Claims
- 1. A compound of formula (I):
- 2. A compound of formula (II)
- 3. A compound of formula (III):
- 4. A compound of formula (IV):
- 5. A compound of claim 1, wherein R9 is H, alkyl, or substituted alkyl.
- 6. A compound of claim 1, wherein R1 is methyl.
- 7. A compound selected from the group consisting of:
1-(4-ethylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-n-propyl-N-methylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide 1-(-4-n-propyl-N-methylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methyl-3-cyanoprop-1-yl}acetamide; 1-(-4-ethylpiperidyl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-hydroxy-2-methylprop-1-yl}acetamide; 1-(-4-n-propyl-N-methylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-hydroxyiminoprop-1-yl }acetamide; 1-(-4-n-propyl-N-methylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methoxyiminoprop-1-yl}acetamide; 1-(-3-n-butylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide 1-(4-n-pentylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3-methylbut-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1--(4-n-pentylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(-4-n-propyl-N-methylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2,2-difluoroprop-1-yl}acetamide; 1-(-4-n-pentylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2,2-difluoroprop-1-yl}acetamide; 1-(-4-(3-p-fluorophenyl)prop-1-ylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3,3-difluoroprop-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(-4-(3-p-chlorophenyl)prop-1-ylpyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(2,2-difluoropent-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide 1-(-4-n-propylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-pentyl-N-(2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-pentyl-N-(2-(R)-methyl-2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-pentyl-N-(2-(S)-methyl-2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(-4-n-pentyl-N-(3-hydroxyprop-1-yl)pyrrolidin-2-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3-methylbut-1-yl)-N-(2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3,3-difluoroprop-1-yl)-N-(2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-pentyl-N-(2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2,2-difluoroprop-1-yl}acetamide; 1-(4-n-pentylpiperid-6-yl)-N-{[3,4, 5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(1-ethylprop-1-yl)piperid-6-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-iso-propylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-n-butylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-cyclohexylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-ethyl-N-hydroxyethyl-piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-n-pentyl-N-hydroxyethyl-piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-( 4-n-propyl-N-hydroxyethyl-piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-propyl-N-(F-moc)-piperid-6-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-propyl-N-(carboxylic acid ethyl ester)-piperid-6-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-propyl-N-(carboxylic acid phenyl ester)-piperid-6-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(4,4-difluoropent-1-yl) pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3,3-difluorobut-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3,3-difluoropent-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-(3,3-difluoropent-1-yl)-N-(2-hydroxyeth-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(2,2-difluoroeth-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(3,3-difluoroprop-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(5,5-difluoropent-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(5-fluoropent-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(4-fluorobut-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(3-ethyl-3-hydroxypent-1-yl)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-butoxypiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-pentoxypiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(4-fluorobutoxy)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-butylprop-1-yl)pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methyl-allyl}acetamide; 1-(4-ethyl-N-ethyl-piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(3-fluoropropoxy)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-(3,3,3-trifluoropropoxy)piperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-iso-butylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-(4-n-propylpiperid-6-yl)-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2,2-difluoro-prop-1-yl}acetamide; 1-[4-n-propyl-4-fluoro-pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 1-[4-n-butyl-4-fluoro-pyrrolidin-2-yl]-N-{1-[3,4,5-trihydroxy-6-(methylthio)tetrahydropyran-2-yl]-2-methylprop-1-yl}acetamide; 4-Fluoro-4-propyl-pyrrolidine-2-carboxylic acid [2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydro-pyran-2-yl)-propyl]-amide; 4-Fluoro-4-propyl-pyrrolidine-2-carboxylic acid [2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydro-pyran-2-yl)-propyl]-amid; and and prodrugs, tautomers and pharmaceutically acceptable salts thereof.
- 8. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of any one of claims 1-7.
- 9. A method for the treatment of a microbial infection in a mammal comprising administering to the mammal a therapeutically effective amount of a compound of any one of claims 1-7.
- 10. The method according to claim 9, wherein the compound is administered to the mammal orally, parenterally, transdermally, topically, rectally, or intranasally in a pharmaceutical composition.
- 11. The method according to claim 9, wherein the compound is administered in an amount of from about 0.1 to about 100 mg/kg of body weight/day.
Parent Case Info
[0001] This application claims the benefit under 35 U.S.C. § 19(e) of U.S. Provisional Application No. 60/403,770 filed on Aug. 15, 2002, the disclosure of which is hereby incorporated by reference.
Provisional Applications (1)
|
Number |
Date |
Country |
|
60403770 |
Aug 2002 |
US |