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MilliporeSigma

D9016

Sigma-Aldrich

Dicloxacillin sodium salt monohydrate

Sinónimos:

3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl penicillin sodium salt monohydrate

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1 G
$113.00

$113.00


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1 G
$113.00

About This Item

Fórmula empírica (notación de Hill):
C19H16Cl2N3NaO5S·H2O
Número de CAS:
Peso molecular:
510.32
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85

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Formulario

powder or crystals

color

white to off-white

solubilidad

H2O: 100 mg/mL

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

Modo de acción

cell wall synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

O.[Na+].Cc1onc(c1C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C([O-])=O)-c4c(Cl)cccc4Cl

InChI

1S/C19H17Cl2N3O5S.Na.H2O/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

Clave InChI

SIGZQNJITOWQEF-VICXVTCVSA-M

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Descripción general

Chemical structure: ß-lactam

Aplicación

Dicloxacillin is a β-lactamase resistant penicillin similar to oxacillin. Dicloxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. It is resistant to penicillinase. It is used to study bacterial cell wall biosynthesis at the level of peptidogylcan cross-linking and to study mechanisms of penicillinase (β-lactamase) resistance. It is used to study phenylbutazone plasma binding[1] and extracellular and intracellular killing of Staphylococcus aureus[2]

Acciones bioquímicas o fisiológicas

Docloxacillin binds to specific penicillin-binding proteins (PBPs) in the bacterial cell wall and therefore inhibits the last stage of bacterial cell wall synthesis. Cell lysis, mediated by bacterial cell wall autolytic enzymes, is the result. Dicloxacillin may interfere with autolysin inhibitors .

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

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

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


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I Vesteinsdottir et al.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology, 31(10), 2601-2610 (2012-03-24)
Increased incidence and severity of Clostridium difficile infections (CDIs) is of major concern. However, by minimizing known risk factors, the incidence can be decreased. The aim of this investigation was to calculate the incidence and assess risk factors for CDI
S L Nielsen et al.
The Journal of antimicrobial chemotherapy, 42(2), 221-226 (1998-09-17)
The effect of dicloxacillin and fusidic acid used alone and in combination on the extracellular and intracellular killing of four isolates of Staphylococcus aureus in the presence of serum was studied. At the extracellular level, dicloxacillin (8 mg/L) had a
Anne Sandberg et al.
Antimicrobial agents and chemotherapy, 55(4), 1443-1452 (2011-02-02)
The small-colony-variant (SCV) phenotype of Staphylococcus aureus has been associated with difficult-to-treat infections, reduced antimicrobial susceptibility, and intracellular persistence. This study represents a detailed intra- and extracellular investigation of a clinical wild-type (WT) S. aureus strain and its counterpart with
Wendy L Berth et al.
The Journal of reproductive medicine, 54(5), 291-294 (2009-06-13)
To evaluate the quality of care for mastitis managed by telephone without an office or emergency room visit. A word search of electronic medical records allowed for identification of patients managed with a mastitis clinical practice guideline. Comparisons of outcomes
Satonori Higuchi et al.
Toxicology letters, 200(3), 139-145 (2010-11-26)
Drug-induced liver injury (DILI) is a major problem in drug development and clinical drug therapy. In most cases, the mechanisms are still unknown. It is difficult to predict DILI in humans due to the lack of experimental animal models. Dicloxacillin

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