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56968

Sigma-Aldrich

Sparfloxacin

≥98.0% (HPLC)

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Synonym(s):
5-Amino-1-cyclohexyl-7-(cis-3,5-dimethylpiperazino)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
Empirical Formula (Hill Notation):
C19H22F2N4O3
CAS Number:
110871-86-8
Molecular Weight:
392.40
Beilstein/REAXYS Number:
9170271
MDL number:
MFCD00869619
UNSPSC Code:
51101500
PubChem Substance ID:
57651613
NACRES:
NA.85

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

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

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+

InChI key

DZZWHBIBMUVIIW-DTORHVGOSA-N

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Chengxin Zhi et al.
Journal of medicinal chemistry, 49(4), 1455-1465 (2006-02-17)
Novel Gram-positive (Gram+) antibacterial compounds consisting of a DNA polymerase IIIC (pol IIIC) inhibitor covalently connected to a topoisomerase/gyrase inhibitor are described. Specifically, 3-substituted 6-(3-ethyl-4-methylanilino)uracils (EMAUs) in which the 3-substituent is a fluoroquinolone moiety (FQ) connected by various linkers were
Kenichiro Shimizu et al.
Antimicrobial agents and chemotherapy, 52(10), 3823-3825 (2008-07-23)
A new chromosome-carried quinolone resistance gene from Stenotrophomonas maltophilia, Smqnr, was characterized. The gene was present in type strain CCUG 5866 and was also detected in 24 clinical isolates and showed some allelic diversity. The expression of Smqnr in Escherichia
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