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17850

Sigma-Aldrich

Ciprofloxacin

≥98% (HPLC)

Sinónimos:

1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid, Ciprobay

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About This Item

Fórmula empírica (notación de Hill):
C17H18FN3O3
Número de CAS:
85721-33-1
Peso molecular:
331.34
Beilstein:
3568352
Número MDL:
MFCD00185755
Código UNSPSC:
41116105
ID de la sustancia en PubChem:
329751572
NACRES:
NA.21

Agency

EPA 1694

Nivel de calidad

200

Análisis

≥98% (HPLC)

formulario

powder or crystals

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

aplicaciones

environmental

Modo de acción

DNA synthesis | interferes
enzyme | inhibits

cadena SMILES

OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=O

InChI

1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

Clave InChI

MYSWGUAQZAJSOK-UHFFFAOYSA-N

Información sobre el gen

human ... CYP1A2(1544) , KCNH1(3756)
rat ... Gabra1(29705)

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Descripción general

Ciprofloxacin is a second-generation broad-spectrum fluoroquinolone antibiotic with extensive antimicrobial and pharmacokinetic properties that is widely used to combat bacterial infections. Its chemical name is 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid.

Chemical structure: fluoroquinolone

Aplicación

Ciprofloxacin is widely used in clinical practices against Gram-positive and Gram-negative bacteria and the treatment of a broad range of infections, including those of the skin, eyes, urinary tract, lower respiratory tract, gastrointestinal tract, et cetera. It can also be combined with various antimicrobial agents to combat bacterial biofilms as well as multidrug-resistant microorganisms. Its derivatives have been developed to synthesize novel antibacterials with enhanced potency and diverse antimicrobial effects including antibacterial, antifungal, anti-HIV, anti-tumor, and anti-TB properties.

Acciones bioquímicas o fisiológicas

The mechanism of action of Ciprofloxacin is the inhibition of bacterial DNA synthesis by blocking the subunit A of DNA gyrase enzyme as well as by affecting the bacterial cell wall.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
WXBD1572V
049M4087V
049M4087V
047M4024V
WXBC8729V

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Athina Andrea et al.
Microorganisms, 7(3) (2019-03-22)
Among non-mammalian infection model organisms, the larvae of the greater wax moth Galleria mellonella have seen increasing popularity in recent years. Unlike other invertebrate models, these larvae can be incubated at 37 °C and can be dosed relatively precisely. Despite
Elena B M Breidenstein et al.
Antimicrobial agents and chemotherapy, 52(12), 4486-4491 (2008-10-01)
Pseudomonas aeruginosa offers substantial therapeutic challenges due to its high intrinsic resistance to many antibiotics and its propensity to develop mutational and/or adaptive resistance. The PA14 comprehensive mutant library was screened for mutants exhibiting either two- to eightfold increased susceptibilities
Orjan Samuelsen et al.
Antimicrobial agents and chemotherapy, 54(1), 346-352 (2009-11-04)
Scandinavia is considered a region with a low prevalence of antimicrobial resistance. However, the number of multidrug-resistant (MDR) Gram-negative bacteria is increasing, including metallo-beta-lactamase (MBL)-producing Pseudomonas aeruginosa. In this study MBL-producing P. aeruginosa isolates identified in Norway (n = 4)
Li-Yang Hsu et al.
Antimicrobial agents and chemotherapy, 54(3), 1173-1178 (2010-01-13)
A surveillance study was performed in four Singapore public hospitals from 2006 to 2008 to determine the correlation between antibiotic prescription and Gram-negative bacterial antimicrobial resistance. Targeted organisms included ceftriaxone- and ciprofloxacin-resistant Escherichia coli and Klebsiella pneumoniae, as well as
Dongeun Yong et al.
Antimicrobial agents and chemotherapy, 53(12), 5046-5054 (2009-09-23)
A Swedish patient of Indian origin traveled to New Delhi, India, and acquired a urinary tract infection caused by a carbapenem-resistant Klebsiella pneumoniae strain that typed to the sequence type 14 complex. The isolate, Klebsiella pneumoniae 05-506, was shown to
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