Synthesis of [3,5,7]-1H-imidazo [1,5-a]imidazol-2 (3H)- one compounds
AssigneeTorrey Pines Institute for Molecular Studies
InventorsHassan M. ElAbdellaoui, John M. Ostresh, Richard A. Houghten
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Abstract
Individual substituted [3,5,7]-1H-imidazo[1,5-a]imidazol-2(3H)-one compounds and their pharmaceutically-acceptable salts are disclosed, as are libraries of such compounds. Methods of preparing and using the libraries of compounds as well as individual compounds of the libraries are also disclosed.
Claims9
A library of compounds having a structure corresponding to that shown in Formula I, below, or a pharmaceutically acceptable salt thereof:
- wherein:
- R1 and R2 are independently selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C7-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
- and
- R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C2-C10 alkenyl, C2-C10 substituted alkenyl, C2-C10 alkynyl, C2-C10 substituted alkynyl, C3-C7 substituted cycloalkyl, phenyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenylalkenyl group.
A library of compounds having a structure corresponding to that shown in the formula below, or a pharmaceutically acceptable salt thereof:
- wherein:
- R1 and R2 are independently benzyl, methyl or 2-propyl and R3 is methyl or 2-propyl.
A library of compounds having a structure corresponding to that shown in Formula I, below, or a pharmaceutically acceptable salt thereof:
- wherein:
- R1 and R2 are independently selected from the group consisting of a hydrido, methyl, benzyl, 2-butyl, aminobutyl, N,N-dimethyl-aminobutyl, N-methylaminobutyl, N-methyl-N-benzylaminobutyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, N,N-dimethyl-aminoethyl, N,N-dimethyl-aminopropyl, N′,N′,N′-trimethylguanidinopropyl, N′,N′,N′-tribenzylguanidinopropyl, N′,N′-dibenzylguanidinopropyl, N′-methylguanidinopropyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, N-methyl-3-indolylmethyl, 4-methoxybenzyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, 2-naphthylmethyl, and a 4-imidazolylmethyl group;
- and
- R3 is selected from the group consisting of a 1-phenyl-1-cyclopropyl, 1-phenylbutyl, 2-phenylbutyl, 3-fluorobenzyl, 3-bromobenzyl, α,α,α-trifluoro-m-xylyl, p-xylyl, 4-fluorobenzyl, 3-methoxybenzyl, 4-bromobenzyl, 4-methoxybenzyl, 4-ethoxybenzyl, 4-isobutyl-α-methylbenzyl, 3,4-dichlorobenzyl, 3,5-bis-(trifluoromethyl)benzyl, 2-(3, 4-dimethoxyphenyl)ethyl, 4-biphenylmethyl, β-methylstyryl, 2-(trifluoromethyl) styryl, 3,4-dimethoxybenzyl, 3,4-dihydroxy-benzyl, 2-methoxystyryl, 3,4-dihydroxystyryl, 2-hydroxystyryl, phenyl, 4-chlorostyryl, 3-methoxyphenyl, 4-isopropylphenyl, 4-vinylphenyl, 4-fluorophenyl, 4-bromophenyl, 3,4-dimethoxystyryl, 4-hydroxyphenyl, trans-styryl, 3,4-dimethylphenyl, 3 fluoro-4-methylphenyl, 3-bromo-4-methyl-phenyl, 3-iodo-4-methyl-phenyl, 3,4-dichlorophenyl, 4-biphenyl, 3,4-difluorophenyl, m-tolyl, benzyl, phenethyl, 3-methoxy-4-methylphenyl, 3-phenylpropyl, 4-butylphenyl, 3,5-dimethylphenyl, 3,5-bis-(trifluoromethyl)phenyl, 3,4-dimethoxyphenyl, 4-ethyl-4-biphenyl, 3,4,5-triethoxy-phenyl, propyl, hexyl, isopropyl, 2-butyl, isobutyl, 2-pentyl, isovaleryl, 3-heptyl, 1-propenyl, 2-propenyl, trans-2-pentenyl, 1-ethyl-1-pentenyl, p-tolyl, p-anisyl, t-butyl, neopentyl, cyclohexyl, cyclohexylmethyl, dicyclohexylmethyl, cyclohexylpropyl, cycloheptyl, methyl, 2-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclopentylethyl, 2-furyl, cyclohexylethyl, 4-methylcyclohexyl, 4-tert-butyl-cyclohexyl, 1-adamantyl, 4-methylcyclohexylmethyl, 1,3-pentadienyl, 2-buten-2-yl, 2-norbornanemethyl, 1-adamantanemethyl, 3-pentyl, and a 2-thiophene substituent.
Dependencies are inferred from the claim text.