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Key Documents

SML1625

Sigma-Aldrich

Gemifloxacin mesylate

≥98% (HPLC)

Synonym(s):

7-(4-Aminomethyl-3-methyloxyiminopyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1, 4-dihydro-1,8-naphthyridine-3-carboxylic acid mesylate, 7-[(4Z)-3-(Aminomethyl)-4-(methoxyimino)-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid monomethanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C18H20FN5O4 · CH4O3S
CAS Number:
Molecular Weight:
485.49
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

H2O: 10 mg/mL, clear

storage temp.

room temp

SMILES string

CS(=O)(O)=O.OC(C1=CN(C2CC2)C3=NC(N4C/C(C(CN)C4)=N\OC)=C(F)C=C3C1=O)=O

InChI

1S/C18H20FN5O4.CH4O3S/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17;1-5(2,3)4/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27);1H3,(H,2,3,4)/b22-14+;

InChI key

JIYMVSQRGZEYAX-CWUUNJJBSA-N

Biochem/physiol Actions

Gemifloxacin is a broad-spectrum quinolone antibacterial. Fluoroquinolones stabilize DNA strand breaks created by DNA gyrase and topoisomerase IV by binding to the enzyme-DNA complex generating persistent, covalent enzyme–DNA adducts, inhibiting DNA synthesis. Gemifloxacin is used in the treatment of acute bacterial exacerbation of chronic bronchitis and mild-to-moderate pneumonia. Gemifloxacin has also been found to inhibit migration and invasion of human colon cancer cells.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Muta. 2 - Repr. 2 - STOT RE 2

Target Organs

Liver

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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