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C7795

Sigma-Aldrich

Chloramphenicol

γ-irradiated

Sinónimos:

D-(−)-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-β-(4-nitrophenyl)ethyl]acetamide, D-(−)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol, D-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-4-nitrophenethyl]acetamide, Chloromycetin

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About This Item

Fórmula lineal:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Número de CAS:
56-75-7
Peso molecular:
323.13
Beilstein:
2225532
Número CE:
200-287-4
Número MDL:
MFCD00078159
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24892989
NACRES:
NA.31

Nivel de calidad

200

esterilidad

γ-irradiated

formulario

powder

pKa 

~5.5

mp

149-153 °C (lit.)

solubilidad

absolute ethanol: 5-20 mg/mL (as a stock solution)
methanol: soluble (as a stock solution)

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mycoplasma

Modo de acción

protein synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O

InChI

1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1

Clave InChI

WIIZWVCIJKGZOK-RKDXNWHRSA-N

Información sobre el gen

human ... CYP1A2(1544)

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Descripción general

Chemical structure: phenicole

Aplicación

Chloramphenicol is a synthetic antibiotic, isolated from strains of Streptomyces venezuelae. It is often used for bacterial selection in molecular biology applications at 10-20 μg/mL and as a selection agent for transformed cells containing chloramphenicol reistance genes.

Acciones bioquímicas o fisiológicas

Modo de acción: Inhibe la traducción en las subunidades de ribosomas 50S en la peptidiltransferasa (inhibición de elongación). Bacteriostático.
Modo de resistencia: Acetilación por cloranfenicol-acetiltransferasa (gen cat).

Precaución

Stock solutions should be stored at 2-8°C and are stable at 37°C for 5 days. Aqueous solutions are neutral and stable over a wide pH range, with 50% hydrolysis occurring after 290 days. Use of a borax buffered solution reduces this number to 14%. Solutions should be protected from light as photochemical decomposition results in a yellowing of the solution. Heating aqueous solutions at 115°C for 30 minutes results in a 10% loss of chloramphenicol.

Nota de preparación

Stock solutions can be prepared directly in the vial at any concentration in the recommended range. A solution at 50 mg/mL in ethanol yields a clear, very faint, yellow solution. Degradation of chloramphenicol in aqueous solution is catalyzed by general acids and bases. This rate of degradation is independent of the ionic strength and pH.

Otras notas

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

Pictogramas

Health hazardCorrosion
GHS08,GHS05

Palabra de señalización

Danger

Frases de peligro

H318,H351,H361fd

Clasificaciones de peligro

Carc. 2 - Eye Dam. 1 - Repr. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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