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CAS 564-25-0

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Doxycycline

Description:
Doxycycline is a broad-spectrum antibiotic belonging to the tetracycline class, primarily used to treat various bacterial infections, including respiratory tract infections, acne, and certain sexually transmitted infections. Its chemical formula is C22H24N2O8S, and it features a complex structure that includes a naphthacene ring system, which is characteristic of tetracyclines. Doxycycline is known for its ability to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby preventing the growth and reproduction of bacteria. It is effective against both Gram-positive and Gram-negative bacteria, as well as some protozoa. Doxycycline is typically administered orally or intravenously and is well-absorbed in the gastrointestinal tract. It has a relatively long half-life, allowing for once or twice daily dosing. Common side effects may include gastrointestinal disturbances, photosensitivity, and potential effects on bone and teeth development in children. Due to its broad-spectrum activity and favorable pharmacokinetics, doxycycline is a valuable tool in the treatment of infectious diseases.
Formula:C22H24N2O8
InChI:InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChI key:InChIKey=JBIWCJUYHHGXTC-AKNGSSGZSA-N
SMILES:O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)([C@@H](O)[C@]3(C(=C2O)C(=O)C=4C([C@@H]3C)=CC=CC4O)[H])[H]
Synonyms:
  • (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
  • (4S,4Ar,5S,5Ar,6R,12As)-4-(Dimethylamino)-1,4,4A,5,5A,6,11,12A-Octahydro-3,5,10,12,12A-Pentahydroxy-6-Methyl-1,11-Dioxo-2-Naphthacenecarboxamide
  • (4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aR,5S,5aR,6R,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5α,5aα,6α,12aα)]-
  • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
  • 5-Hydroxy-α-6-deoxytetracycline
  • 6-Deoxy-5-Hydroxytetracycline
  • 6-Deoxyoxytetracycline
  • See more synonyms
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