Chloramphenicol
SIAL/75565 - certified reference material, TraceCERT®
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
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
form | crystalline |
format | neat |
grade | TraceCERT® |
certified reference material | |
InChI | 1S/C11H12Cl2N2O5/c12-10(1 |
InChI key | WIIZWVCIJKGZOK-RKDXNWHRSA |
mp | 148-150 °C (lit.) |
product line | TraceCERT® |
Quality Level | 300 ![]() |
shelf life | limited shelf life, expiry date on the label |
SMILES string | OC[C@@H](NC(=O)C(Cl)Cl)[C |
technique(s) | gas chromatography (GC): suitable |
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 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. |
Legal Information: | TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC |
Symbol | ![]() ![]() |
Signal word | Danger |
Hazard statements | H318 - H351 - H361fd |
Precautionary statements | P202 - P280 - P305 + P351 + P338 - P308 + P313 - P405 - P501 |
Hazard Codes | T |
Risk Statements | 45 |
Safety Statements | 53-45 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
mp | 148-150 °C (lit.) |
UNSPSC | 41116107 |