Combinatorial synthesis and high-throughput screening of a Rev-inhibiting arylidenediamide array

Claim 2

An n×m×p array of different chemical compounds each having the following scaffold structure: ##STR7## wherein n, m and p are integers, A, B and C are diversity elements and at least one of A, B, or C is one of the following moieties: ##STR8##

Claim 3

The array of claim l wherein n≧5, m≧2 and p≧1 .

Claim 4

The array of claim 1 wherein the product of n, m and p is≧25.

Claim 5

The array of claim 1 wherein n≧8, m≧12 and p≧2.

Claim 6

An n×m×p array of different chemical compounds having the following scaffold structure: ##STR9## wherein n is 8, m is 32 and p is 40 and "A" is phenyl, m-methoxyphenyl, 2-naphthyl, 2-thiophenyl, α,α,α-trifluoro-p-toluyl, 2,4-dichlorophenyl, p-toluyl, or m-toluyl; "B" is 2,4-difluorophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, α,α,α-trifluoro-m-toluyl, α,α,α-trifluoro-p-toluyl, o-toluyl, m-toluyl, p-toluyl, 4-ethylphenyl, phenyl, 4-biphenylyl, 1-naphthyl, 4-(trifluoromethoxy)phenyl, 3-(phenoxy)phenyl, 2-thiophenyl, 3-thiophenyl, 3,5-difluorophenyl, 3-pyridinyl, 4-pyridinyl, 4-chlorophenyl, 3-quinolinyl, 4-quinolinyl, 2-furyl, 3-furyl, or 5-methylfur-2-yl; and "C" is (2-tetrahydrofuryl)methyl, isobutyl, (+)-sec-butyl, cyclobutyl, cyclohexyl, 1-ethylpropyl, 2-hydroxyethyl, (+)-hydroxypropyl, 2-hydroxyphenethyl, (-)-ephidryl, 1-hydroxy-4-methylpent-2-yl, pentamethylenyl, 3-benzylpentamethylenyl, 2,2'-bis-ethylether, 4-phenylbut-2-yl, 3-phenylpropyl, benzyl, phenethyl, 1,2,3,4-terahydronaphthyl, 2-(p-toluyl)ethyl, diphenylmethyl, 2,2-diphenylethyl, 1-indanyl, 2-phenethyl, (1-naphthyl)methyl, (2-furyl)methyl, 3,4-dimethoxyphenethyl, N-ethylcarboxy-2,2'-aminodiethyl, 2-(N-pyrrolidinyl)ethyl, N-phenyl-2,2'-aminodiethyl, 1-benzyl-4-piperidinyl, N-piperonyl-2,2'-aminodiethyl, 3-(4-morpholinyl)propyl, 3(1-imidazolyl)propyl, 3-(N,N-dimethylamino)propyl, N-(α,α,α-trifluoro-m-toluyl)-2,2'-aminodiethyl, (2-pyridinyl)methyl, 2-(1-piperidinyl)ethyl, or N-methyl-2,2'-aminodiethyl.

Claim 7

An n×m×p array of different chemical compounds having the following scaffold structure: ##STR9## wherein n is 8, m is 32 and p is 40 and "A" is phenyl, m-methoxyphenyl, 2-naphthyl, 2-thiophenyl, α,α,α-trifluoro-p-toluyl, 2,4-dichlorophenyl, p-toluyl, or m-toluyl; "B" is 2,4-difluorophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, α,α,α-trifluoro-m-toluyl, α,α,α-trifluoro-p-toluyl, o-toluyl, m-toluyl, p-toluyl, 4-ethylphenyl, phenyl, 4-biphenylyl, 1-naphthyl, 4-(trifluoromethoxy)phenyl, 3-(phenoxy)phenyl, 2-thiophenyl, 3-thiophenyl, 3,5-difluorophenyl, 3-pyridinyl, 4-pyridinyl, 4-chlorophenyl, 3-quinolinyl, 4-quinolinyl, 2-furyl, 3-furyl, or 5-methylfur-2-yl; and "C" is (2-tetrahydrofuryl)methyl, isobutyl, (+)-sec-butyl, cyclobutyl, cyclohexyl, 1-ethylpropyl, 2-hydroxyethyl, (+)-hydroxypropyl, 2-hydroxyphenethyl, (-)-ephidryl, 1-hydroxy-4-methylpent-2-yl, pentamethylenyl, 3-benzylpentamethylenyl, 2,2'-bis-ethylether, 4-phenylbut-2-yl, 3-phenylpropyl, benzyl, phenethyl, 1,2,3,4-terahydronaphthyl, 2-(p-toluyl)ethyl, diphenylmethyl, 2,2-diphenylethyl, 1-indanyl, 2-phenethyl, (1-naphthyl)methyl, (2-furyl)methyl, 3,4-dimethoxyphenethyl, N-ethylcarboxy-2,2'-aminodiethyl, 2-(N-pyrrolidinyl)ethyl, N-phenyl-2,2'-aminodiethyl, 1-benzyl-4-piperidinyl, N-piperonyl-2,2'-aminodiethyl, 3-(4-morpholinyl)propyl, 3(1-imidazolyl)propyl, 3-(N,N-dimethylamino)propyl, N-(α,α,α-trifluoro-m-toluyl)-2,2'-aminodiethyl, (2-pyridinyl)methyl, 2-(1-piperidinyl)ethyl, or N-methyl-2,2'-aminodiethyl.

Claim 8

The array of claim 1 wherein each compound is different.

Claim 9

A compound from the array of claim 1.

Claim 10

A compound from the array of claim 5.

Claim 11

A compound comprising the scaffold: ##STR10## wherein A, B, and C are diversity elements, and one of the following combinations of diversity elements: __________________________________________________________________________ A B C __________________________________________________________________________ 2,4-dichlorophenyl phenyl cyclohexyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 2-(p-toluyl)ethyl 2-naphthyl α,α,α-trifluoro-p-toluyl diphenylmethyl p-toluyl 2,4-difluorophenyl 2-hydroxyphenethyl 2-naphthyl 3-quinolinyl (1-naphthyl)methyl 2-naphthyl α,α,α-trifluoro-p-toluyl 4-phenylbut-2-yl 2,4-dichlorophenyl 4-biphenylyl diphenylmethyl 2-naphthyl 4-(trifluoromethoxy)phenyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl 3-(phenoxy)phenyl 2-(p-toluyl)ethyl p-toluyl 2-chlorophenyl 3-(4-morpholinyl)propyl 2-naphthyl 2,4-dichlorophenyl 2-hydroxyphenethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 3-benzylpentamethylenyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl 2-(p-toluyl)ethyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl 1,2,3,4-tetrahydronaphth-1-yl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl diphenylmethyl 2,4-dichlorophenyl 4-biphenylyl 2-(p-toluyl)ethyl 2-naphthyl m-anisyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl (1-naphthyl)methyl 2,4-dichlorophenyl 4-biphenylyl benzyl 2,4-dichlorophenyl 3,5-difluorophenyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1-hydroxy-4-methylpent-2-yl 2-naphthyl 4-(trifluoromethoxy)phenyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl pent-3-yl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 2-furyl 2-naphthyl 2,4-difluorophenyl (1-naphthyl)methyl 2-naphthyl 3-chlorophenyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 1-indanyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1-indanyl α,α,α-trifluoro-p-toluyl 4-chlorophenyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl 4-biphenylyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl m-anisyl phenethyl phenyl 2-fluorophenyl 3-pyridinyl 2,4-dichlorophenyl 3,5-difluorophenyl 3-pyridinyl 2-naphthyl 2,4-dichlorophenyl 3-pyridinyl 2-naphthyl α,α,α-trifluoro-p-toluyl 3-benzylpentamethylenyl 2-naphthyl α,α,α-trifluoro-p-toluyl 3-phenylpropyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl N-phenyl-2,2'-aminodiethyl 2,4-dichlorophenyl 4-biphenylyl phenethyl 2,4-dichlorophenyl 4-biphenylyl 1-indanyl 2-naphthyl 4-fluorophenyl 2,2-diphenylethyl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl α,α,α-trifluoro-p-toluyl N-(α,α,α-trifluoro-m-toluyl)- 2,2'-aminodiethyl p-toluyl 2-chlorophenyl (1-naphthyl)methyl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl N-phenyl-2,2'-aminodiethyl 2,4-dichlorophenyl 4-biphenylyl (1-naphthyl)methyl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl __________________________________________________________________________

Claim 12

A compound comprising the scaffold: ##STR10## wherein A, B, and C are diversity elements, and one of the following combinations of diversity elements: __________________________________________________________________________ A B C __________________________________________________________________________ 2,4-dichlorophenyl phenyl cyclohexyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 2-(p-toluyl)ethyl 2-naphthyl α,α,α-trifluoro-p-toluyl diphenylmethyl p-toluyl 2,4-difluorophenyl 2-hydroxyphenethyl 2-naphthyl 3-quinolinyl (1-naphthyl)methyl 2-naphthyl α,α,α-trifluoro-p-toluyl 4-phenylbut-2-yl 2,4-dichlorophenyl 4-biphenylyl diphenylmethyl 2-naphthyl 4-(trifluoromethoxy)phenyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl 3-(phenoxy)phenyl 2-(p-toluyl)ethyl p-toluyl 2-chlorophenyl 3-(4-morpholinyl)propyl 2-naphthyl 2,4-dichlorophenyl 2-hydroxyphenethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 3-benzylpentamethylenyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl 2-(p-toluyl)ethyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl 1,2,3,4-tetrahydronaphth-1-yl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl diphenylmethyl 2,4-dichlorophenyl 4-biphenylyl 2-(p-toluyl)ethyl 2-naphthyl m-anisyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl (1-naphthyl)methyl 2,4-dichlorophenyl 4-biphenylyl benzyl 2,4-dichlorophenyl 3,5-difluorophenyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1-hydroxy-4-methylpent-2-yl 2-naphthyl 4-(trifluoromethoxy)phenyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl pent-3-yl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl 2,2-diphenylethyl 2-naphthyl α,α,α-trifluoro-m-toluyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-m-toluyl 2-furyl 2-naphthyl 2,4-difluorophenyl (1-naphthyl)methyl 2-naphthyl 3-chlorophenyl diphenylmethyl 2-naphthyl α,α,α-trifluoro-p-toluyl 1-indanyl 2-naphthyl α,α,α-trifluoro-m-toluyl 1-indanyl α,α,α-trifluoro-p-toluyl 4-chlorophenyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl 4-biphenylyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl m-anisyl phenethyl phenyl 2-fluorophenyl 3-pyridinyl 2,4-dichlorophenyl 3,5-difluorophenyl 3-pyridinyl 2-naphthyl 2,4-dichlorophenyl 3-pyridinyl 2-naphthyl α,α,α-trifluoro-p-toluyl 3-benzylpentamethylenyl 2-naphthyl α,α,α-trifluoro-p-toluyl 3-phenylpropyl α,α,α-trifluoro-p-toluyl α,α,α-trifluoro-p-toluyl N-phenyl-2,2'-aminodiethyl 2,4-dichlorophenyl 4-biphenylyl phenethyl 2,4-dichlorophenyl 4-biphenylyl 1-indanyl 2-naphthyl 4-fluorophenyl 2,2-diphenylethyl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl 1,2,3,4-tetrahydronaphth-1-yl 2-naphthyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl 2,4-dichlorophenyl α,α,α-trifluoro-p-toluyl N-(α,α,α-trifluoro-m-toluyl)- 2,2'-aminodiethyl p-toluyl 2-chlorophenyl (1-naphthyl)methyl α,α,α-trifluoro-p-toluyl 3-(phenoxy)phenyl N-phenyl-2,2'-aminodiethyl 2,4-dichlorophenyl 4-biphenylyl (1-naphthyl)methyl 2,4-dichlorophenyl α,α,α-trifluoro-m-toluyl 1,2,3,4-tetrahydronaphth-1-yl __________________________________________________________________________