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34005 Supelco

m-Chloramphenicol

VETRANAL, analytical standard

Synonym: D-(−)-threo-2-Dichloroacetamido-1-(3-nitrophenyl)-1,3-propanediol

  • CAS Number 7411-65-6

  • Empirical Formula (Hill Notation) C11H12Cl2N2O5

  • Molecular Weight 323.13

  •  MDL number MFCD07370152

  •  PubChem Substance ID 329754750

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Properties

Related Categories Additional Standards, Analytical Standards, Analytical/Chromatography, Antibiotics Standards, Chromatography,
Quality Level   100
grade   analytical standard
description   threo-form
InChI Key   FTMJFHVKAXPFIY-RKDXNWHRSA-N
product line   VETRANAL
form   neat
shelf life   limited shelf life, expiry date on the label
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
Featured Industry   Pharmaceutical (small molecule)
format   neat
storage temp.   2-8°C

Description

Application

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

Biochem/physiol Actions

Mode of Action: Chloramphenicol inhibits bacterial protein synthesis by blocking the peptidyl transferase step by binding to the 50S ribosomal subunit and preventing attachment of aminoacyl tRNA to the ribosome. It also inhibits mitochondrial and chloroplast protein synthesis and ribosomal formation of (p)ppGpp, de-pressing rRNA transcription.

Mode of Resistance: Use of chloramphenicol acetyltransferase will acetylate the product and inactivate it.

Antimicrobial Spectrum: This is a broad spectrum antibiotic against gram-positive and gram-negative bacteria, and is used mainly for ophthalmic and veterinary purposes.

Caution

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.

Preparation Note

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.

Legal Information

VETRANAL is a trademark of Sigma-Aldrich Chemie GmbH

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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