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CAS 79-85-6

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4-Epitetracycline

Description:
4-Epitetracycline, with the CAS number 79-85-6, is a derivative of tetracycline, a broad-spectrum antibiotic. It 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 compound exhibits a similar spectrum of activity to tetracycline, effective against a variety of Gram-positive and Gram-negative bacteria, as well as some protozoa. 4-Epitetracycline is typically administered in its hydrochloride form and is known for its stability in acidic conditions, which enhances its bioavailability. The substance is also notable for its potential side effects, including gastrointestinal disturbances and photosensitivity. Additionally, it has been studied for its role in treating infections and its use in veterinary medicine. As with other tetracyclines, the development of bacterial resistance is a significant concern, necessitating careful consideration of its use in clinical settings. Overall, 4-Epitetracycline remains an important compound in the field of antimicrobial therapy.
Formula:C22H24N2O8
InChI:InChI=1/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25-26,30-32H,7,23H2,1-3H3/b20-14-/t9-,10-,15+,21+,22-/m0/s1
InChI key:InChIKey=OFVLGDICTFRJMM-PMXORCKASA-N
SMILES:O[C@@]12[C@@](C[C@]3(C(=C1O)C(=O)C=4C([C@@]3(C)O)=CC=CC4O)[H])([C@@H](N(C)C)C(O)=C(C(N)=O)C2=O)[H]
Synonyms:
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4R-(4α,4aβ,5aβ,6α,12aβ)]-
  • Quatrimycin
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, 4-epimer
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4R,4aS,5aS,6S,12aS)-
  • (4R,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
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