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C1200000

Chloramphenicol

European Pharmacopoeia (EP) Reference Standard

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

  •  MDL number MFCD00078159

  •  PubChem Substance ID 329774875

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, EP Standards, EP Standards C - D, Pharmacopeia & Metrological Institutes Standards More...
grade   pharmaceutical primary standard
form   neat
mfr. no.   EDQM
mp   148-150 °C (lit.)
Featured Industry   Pharmaceutical (small molecule)
format   neat
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 product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

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.

Packaging

Unit quantity: 100 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference subtance catalogue.

Caution

Please find SDS provided by EDQM here..

Other Notes

Sales restrictions may apply.

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
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

Peer-Reviewed Papers
15

References

Related Products

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Description

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PHR1412 Chloramphenicol, Pharmaceutical Secondary Standard; Certified Reference Material
08168 Timestrip Plus 8 °C

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