ChemicalBook--->CAS DataBase List--->223652-90-2

223652-90-2

223652-90-2 Structure

223652-90-2 Structure
IdentificationBack Directory
[Name]

Garenoxacin
[CAS]

223652-90-2
[Synonyms]

Garenoxacin mesylate [USAN]
BMS284756 (Mesylate hydrate)
Garenoxacin mesylate hydrate
Garenoxacin mesylate monohydrate >=98% (HPLC)
1-cyclopropyl-8-(difluoromethoxy)-4-keto-7-[(1R)-1-methylisoindolin-5-yl]quinoline-3-carboxylic acid
1-cyclopropyl-8-(difluoromethoxy)-7-[(1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl]-4-oxoquinoline-3-carboxylicacid,methanesulfonicacid,hydrate
1-Cyclopropyl-8-(difluoromethoxy)-7-[(1R)-2,3-dihydro-1-methyl-1H-isoindol-5-yl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid methanesulfonate hydrate
(R)-1-cyclopropyl-8-(difluoromethoxy)-7-(1-methylisoindolin-5-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid compound with methanesulfonic acid (1:1) hydrate
Garenoxacin mesylate hydrate 1-Cyclopropyl-8-(difluoromethoxy)-7-[(1R)-2,3-dihydro-1-methyl-1H-isoindol-5-yl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid methanesulfonate hydrate
[Molecular Formula]

C23H20F2N2O4.CH4O3S.H2O
[MDL Number]

MFCD12031996
[MOL File]

223652-90-2.mol
[Molecular Weight]

540.53
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

DMSO:100.0(Max Conc. mg/mL);185.0(Max Conc. mM)
Water:12.5(Max Conc. mg/mL);23.13(Max Conc. mM)
[form ]

powder
[color ]

white to beige
[Water Solubility ]

H2O: 10mg/mL, clear (warmed)
[InChIKey]

IGTHEWGRXUAFKF-NVJADKKVSA-N
[SMILES]

OC(C1=CN(C2CC2)C3=C(OC(F)F)C(C4=CC(CN[C@@H]5C)=C5C=C4)=CC=C3C1=O)=O.CS(=O)(O)=O.[H]O[H]
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)Health Hazard (GHS08)
GHS09,GHS08
[Signal word ]

Warning
[Hazard statements ]

H400-H373
[Precautionary statements ]

P273-P391-P501-P260-P314-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Antibacterial agent.
[Biological Activity]

Garenoxacin is a broad spectrum fluoroquinolone antibiotic suitable for treatment of gram-positive and gram-negative bacterial infections. Garenoxacin has a low mutant prevention concentration and a narrow mutant selection window. Data shows th at garenoxacin has anti-inflammatory properties. It significantly alleviates LPS-induced IL-8 production through the negative regulation of the ERK1/2 pathway both in the human airway epithelial cell line A549 and the monocyte cell line THP-1.
[in vivo]

Garenoxacin (12.5-50 mg/kg; s.c.; once) is highly effective against the wild-type strain and mutants harboring a single mutation in a mouse pneumonia model with S. pneumoniainfection[4].
Garenoxacin (10 and 30 mg/kg; p.o.; once) reduces the viable cell counts in the lungs and significantly prolongs survival on experimental secondary pneumococcal pneumonia caused by S. pneumoniae D-979 in BALB/c female mice[5].

Animal Model:Swiss mice with S. pneumonia infection[4].
Dosage:12.5, 25 and 50 mg/kg
Administration:Subcutaneous injection, once
Result:Significantly improved the survival rate.
[IC 50]

Quinolone; Gyrase: 1.25 μg/mL (IC50); TOPO IV: 1.5-2.5 μg/mL (IC50)
Spectrum DetailBack Directory
[Spectrum Detail]

Garenoxacin(223652-90-2)1HNMR
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