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Merck
CN

46109

Supelco

Chloramphenicol palmitate

VETRANAL®, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C27H42Cl2N2O6
CAS Number:
Molecular Weight:
561.54
Beilstein:
2826438
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
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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

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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.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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B Gassner et al.
Journal of veterinary pharmacology and therapeutics, 17(4), 279-283 (1994-08-01)
Chloramphenicol (CAP) plasma levels were determined after oral administration of four doses of CAP palmitate (each dose corresponding to CAP 25 mg/kg/12 h) to four ruminating beef-type calves. Steady-state plasma concentrations of CAP were reached after the fourth oral dose
F Forni et al.
The Journal of pharmacy and pharmacology, 39(12), 1041-1043 (1987-12-01)
Chloramphenicol stearic and palmitic esters in the polymorphic Form A, when ground for 85 h showed an in-vitro enzymatic hydrolysis rate constant (Khydr), the value of which was the same as that of a commercial Form B. The increase in
Wei-Qi Lin et al.
Analytical chemistry, 78(17), 6003-6011 (2006-09-02)
Chemical imaging analysis holds great potential in probing the chemical heterogeneity of samples with high spatial resolution and molecular specificity. This paper demonstrates the implementation of Raman mapping for microscopic characterization of tablets containing chloramphenicol palmitate polymorphs with the aid
M Otsuka et al.
Journal of pharmaceutical sciences, 75(5), 506-511 (1986-05-01)
The polymorphic transformations of chloramphenicol palmitate, (2R, 3R)-2-(2,2-dichloroacetamido)-3-hydroxy-3-(4-nitrophenyl) propyl palmitate (1), during grinding in an agate centrifugal ball mill at 200 rpm, and the effect of seed crystals on the transformation were studied by means of X-ray diffraction analysis, differential
[Crystallinity and equivalence of chloramphenicol palmitate].
M T Bernabei et al.
Il Farmaco; edizione pratica, 38(11), 391-402 (1983-11-01)

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