C0857

Chloramphenicol

meets USP testing specifications

• 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
• 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: 51102831
• ID de la sustancia en PubChem: 24892278
• NACRES: NA.21

Propiedades

• Agency: USP/NF; meets USP testing specifications
• Nivel de calidad: 200
• Ensayo: 97.0-103.0%
• Formulario: crystalline
• mp: 149-153 °C (lit.)
• solubilidad: H₂O: insoluble 100% (practically)
• espectro de actividad antibiótica: viruses
• aplicaciones: pharmaceutical (small molecule)
• 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)

Descripción

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 recommended concentration. 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.

Información de seguridad

• Pictogramas: GHS08,GHS05
• Palabra de señalización: Danger
• Frases de peligro: H318,H351,H361fd
• Consejos de prudencia: P202 - P280 - P305 + P351 + P338 - P308 + P313 - P405 - P501
• 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