Not Intended for Therapeutic Use. For research use only.

Fidaxomicin - CAS 873857-62-6

Quick Inquiry

Name:
* Email:
* Service & Products of Interest:
* Quantity:
* Verification code:
Please input "bocsci" as verification code.
Category
Inhibitor
Product Name
Fidaxomicin
Catalog Number
873857-62-6
Synonyms
FidaxoMicin; 3-(((6-Deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-b-D-mannopyranosyl)oxy)-methyl)-12(R)-[(6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-b-D-lyxo-hexopyranosyl)oxy]-11(S)-ethyl-8(S)-hydroxy-18(S)-(1(R)-hydroxyethyl)-9,13,15-trimethyloxacyclooctadeca-3,5,9,13,15-pentaene-2-one; OPT-80; PAR-101; R-Tiacumicin B; FidaxoMicin(LipiarMycin); ClostoMicin B1, LipiarMycin A3, TiacuMicin B, OPT 80; Oxacyclooctadeca-3,5,9,13,15-pentaen-2-one, 3-[[[6-deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-β-D-mannopyranosyl]oxy]methyl]-12-[[6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-β-D-lyxo-hexopyranosyl]oxy]-11-ethyl-8-hydroxy-18-[(1R)-1-hydroxyethyl]-9,13,15-trimethyl-, (3E,5E,8S,9E,11S,12R,13E,15E,18S)-
CAS Number
873857-62-6
Description
Fidaxomicin(OPT-80; PAR-101) is a new class of narrow spectrum macrocyclic antibiotic drug; selective eradication of pathogenic Clostridium difficile with minimal disruption to the multiple species of bacteria that make up the normal, healthy intestinal flora.
Molecular Weight
1058.06
Molecular Formula
C52H74CL2O18
Quantity
Milligrams-Grams
Quality Standard
In-house Standard
COA
Certificate of Analysis-Fidaxomicin 873857-62-6 B14Q0315  
MSDS
Inquire
Canonical SMILES
CCC1C=C(C(CC=CC=C(C(=O)OC(CC=C(C=C(C1OC2C(C(C(C(O2)(C)C)OC(=O)C(C)C)O)O)C)C)C(C)O)COC3C(C(C(C(O3)C)OC(=O)C4=C(C(=C(C(=C4O)Cl)O)Cl)CC)O)OC)O)C
InChI
1S/C52H74Cl2O18/c1-13-30-22-26(6)33(56)18-16-15-17-31(23-66-51-45(65-12)42(61)44(29(9)67-51)69-49(64)35-32(14-2)36(53)39(58)37(54)38(35)57)48(63)68-34(28(8)55)20-19-25(5)21-27(7)43(30)70-50-41(60)40(59)46(52(10,11)72-50)71-47(62)24(3)4/h15-17,19,21-22,24,28-30,33-34,40-46,50-51,55-61H,13-14,18,20,23H2,1-12H3/b16-15+,25-19+,26-22-,27-21+,31-17+/t28-,29-,30+,33+,34+,40-,41+,42+,43+,44-,45+,46+,50-,51-/m1/s1
InChIKey
ZVGNESXIJDCBKN-LGPUCNCQSA-N
Targets
Antibacterial
Size Price Stock Quantity
50 mg $298 In stock
100 mg $498 In stock
1 g $698 In stock

Bulk Inquiry

Name:
* Email:
* Service & Products of Interest:
* Quantity:
* Verification code:
Please input "bocsci" as verification code.
Structure
CAS 873857-62-6 Fidaxomicin
Specification
Purity
≥ 98.0%
Appearance
White powder
Application
One of the first narrow spectrum macrocyclic antibiotic; FDA approved on May 27, 2011
Storage
-20°C
Solubility
Sparingly soluble in methanol; slightly soluble in water and insoluble in chloroform.
Related Antibacterial Products
  • CAS 900814-48-4 AVX 13616

    AVX 13616
    (CAS: 900814-48-4)

    AVX 13616 shows the potent in vivo antibacterial activity of Avexa’s lead antibacterial candidate, particularly against drug-resistant Staphylococcus pathogens....

  • CAS 122841-10-5 Cefoselis

    Cefoselis
    (CAS: 122841-10-5)

    Cefoselis, a new parenteral cephalosporin, was active against clinical isolates of both gram-positive and gram-negative aerobic bacteria. The activity of Cefose...

  • CAS 1257426-19-9 TBA-354

    TBA-354
    (CAS: 1257426-19-9)

    TBA-354 is narrow spectrum and bactericidal in vitro against replicating and nonreplicating Mycobacterium tuberculosis, with potency similar to that of delamani...

  • Lascufloxacin
    (CAS: 848416-07-9)

    Lascufloxacin is an antibacterial drug candidate. Phase-III clinical trials in Respiratory tract infections and in Community-acquired pneumonia in Japan were on...

  • CAS 354812-41-2 Moxifloxacin

    Moxifloxacin
    (CAS: 354812-41-2)

    Moxifloxacin, a fourth-generation synthetic fluoroquinolone antibacterial agent used to treat a number of infections, including: respiratory tract infections, c...

  • CAS 6004-24-6 Hexadecylpyridinium chloride monohydrate

    Hexadecylpyridinium chloride monohydrate
    (CAS: 6004-24-6)

    Hexadecylpyridinium chloride monohydrate is a broad antimicrobial spectrum with a rapid bactericidal effect on gram-positive pathogens and a fungicide effect on...

  • CAS 1393-48-2 Thiostrepton

    Thiostrepton
    (CAS: 1393-48-2)

    Thiostrepton, a kind of natural peptide thiazole antibiotic, has been found to be effective in restraining the protein synthesis and could also influence the ce...

  • CAS 114-07-8 Erythromycin

    Erythromycin
    (CAS: 114-07-8)

    Erythromycin is a macrolide antibiotic that has an antimicrobial spectrum similar to or slightly wider than that of penicillin (IC50=1.5 μg/ml).

  • CAS 101363-10-4 Rufloxacin

    Rufloxacin
    (CAS: 101363-10-4)

    Rufloxacin, a quinolone derivative, is an antibiotic which could restrain the differentiation of B-cell and selectively act on DNA gyrase.

  • CAS 104376-79-6 Ceftriaxone Sodium Trihydrate

    Ceftriaxone Sodium Trihydrate
    (CAS: 104376-79-6)

    Ceftriaxone sodium trihydrate is a third-generation cephalosporin antibiotic.

  • CAS 127294-70-6 Balofloxacin

    Balofloxacin
    (CAS: 127294-70-6)

    Balofloxacin is a quinolone antibiotic, inhibiting the synthesis of bacterial DNA by interference with the enqyme DNA gyrase.

  • CAS 102-65-8 Sulfaclozine

    Sulfaclozine
    (CAS: 102-65-8)

    Sulfaclozine, a sulfonamide derivative, is a potent antibacterial and anticoccidial agent which is commonly used as a veterinary drug.

  • LY 186826
    (CAS: 126165-79-5)

    LY 186826 is an antibacterial agent with bicyclic pyrazolidinones containing a novel aza-γ-lactam ring structure. The properties of this compound appear to be r...

  • CAS 66309-69-1 Cefotiam Dihydrochloride

    Cefotiam Dihydrochloride
    (CAS: 66309-69-1)

    Cefotiam hydrochloride is a third generation beta-lactam cephalosporin antibiotic for treatment of severe infections caused by susceptible bacteria.

  • CAS 137330-13-3 Tilmicosin phosphate

    Tilmicosin phosphate
    (CAS: 137330-13-3)

    Tilmicosin phosphate, an antibiotic, has been commonly used as a veterinary drug against ovine respiratory disease for bovine and ovine.

  • CAS 121577-32-0 Gatifloxacin hydrochloride

    Gatifloxacin hydrochloride
    (CAS: 121577-32-0)

    Gatifloxacin (hydrochloride) is an antibiotic of the fourth-generation fluoroquinolone family, it inhibits the bacterial enzymes DNA gyrase and topoisomerase IV...

  • CAS 120410-24-4 Biapenem

    Biapenem
    (CAS: 120410-24-4)

    Biapenem (INN) is a carbapenem antibiotic. It has in vitro activity against anaerobes.

  • CAS 443-48-1 Metronidazole

    Metronidazole
    (CAS: 443-48-1)

    Metronidazole, a synthetic antibacterial and antiprotozoal agent of the nitroimidazole class, is used against protozoa.

  • CAS 64-73-3 Demeclocycline HCl

    Demeclocycline HCl
    (CAS: 64-73-3)

    Demeclocycline HCl is a tetracycline antibiotic via inhibition of protein synthesis by bacteria, used for the treatment of bacterial infections.

  • CAS 35523-45-6 Fludalanine

    Fludalanine
    (CAS: 35523-45-6)

    Fludalanine, an analogue of D-alanine that irreversibly inactivates the racemase, inhibits the synthetase.

Reference Reading
1.Economic assessment of fidaxomicin for the treatment of Clostridium difficile infection (CDI) in special populations (patients with cancer, concomitant antibiotic treatment or renal impairment) in Spain
C. Rubio-Terrés & J. Cobo Reinoso & S. Grau Cerrato & J. Mensa Pueyo. Eur J Clin Microbiol Infect Dis (2015) 34:2213–2223
Fidaxomicin is an antibiotic that belongs to the class of the macrocyclics and is indicated for the treatment of CDI. In clinical trials, fidaxomicin, when compared to vancomycin, was non-inferior for the clinical cure of patients with CDI and superior for the reduction of recurrence rates, with a greater sustained response after 30 days. Of the patients included in the clinical trials, additional subgroup analyses were performed in patient subgroups with a higher risk of recurrence than the overall CDI population. These subgroups were patients with cancer [odds ratio (OR)=0.37; p=0.018], patients treated with concomitant antibiotic treatment (OR=0.492; p=0.0499) and patients with renal impairment (OR=0.487; p<0.001). Moreover, in these patients, CDI had a greater impact on morbidity and mortality and increased hospital costs compared to the overall CDI patient group.
2.Clostridium difficile: Deleterious Impact on Hematopoietic Stem Cell Transplantation
Alejandro Callejas-Díaz & Juan C. Gea-Banacloche. Curr Hematol Malig Rep (2014) 9:85–90
Newer treatment modalities include fidaxomicin (a nonabsorbable antibiotic with narrow spectrum of action that has shown to be noninferior to vancomycin) and fecal transplantation, a modality that attempts to restore the intestinal flora and has shown to be superior to oral vancomycin in a randomized controlled trial. The 2013 European guidelines state there is not enough evidence to make a recommendation regarding the use of fidaxomicin. A retrospective single-center study of the use of fidaxomicin in transplant (mainly solid organ) recipients did not find significant differences in outcome among the fifteen patients (including one HSCT recipient) who received fidaxomicin and the 44 who received conventional treatment. The authors emphasize no VRE colonization was observed in the fidaxomicin recipients, although this was not statistically significant. A subgroup analysis of the fidaxomicin trials focusing in cancer patients suggests it may be superior to vancomycin in this population, but by its nature it cannot be considered other than hypothesis-generating (no HSCT recipients seem to have been included). The first report of successful use of fecal transplantation in an HSCT recipient with severe CDI refractory to medical therapy CDI was published in 2012. The patient developed CDI almost a year after HSCT, following chemotherapy for a relapse of the acute lymphoblastic leukemia that had been the indication for transplant, and over the course of three weeks failed treatment with metronidazole, vancomycin, intravenous immunoglobulin, fidaxomicin, rifaximin and tigecycline. She responded promptly to a fecal transplant from her husband, instilled in the upper jejunum by a naso-jejunal tube.
3.Clostridium difficile: Changing Epidemiology, Treatment and Infection Prevention Measures
Jane A. Cecil. Curr Infect Dis Rep (2012) 14:612–619
In May 2011, fidaxomicin became the second drug to be approved by the FDA for treatment of CDI in adults, with a recommended dose of 200 mg twice daily. Fidaxomicin has several potential advantages in that it is associated with minimal systemic absorption, it has a narrow spectrum of activity with less effect on the normal colonic flora compared to other agents with an associated lower risk of selecting for resistant pathogens, and it is a bactericidal antibiotic unrelated to antibiotics used for systemic infections. The FDA’s approval of fidaxomicin was based on a the results of a multicenter, double-blind, randomized, parallel-group trial in which 629 patients with CDI were randomized to receive either fidaxomicin (200 mg by mouth every 12 hours) or oral vancomycin (125 mg every 6 hours) for 10 days. Patients were evaluated for clinical cure and for recurrence within 4 weeks of completing treatment. The rates of clinical cure with fidaxomicin were not inferior to those with vancomycin in both the modified intention-to-treat analysis (88.2 % for fidaxomicin, 85 % with vancomycin) and the per-protocol analysis (92.1 % with fidaxomicin, 89.8 % with vancomycin). Significantly fewer patients in the fidaxomicin group experienced a recurrence of CDI relative to the vancomycin group in both analyses (15.4 % vs. 25.3 %, P00.005, in the modified intention-to-treat analysis). Lower rates of recurrence were not seen in patients infected with the NAP-1 strain, however, and there was a similar loss of efficacy for both drugs in these patients. In a subgroup analysis of 128 patients in the per-protocol population that had had a recent episode of CDI prior to the diagnosis of CDI at study enrollment, initial response to therapy was similar with both drugs (>90 % cure). However, a second recurrence occurred within 4 weeks in 35.5 % of patients treated with vancomycin and in 19.7 % of patients treated with fidaxomicin (P0 0.045). This is the only study to date evaluating the efficacy of fidaxomicin for the treatment of recurrent disease. Fidaxomicin is expensive, and its place in treatment algorithms for CDI, both initial and recurrent, remains to be fully determined. Additional studies of the efficacy of fidaxomicin in treating patients with multiple recurrences are needed and currently there are no published trials to support its use in this context.
4.Clostridium difficile Infection: Current and Emerging Therapeutics
Angie M. Jarrad, Mark A. T. Blaskovich, Dena Lyras, Matthew A. Cooper. Curr Treat Options Infect Dis (2015) 7:317–334
CDI can be difficult to treat with antibiotics, since recurrent infection is common. C. difficile forms dormant, persistent spores that are difficult to eradicate from hospitals and contribute to transmission, reinfection, and disease relapse. Metronidazole and vancomycin do not prevent spore formation or spore viability whereas fidaxomicin partially inhibits spore formation, which may contribute to reduced relapse rates in patients treated with the latter antibiotic. Antibiotic treatment also causes further damage to the gut microbiome, increasing patient susceptibility to recurrent disease. Vancomycin and metronidazole are broad spectrum antibiotics that can kill beneficial intestinal microbiota, while fidaxomicin has a narrower range, which probably allows the natural microbiota to be somewhat restored and therefore reduces CDI recurrence. Recurrent infection is increasingly being treated with microbiota restorative approaches, with fecal transplant as the most common approach. Emerging antimicrobial treatment options are focused on reducing recurrence by the development of C. difficile selective antimicrobials that are sporicidal and/or effective at inhibiting spore formation or outgrowth. Antimicrobial agents that are orally delivered but not absorbed well in the gastrointestinal tract are also preferred as this results in high concentrations in the colon and limits systemic side effects.
2005 - BOC Sciences | All rights reserved
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
BOCSciences
X CLOSE
DOWNLOAD