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Chloramphenicol for peak identification

SIAL/Y0001869 - European Pharmacopoeia (EP) Reference Standard

Synonym: Chloramphenicol; 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
Empirical Formula (Hill Notation): C11H12Cl2N2O5
Molecular Weight: 323.13
EC Number: 200-287-4
MDL Number: MFCD00078159
Linear Formula: Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-Y0001869 15 mg
 $244.00
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API family chloramphenicol
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
mp 149-153 °C (lit.)
SMILES string OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O
storage temp. 2-8°C
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.
General description: This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including MSDS 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 .
Other Notes: Sales restrictions may apply.
Packaging: Unit quantity: 15 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue .
mp 149-153 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 51102831

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