R9904

Rifaximin

• Synonyme(s) : 4-Deoxy-4′-methylpyrido[1′,2′-1,2]imidazo[5,4-c]rifamycin SV, Rifacol
• Formule empirique (notation de Hill): C₄₃H₅₁N₃O₁₁
• Numéro CAS: 80621-81-4
• Poids moléculaire : 785.88
• Numéro MDL: MFCD00864973
• Code UNSPSC : 51283604
• ID de substance PubChem : 329824049
• Nomenclature NACRES : NA.85

Propriétés

• Forme: powder
• Conditions de stockage: (Keep container tightly closed in a dry and well-ventilated place.)
• Couleur: red to orange
• Spectre d'activité de l'antibiotique: Gram-negative bacteria; Gram-positive bacteria
• Mode d’action: protein synthesis | interferes
• Température de stockage: 2-8°C
• Chaîne SMILES: 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
• Clé InChI: HIYLTQREEOINNF-HTEWPBCCSA-N

Description

Description générale

Chemical structure: macrolide

Application

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.

Actions biochimiques/physiologiques

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.†

Notes préparatoires

Practically insoluble in water, soluble in acetone and methanol.

Autres remarques

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)