ChemicalBook > CAS DataBase List > FidaxoMicin

FidaxoMicin

Product Name
FidaxoMicin
CAS No.
873857-62-6
Chemical Name
FidaxoMicin
Synonyms
Fidaxomicin Crystalline;Dificid;OPT-80;CS-741;PAR-101;fedamycin;FidaxoMicin;Fidaxomycin;FidaxoMicinr;Not for drug
CBNumber
CB02582922
Molecular Formula
C52H74Cl2O18
Formula Weight
1058.04
MOL File
873857-62-6.mol
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FidaxoMicin Property

Melting point:
161 °C
Boiling point:
1046.4±65.0 °C(Predicted)
Density 
1.33
storage temp. 
2-8°C
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Slightly)
form 
powder
pka
5.09±0.35(Predicted)
color 
White to Off-White
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Safety

HS Code 
2941900000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1750
Product name
Fidaxomicin
Purity
≥98% (HPLC)
Packaging
1MG
Price
$340
Updated
2023/06/20
TCI Chemical
Product number
F1216
Product name
Fidaxomicin
Packaging
25MG
Price
$104
Updated
2024/03/01
TCI Chemical
Product number
F1216
Product name
Fidaxomicin
Packaging
100MG
Price
$287
Updated
2024/03/01
Cayman Chemical
Product number
15503
Product name
Fidaxomycin
Purity
≥95%
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
15503
Product name
Fidaxomycin
Purity
≥95%
Packaging
50mg
Price
$118
Updated
2024/03/01
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FidaxoMicin Chemical Properties,Usage,Production

Description

Fidaxomicin (OPT-80) was approved by the U.S. FDA in May 2011 for the treatment of Clostridium difficile-associated diarrhea (CDAD), joining metronidazole and vancomycin as drugs recommended for treatment of C. difficile infections (CDI). Fidaxomicin, also known as lipiarmycin and tiacumicin, is an 18-membered macrolide natural product that was first reported in mid-1970s and is produced by fermentation. Fidaxomicin and its primary metabolite OP-1118, which results from hydrolysis of the isobutyryl ester, are narrowspectrum antibacterial agents with activity against gram-positive aerobic and anaerobic organisms, but not against gram-negative organisms. Fidaxomicin and OP-1118 exert their antibacterial activity by inhibiting bacterial RNA polymerase, thereby inhibiting bacterial protein synthesis.
The MIC90 (minimum inhibitory concentration to kill 90% of bacteria) for fidaxomicin against C.difficile is 0.125–0.25 μg/mL; OP- 1118 is 4- to 16-fold less potent than the parent compound. Fidaxomicin has been reported to spare native intestinal flora such as Bacteroides spp. and as such, may prevent selection of drug-resistant bacteria. Fidaxomicin is bactericidal to C. difficile and has a low propensity for resistance development with no cross-resistance to existing antibiotics. Fidaxomicin shows minimal systemic absorption following oral administration in preclinical studies and humans.

Originator

Optimer Pharmaceuticals (United States)

Uses

Fidaxomicin is a nonabsorbed macrocyclic antibiotic, and is the first antimicrobial to be approved by the FDA for the treatment of Clostridium difficile infection (CDI) in 20 years. Fidaxomicin works by inhibiting sporulation by CDI, sustaining clinical response and reducing recurrences of this pathogen.

Uses

Fidaxomicin is a recently marketed antibiotic with a confusing history dating back to its original isolation in 1975. Fidaxomicin is the major analogue of a family of macrocyclic lactones, isolated independently by three different groups from cultures belonging to three different genera (Actinoplanes, Dactylosporangium and Micromonospora) known as lipiarmycin A3, tiacumicin B and clostomicin B1, respectively. Fidaxomicin is a narrow spectrum antibiotic with excellent activity against Gram positive bacteria, notably Clostridium difficile. Fidaxomicin acts in the gastrointestinal tract without undue disruption to gut microbial flora.

Uses

Fidaxomycin is a natural macrocyclic antibiotic that inhibits RNA polymerase with selectivity for Gram-positive bacteria over Gram-negative bacteria (IC50s = 0.4 and 6 μM, respectively). It has potent antibacterial activity against most Gram-positive bacteria and effectively targets the Gram-positive C. difficile (MIC = 12 ng/ml). Orally administered fidaxomycin exhibits minimal systemic bioavailability resulting in maximal gastrointestinal tract distribution. Fidaxomycin is effective in clearing C. difficile infections while sparing Gram-negative bacteria in the gut.[Cayman Chemical]

Definition

ChEBI: An 18-membered macrolide that is a fermentation product obtained from the Actinomycete Dactylosporangium aurantiacum. A narrow spectrum antibiotic used for treatment of Clostridium difficile-related infections.

brand name

Dificid

Pharmaceutical Applications

Formerly known as difimicin. An 18-membered macrocyclic compound related to the tiacumicin group of antibiotics rather than conventional macrolides. It is active against staphylococci (MIC 0.5–2 mg/L) and most anaerobic Grampositive bacilli and cocci, but Gram-negative bacilli, including Gram-negative anaerobes, are resistant. It is very poorly absorbed when given orally and most interest surrounds its activity against C. difficile (MIC 0.12–0.25 mg/L). Such data as are presently available from clinical trials suggest that it is as safe and effective in the treatment of C. difficile-associated diarrhea as vancomycin.

Biochem/physiol Actions

Fidaxomicin is a first-in-class macrocyclic antibacterial agent for gram positive bacteria treatment, notably Clostridium difficile infections. Fidaxomicin produces its antibacterial effects by inhibiting bacterial RNA polymerase at transcription initiation. Furthermore, Fidaxomicin is an inhibitor of bacterial transcription. Fidaxomicin acts at an earlier step in the transcription initiation pathway. Specifically, Fidaxomicin binds to the DNA template-RNA polymerase complex and prevents the initial separation of DNA strands, which precedes messenger RNA synthesis by inhibiting the s subunit. Fidaxomicin′s unique target site may explain its limited spectrum of antimicrobial activity because s subunits differ among bacterial species.

Clinical Use

Macrolide antibacterial agent
Treatment of Clostridium Difficile infection

Drug interactions

Potentially hazardous interactions with other drugs
Anti-arryhthmics: avoid concomitant use with amiodarone and dronedarone.
Antibaterials: avoid concomitant use with clarithromycin and erythromycin.
Antifungals: avoid concomitant use with ketoconazole.
Calcium channel blockers: avoid concomitant use with verapamil.
Ciclosporin: increased fidaxomicin levels, avoid concomitant use.

Metabolism

Mainly metabolised by hydrolysis in the gut at the isobutyryl ester to form its main and microbiologically active metabolite, OP-1118. Over 92% of a dose is excreted in the faeces as either fidaxomicin or OP-1118, although very small amounts of OP-1118 have been recovered in the urine

FidaxoMicin Preparation Products And Raw materials

Raw materials

Preparation Products

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FidaxoMicin Suppliers

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View Lastest Price from FidaxoMicin manufacturers

Shaanxi Haibo Biotechnology Co., Ltd
Product
Fidaxomicin 873857-62-6
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-09-07
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Fidaxomicin 873857-62-6
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%min
Supply Ability
1000kg
Release date
2021-11-09
Hangzhou ICH Biofarm Co., Ltd
Product
Fidaxomicin 873857-62-6
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100kgs
Release date
2023-06-15

873857-62-6, FidaxoMicinRelated Search:

Natamycin Cyclophosphamide monohydrate Spiramycin Liraglutide Pimecrolimus Sofosbuvir Rivaroxaban SPECTINOMYCIN DIHYDROCHLORIDE Nintedanib VE-821 CP 945598 hydrochloride Veliparib 4-Chloro-N-[2-[[5-(trifluoromethyl)-2-pyridinyl]sulfonyl]ethyl]benzamide Olaparib

  • 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
  • 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)-
  • 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)-eth
  • Fidaxomicin R-Tiacumicin B
  • 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)-hydro
  • Fidaxomicin Crystalline
  • Fidaxomycin
  • Fidaxomicin, >=98%
  • FidaxoMicin(LipiarMycin)
  • ClostoMicin B1, LipiarMycin A3, TiacuMicin B, OPT 80
  • Fidaxomicin (OPT-80)
  • Clostomicin B1
  • OPT-80;PAR-101;CLOSTOMICIN B1;TIACUMICIN B
  • CS-741
  • 3-(((6-Deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-β-D-mannopyranosyl)oxy)-methyl)-12(R)-[(6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-β-D-lyxo-hexopyranosyl)oxy]-11(S)-ethyl-8(S)-hydroxy-18(S)-(1(R)-hydroxy
  • 3-(((6-Deoxy-4-O-(3,5-dichloro-2-ethyl-4,6-dihydroxybenzoyl)-2-O-methyl-β-D-mannopyranosyl)oxy)-methyl)-12(R)-[(6-deoxy-5-C-methyl-4-O-(2-methyl-1-oxopropyl)-β-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
  • fidaxomicin,Dificid
  • Dificid
  • 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,...
  • Lipiarmycin A3
  • FidaxoMicin USP/EP/BP
  • FidaxoMicinr
  • US-DMF No.: 028803
  • Fidaxomicin D7Q: What is Fidaxomicin D7 Q: What is the CAS Number of Fidaxomicin D7 Q: What is the storage condition of Fidaxomicin D7 Q: What are the applications of Fidaxomicin D7
  • FidaxomicinQ: What is Fidaxomicin Q: What is the CAS Number of Fidaxomicin Q: What is the storage condition of Fidaxomicin Q: What are the applications of Fidaxomicin
  • Not for drug
  • (2R,3S,4S,5S,6R)-6-(((3E,5E,8S,9E,11S,12R,13E,15E,18S)-12-(((2R,3S,4R,5S)-3,4-Dihydroxy-5-(isobutyryloxy)-6,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-11-ethyl-8-hydroxy-18-((R)-1-hydroxyethyl)-9,13,15-trimethyl-2-oxooxacyclooctadeca-3,5,9,13,15-pentaen-3-yl)methoxy)-4-hydroxy-5-methoxy-2-methyltetrahydro-2H-pyran-3-yl 3,5-dichloro-2-ethyl-4,6-dihydroxybenzoate
  • fedamycin
  • 873857-62-6
  • 52H74Cl2O18
  • C52H74Cl2O18
  • Fidaxomicin and Impurities
  • http://www.bocsci.com/fidaxomicin-cas-873857-62-6-item-471588.html
  • Antibiotic
  • APIs
  • Inhibitor
  • Inhibitors
  • SiChem