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CAS 873857-62-6

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Fidaxomicin

Description:
Fidaxomicin is a macrolide antibiotic primarily used for the treatment of Clostridium difficile infections. It is characterized by its unique mechanism of action, which involves inhibiting bacterial RNA polymerase, thereby preventing bacterial protein synthesis. This selective inhibition allows fidaxomicin to effectively target C. difficile while sparing the normal gut flora, which is crucial for maintaining intestinal health. The compound is poorly absorbed systemically, leading to high concentrations in the gastrointestinal tract, which enhances its efficacy against intestinal infections. Fidaxomicin is typically administered orally and is known for its favorable safety profile, with fewer gastrointestinal side effects compared to other antibiotics. Its chemical structure features a complex macrocyclic lactone ring, contributing to its antibacterial properties. The drug is often preferred in cases of recurrent C. difficile infections due to its ability to reduce recurrence rates. Overall, fidaxomicin represents a significant advancement in the treatment of antibiotic-associated diarrhea caused by C. difficile, offering a targeted approach with minimal disruption to the gut microbiome.
Formula:C52H74Cl2O18
InChI:InChI=1S/C52H74Cl2O18/c1-13-30-22-26(6)33(56)18-16-15-17-31(23-66-51-45(65-12)42(61)44(29(9)67-51)69-49(64)35-32(14-2)36(53)39(58)37(54)38(35)57)48(63)68-34(28(8)55)20-19-25(5)21-27(7)43(30)70-50-41(60)40(59)46(52(10,11)72-50)71-47(62)24(3)4/h15-17,19,21-22,24,28-30,33-34,40-46,50-51,55-61H,13-14,18,20,23H2,1-12H3/b16-15+,25-19+,26-22+,27-21+,31-17+/t28-,29-,30+,33+,34+,40-,41+,42+,43+,44-,45+,46+,50-,51-/m1/s1
InChI key:InChIKey=ZVGNESXIJDCBKN-UUEYKCAUSA-N
SMILES:C(O[C@H]1[C@H](O)[C@H](OC)[C@H](OC\C=2\C(=O)O[C@]([C@@H](C)O)(C/C=C(\C)/C=C(\C)/[C@H](O[C@H]3[C@@H](O)[C@@H](O)[C@H](OC(C(C)C)=O)C(C)(C)O3)[C@@H](CC)/C=C(\C)/[C@@H](O)C\C=C\C2)[H])O[C@@H]1C)(=O)C4=C(CC)C(Cl)=C(O)C(Cl)=C4O
Synonyms:
  • (3E,5E,8S,9E,11S,12R,13E,15E,18S)-3-[[[6-Deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-β-<span class="text-smallcaps">D</smallcap>-mannopyranosyl]oxy]methyl]-12-[[6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-β-<smallcap>D</span>-lyxo-hexopyranosyl]oxy]-11-ethyl-8-hydroxy-18-[(1R)-1-hydroxyethyl]-9,13,15-trimethyloxacyclooctadeca-3,5,9,13,15-pentaen-2-one
  • 3-(((6-Deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-b-D-mannopyranosyl)oxy)-methyl)-12(R)-[(6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-b-D-lyxo-hexopyranosyl)oxy]-11(S)-ethyl-8(S)-hydroxy-18(S)-(1(R)-hydroxyethyl)-9,13,15-trimethyloxacyclooctadeca-3,5,9,13,15-pentaene-2-one
  • Clostomicin B<sub>1</sub>
  • Dificid
  • Dificlir
  • Fidaxomycin
  • Lipiarmicin
  • Lipiarmycin
  • Lipiarmycin A 3
  • Opt-80
  • See more synonyms
Found 13 products.