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Merck

N8878

Sigma-Aldrich

Nalidixinsäure

≥98%

Synonym(e):

1,4-Dihydro-1-ethyl-7-methyl-1,8-naphthyridin-4-on-3-carbonsäure, 1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridin-3-carbonsäure

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About This Item

Empirische Formel (Hill-System):
C12H12N2O3
CAS-Nummer:
Molekulargewicht:
232.24
Beilstein:
750515
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

Assay

≥98%

Form

powder

mp (Schmelzpunkt)

227-229 °C (lit.)

Löslichkeit

chloroform: 50 mg/mL

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

SMILES String

CCN1C=C(C(O)=O)C(=O)c2ccc(C)nc12

InChI

1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)

InChIKey

MHWLWQUZZRMNGJ-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: quinolone

Anwendung

Used to modulate (inhibit) bacterial DNA gyrase-dependent processes such as DNA polymerization, (ATP-dependen)t DNA supercoiling, and chromosome fragmentation.

Piktogramme

Health hazardExclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral - Carc. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Lucia Pallecchi et al.
Antimicrobial agents and chemotherapy, 51(8), 2720-2725 (2007-06-06)
A survey carried out in 2005 among members of a healthy population of children living in Bolivia and Peru revealed that fecal carriage of Escherichia coli strains resistant to expanded-spectrum cephalosporins was remarkably increased compared to that observed in the
Suzanne Bialek et al.
Antimicrobial agents and chemotherapy, 54(10), 4373-4378 (2010-08-04)
Cross-resistance to cefoxitin (FOX), chloramphenicol (CMP), and quinolones (nalidixic acid [NAL]) related to a putative efflux system overexpression has recently been reported for Klebsiella pneumoniae. The potential impact of this multidrug resistance (MDR) on the virulence of K. pneumoniae was
Inna Chmelnitsky et al.
Antimicrobial agents and chemotherapy, 52(8), 2962-2965 (2008-06-04)
Fourteen out of 16 carbapenem-resistant quinolone-susceptible Enterobacter cloacae isolates were found to carry qnrB2 and bla(KPC-2) genes encoded on the same plasmid. One isolate also carried the aac(6')-Ib-cr gene. Coexistence of quinolone resistance determinants and bla(KPC-2) on the same plasmid
Valeria Bortolaia et al.
Antimicrobial agents and chemotherapy, 54(4), 1623-1626 (2010-01-27)
We characterized 67 Escherichia coli isolates with reduced susceptibility to cefotaxime or ceftiofur obtained from healthy broilers housed in five Italian farms. The bla(CTX-M-1), bla(CTX-M-32) and bla(SHV-12) beta-lactamase genes were identified on IncI1, IncN, or IncFIB plasmids. Considerable genetic diversity
Kate S Baker et al.
The Lancet. Infectious diseases, 15(8), 913-921 (2015-05-06)
Shigellosis is an acute, severe bacterial colitis that, in high-income countries, is typically associated with travel to high-risk regions (Africa, Asia, and Latin America). Since the 1970s, shigellosis has also been reported as a sexually transmitted infection in men who

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