Detail of "7518-17-4"

CAS Number:
7518-17-4
Name:
2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,(4R,4aS,12aS)-
Molecular Structure:
Formula:
C22H22 N2 O7
Synonyms:
2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,4-epimer (8CI); 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,[4R-(4a,4ab,12ab)]-; (4R)-Anhydrotetracycline; 4-Epianhydrotetracycline;4-epi-5a,6-Anhydrotetracycline; 4-epi-Anhydrotetracycline;Anhydro-4-epitetracycline; Anhydroepitetracycline; Epianhydrotetracycline;epi-Anhydrotetracycline

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Improvement of chemical analysis of antibiotics: Improvement of chemical analysis of antibiotics. III. Simple method for the analysis of tetracyclines on reversed-phase thin-layer plates.Several substances are used for example 564-25-0 and 79-85-6 which are their cas registry numbers. Oka, Hisao; Uno, Keiichi; Harada, Kenichi; Suzuki, Makoto (Aichi Prefect. Inst. Public Health, Nagoya 462, Japan). J. Chromatogr., 284(1), 227-34 (English) 1984. CODEN: JOCRAM. ISSN: 0021-9673. DOCUMENT TYPE: Journal CA Section: 64 (Pharmaceutical Analysis) Tetracyclines and their impurities can be detd. by TLC on C8- and C18-modified silica gel plates using pH 2 MeOH-MeCN-0.5M aq. oxalic acid (1:1:4 and 1:1:2, resp.). The C8 plate and solvent were best for complete sepn. of tetracycline (I) [60-54-8], oxytetracycline [79-57-2], chlortetracycline [57-62-5], and doxycycline [564-25-0] in residue or biol. sample anal. The C18 plate and solvent were best for detg. epitetracycline [79-85-6], anhydrotetracycline [1665-56-1], and 4-epianhydrotetracycline [7518-17-4] impurities in I and chlortetracycline. The compds. are identified by dual-wavelength spectrometry in the reflection mode. Calibration graphs were linear for 0.1-1.0 mg. .

Rate and proposed mechanism of anhydrotetracycline epimerization in acid solution: Rate and proposed mechanism of anhydrotetracycline epimerization in acid solution. Sokoloski, T. D.; Mitscher, L. A.; Yuen, P. H.; Juvarkar, J. V.; Hoener, B. (Coll. Pharm., Ohio State Univ., Columbus, Ohio, USA). J. Pharm. Sci., 66(8), 1159-65 (English) 1977. CODEN: JPMSAE. DOCUMENT TYPE: Journal CA Section: 63 (Pharmaceuticals) The pathway through which the toxic tetracycline (I) [60-54-8] degrdn. product epianhydrotetracycline [7518-17-4] forms in soln. was studied, using high-performance liq. chromatog. and CD, taking advantage of the large difference in ellipticity between the reactant and the product at 285 nm. The epimerization of anhydrotetracycline-HCl (I-HCl) [13803-65-1] followed a reversible 1st-order process, and both anal. methods yielded the same rate consts. The rate consts. indicated that II epimerization was faster than I epimerization. The equil. favored II, and the activation energies for the forward and reverse rates were almost the same as those for I epimerization. The epimerization was catalyzed by phosphate. Activation energies in 0.1 and 1M phosphate were essentially the same. The equil. consts. for both II and I favored the natural configuration rather than the epi series. Possible rationalization based on conformational and H bonding effects is presented.