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CAS 14206-59-8

:

4-Epidemeclocycline

Description:
4-Epidemeclocycline, with the CAS number 14206-59-8, is a semi-synthetic derivative of the antibiotic tetracycline. It exhibits broad-spectrum antibacterial activity, making it effective against a variety of Gram-positive and Gram-negative bacteria. The compound is characterized by its ability to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby preventing the attachment of aminoacyl-tRNA. This mechanism of action is common among tetracycline antibiotics. 4-Epidemeclocycline is typically administered orally and is known for its stability in acidic environments, which enhances its bioavailability. Additionally, it may possess anti-inflammatory properties, contributing to its therapeutic applications beyond antibacterial effects. The substance is subject to specific storage conditions to maintain its efficacy, and like other tetracyclines, it may have side effects, including gastrointestinal disturbances and potential photosensitivity. Its use is regulated, and it is important to consider resistance patterns when prescribing this antibiotic. Overall, 4-Epidemeclocycline represents a valuable option in the treatment of various bacterial infections.
Formula:C21H21ClN2O8
InChI:InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14+,15-,21-/m0/s1
InChI key:InChIKey=FMTDIUIBLCQGJB-PTACOPLGSA-N
SMILES:O[C@]12[C@]([C@@H](N(C)C)C(O)=C(C(N)=O)C1=O)(C[C@]3(C(=C2O)C(=O)C=4C([C@H]3O)=C(Cl)C=CC4O)[H])[H]
Synonyms:
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, 4-epimer
  • 4-epi-Demeclocycline
  • (4R,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, [4R-(4α,4aβ,5aβ,6α,12aβ)]-
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4R,4aS,5aS,6S,12aS)-
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