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75565

Chloramphenicol

Name: Chloramphenicol
Brand: SIAL

certified reference material, TraceCERT^®

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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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:

329766524

EC Number:

200-287-4

Beilstein/REAXYS Number:

2225532

MDL number:

MFCD00078159

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Properties

Quality Level

300

product line

TraceCERT^®

grade

certified reference material, TraceCERT^®

form

crystalline

shelf life

limited shelf life, expiry date on the label

technique(s)

gas chromatography (GC): suitable

mp

149-153 °C (lit.)

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 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 Merck KGaA, Darmstadt, Germany

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pictograms

GHS08,GHS05

signalword

Danger

hcodes

H318,H351,H361fd

pcodes

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

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

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Global Trade Item Number

SKU	GTIN
75565-50MG	04061832908991