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Fórmula lineal:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
Número CAS:
Peso molecular:
323.13
UNSPSC Code:
51102831
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-287-4
Beilstein/REAXYS Number:
2225532
MDL number:
Servicio técnico
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Permítanos ayudarleQuality Level
agency
USP/NF, meets USP testing specifications
assay
97.0-103.0%
form
crystalline
mp
149-153 °C (lit.)
solubility
H2O: insoluble 100% (practically)
antibiotic activity spectrum
viruses
application(s)
pharmaceutical (small molecule)
mode of action
protein synthesis | interferes
storage temp.
2-8°C
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
Gene Information
human ... CYP1A2(1544)
General description
Chemical structure: phenicole
Application
Chloramphenicol is a synthetic antibiotic, isolated from strains of Streptomyces venezuelae. 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.
Biochem/physiol Actions
Modo de acción: Inhibe la traducción en las subunidades de ribosomas 50S en la peptidiltransferasa (inhibición de elongación). Bacteriostático.
Modo de resistencia: Acetilación por cloranfenicol-acetiltransferasa (gen cat).
Modo de resistencia: Acetilación por cloranfenicol-acetiltransferasa (gen cat).
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.
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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signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Repr. 2
Clase de almacenamiento
11 - Combustible Solids
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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