-348.
10. Dominguez-Jimenez, C.; Sancho, D.; Nieto, M.; Montoya, M. C.; Barreiro, O.; Sanchez-Madrid, F.; Gonazalez-Amaro, R. Effect of Pentoxifylline on Polarization and Migration of Human Leukocytes. J. Leukoc. Biol. 2002, 71, 588-596.
11. Murray, A. W. The Biological Significance of Purine Salvage. Annu. Rev. Biochem. 1971, 40, 811-826.
12. Unal, C.; Sen, C.; Iscen, D.; Dalcik, H. In Vivo Observation of Leukocyte-endothelium Interaction in Ischemia Reperfusion Injury with the Dorsal Window Chamber and the Effects of Pentoxifylline on Reperfusion Injury. J. Surg. Res. 2007, 138, 259-266.
13. Rituparna, M.; Agrawal, N. K.; Dash, D.; Pandey, B. L. Effect of Pentoxifylline on Inflammatory Burden, Oxidative Stress and Platelet Aggregability in Hypertensive Type 2 Diabetes Mellitus Patients. Vascul. Pharmacol. 2007, 47, 118-124.
14. Umaprasanna, S. K.; Reddy, R. K. A Toast to Pentoxifylline. Am. J. Gastroenterol. 2001, 96, 1635-1637.
15. Jeffery, G. H.; Bassett, J.; Mendham, J.; Denny, R. C. Vogel's Text Book of Quantitative Chemical Analysis, 5th ed.; ELBS Longman: Essex, U.K, 1996; p 370.
16. Carrington, A.; Symons, M. C. R. Structure and Reactivity of Oxyanions of Transition Metals. Part I. The Manganese Oxy-anions. J. Chem. Soc. 1956, 3373-3376.
17. Rose, J. Advanced Physicochemical Experiments; Pitman: London, U.K., 1964.
18. Fiegl, F. Spot Tests in Organic Analysis; Elsevier: New York, 1975, p 455.
19. Farokhi, S. A.; Kini, A. K.; Nandibewoor, S. T. Oxidation of l-Hydroxyproline by Aqueous Alkaline Permanganate-A Kinetic Study. Inorg. React. Mech. 2002, 4, 67-76.
20. Thabaj, K. A.; Kulkarni, S. D.; Chimatadar, S. A.; Nandibewoor, S. T. Oxidative Transformation of Ciprofloxacine by Alkaline Permanganate-A kinetic and Mechanistic Study. Polyhedron 2007, 26, 4877-4885.
21. (a) Panari, R. G.; Chougale, R. B.; Nandibewoor, S. T. Oxidation of Mandelic Acid by Alkaline Potassium Permanganate; A Kinetic Study. J. Phys. Org. Chem. 1998, 11, 1-7.
22. (b) Baes, C. F., Mesmer, R. E. The Hydrolysis of Cations; John Wiley and Sons: New York, 1976; p 224.
23. Seregar, V. C.; Hiremath, C. V.; Nandibewoor, S. T. Palladium(II) Catalysed Oxidation of L-proline by Heptavalent Manganese in Aqueous Alkaline Medium: A Free Radical Intervention and Decarboxylation. Transition Met. Chem. 2006, 31, 541-548.
24. Farokhi, S. A.; Nandibewoor, S. T. Kinetics and Mechanism of Oxidative Decarboxylation of Benzilic Acid by Alkaline Permanganate Using the Stopped-Flow Technique. J. Chem. Res. (s) 2003, 8, 451-453.
25. (a) Moelwyn-Hughes, E. A. Physical Chemistry, 2nd ed.; Pergamon Press: New York, 1961.
26. (b) Amis, E. S. Solvent Effects on Reaction Rates and Mechanisms; Academic Press: New York, 1966; p 183.
27. Rangappa, K. S.; Raghavendra, M. P.; Mahadevappa, D. S.; Channegowda, D. Sodium N-Chlorobenzenesulfonamide as a Selective Oxidant for Hexosamines in Alkaline Medium: A Kinetic and Mechanistic Study. J. Org. Chem. 1998, 63, 531.