AR062258A1 - TIENO-PIRROL CONDENSED HETEROCICLIC COMPOUNDS, PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM AND USES FOR THE TREATMENT OF HCV INFECTION - Google Patents

Abstract

Claim 1: A compound characterized in that it responds to formula (1) or a salt or tautomer acceptable for pharmaceutical use thereof: wherein: Y is selected from the group consisting of aryl, heteroaryl, substituted aryl, and substituted heteroaryl; HET is selected from the group consisting of a 6-membered arylene ring, a 6-membered heteroarylene ring containing 1, 2, or 3 heteroatoms selected from N, O, or S, and a bicyclic ring of the formula (2) or (3) wherein HET is optionally substituted with (X) t, X is selected from the group consisting of alkyl, substituted alkyl, alkoxy, substituted alkoxy, amino, substituted amino, halo, hydroxy, and nitro; t is an integer equal to 0, 1 or 2; W1, W4, and W5 are independently N or CH; W3 is N, CH, or is a union with the proviso that no more than a nitrogen in the bicyclic ring is optionally oxidized to form an N-oxide; and each dotted line independently represents a single or double bond between the two atoms attached, with the proviso that when one of the dotted lines is a single bond, the two contiguous atoms are each substituted with 1 or 2 hydrogen atoms to satisfy its valence; one of D or E is C-Ra and the other of D or E is S; Ra and R are independently selected from the group consisting of hydrogen, alkyl, and substituted alkyl; Q is selected from the group consisting of cycloalkyl, substituted cycloalkyl, cycloalkenyl, substituted cycloalkenyl, heterocyclic, substituted heterocyclic, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; and Z is selected from the group consisting of (a) carboxy and carboxy ester; (b) -C (X4) NR8R9, wherein X4 is = O, = NH, or = N-alkyl, R8 and R9 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, alkenyl substituted, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic or, alternatively, R8 and R9 together with the nitrogen atom attached thereto, form a heterocyclic ring group, substituted heterocyclic, heteroaryl or substituted heteroaryl; (c) -C (X3) NR21S (O) 2R4, wherein X3 is selected from = O, = NR24, and = S, wherein R24 is hydrogen, alkyl, or substituted alkyl; R4 is selected from alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic, substituted heterocyclic, and NR22R23 wherein R21, R22 and R23 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl; or alternatively, R21 and R22 or R22 and R23 together with the atoms attached thereto join to form an optionally substituted heterocyclic group; (d) -C (X2) -N (R3) CR2R2'C (= O) R1, where X2 is selected from = O, = S, and = NR11, where R11 is hydrogen or alkyl, R1 is selected from - OR7 and -NR8R9 where R7 is selected from hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic; R8 and R9 are as defined above; R2 and R2 'are independently selected from hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic, and substituted heterocyclic; or, alternatively, R2 and R2 'as defined are taken together with the carbon atom attached thereto to form a substituted cycloalkyl, substituted cycloalkyl, heterocyclic or heterocyclic group, or, as another alternative, one of R2 or R2' it is hydrogen, alkyl or substituted alkyl, and the other joins, together with the carbon atom attached thereto, with R7 or the oxygen atom attached thereto or R8 and the nitrogen atom attached thereto to form a group heterocyclic or substituted heterocyclic; R3 is selected from hydrogen and alkyl or, when R2 and R2 'are not taken together to form a ring and when R2 or R2' and R7 or R8 do not join to form a substituted heterocyclic or heterocyclic group, then R3, together with the Nitrogen atom attached thereto, can be taken together with one of R2 and R2 'to form a substituted heterocyclic or heterocyclic ring group; (e) -C (X2) -N (R3) CR25R26R27, wherein X2 and R3 are defined above, and R25, R26 and R27 are independently selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, heterocyclic, substituted heterocyclic, heteroaryl and substituted heteroaryl, or R25 and R26 together with the carbon atom attached thereto form a cycloalkyl, substituted cycloalkyl, substituted heterocyclic or heterocyclic group; and (f) an isostero of carboxylic acid wherein said isostero is not as defined in (a) - (e).