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:
Product Name
Chloramphenicol palmitate, VETRANAL®, analytical standard
InChI key
PXKHGMGELZGJQE-ILBGXUMGSA-N
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
SMILES string
CCCCCCCCCCCCCCCC(=O)OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)c1ccc(cc1)[N+]([O-])=O
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
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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.
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.
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.
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
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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S Shankaran et al.
The Journal of pediatrics, 105(1), 113-116 (1984-07-01)
The absorption and disposition of orally administered chloramphenicol palmitate (chloramphenicol-P) was studied in seven neonates (four preterm, three term). The highest measured chloramphenicol serum concentrations occurred greater than or equal to 4 hours after the dose, and ranged from 5.5
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
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
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
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