From Wikipedia, the free encyclopedia
Chemical compound
Abafungin
Trade names Abasol
Routes of administration Topical (
cream )
ATC code
N -[4-[2-(2,4-dimethylphenoxy)phenyl]-1,3-thiazol-2-yl]-1,4,5,6-tetrahydropyrimidin-2-amine
CAS Number
PubChem
CID
DrugBank
ChemSpider
UNII
ChEBI
CompTox Dashboard (
EPA )
ECHA InfoCard
100.125.129
Formula C 21 H 22 N 4 O S
Molar mass 378.49 g·mol−1 3D model (
JSmol )
CC1=CC(=C(C=C1)OC2=CC=CC=C2C3=CSC(=N3)NC4=NCCCN4)C
InChI=1S/C21H22N4OS/c1-14-8-9-18(15(2)12-14)26-19-7-4-3-6-16(19)17-13-27-21(24-17)25-20-22-10-5-11-23-20/h3-4,6-9,12-13H,5,10-11H2,1-2H3,(H2,22,23,24,25)
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N Y
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Abafungin (
INN ) is a broad-spectrum
antifungal agent with a novel mechanism of action for the treatment of
dermatomycoses .
Abasol is a
topical cream formulation of abafungin by
York Pharma .
[1]
History
Abafungin was first synthesized at
Bayer AG , Leverkusen, Germany. A study of
H2 -antagonists related to
famotidine , resulted in the discovery of its antifungal properties.
[2]
Its development seems to have been discontinued in 2009.
[3]
Mechanism of action
Unlike
imidazole - and
triazole -class antifungals, abafungin directly impairs the fungal cell membrane.
[2]
In addition, abafungin inhibits the enzyme
sterol 24-C-methyltransferase , modifying the composition of the fungal membrane.
[4]
Abafungin has antibiotic activity against
gram-positive bacteria as well as
sporicidal activity.
[5]
References
^
"Regulatory Update – Abasol" (PDF) . York Pharma. Archived from
the original (PDF) on September 27, 2007.
^
a
b Borelli C, Schaller M, Niewerth M, Nocker K, Baasner B, Berg D, et al. (August 2008).
"Modes of action of the new arylguanidine abafungin beyond interference with ergosterol biosynthesis and in vitro activity against medically important fungi" . Chemotherapy . 54 (4): 245–59.
doi :
10.1159/000142334 .
PMC
2818358 .
PMID
18587237 .
^
"Abafungin" . AdisInsight. Retrieved 5 May 2021 .
^ Ruiz-Ortega M, González S, Serón D, Condom E, Bustos C, Largo R, González E, Ortiz A, Egido J (December 1995).
"ACE inhibition reduces proteinuria, glomerular lesions and extracellular matrix production in a normotensive rat model of immune complex nephritis" . Kidney International . 48 (6): 1778–91.
doi :
10.1038/ki.1995.476 .
PMID
8587237 .
^ Ginter-Hanselmayer G (March 2009). Arbeitsunterlagen zur 42. wissenschaftlichen Fortbildungsveranstaltung für Apothekerinnen und Apotheker: Infektionskrankheiten . Österreichische Apothekerkammer. p. 103.
External links
Media related to
Abafungin at Wikimedia Commons
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