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ChemicalBook >> CAS DataBase List >>FidaxoMicin

FidaxoMicin

CAS No.
873857-62-6
Chemical Name:
FidaxoMicin
Synonyms
Fidaxomicin Crystalline;Dificid;OPT-80;CS-741;PAR-101;fedamycin;Fentanycin;FidaxoMicin;Fidaxomycin;FidaxoMicinr
CBNumber:
CB02582922
Molecular Formula:
C52H74Cl2O18
Molecular Weight:
1058.04
MDL Number:
MFCD27976367
MOL File:
873857-62-6.mol
MSDS File:
SDS
Last updated:2024-10-31 15:41:55

FidaxoMicin Properties

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
NCI Dictionary of Cancer Terms OPT-80; PAR-101
FDA UNII Z5N076G8YQ
NCI Drug Dictionary fidaxomicin
ATC code A07AA12

Pharmacokinetic data

Excreted unchanged in urine <1%
Volume of distribution Unknown
Biological half-life 8-10 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P305+P351+P338-P321
HS Code  2941900000
NFPA 704
0
2 0

FidaxoMicin price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1750 Fidaxomicin ≥98% (HPLC) 873857-62-6 1MG $340 2023-06-20 Buy
TCI Chemical F1216 Fidaxomicin 873857-62-6 25MG $104 2024-03-01 Buy
TCI Chemical F1216 Fidaxomicin 873857-62-6 100MG $287 2024-03-01 Buy
Cayman Chemical 15503 Fidaxomycin ≥95% 873857-62-6 10mg $61 2024-03-01 Buy
Cayman Chemical 15503 Fidaxomycin ≥95% 873857-62-6 50mg $118 2024-03-01 Buy
Product number Packaging Price Buy
SML1750 1MG $340 Buy
F1216 25MG $104 Buy
F1216 100MG $287 Buy
15503 10mg $61 Buy
15503 50mg $118 Buy

FidaxoMicin Chemical Properties,Uses,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

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]

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.

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

Global( 275)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou ICH Biofarm Co., Ltd 		+86-0571-28186870; +undefined8613073685410 sales@ichemie.com China 998 58
Shaanxi Haibo Biotechnology Co., Ltd 		+undefined18602966907 qinhe02@xaltbio.com China 997 58
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD. 		+86-18600796368 +86-18600796368 sales@sjar-tech.com China 375 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9218 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3009 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32820 60
AB PharmaTech,LLC 		323-480-4688 sales@acrospharmatech.com United States 989 55
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
Shaanxi Yikanglong Biotechnology Co., Ltd. 		17791478691 yklbiotech@163.com CHINA 296 58

View Lastest Price from FidaxoMicin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fidaxomicin pictures 2024-10-31 Fidaxomicin
873857-62-6
 US $40.00-74.00 / mg 99.82% 10g TargetMol Chemicals Inc.
Fidaxomicin pictures 2024-10-31 Fidaxomicin
873857-62-6
 US $0.00 / Kg/Bag 1KG 99%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
Fidaxomicin pictures 2024-10-16 Fidaxomicin
873857-62-6
 US $0.00 / g 1g More Than 99% 100kg/Month BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
  • Fidaxomicin pictures
  • Fidaxomicin
    873857-62-6
  • US $40.00-74.00 / mg
  • 99.82%
  • TargetMol Chemicals Inc.
  • Fidaxomicin pictures
  • Fidaxomicin
    873857-62-6
  • US $0.00 / Kg/Bag
  • 99%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Fidaxomicin pictures
  • Fidaxomicin
    873857-62-6
  • US $0.00 / g
  • More Than 99%
  • BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

FidaxoMicin Spectrum

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 Fidaxomycin Fidaxomicin, >=98% FidaxoMicin(LipiarMycin) ClostoMicin B1, LipiarMycin A3, TiacuMicin B, OPT 80 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 (OPT-80) Clostomicin B1 OPT-80;PAR-101;CLOSTOMICIN B1;TIACUMICIN B CS-741 fidaxomicin,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 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 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 Dificid Not for drug Fidaxomicin Crystalline (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 Fentanycin 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