Rifaximin
SIGMA/R9904
Synonym: 4-Deoxy-4′-methylpyrido[1′,2′-1,2]imidazo[5,4-c]rifamycin SV; Rifacol
CAS Number: 80621-81-4
Empirical Formula (Hill Notation): C43H51N3O11
Molecular Weight: 785.88
MDL Number: MFCD00864973
Linear Formula: C43H51N3O11
Product Type: Chemical
| antibiotic activity spectrum | Gram-negative bacteria |
| Gram-positive bacteria | |
| color | red to orange |
| form | powder |
| InChI | 1S/C43H51N3O11/c1-19-14-1 |
| InChI key | HIYLTQREEOINNF-HTEWPBCCSA |
| mode of action | protein synthesis | interferes |
| Quality Level | 100 ![]() |
| SMILES string | CO[C@H]1C=CO[C@@]2(C)Oc |
| storage condition | (Keep container tightly closed in a dry and well-ventilated place.) |
| storage temp. | 2-8°C |
| 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. |
| Biochem/physiol Actions: | 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.† |
| General description: | Chemical structure: macrolide |
| Other Notes: | Keep container tightly closed in a dry and well-ventilated place. |
| Packaging: | 1, 5 g in poly bottle |
| Preparation Note: | Practically insoluble in water, soluble in acetone and methanol. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | 2-8°C |
| UNSPSC | 51283604 |

