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Chloramphenicol

Catalog No. 23275 Name Sigma Aldrich
CAS Number 56-75-7 Website http://www.sigmaaldrich.com
M. F. C11H12Cl2N2O5 Telephone 1-800-521-8956
M. W. 323.12938 Fax
Purity ≥99.0% (HPLC) Email
Storage Chembase ID: 53504

SYNONYMS

Title
氯霉素
IUPAC name
2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
IUPAC Traditional name
chloromycetin
Synonyms
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
D-(-)-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-β-(4-nitrophenyl)ethyl]acetamide
Chloromycetin

DATABASE IDS

MDL Number MFCD00078159
Beilstein Number 2225532
CAS Number 56-75-7
EC Number 200-287-4

PROPERTIES

Linear Formula Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Purity ≥99.0% (HPLC)
Melting Point 148-150 °C(lit.)
Melting Point 149-151 °C
Optical Rotation [α]20/D +19.5±1°, c = 5% in ethanol
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H350
European Hazard Symbols Toxic Toxic (T)
MSDS Link Download
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P201-P308 + P313
Risk Statements 45
RTECS AB6825000
Safety Statements 53-45
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Mode of Action: Inhibits translation on the 50S ribosomal subunit at the peptidyltransferase step (elongation inhibition). Bacteriostatic.Mode of Resistance: Acetylation by chloramphenicol acetyltransferase (cat gene).
Other Notes
Inhibits protein biosynthesis by binding to the large subunit of the bacterial ribosome and by blocking the peptidyl transfer; chloramphenicol-resistance is a useful genetic marker for the selection of eukaryotic cells;1 Resistance is usually mediated by a chloramphenicol-acetyl-transferase, but there are exceptions;2 Review.3
Description (简体中文)
Biochem/physiol Actions
Mode of Action: Inhibits translation on the 50S ribosomal subunit at the peptidyltransferase step (elongation inhibition). Bacteriostatic.Mode of Resistance: Acetylation by chloramphenicol acetyltransferase (cat gene).
Other Notes
通过结合到细菌核糖体的大亚基上以及通过阻断肽基转移从而抑制蛋白质的生物合成;氯霉素抗性是一种用于筛选真核细胞的有用遗传标记;1抗性通常由氯霉素乙酰转移酶介导,但也存在例外;2综述。3

REFERENCES