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CAS 80621-81-4

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Rifaximin

Description:
Rifaximin is a broad-spectrum antibiotic belonging to the rifamycin class, primarily used to treat gastrointestinal infections, particularly those caused by non-invasive strains of Escherichia coli. Its chemical formula is C43H54N4O11S, and it has a molecular weight of approximately 785.98 g/mol. Rifaximin is characterized by its unique mechanism of action, which involves inhibiting bacterial RNA synthesis by binding to the beta-subunit of bacterial RNA polymerase. This action effectively disrupts protein synthesis in susceptible bacteria. One of the notable features of rifaximin is its poor systemic absorption, which allows it to act locally within the gastrointestinal tract while minimizing systemic side effects. It is often prescribed for conditions such as traveler's diarrhea and irritable bowel syndrome with diarrhea. Additionally, rifaximin has a favorable safety profile, with a low incidence of adverse effects, making it a preferred option for treating certain gastrointestinal disorders. Its stability and effectiveness against a range of Gram-positive and Gram-negative bacteria further enhance its therapeutic utility.
Formula:C43H51N3O11
InChI:InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1
InChI key:InChIKey=NZCRJKRKKOLAOJ-XRCRFVBUSA-N
SMILES:O=C1C=2C=3C4=C(N5C(=N4)C=C(C)C=C5)C6=C(O)C3C(O)=C(C)C2O[C@]1(C)O/C=C/[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(\C)/C(=O)N6
Synonyms:
  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione
  • (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-5,6,21,23,25-Pentahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione,25-acetate
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, [2S-(2R*,16Z,18E,20R*,21R*,22S*,23S*,24S*,25R*,26S*,27R*,28E)]-
  • L 105
  • L 105 (ansamacrolide antibiotic)
  • L 105Sv
  • Normix
  • Refaximin
  • Rifamycin L 105
  • Rifamycin L 105SV
  • See more synonyms
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Found 15 products.