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C1200000

Chloramphenicol

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
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
Linear Formula:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
CAS Number:
Molecular Weight:
323.13
Beilstein/REAXYS Number:
2225532
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

chloramphenicol

manufacturer/tradename

EDQM

mp

148-150 °C (lit.)

application(s)

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

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1 of 4

This Item
BP8541107004C0378
vibrant-m

C1200000

Chloramphenicol

vibrant-m

BP854

Chloramphenicol

vibrant-m

1107004

Chloramphenicol

vibrant-m

C0378

Chloramphenicol

manufacturer/tradename

EDQM

manufacturer/tradename

BP

manufacturer/tradename

USP

manufacturer/tradename

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical

application(s)

pharmaceutical (small molecule)

application(s)

-

format

neat

format

neat

format

neat

format

-

API family

chloramphenicol

API family

chloramphenicol

API family

chloramphenicol

API family

-

mp

148-150 °C (lit.)

mp

148-150 °C (lit.)

mp

148-150 °C (lit.)

mp

148-150 °C (lit.)

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.

Application

Chloramphenicol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European 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

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

pictograms

CorrosionHealth hazard

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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Sigma-Aldrich

Sigma-Aldrich

R4408

Chloramphenicol

Chloramphenicol Chloramphenicol, CAS 56-75-7, is a synthetic bacteriostatic antibiotic that inhibits the translation of RNA by blocking the peptidyltransferase reaction on ribosomes.

Sigma-Aldrich

220551

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R0200000

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Y0000782

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