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Merck
CN

46109

Chloramphenicol palmitate

VETRANAL®, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C27H42Cl2N2O6
CAS Number:
Molecular Weight:
561.54
EC Number:
208-477-9
UNSPSC Code:
41116107
PubChem Substance ID:
Beilstein/REAXYS Number:
2826438
MDL number:
Technical Service
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grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable, solid phase extraction (SPE): suitable

application(s)

clinical testing

format

neat

SMILES string

CCCCCCCCCCCCCCCC(=O)OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O

InChI

1S/C27H42Cl2N2O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(32)37-20-23(30-27(34)26(28)29)25(33)21-16-18-22(19-17-21)31(35)36/h16-19,23,25-26,33H,2-15,20H2,1H3,(H,30,34)/t23-,25-/m1/s1

InChI key

PXKHGMGELZGJQE-ILBGXUMGSA-N

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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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pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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[Physical properties and availability of chloramphenicol palmitate in powdered mixtures containing microcrystalline cellulose].
R Cameroni et al.
Il Farmaco; edizione pratica, 39(3), 76-86 (1984-03-01)
W G Kramer et al.
Journal of clinical pharmacology, 24(4), 181-186 (1984-04-01)
The comparative bioavailability of chloramphenicol from intravenous succinate, oral palmitate, and oral base preparations was studied in a crossover manner in 12 adult patients. Chloramphenicol was administered at a dose of 1 Gm every 6 hours, and blood samples were
R Kaliszan
Journal of pharmaceutical sciences, 75(2), 187-189 (1986-02-01)
Higher zeta-potential values were found for the crystalline particles of polymorph A when compared with polymorph B of chloramphenicol palmitate when measured at identical conditions. In the case of the thermomicroscopically prepared crystal sample being a mixture of the polymorphs