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N-Demethylerythromycin A Sale

(Synonyms: N-去甲基红霉素A) 目录号 : GC40852

A metabolite of erythromycin

N-Demethylerythromycin A Chemical Structure

Cas No.:992-62-1

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500μg
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1mg
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Sample solution is provided at 25 µL, 10mM.

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产品描述

N-Demethylerythromycin A is a metabolite of erythromycin . It is also a fungal metabolite that has been found in S. erythreus and a potential impurity in commercial preparations of erythromycin.

Chemical Properties

Cas No. 992-62-1 SDF
别名 N-去甲基红霉素A
Canonical SMILES C[C@@H]([C@@H]([C@H](C(O[C@@H]1CC)=O)C)O[C@@]2([H])C[C@](OC)(C)[C@@H](O)[C@H](C)O2)[C@H]([C@@](O)(C)C[C@H](C([C@@H]([C@@H](O)[C@]1(C)O)C)=O)C)O[C@@](O[C@H](C)C[C@@H]3[NH]C)([H])[C@@H]3O
分子式 C36H65NO13 分子量 719.9
溶解度 Chloroform: soluble,Methanol: soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.3891 mL 6.9454 mL 13.8908 mL
5 mM 0.2778 mL 1.3891 mL 2.7782 mL
10 mM 0.1389 mL 0.6945 mL 1.3891 mL
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Research Update

Semi-automated preparation of a 11C-labelled antibiotic--[N-methyl-11C]erythromycin A lactobionate

Int J Appl Radiat Isot 1984 Feb;35(2):103-9.PMID:6231252DOI:10.1016/0020-708x(84)90192-3.

A fast semi-automated method is described for labeling the antibiotic, erythromycin A (1), with the short-lived positron-emitting radionuclide, 11C (t 1/2 = 20.4 min), in order to permit the non-invasive study of its tissue uptake in vivo. Labelling was achieved by the fast reductive methylation of N-Demethylerythromycin A (2) with [11C]formaldehyde, itself prepared from cyclotron-produced [11C]-carbon dioxide. Rapid chemical and radiochemical purification of the [N-methyl-11C]erythromycin A (3) were achieved by HPLC and verified by TLC with autoradiography. The purified material was formulated for human i.v. injection as a sterile apyrogenic solution of the lactobionate salt. The preparation takes 42 min from the end of radionuclide production and from [11C]carbon dioxide produces [N-methyl-C11]erythromycin A lactobionate in 1-12% radiochemical yield, corrected for radioactive decay.

Thin-layer chromatographic study of the metabolites of erythromycins in the Wistar rat

J Chromatogr 1988 Dec 29;434(1):177-86.PMID:3243811DOI:10.1016/0378-4347(88)80072-0.

The metabolites of erythromycin A, anhydroerythromycin A, N-Demethylerythromycin A and erythromycin B in the Wistar rat were studied by thin-layer chromatography. In some experiments germ-free rats, rats with a cannulated bile duct and a gastrectomized rat were used. The erythromycins examined were shown to undergo two principal changes, N-demethylation and acid-catalysed degradation. It was demonstrated that the stomach and the liver are not the sole sites of acid degradation and demethylation of erythromycins, respectively. Erythromycin A gives three principal metabolites, anhydroerythromycin A, anhydro-N-demethylerythromycin A and N-Demethylerythromycin A, and erythromycin A enol ether and N-Demethylerythromycin A enol ether are present to a minor extent. 5-O-Desosaminylerythronolide A was also identified, suggesting the presence of an erythromycin glycosidase.

Separation of erythromycin and related substances by high-performance liquid chromatography on poly(styrene-divinylbenzene) packing materials

J Chromatogr 1985 Aug 23;330(2):275-86.PMID:4066823DOI:10.1016/s0021-9673(01)81984-1.

A comparative evaluation of three brands of poly(styrene-divinylbenzene) copolymers, Hamilton PRP-1 (10 micron), Rogel (8 micron) and TSK-Gel (10 micron), as column packing materials for high-performance liquid chromatographic separation of erythromycins is presented. Erythromycins A, B and C, anhydroerythromycin A, erythromycin A enol ether, N-Demethylerythromycin A, anhydro N-Demethylerythromycin A and N-Demethylerythromycin A enol ether were chromatographed. The effects of column temperature, concentration of organic modifier in the mobile phase, concentration of phosphate buffer, the addition of quaternary ammonium salts and pH are described. The best separations were obtained on TSK-Gel with the mobile phase acetonitrile-methanol-0.2 M tetramethylammonium hydroxide pH 8.0-0.2 M phosphate buffer pH 8.0-water (30:15:25:5:25). PRP-1 and Rogel gave equally good separations but with higher retention volumes.

Determination of erythromycin and related substances by capillary electrophoresis

J Chromatogr B Biomed Sci Appl 1997 Dec 19;704(1-2):343-50.PMID:9518168DOI:10.1016/s0378-4347(97)00458-1.

Current compendial methods of assay for the analysis of erythromycin and its related substances involve the use of microbiological techniques. These techniques are non-selective and tedious, thus there is a need for the development of highly specific, quantitative analytical methods. Erythromycin was analysed in a 50 mM phosphate buffer (pH 7.5) and run at an applied voltage of 20 kV. Detection sensitivity was enhanced by using a wavelength of 200 nm and selecting an injection solvent of lower conductivity than the electrolyte: acetonitrile-water (20:80, v/v). In order to facilitate the separation of erythromycin and its related substances, the organic solvent ethanol (35%, v/v) was incorporated into a modified 150 mM phosphate buffer (pH 7.5) and run at an applied voltage of 30 kV. Resolution of all the compounds was achieved in approximately 45 min. The methods described are accurate and precise and thus suitable for the quantitative determination of erythromycin and the related substances, erythromycin C, anhydroerythromycin and N-Demethylerythromycin A.

Optimization of the separation of erythromycin and related substances by high-performance liquid chromatography

J Chromatogr 1987 Nov 13;409:91-100.PMID:3693497DOI:10.1016/s0021-9673(01)86786-8.

An improved high-performance liquid chromatographic method for analysis of erythromycin is described. The separation can be performed under mild conditions of pH (6.5) and temperature (35 degrees C) on C8 and C18 silica-based reversed-phase materials of different origins. The mobile phase, with a flow-rate of 1.5 ml/min, contained various amounts of acetonitrile (25-40%, v/v), 5% (v/v) 0.2 M ammonium phosphate buffer pH 6.5, 20% (v/v) 0.2 M tetramethylammonium phosphate and water. UV detection at 215 nm allows quantitation of erythromycins A, B and C, N-Demethylerythromycin A, erythromycin A enol ether and anhydroerythromycin A. The column history plays a major role, older columns often giving better separations.