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Lomefloxacin

Lomefloxacin hydrochloride (sold under the following brand names in English-speaking countries Maxaquin, Okacyn, Uniquin) is a fluoroquinolone antibiotic used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. Lomefloxacin is associated with phototoxicity and central nervous system adverse effects.[2]

Lomefloxacin
Clinical data
Trade namesMaxaquin
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa600002
ATC code
Pharmacokinetic data
Protein binding10%
Elimination half-life8 hours[1]
Identifiers
  • (RS)-1-Ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
CAS Number
  • 98079-51-7 Y
  • HCl: 98079-52-8 Y
PubChem CID
  • 3948
DrugBank
  • DB00978 Y
ChemSpider
  • 3811 Y
UNII
  • L6BR2WJD8V
  • HCl: 9VC7S3ZXXB Y
KEGG
  • D02318 Y
ChEBI
  • CHEBI:116278 Y
ChEMBL
  • ChEMBL561 Y
CompTox Dashboard (EPA)
  • DTXSID4040680
ECHA InfoCard100.117.399
Chemical and physical data
FormulaC17H19F2N3O3
Molar mass351.354 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point239 to 240.5 °C (462.2 to 464.9 °F)
  • Fc1c(c(F)c2c(c1)C(=O)C(\C(=O)O)=C/N2CC)N3CC(NCC3)C
  • InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25) Y
  • Key:ZEKZLJVOYLTDKK-UHFFFAOYSA-N Y
  (verify)

In October 2008, the FDA added the following black box warning to the product insert for Maxaquin: "Lomefloxacin is unique in that it forms a magnesium chelate with itself. The chelate is formed between the 2-carbonyl group of two separate lomefloxacin molecules."

It was patented in 1983 and approved for medical use in 1989.[3]

References edit

  1. ^ Al-Wabli RI (2017). "Lomefloxacin". Profiles of Drug Substances, Excipients and Related Methodology. Vol. 42. Elsevier. pp. 193–240. doi:10.1016/bs.podrm.2017.02.004. ISBN 978-0-12-812226-6. ISSN 1871-5125. PMID 28431777. Lomefloxacin elimination half-life is about 7–8 h and is prolonged in patients with renal impairment.
  2. ^ Rubinstein E (2001). "History of quinolones and their side effects". Chemotherapy. 47 (Suppl 3): 3–8, discussion 44-8. doi:10.1159/000057838. PMID 11549783. S2CID 21890070.
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 500. ISBN 9783527607495.

lomefloxacin, hydrochloride, sold, under, following, brand, names, english, speaking, countries, maxaquin, okacyn, uniquin, fluoroquinolone, antibiotic, used, treat, bacterial, infections, including, bronchitis, urinary, tract, infections, also, used, prevent,. Lomefloxacin hydrochloride sold under the following brand names in English speaking countries Maxaquin Okacyn Uniquin is a fluoroquinolone antibiotic used to treat bacterial infections including bronchitis and urinary tract infections It is also used to prevent urinary tract infections prior to surgery Lomefloxacin is associated with phototoxicity and central nervous system adverse effects 2 LomefloxacinClinical dataTrade namesMaxaquinAHFS Drugs comConsumer Drug InformationMedlinePlusa600002ATC codeJ01MA07 WHO S01AE04 WHO Pharmacokinetic dataProtein binding10 Elimination half life8 hours 1 IdentifiersIUPAC name RS 1 Ethyl 6 8 difluoro 7 3 methylpiperazin 1 yl 4 oxo quinoline 3 carboxylic acidCAS Number98079 51 7 YHCl 98079 52 8 YPubChem CID3948DrugBankDB00978 YChemSpider3811 YUNIIL6BR2WJD8VHCl 9VC7S3ZXXB YKEGGD02318 YChEBICHEBI 116278 YChEMBLChEMBL561 YCompTox Dashboard EPA DTXSID4040680ECHA InfoCard100 117 399Chemical and physical dataFormulaC 17H 19F 2N 3O 3Molar mass351 354 g mol 13D model JSmol Interactive imageMelting point239 to 240 5 C 462 2 to 464 9 F SMILES Fc1c c F c2c c1 C O C C O O C N2CC N3CC NCC3 CInChI InChI 1S C17H19F2N3O3 c1 3 21 8 11 17 24 25 16 23 10 6 12 18 15 13 19 14 10 21 22 5 4 20 9 2 7 22 h6 8 9 20H 3 5 7H2 1 2H3 H 24 25 YKey ZEKZLJVOYLTDKK UHFFFAOYSA N Y verify In October 2008 the FDA added the following black box warning to the product insert for Maxaquin Lomefloxacin is unique in that it forms a magnesium chelate with itself The chelate is formed between the 2 carbonyl group of two separate lomefloxacin molecules It was patented in 1983 and approved for medical use in 1989 3 References edit Al Wabli RI 2017 Lomefloxacin Profiles of Drug Substances Excipients and Related Methodology Vol 42 Elsevier pp 193 240 doi 10 1016 bs podrm 2017 02 004 ISBN 978 0 12 812226 6 ISSN 1871 5125 PMID 28431777 Lomefloxacin elimination half life is about 7 8 h and is prolonged in patients with renal impairment Rubinstein E 2001 History of quinolones and their side effects Chemotherapy 47 Suppl 3 3 8 discussion 44 8 doi 10 1159 000057838 PMID 11549783 S2CID 21890070 Fischer J Ganellin CR 2006 Analogue based Drug Discovery John Wiley amp Sons p 500 ISBN 9783527607495 nbsp This systemic antibiotic related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Lomefloxacin amp oldid 1214571346, wikipedia, wiki, book, books, library,

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