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Merck
CN

56968

Sparfloxacin

≥98.0% (HPLC)

Synonym(s):

5-Amino-1-cyclohexyl-7-(cis-3,5-dimethylpiperazino)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C19H22F2N4O3
CAS Number:
110871-86-8
Molecular Weight:
392.40
UNSPSC Code:
51282944
NACRES:
NA.85
PubChem Substance ID:
57651613
MDL number:
MFCD00869619
Beilstein/REAXYS Number:
9170271

Key Documents

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InChI

1S/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+

SMILES string

C[C@H]1CN(C[C@@H](C)N1)c2c(F)c(N)c3C(=O)C(=CN(C4CC4)c3c2F)C(O)=O

InChI key

DZZWHBIBMUVIIW-DTORHVGOSA-N

biological source

synthetic

assay

≥98.0% (HPLC)

form

powder

color

white to light yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma

mode of action

enzyme | inhibits

Gene Information

human ... KCNH1(3756), TOP2A(7153)

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Application

Sparfoxacin is used to study antimicrobial activity against Mycobacteria and respiratory tract infections .

Biochem/physiol Actions

Sparfloxacin fluoroquinolone antibiotic that inhibits bacterial DNA gyrase (topoisomerase II) and/or topoisomerase IV. It inhibits bacterial DNA gyrase-dependent processes such as DNA polymerization, ATP-dependent-DNA supercoiling, and chromosome fragmentation.

Packaging

1g, 10g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.Storage class (TRGS 510): Non Combustible Solids

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000227596
0000227595
0000227596
0000227595
0000205322

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N Rastogi et al.
Antimicrobial agents and chemotherapy, 35(12), 2473-2480 (1991-12-01)
The MICs and MBCs of the new difluorinated quinolone drug sparfloxacin against type strains belonging to 21 species of mycobacteria were screened. The MICs and MBCs were within the range of 0.1 to 2.0 and 0.1 to 4.0 micrograms/ml, respectively
K L Goa et al.
Drugs, 53(4), 700-725 (1997-04-01)
Sparfloxacin is a fluoroquinolone antibacterial agent with activity against a broad range of Gram-negative and Gram-positive organisms including Streptococcus pneumoniae, one of the main pathogens in community-acquired pneumonia. In this infection, sparfloxacin has shown efficacy similar to that of amoxicillin
Radha K Shandil et al.
Antimicrobial agents and chemotherapy, 51(2), 576-582 (2006-12-06)
Members of the fluoroquinolone class are being actively evaluated for inclusion in tuberculosis chemotherapy regimens, and we sought to determine the best in vitro and pharmacodynamic predictors of in vivo efficacy in mice. MICs for Mycobacterium tuberculosis H37Rv were 0.1
Stéphanie Arsène et al.
Antimicrobial agents and chemotherapy, 51(9), 3254-3258 (2007-07-11)
Fluoroquinolones are poorly active against enterococci. Recently, plasmid-borne resistance to fluoroquinolones due to the qnr gene was reported in members of the Enterobacteriaceae family. The gene encodes a pentapeptide repeat protein that protects DNA gyrase from inhibition by fluoroquinolones. We
Joëlle Azéma et al.
Bioorganic & medicinal chemistry, 17(15), 5396-5407 (2009-07-15)
Ciprofloxacin (CP), an antibiotic has been shown to have antiproliferative and apoptotic activities in several cancer cell lines. Moreover, several reports have highlighted the interest of increasing the lipophilicity to improve the antitumor efficacy. These studies have led us to
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