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Chloramphenicol

certified reference material, TraceCERT®

Synonym: 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

  • CAS Number 56-75-7

  • Linear Formula Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2

  • Molecular Weight 323.13

  •  Beilstein/REAXYS Number 2225532

  •  EC Number 200-287-4

  •  MDL number MFCD00078159

  •  PubChem Substance ID 329766524

  •  NACRES NA.24

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Properties

Related Categories Additional Standards, Analytical Standards, Analytical/Chromatography, Antibiotics / Drugs, CRMs for Chromatography (neats),
Quality Level   300
grade   certified reference material
  TraceCERT®
form   crystalline
shelf life   limited shelf life, expiry date on the label
application(s)   gas chromatography (GC): suitable
mp   148-150 °C (lit.)
SMILES string   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
InChI key   WIIZWVCIJKGZOK-RKDXNWHRSA-N

Description

General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

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.

Legal Information

TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
AB6825000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

HPLC Analysis of Antibacterials/Antifungals on Ascentis® C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Antibacterials/Antifungals on Ascentis® C18
Keywords: Antibiotics, Antifungals, Antimicrobials, Chromatography, High performance liquid chromatography, Pharmaceutical, Veterinary

HPLC Analysis of Antibacterials/Antifungals on Ascentis® RP-Amide (Formate Mobile Phase)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Antibacterials/Antifungals on Ascentis® RP-Amide (Formate Mobile Phase)
Keywords: Antifungals, Chromatography, Clinical, High performance liquid chromatography, Pharmaceutical

LC/MS Analysis of Chloramphenicol in Shrimp on Ascentis® Express C18 after Dispersive SPE (QuEChERS) Cleanup using Supel™ QuE Z-Sep+

From our library of Articles, Sigma-Aldrich presents LC/MS Analysis of Chloramphenicol in Shrimp on Ascentis® Express C18 after Dispersive SPE (QuEChERS) Cleanup using Supel™ QuE Z-Sep+
Keywords: Antibiotics, Chromatography, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Sample preparations, Solid phase extractions

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