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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:
9170271
MDL number:
MFCD00869619
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

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Sonia K Morgan-Linnell et al.
Antimicrobial agents and chemotherapy, 51(11), 4205-4208 (2007-08-08)
In defined, isogenic strains, at least three mutations, two of which must be in gyrA, were required to exceed the CLSI breakpoint for fluoroquinolone resistance. Strains with double mutations in both gyrA and parC had even higher MICs of fluoroquinolones
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
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