Key Documents

Chloramphenicol

Name: Chloramphenicol
Brand: SIAL
Price: 63.7 USD
Availability: InStock

VETRANAL^®, analytical standard

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

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Size/SKU	Availability	Price
250 mg	Available to ship TODAY	$63.70

About This Item

Linear Formula:

Cl₂CHCONHCH(CH₂OH)CH(OH)C₆H₄NO₂

CAS Number:

56-75-7

Molecular Weight:

323.13

UNSPSC Code:

41116107

NACRES:

NA.24

PubChem Substance ID:

329753874

EC Number:

200-287-4

Beilstein/REAXYS Number:

2225532

MDL number:

MFCD00078159

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Properties

grade

analytical standard

Quality Segment

100

product line

VETRANAL^®

assay

≥98% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, chromatography: suitable, gas chromatography (GC): suitable

mp

149-153 °C (lit.)

solubility

H₂O: insoluble 100% (practically)

application(s)

clinical testing

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

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

Application

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.

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.

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 registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

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.

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Show Differences

1 of 1

This Item	C0857	BP854	C1200000
Supelco 31667 Chloramphenicol	Sigma-Aldrich C0857 Chloramphenicol	BP854 Chloramphenicol	C1200000 Chloramphenicol
description VETRANAL^®, analytical standard	description meets USP testing specifications	description British Pharmacopoeia (BP) Reference Standard	description European Pharmacopoeia (EP) Reference Standard
technique(s) gas chromatography (GC): suitable, HPLC: suitable	technique(s) -	technique(s) -	technique(s) -
application(s) clinical testing	application(s) pharmaceutical (small molecule)	application(s) pharmaceutical pharmaceutical small molecule	application(s) pharmaceutical (small molecule)
format neat	format -	format neat	format neat
Quality Level 100	Quality Level 200	Quality Level -	Quality Level -
grade analytical standard	grade -	grade pharmaceutical primary standard	grade pharmaceutical primary standard
assay ≥98% (HPLC)	assay 97.0-103.0%	assay -	assay -

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Pictograms

GHS08,GHS05

Signal Word

Danger

Hazard Codes

H318,H351,H361fd

Precautionary Statements

P202 - P280 - P305 + P351 + P338 - P308 + P313 - P405 - P501

Hazard Classifications

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

Storage Class

11 - Combustible Solids

WGK

WGK 3

PPE (personal protective equipment)

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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