Hydroxy Terbinafine β-D-Glucuronide

• Catalog No.: H956175
• CAS Number: 99473-12-8
• M. F.: C27H33NO7
• M. W.: 483.55342

SYNONYMS

• IUPAC name: (2R,3R,4R,5S,6S)-6-{[(5E)-2,2-dimethyl-7-[methyl(naphthalen-1-ylmethyl)amino]hept-5-en-3-yn-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3R,4R,5S,6S)-6-{[(5E)-2,2-dimethyl-7-[methyl(naphthalen-1-ylmethyl)amino]hept-5-en-3-yn-1-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (E)-2,2-Dimethyl-7-[methyl(1-naphthalenylmethyl)amino]-5-hepten-3-ynyl β-D-Glucopyranosiduronic Acid

DATABASE IDS

• CAS Number: 99473-12-8

PROPERTIES

• Apperance: Yellow Solid
• Melting Point: 105-107°C
• Solubility: Methanol

DETAILS

Description (English)

A metabolite of Terbinafine, an orally active, antimycotic allylamine related to naftifine. A specfic inhibitor of squalene epoxidase, a key enzyme in fungal ergosterol biosynthesis.

REFERENCES

• Gazinger, U., et al.: Proc. 13th Int. Congr. Chemother., 6, 116/52 (1983)
• Shadomy, S., et al.: Sabouraudia, 23, 125 (1983)
• Evans, E.G.V., et al.: Brit. Med. J., 318, 1031 (1999)