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CAS 5874-95-3

:

amicycline

Description:
Amicycline, with the CAS number 5874-95-3, is a semi-synthetic antibiotic that belongs to the class of aminoglycosides. It is derived from the natural antibiotic streptomycin and is primarily used for its antibacterial properties, particularly against Gram-negative bacteria. Amicycline exhibits a broad spectrum of activity, making it effective in treating various infections, including those caused by resistant strains. The mechanism of action involves binding to the bacterial ribosome, inhibiting protein synthesis, which ultimately leads to bacterial cell death. This compound is characterized by its stability in the presence of certain enzymes that typically inactivate other aminoglycosides, enhancing its therapeutic potential. Additionally, amicycline is known for its relatively low toxicity profile compared to other members of its class, although it can still cause side effects such as nephrotoxicity and ototoxicity. Its pharmacokinetics, including absorption, distribution, metabolism, and excretion, are important considerations in clinical settings to ensure effective dosing and minimize adverse effects.
Formula:C21H23N3O7
InChI:InChI=1/C21H23N3O7/c1-24(2)14-9-6-8-5-7-3-4-10(22)15(25)11(7)16(26)12(8)18(28)21(9,31)19(29)13(17(14)27)20(23)30/h3-4,8-9,14,25-26,30-31H,5-6,22-23H2,1-2H3/b20-13-/t8-,9-,14-,21-/m0/s1
SMILES:CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4ccc(c(c4C(=C3C(=O)[C@@]2(C(=O)/C(=C(/N)\O)/C1=O)O)O)O)N
Synonyms:
  • Amicycline [USAN:INN]
  • 2-Naphthacenecarboxamide, 9-amino-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,12aalpha))-
  • 9-Amino-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
  • 9-Amino-4beta-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,10-12,12a-tetrahydroxy-1,11-dioxo-2-naphthacencarboxamid
  • Amicicline
  • Amicyclinum
  • Unii-8Q77H788Jz
  • (2Z,4S,4aS,5aR,12aS)-9-amino-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
  • Amicycline
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