CAS 80621-81-4|Rifaximin
| Common Name | Rifaximin | ||
|---|---|---|---|
| CAS Number | 80621-81-4 | Molecular Weight | 785.878 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C43H51N3O11 | Melting Point | 200-205ºC(dec) |
| MSDS | ChineseUSA | Flash Point | / |
Names
| Name | Rifaximin |
|---|---|
| Synonym | More Synonyms |
Rifaximin BiologicalActivity
| Description | Rifaximin(Xifaxan) is an orally administered, semi-synthetic, nonsystemic antibiotic derived from rifamycin SV with antibacterial activity.IC50 Value:Target: RNA polymerase; antibacterialRifaximin is a semisynthetic, rifamycin-based non-systemic antibiotic, meaning that very little of the drug will pass the gastrointestinal wall into the circulation as is common for other types of orally administered antibiotics. It is used in the treatment of traveler's diarrhea and hepatic encephalopathy, for which it received orphan drug status from the U.S. Food and Drug Administration in 1998. Rifaximin interferes with transcription by binding to the β-subunit of bacterial RNA polymerase. This results in the blockage of the translocation step that normally follows the formation of the first phosphodiester bond, which occurs in the transcription process. From Wikipedia. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection |
| References | [1]. Cruciani F, Brigidi P, Calanni F et al. Efficacy of rifaximin vaginal tablets in treatment of bacterial vaginosis: a molecular characterization of the vaginal microbiota. Antimicrob Agents Chemother. 2012 Aug;56(8):4062-70. [2]. Cremonini F, Lembo A. Rifaximin for the treatment of irritable bowel syndrome. Expert Opin Pharmacother. 2012 Feb;13(3):433-40. [3]. Rivkin A, Gim S. Rifaximin: new therapeutic indication and future directions. Clin Ther. 2011 Jul;33(7):812-27. [4]. Cottreau J, Baker SF, DuPont HL, Garey KW. Rifaximin: a nonsystemic rifamycin antibiotic for gastrointestinal infections. Expert Rev Anti Infect Ther. 2010 Jul;8(7):747-60. [5]. Koo HL, DuPont HL. Rifaximin: a unique gastrointestinal-selective antibiotic for enteric diseases. Curr Opin Gastroenterol. 2010 Jan;26(1):17-25. [6]. Ojetti V, Lauritano EC, Barbaro F et al. Rifaximin pharmacology and clinical implications. Expert Opin Drug Metab Toxicol. 2009 Jun;5(6):675-82. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Melting Point | 200-205ºC(dec) |
| Molecular Formula | C43H51N3O11 |
| Molecular Weight | 785.878 |
| Exact Mass | 785.352356 |
| PSA | 198.38000 |
| LogP | 3.22 |
| Index of Refraction | 1.634 |
| InChIKey | NZCRJKRKKOLAOJ-KOPWYESNSA-N |
| SMILES | COC1C=COC2(C)Oc3c(C)c(O)c4c(O)c(c5c(nc6cc(C)ccn65)c4c3C2=O)NC(=O)C(C)=CC=CC(C)C(O)C(C)C(O)C(C)C(OC(C)=O)C1C |
| Storage condition | 0-6°C |
| Water Solubility | ethanol: soluble1mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2.0 |
| RTECS | KD1576000 |
Articles55
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| Combination therapy for the treatment and prevention of hepatic encephalopathy. Ann. Pharmacother. 46(11) , 1559-63, (2012) To evaluate the efficacy and safety of combination therapy for the treatment and prevention of hepatic encephalopathy (HE).A PubMed MEDLINE search was conducted (1947-June 2012) using the key terms la... |
Synonyms
| Normix |
| acétate de (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,36-tétrahydroxy-11-méthoxy-3,7,12,14,16,18,22,30-octaméthyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1.0.0.0]heptatriaconta-1(35),1(36),2,4,9,19,21,25,28,30,32,34-dodécaén-13-yle |
| rifaxidin |
| Xifaxan |
| (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,36-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1.0.0.0]heptatriaconta-1(35),1(36),2,4,9,19,21,25,28,30,32,34-dodecaen-13-yl acetate |
| RIFAMIXIN |
| Rifacol |
| 2,7-(Epoxy[1,11,13]pentadecatrienoimino)furo[2'',3'':7',8']naphth[1',2':4,5]imidazo[1,2-a]pyridine-1,15(2H)-dione, 25-(acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)- |
| l105sv |
| Rifaximin |
| l105 |
| MFCD00864973 |
| (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,36-Tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1.0.0.0]heptatriaconta-1(35),2,4,9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate |
| fatroximin |
| 28e))-27r |
