Ciprofloksacin

Ciprofloksacin
(IUPAC) ime
	1-ciklopropil-6-fluoro-4-okso-7-(piperazin-1-il)-hinolin-3-karboksilna kiselina
Klinički podaci
Robne marke	Ciloxan, Cipro, Neofloxin
AHFS/Drugs.com	Monografija
MedlinePlus	a688016
Identifikatori
CAS broj	85721-33-1
ATC kod	J01MA02 S01AE03 S02AA15 S03AA07
PubChem	2764
DrugBank	DB00537
ChemSpider	2662
UNII	5E8K9I0O4U
KEGG	D00186
ChEBI	CHEBI:100241
ChEMBL	CHEMBL8
Hemijski podaci
Formula	C17H18FN3O3
Mol. masa	331,346
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24) ; Key: MYSWGUAQZAJSOK-UHFFFAOYSA-N
Farmakokinetički podaci
Bioraspoloživost	69%
Metabolizam	Hepatički, uključujući CYP1A2
Poluvreme eliminacije	4 sata
Izlučivanje	Renal
Farmakoinformacioni podaci
Licenca	US FDA:link
Trudnoća	B3(AU) C(US)
Pravni status	Samo na recept (S4) (AU) POM (UK) ℞-only (SAD)
Način primene	Oralno, intravenozno, topikalno

Ciprofloksacin (INN) pripada drugoj generaciji fluorohinolonskih antibiotika.^[7]^[8] Njegov spektar delovanja obuhvata većinu sojeva bakterijskih patogena odgovornih za respiratorne, urinarne, gastrointestinalne, i abdomenalne infekcije, uključujući Gram-negativne (Escherichia coli, Haemophilus influenzae, Klebsiella pneumoniae, Legionella pneumophila, Moraxella catarrhalis, Proteus mirabilis, i Pseudomonas aeruginosa), i Gram-positivne (meticilin-senzitivni ali ne meticilin-rezistentni Staphylococcus aureus, Streptococcus pneumoniae, Staphylococcus epidermidis, Enterococcus faecalis, i Streptococcus pyogenes) bakterijske patogene. Ciprofloksacin i drugi fluorohinoloni su vredni zbog njihovog širokog spektra aktivnosti, odlične penetracije tkiva, kao i njihove dostupnosti u oralnim i intravenskim formulacijama.^[9]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J (September 1986). „Absolute oral bioavailability of ciprofloxacin”. Antimicrob Agents Chemother. 30 (3): 444–6. ISSN 0066-4804. PMC 180577. PMID 3777908.
↑ Nelson, JM.; Chiller, TM.; Powers, JH.; Angulo, FJ. (Apr 2007). „Fluoroquinolone-resistant Campylobacter species and the withdrawal of fluoroquinolones from use in poultry: a public health success story.”. Clin Infect Dis 44 (7): 977–80. DOI:10.1086/512369. PMID 17342653.
↑ Kawahara, S. (Dec 1998). „[Chemotherapeutic agents under study]”. Nippon Rinsho 56 (12): 3096–9. PMID 9883617.
↑ Brunton, Laurence; Lazo, John; Parker, Keith (2005). Goodman & Gilman's The Pharmacological Basis of Therapeutics. McGraw-Hill Prof Med/Tech. ISBN 978-0-07-142280-2. Pristupljeno 30. 10. 2012.

Spoljašnje veze

	Portal Medicina
	Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[6] Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J (September 1986). „Absolute oral bioavailability of ciprofloxacin”. Antimicrob Agents Chemother. 30 (3): 444–6. ISSN 0066-4804. PMC 180577. PMID 3777908.

[7] Nelson, JM.; Chiller, TM.; Powers, JH.; Angulo, FJ. (Apr 2007). „Fluoroquinolone-resistant Campylobacter species and the withdrawal of fluoroquinolones from use in poultry: a public health success story.”. Clin Infect Dis 44 (7): 977–80. DOI:10.1086/512369. PMID 17342653.

[8] Kawahara, S. (Dec 1998). „[Chemotherapeutic agents under study]”. Nippon Rinsho 56 (12): 3096–9. PMID 9883617.

[BruntonLazo2005-9] Brunton, Laurence; Lazo, John; Parker, Keith (2005). Goodman & Gilman's The Pharmacological Basis of Therapeutics. McGraw-Hill Prof Med/Tech. ISBN 978-0-07-142280-2. Pristupljeno 30. 10. 2012.

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