Grepafloxacin: Difference between revisions
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| IUPAC_name = (''RS'')-1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline- 3-carboxylic acid | | IUPAC_name = (''RS'')-1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline- 3-carboxylic acid | ||
| image = Grepafloxacin. | | image = Grepafloxacin.png | ||
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| drug_name = Grepafloxacin | | drug_name = Grepafloxacin | ||
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| StdInChIKey = AIJTTZAVMXIJGM-UHFFFAOYSA-N | | StdInChIKey = AIJTTZAVMXIJGM-UHFFFAOYSA-N | ||
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==Overview== | |||
'''Grepafloxacin hydrochloride''' (trade name '''Raxar''', [[Glaxo Wellcome]]) was an oral broad-spectrum [[fluoroquinolone]] [[antibacterial]] agent used to treat [[bacteria]]l [[infection]]s. Grepafloxacin was withdrawn world wide from markets in 1999,<ref name="urlwww.fda.gov">{{cite web |url=http://www.fda.gov/ohrms/dockets/ac/00/backgrd/3634b1a_tab5a.pdf |title= Glaxo Wellcome voluntary withdrawn Raxar (Grepafloxacin) |format= |work= |accessdate=2014-10-12}}</ref><ref name="urlLetter -Raxar">{{cite web |url=http://www.fda.gov/ohrms/dockets/ac/00/backgrd/3634b1a_tab5b.htm |title=Withdrawal of Product: RAXAR (grepafloxacin HCl) 600 mg Tablets, 400 mg Tablets, and 200 mg Tablets |work= U.S. Food and Drug Administation |accessdate=2014-10-12}}</ref> owing to its side effect of lengthening the [[QT interval]] on the [[electrocardiogram]], leading to cardiac events and [[Sudden cardiac death|sudden death]].<ref>{{Cite journal | last1 = Sprandel | first1 = KA. | last2 = Rodvold | first2 = KA. | title = Safety and tolerability of fluoroquinolones. | journal = Clin Cornerstone | volume = Suppl 3 | issue = | pages = S29-36 | year = 2003 | doi = | PMID = 14992418 }}</ref> | '''Grepafloxacin hydrochloride''' (trade name '''Raxar''', [[Glaxo Wellcome]]) was an oral broad-spectrum [[fluoroquinolone]] [[antibacterial]] agent used to treat [[bacteria]]l [[infection]]s. Grepafloxacin was withdrawn world wide from markets in 1999,<ref name="urlwww.fda.gov">{{cite web |url=http://www.fda.gov/ohrms/dockets/ac/00/backgrd/3634b1a_tab5a.pdf |title= Glaxo Wellcome voluntary withdrawn Raxar (Grepafloxacin) |format= |work= |accessdate=2014-10-12}}</ref><ref name="urlLetter -Raxar">{{cite web |url=http://www.fda.gov/ohrms/dockets/ac/00/backgrd/3634b1a_tab5b.htm |title=Withdrawal of Product: RAXAR (grepafloxacin HCl) 600 mg Tablets, 400 mg Tablets, and 200 mg Tablets |work= U.S. Food and Drug Administation |accessdate=2014-10-12}}</ref> owing to its side effect of lengthening the [[QT interval]] on the [[electrocardiogram]], leading to cardiac events and [[Sudden cardiac death|sudden death]].<ref>{{Cite journal | last1 = Sprandel | first1 = KA. | last2 = Rodvold | first2 = KA. | title = Safety and tolerability of fluoroquinolones. | journal = Clin Cornerstone | volume = Suppl 3 | issue = | pages = S29-36 | year = 2003 | doi = | PMID = 14992418 }}</ref> | ||
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==References== | ==References== | ||
{{Reflist}} | {{Reflist|2}} | ||
{{QuinoloneAntiBiotics}} | {{QuinoloneAntiBiotics}} | ||
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[[Category:Withdrawn drugs]] | [[Category:Withdrawn drugs]] | ||
[[Category:Piperazines]] | [[Category:Piperazines]] | ||
[[Category: | [[Category:Drug]] |
Latest revision as of 13:01, 10 April 2015
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Formula | C19H22FN3O3 |
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Grepafloxacin hydrochloride (trade name Raxar, Glaxo Wellcome) was an oral broad-spectrum fluoroquinolone antibacterial agent used to treat bacterial infections. Grepafloxacin was withdrawn world wide from markets in 1999,[1][2] owing to its side effect of lengthening the QT interval on the electrocardiogram, leading to cardiac events and sudden death.[3]
Clinical uses
Grepafloxacin was used for treating exacerbations of chronic bronchitis caused by susceptible bacteria (e.g. Haemophilus influenzae, Streptococcus pneumoniae, Moraxella catarrhalis),[4][5][6] community-acquired pneumonia (including those, in addition to the above germs, caused by Mycoplasma pneumoniae)[7][8] gonorrhea and non-gonococcal urethritis and cervicitis (for example caused by Chlamydia trachomatis or Ureaplasma urealyticum).[9][10]
See also
References
- ↑ "Glaxo Wellcome voluntary withdrawn Raxar (Grepafloxacin)" (PDF). Retrieved 2014-10-12.
- ↑ "Withdrawal of Product: RAXAR (grepafloxacin HCl) 600 mg Tablets, 400 mg Tablets, and 200 mg Tablets". U.S. Food and Drug Administation. Retrieved 2014-10-12.
- ↑ Sprandel, KA.; Rodvold, KA. (2003). "Safety and tolerability of fluoroquinolones". Clin Cornerstone. Suppl 3: S29–36. PMID 14992418.
- ↑ Chodosh S, Lakshminarayan S, Swarz H, Breisch S (January 1998). "Efficacy and safety of a 10-day course of 400 or 600 milligrams of grepafloxacin once daily for treatment of acute bacterial exacerbations of chronic bronchitis: comparison with a 10-day course of 500 milligrams of ciprofloxacin twice daily". Antimicrob. Agents Chemother. 42 (1): 114–20. PMC 105465. PMID 9449270. Retrieved 2014-10-12.
- ↑ Langan CE, Cranfield R, Breisch S, Pettit R (December 1997). "Randomized, double-blind study of grepafloxacin versus amoxycillin in patients with acute bacterial exacerbations of chronic bronchitis". J. Antimicrob. Chemother. 40 Suppl A: 63–72. doi:10.1093/jac/40.suppl_1.63. PMID 9484875. Retrieved 2014-10-12.
- ↑ Langan CE, Zuck P, Vogel F, McIvor A, Peirzchala W, Smakal M, Staley H, Marr C (October 1999). "Randomized, double-blind study of short-course (5 day) grepafloxacin versus 10 day clarithromycin in patients with acute bacterial exacerbations of chronic bronchitis". J. Antimicrob. Chemother. 44 (4): 515–23. doi:10.1093/jac/44.4.515. PMID 10588313. Retrieved 2014-10-12.
- ↑ O'Doherty B, Dutchman DA, Pettit R, Maroli A (December 1997). "Randomized, double-blind, comparative study of grepafloxacin and amoxycillin in the treatment of patients with community-acquired pneumonia". J. Antimicrob. Chemother. 40 Suppl A: 73–81. doi:10.1093/jac/40.suppl_1.73. PMID 9484876. Retrieved 2014-10-12.
- ↑ Felmingham D (March 2000). "Respiratory pathogens: assessing resistance patterns in Europe and the potential role of grepafloxacin as treatment of patients with infections caused by these organisms". J. Antimicrob. Chemother. 45: 1–8. doi:10.1093/jac/45.suppl_2.1. PMID 10719006. Retrieved 2014-10-12.
- ↑ Ridgway GL, Salman H, Robbins MJ, Dencer C, Felmingham D (December 1997). "The in-vitro activity of grepafloxacin against Chlamydia spp., Mycoplasma spp., Ureaplasma urealyticum and Legionella spp". J. Antimicrob. Chemother. 40 Suppl A: 31–4. doi:10.1093/jac/40.suppl_1.31. PMID 9484871. Retrieved 2014-10-12.
- ↑ McCormack WM, Martin DH, Hook EW, Jones RB (1998). "Daily oral grepafloxacin vs. twice daily oral doxycycline in the treatment of Chlamydia trachomatis endocervical infection". Infect Dis Obstet Gynecol. 6 (3): 109–15. doi:10.1155/S1064744998000210. PMC 1784789. PMID 9785106.
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