31667

Chloramphenicol

VETRANAL^®, analytical standard

• 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: 41116107
• ID de la sustancia en PubChem: 329753874
• NACRES: NA.24

Propiedades

• grado: analytical standard
• Nivel de calidad: 100
• Línea del producto: VETRANAL^®
• Análisis: ≥98% (HPLC)
• caducidad: limited shelf life, expiry date on the label
• técnicas: HPLC: suitable; gas chromatography (GC): suitable
• mp: 149-153 °C (lit.)
• solubilidad: H₂O: insoluble 100% (practically)
• aplicaciones: clinical testing
• formato: neat
• 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

Descripción

Descripción general

Chloramphenicol (CAP) is an antibiotic which was first isolated from Streptomyces venezuelae. It has a nitrobenzene moiety which may be responsible for aplastic anaemia.1 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.
This grade has the standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706024

Aplicación

Chloramphenicol has been used as reference standard in the determination of the concentration of CAP residues in shrimp tissues using LC-MS technique and also in frozen chicken samples (liver, kidney and muscle) using HPLC.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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 legal

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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