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US 2010/0144712 A1Published application
Triazole derivatives having antifungal activity, method for the preparation thereof, and pharmaceutical composition comprising the same
AssigneesKorea Research Institute of Chemical Technology, Chemon Inc.
InventorsBum Tae Kim, Yong Ki Min, Jung Nyoung Heo, Hyuk Lee, Sung Youn Chang, No Kyun Park, Si-Whan Song, Jung-Ja Oh
Life of this patent
Estimating the term…
Abstract
A triazole derivative of formula 1 or a pharmaceutically acceptable salt, hydrate, solvate or isomer thereof is superior to the conventional antifungal drugs in antifungal activity against a wide spectrum of pathogenic fungi, and has advantageously low toxicity.
Claims10
A compound of formula 1 or a pharmaceutically acceptable salt, hydrate, solvate or isomer thereof:
- wherein,
- n is 1 or 2;
- A is a direct bond, C═O or CH2;
- R is a 5 to 10-membered mono- or bi-cyclic heteroaryl ring containing 1 to 4 atoms each independently selected from the group consisting of N, O and S in its ring structure, which is substituted with one or more substituents each independently selected from the group consisting of hydrogen, halogen, hydroxy, cyano, nitro, amino, hydroxycarbonyl, C1-6alkyl, C1-6alkenyl, C1-6alkynyl, C1-6alkoxy, hydroxyl C1-6alkyl, C1-6alkoxy C1-6alkyl, perfluoro C1-6alkyl, perfluoro C1-6alkoxy, C1-6alkylamino, diC1-6alkylamino, aminoC1-6alkyl, C1-6alkylamino C1-6alkyl, diC1-6alkylamino C1-6alkyl, C1-6acyl, C1-6acyloxy, C1-6acyloxyC1-6alkyl, C1-6acylamino, C1-6alkylthio, C1-6alkylthiocarbonyl, C1-6alkylthioxo, C1-6alkoxycarbonyl, C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl, C1-6alkylaminosulfonyl, diC1-6alkylaminosulfonyl, 3- to 8-membered cycloalkyl, 3- to 8-membered cycloalkoxy, 3- to 8-membered cycloalkyl-C1-6alkoxy, 3- to 8-membered cycloalkyl-C1-6alkylamino, N—C1-6alkyl N-3- to 8-membered cycloalkyl-C1-6alkylamino, 4- to 8-membered heterocycloalkyl, 4- to 8-membered heterocycloalkyl-C1-6alkoxy, 4- to 8-membered heterocycloalkyl-C1-6alkylamino, N—C1-6alkyl N-4- to 8-membered heterocycloalkyl-C1-6alkylamino, heteroaryl-C1-6alkyl, heteroaryl-C1-6alkoxyl, heteroaryl-C1-6alkylamino, N—C1-6alkyl N-heteroaryl-C1-6alkylamino, phenyl and monocyclic heteroaryl.
1 more element
A method for preparing a compound of formula 1c-1, comprising the steps of:
- 1) reacting a compound of formula 19 with hydroxylamine in the presence of a base to obtain a compound of formula 20;
- 2) reacting the compound of formula 20 with ethyl chlorooxoacetate to obtain a compound of formula 21;
- and
- 3) reacting the compound of formula 21 with a compound of formula 8:
- wherein,
- n is 1 or 2;
- and
- R8 is hydrogen, halogen, hydroxy, C1-6alkoxy cyano, nitro, amino, hydroxycarbonyl, C1-6alkyl, C1-6alkynyl, C1-6alkoxy, hydroxyC1-6alkyl, C1-6alkoxyC1-6alkyl, perfluoroC1-6alkyl, perfluoroC1-6alkoxy, C1-6alkylamino, diC1-6alkylamino, aminoC1-6alkyl, diC1-6alkylaminoC1-6alkyl, C1-6acyl, C1-6acyloxy, C1-6acyloxyC1-6alkyl, C1-6acylamino, C1-6alkylthio, C1-6alkylthiocarbonyl, C1-6alkylthioxo, C1-6alkoxycarbonyl, C1-6alkylsulfonyl, C1-6alkylsulfonylamino, aminosulfonyl, C1-6alkylaminosulfonyl, diC1-6alkylaminosulfonyl, 3- to 8-membered cycloalkyl or 4- to 8-membered heterocycloalkyl.
5 more elements
Dependencies are inferred from the claim text.