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C3787

Chloramphenicol succinate sodium salt

≥80% (HPLC)

Synonim(y):

Chloramphenicol α-succinate

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Informacje o tej pozycji

Wzór liniowy:
C15H15Cl2N2O8Na
Numer CAS:
Masa cząsteczkowa:
445.18
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
213-568-1
MDL number:
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assay

≥80% (HPLC)

form

solid

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

[Na].O[C@@H]([C@@H](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)N(=O)=O

InChI

1S/C15H16Cl2N2O8.Na.H/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26;;/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21);;/t10-,13-;;/m1../s1

InChI key

RJOAHMNSYANTPN-OWVUFADGSA-N

General description

Chemical structure: phenicole

Application

Chloramphenicol 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

Chloramphenicol is a synthetic antibiotic, isolated from strains of Streptomyces venezuelae. It 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.[1][2]

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.

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

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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Ta pozycja
C0378C0857T0261
mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma

antibiotic activity spectrum

viruses

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

assay

≥80% (HPLC)

assay

≥98% (HPLC)

assay

97.0-103.0%

assay

-

form

solid

form

powder or crystals

form

crystalline

form

powder

solubility

H2O: 50 mg/mL

solubility

-

solubility

H2O: insoluble 100% (practically)

solubility

ethanol: soluble 50 mg/mL


pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Klasa składowania

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges



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