R9904

Rifaximin

• Synonym(e): 4-Deoxy-4′-methylpyrido[1′,2′-1,2]imidazo[5,4-c]rifamycin SV, Rifacol
• Empirische Formel (Hill-System): C₄₃H₅₁N₃O₁₁
• CAS-Nummer: 80621-81-4
• Molekulargewicht: 785.88
• MDL-Nummer: MFCD00864973
• UNSPSC-Code: 51283604
• PubChem Substanz-ID: 329824049
• NACRES: NA.85

Eigenschaften

• Form: powder
• Lagerbedingungen: (Keep container tightly closed in a dry and well-ventilated place.)
• Farbe: red to orange
• Wirkungsspektrum von Antibiotika: Gram-negative bacteria; Gram-positive bacteria
• Wirkungsweise: protein synthesis | interferes
• Lagertemp.: 2-8°C
• SMILES String: CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)C(C)=C\C=C\[C@@H](C)[C@@H](O)[C@@H](C)[C@H](O)[C@H](C)[C@H]([C@H]1C)C(=O)OC)c5c(nc6cc(C)ccn56)c4c3C2=O
• InChI: 1S/C43H51N3O11/c1-19-14-16-46-27(18-19)44-32-29-30-37(49)25(7)39-31(29)40(51)43(8,57-39)56-17-15-26(54-9)22(4)28(42(53)55-10)23(5)36(48)24(6)35(47)20(2)12-11-13-21(3)41(52)45-33(34(32)46)38(30)50/h11-18,20,22-24,26,28,35-36,47-50H,1-10H3,(H,45,52)/b12-11+,17-15+,21-13-/t20-,22+,23-,24-,26+,28+,35-,36-,43+/m1/s1
• InChIKey: HIYLTQREEOINNF-HTEWPBCCSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: macrolide

Anwendung

Rifaximin is a semisynthetic analog of rifamycin with poor absorptivity. It selectively inhibits (E. coli, B subtilis) bacterial DNA-dependent RNA polymerase by a mechanism similar to rifabutin, β subunit binding. It is effective against aerobic and anaerobic Gram-positive and Gram-negative bacteria. It is active against species of Staphylococcus, Streptococcus and Enterococcus. It is less active against species of Enterobacteriaceae. Rifaximin is a non-systemic, gastrointestinal site-specific antibiotic. It has a pyridoimidazole ring, making it non-absorbable. Rifaximin is a pregnane X receptor (PXR) activator.

Biochem./physiol. Wirkung

Rifaximin is a semisynthetic analog of rifamycin with poor absorptivity. Mode of action: selectively inhibits (E. coli, B subtilis) bacterial DNA-dependent RNA polymerase by mechanism similar to rifabutin, β subunit binding.
Antimicrobial spectrum: Aerobic and anaerobic Gram-positive and Gram-negative bacteria. Active against species of Staphylococcus, Streptococcus and Enterococcus; less active against species of Enterobacteriaceae.†

Angaben zur Herstellung

Practically insoluble in water, soluble in acetone and methanol.

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)