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Merck
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Documentos clave

O8757

Sigma-Aldrich

Ofloxacin

fluoroquinolone antibiotic

Sinónimos:

Dextrofloxacin

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About This Item

Fórmula empírica (notación de Hill):
C18H20FN3O4
Número de CAS:
82419-36-1
Peso molecular:
361.37
Número MDL:
MFCD00226105
Código UNSPSC:
51282956
ID de la sustancia en PubChem:
24278613
NACRES:
NA.76

origen biológico

synthetic

Nivel de calidad

200

Ensayo

≥99% (HPLC)

Formulario

powder

solubilidad

1 M NaOH: soluble 50 mg/mL

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Modo de acción

DNA synthesis | interferes
enzyme | inhibits

temp. de almacenamiento

2-8°C

cadena SMILES

FC1=C(C3=[c]4[n](cc([c]([c]4=C1)=O)C(=O)O)C(CO3)C)N2CCN(CC2)C

InChI

1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

Clave InChI

GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Información sobre el gen

human ... CSNK2A1(1457) , KCNH1(3756)
rat ... Gabra1(29705)

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Descripción general

Chemical structure: fluoroquinolone

Aplicación

Ofloxacin is a synthetic fluoroquinolone with broad-spectrum antibacterial activity. It is a nalidixic acid analog. It is given to patients before undergoing retinal reattachment surgery.

Acciones bioquímicas o fisiológicas

Ofloxacin inhibits bacterial DNA gyrase and topoisomerase IV, which haults DNA replication and cell division. Ofloxacin has been shown to convert LytA from the inactive E-form to the active C-form. It is a chiral molecule that inhibits pneumococcal cell wall-degrading virulence factors.

Otras notas

Keep container tightly closed in a dry and well-ventilated place.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCD2002
BCCG9584
069M4824V
BCBV9489
BCCB4624

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Carlos Fernández-Tornero et al.
The Journal of biological chemistry, 280(20), 19948-19957 (2005-03-17)
The search for new drugs against Streptococcus pneumoniae (pneumococcus) is driven by the 1.5 million deaths it causes annually. Choline-binding proteins attach to the pneumococcal cell wall through domains that recognize choline moieties, and their involvement in pneumococcal virulence makes
O Cekiç et al.
The British journal of ophthalmology, 83(10), 1183-1185 (1999-09-30)
To assess the subretinal fluid (SRF) levels of ofloxacin following topical, oral or combined administration. 31 patients undergoing conventional retinal reattachment surgery were randomly assigned to three groups. Nine patients received topical ofloxacin, 11 patients received oral ofloxacin, and the
Andrea Von Groll et al.
Antimicrobial agents and chemotherapy, 53(10), 4498-4500 (2009-08-19)
This study evaluated cross-resistance of Mycobacterium tuberculosis strains to ofloxacin, moxifloxacin, and gatifloxacin and investigated the presence of mutations in gyrA and gyrB. Fluoroquinolone susceptibilities were determined for 41 M. tuberculosis strains by the proportion method on 7H11, and MICs
S Güniz Küçükgüzel et al.
European journal of medicinal chemistry, 42(7), 893-901 (2007-04-10)
Three novel series of 2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid derivatives namely 4-substituted-1,2,4-triazoline-3-thiones (4a-g); 2-substituted-1,3,4-thiadiazoles (5a-g) and 2-substituted-1,3,4-oxadiazoles (6a-g) have been synthesized. Twenty-one of the newly synthesized compounds were tested against various bacteria, fungi, yeast species and virus. In addition, we have replaced the
O Gutiérrez et al.
Antimicrobial agents and chemotherapy, 51(12), 4329-4335 (2007-10-17)
All (236) Pseudomonas aeruginosa isolates resistant to imipenem and/or meropenem collected during a multicenter (127-hospital) study in Spain were analyzed. Carbapenem-resistant isolates were found to be more frequently resistant to all beta-lactams and non-beta-lactam antibiotics than carbapenem-susceptible isolates (P <
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