Compounds and methods for the treatment of prevention of flavivirus infections

A compound having the formula I:

• 35
• or pharmaceutically acceptable salts thereof,
• wherein,
• X is chosen from
• 36
• n is an integer between 0 and 2
• Y is chosen from COOR5, COCOOR5, P(O)ORaORb, S(O)OR5, S(O)2OR5, an acid bio-isostere, CO-(amino acid), CONRcRd, CON(R4)—SO2—R5 or CONR5OH, wherein R4, R5, Ra, Rb, Rc, and Rd are each independently chosen from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C6-12 aryl, C3-10 heterocycle, C3-10 heteroaralkyl, C6-12 aralkyl;
• or Ra and Rb are taken together to form a 5 to 7 membered heterocycle;
• or Rc and Rd are taken together to form a 3 to 10 membered heterocycle;
• W is chosen from O, S or NR6, wherein R6 is chosen from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C6-12 aryl, C3-10 heterocycle, C3-10 heteroaralkyl, C6-12 aralkyl;
• R1 is chosen from C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C6-12 aryl, C3-10 heterocycle, C3-10 heteroaralkyl, C6-12 aralkyl, C1-12 alkyloxy, C6-12 aryloxy or a halogen;
• R2 is chosen from C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C6-12 aryl, C3-10 heterocycle, C6-12 aralkyl or C3-10 heteroaralkyl;
• R3 is chosen from H, C1-12 alkyl or C6-12 aralkyl;
• With the proviso that:
• iii) when R1 is phenyl and Y is COOCH3 then X is other than NH—CH2-phenyl;
• iv) when R1 is N-morpholino and Y is COOCH3 then X is other than NH— (CO)-phenyl.