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fidaxomicin
EntityQ5446672· pop 18· linked from 190 articles

fidaxomicin

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Also known as Dificid, PAR-101, Difimicin, Lipiarmicin, PAR 101, OPT-80, Lipiarrmycin, Tiacumicin B

Fidaxomicin, sold under the brand name Dificid (by Merck) among others, is the first member of a class of narrow spectrum macrocyclic antibiotic drugs called tiacumicins. It is a fermentation product obtained from the actinomycete Dactylosporangium aurantiacum subspecies hamdenesis. Fidaxomicin is minimally absorbed into the bloodstream when taken orally, is bactericidal, and selectively eradicates pathogenic Clostridioides difficile with relatively little disruption to the multiple species of bacteria that make up the normal, healthy intestinal microbiota. The maintenance of normal physiolog

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
416459611
Drug.image
Fidaxomicin.svg
Drug.image_class
skin-invert-image
Drug.tradename
Dificid, others
Drug.DailyMedID
Fidaxomicin
Drug.pregnancy_AU
B1
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
A07
Drug.ATC_suffix
AA12
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.legal_EU
Rx-only
Drug.bioavailability
Minimal systemic absorption
Drug.elimination_half life
11.7 ± 4.80 hours

via Wikipedia infobox

Wikidata facts

Mass
1056.425
Has use
medication
Show 6 more facts
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
Commons category
Fidaxomicin
chemical formula
C₅₂H₇₄Cl₂O₁₈
isomeric SMILES
CCc1c(Cl)c(O)c(Cl)c(O)c1C(=O)O[C@H]1[C@H](O)[C@H](OC)[C@H](OC/C2=C\C=C\C[C@H](O)/C(C)=C/[C@H](CC)[C@@H](O[C@@H]3OC(C)(C)[C@@H](OC(=O)C(C)C)[C@H](O)[C@@H]3O)/C(C)=C/C(C)=C/C[C@@H]([C@@H](C)O)OC2=O)O[C@@H]1C
defined daily dose
0.4
Sources (7)

via Wikidata · CC0

~6 min read

Encyclopedic overview

6 sections
Contents
  • Mechanism
  • Biosynthesis
  • Clinical trials
  • Approvals and indications
  • Adverse effects
  • References

Fidaxomicin, sold under the brand name Dificid (by Merck) among others, is the first member of a class of narrow spectrum macrocyclic antibiotic drugs called tiacumicins. It is a fermentation product obtained from the actinomycete Dactylosporangium aurantiacum subspecies hamdenesis. Fidaxomicin is minimally absorbed into the bloodstream when taken orally, is bactericidal, and selectively eradicates pathogenic Clostridioides difficile with relatively little disruption to the multiple species of bacteria that make up the normal, healthy intestinal microbiota. The maintenance of normal physiological conditions in the colon may reduce the probability of recurrence of Clostridioides difficile infection.

It is marketed by Merck, which acquired Cubist Pharmaceuticals in 2015, and had in turn bought the originating company, Optimer Pharmaceuticals. It is used for the treatment of Clostridioides difficile infection, which is also known as Clostridioides difficile-associated diarrhea or Clostridioides difficile-associated illness (CDI), and can develop into Clostridioides difficile colitis and pseudomembranous colitis.

Excerpted from Wikipedia’s “fidaxomicin” article, available under the CC BY-SA 4.0 licence.