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17850

Sigma-Aldrich

Ciprofloxacin

≥98% (HPLC)

Sinônimo(s):

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 (Notação de Hill):
C17H18FN3O3
Número CAS:
85721-33-1
Peso molecular:
331.34
Beilstein:
3568352
Número MDL:
MFCD00185755
Código UNSPSC:
41116105
ID de substância PubChem:
329751572
NACRES:
NA.21

Agency

EPA 1694

Nível de qualidade

200

Ensaio

≥98% (HPLC)

forma

powder or crystals

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

aplicação(ões)

environmental

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

cadeia de caracteres 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)

chave InChI

MYSWGUAQZAJSOK-UHFFFAOYSA-N

Informações sobre genes

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

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Categorias relacionadas

Descrição geral

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

Aplicação

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.

Ações bioquímicas/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 classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000369395
0000369394
0000369395
0000369394
WXBF4333V

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Ciprofloxacin-d8 hydrochloride hydrate VETRANAL®, analytical standard

Supelco

32982

Ciprofloxacin-d8 hydrochloride hydrate

Ciprofloxacin impurity standard British Pharmacopoeia (BP) Reference Standard

BP930

Ciprofloxacin impurity standard

Ofloxacin fluoroquinolone antibiotic

Sigma-Aldrich

O8757

Ofloxacin

Gui-Fu Zhang et al.
European journal of medicinal chemistry, 146, 599-612 (2018-02-07)
Bacterial infections represent a significant health threat globally, and are responsible for the majority of hospital-acquired infections, leading to extensive mortality and burden on global healthcare systems. The second generation fluoroquinolone ciprofloxacin which exhibits excellent antimicrobial activity and pharmacokinetic properties
The resistance mechanisms of bacteria against ciprofloxacin and new approaches for enhancing the efficacy of this antibiotic
Shariati et al.
Frontiers in public health, 10 (2022)
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
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)
Gisele Peirano et al.
Antimicrobial agents and chemotherapy, 54(3), 1327-1330 (2010-01-06)
Phenotypic and genotypic methods were used to characterize extended-spectrum-beta-lactamase (ESBL)-producing Escherichia coli isolated in 2007 from 11 different Canadian medical centers. Of the 209 ESBL-producing E. coli isolates tested, 148 (71%) produced CTX-M-15, 17 (8%) produced CTX-M-14, 5 (2%) produced
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