Patent ID: 6376674
Filing Date: 2002-04-23
Classification: A61K,C07D

Abstract:
A compound of formula (XX) or (XXa): whereinA3 is N, N(O) or N(S); Z3 is H, W6, G1 or R3a; E1 is â€”(CR1R1)m1W1; G1 is â€”(CR1R1)m1W2; G2 is G1; T1 is â€”NR1W3; J1 is R1, Br, Cl, F, I, CN, NO2 or N3; J2 and J2a are H or R1; J3 is J1 if X1 is a bond; and J3 is J2 if X1 is â€”Oâ€”, â€”N(H)â€”, â€”N(W6)â€”, â€”N(OH)â€”, â€”N(OW6)â€”, â€”N(NH2)â€”, â€”N(N(H)(W6))â€”, â€”N(N(W6)2)â€”, â€”N(H)N(W6)â€”, â€”Sâ€”, â€”SOâ€”, or â€”SO2â€”; R1 is independently H or alkyl of 1 to 12 carbon atoms; R2 is independently R3 or R4 wherein each R4 is independently substituted with 0 to 3 R3 groups; R3 is independently F, Cl, Br, I, â€”CN, N3, â€”NO2, â€”OR6a, â€”OR1, â€”N(R1)2, â€”N(R1)(R6b), â€”N(R6b)2, â€”SR1, â€”SR6a, â€”S(O)R1, â€”S(O)2R1, â€”S(O)OR1, â€”S(O)OR6a, â€”S(O)2OR1, â€”S(O)2OR6a, â€”C(O)OR1, â€”C(O)R6c, â€”C(O)OR6a, â€”OC(O)R1, â€”N(R1)(C(O)R1), â€”N(R6b)(C(O)R1), â€”N(R1)(C(O)OR1), â€”N(R6b)(C(O)OR1), â€”C(O)N(R1)2, â€”C(O)N(R6b)(R1), â€”C(O)N(R6b)2, â€”C(NR1)(N(R1)2, â€”C(N(R6b))(N(R1)2), â€”C(N(R1))(N(R1)(R6b)), â€”C(N(R6b))(N(R1)(R6b)), â€”C(N(R1))(N(R6b)2), â€”C(N(R6b))(N(R6b)2), â€”N(R1)C(N(R1))(N(R1)2), â€”N(R1)C(N(R1))(N(R1)(R6b)), â€”N(R1)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)2), â€”N(R6b)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)(R6b)), â€”N(R1)C(N(R6b))(N(R1)(R6b)), â€”N(R1)C(N(R1))(N(R6b)2), â€”N(R6b)C(N(R6b))(N(R1)(R6b)), â€”N(R6b)C(N(R1))(N(R6b)2), â€”N(R1)C(N(R6b))(N(R6b)2), â€”N(R6b)C(N(R6b))(N(R6b)2), &boxH;O, &boxH;S, &boxH;N(R1), &boxH;N(R6b) or W5; R3ais independently â€”CN, N3, â€”NO, â€”NO2, â€”OR6a, â€”OR1, â€”N(R1)2, â€”N(R1)(R6b), â€”N(R6b)2, â€”SR1, â€”SR6a, â€”S(O)R1, â€”S(O)2R1, â€”S(O)OR1, â€”S(O)OR6a, â€”S(O)2OR1, â€”S(O)2OR6a, â€”C(O)OR1, â€”C(O)R6c, â€”C(O)OR6a, â€”OC(O)R1, â€”N(R1)(C(O)R1), â€”N(R6b)(C(O)R1), â€”N(R1)(C(O)OR1), â€”N(R6b)(C(O)OR1), â€”C(O)N(R1)2, â€”C(O)N(R6b)(R1), â€”C(O)N(R6b)2, â€”C(NR1)(N(R1)2), â€”C(N(R6b))(N(R1)2), â€”C(N(R1))(N(R1)(R6b)), â€”C(N(R6b))(N(R1)(R6b)), â€”C(N(R1))(N(R6b)2), â€”C(N(R6b))(N(R6b)2), â€”N(R1)C(N(R1))(N(R1)2), â€”N(R1)C(N(R1))(N(R1)(R6b)), â€”N(R1)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)2), â€”N(R6b)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)(R6b)), â€”N(R1)C(N(R6b))(N(R1)(R6b)), â€”N(R1)C(N(R1))(N(R6b)2), â€”N(R6b)C(N(R6b))(N(R1)(R6b)), â€”N(R6b)C(N(R1))(N(R6b)2), â€”N(R1)C(N(R6b))(N(R6b)2) or â€”N(R6b)C(N(R6b))(N(R6b)2); R4 is independently alkyl of 1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms, or alkynyl of 2 to 12 carbon atoms; R5 is independently R4 wherein each R4 is substituted with 0 to 3 R3 groups; R5a is independently alkylene of 1 to 12 carbon atoms, alkenylene of 2 to 12 carbon atoms, or alkynylene of 2-12 carbon atoms any one of which alkylene, alkenylene or alkynylene is substituted with 0-3 R3 groups; R6a is independently H or an ether- or ester-forming group; R6b is independently H, a protecting group for amino or the residue of a carboxyl-containing compound; R6c is independently H or the residue of an amino-containing compound; W1 is COOH; W2 is NH2; W3 is W4 or W5; W4 is R5 or â€”C(O)R5, â€”C(O)W5, â€”SO2R5, or â€”SO2W5; W5 is carbocycle or heterocycle wherein W5 is independently substituted with 0 to 3 R2 groups; W6 is â€”R5, â€”W5, â€”R5aW5, â€”C(O)OR6a, â€”C(O)R6c, â€”C(O)N(R6b)2, â€”C(NR6b)(N(R6b)2), â€”C(NR6b)(N(H)(R6b)), â€”C(N(H)(N(R6b)2), â€”C(S)N(R6b)2, or â€”C(O)R2; X1 is a bond, â€”Oâ€”, â€”N(H)â€”, â€”N(W6)â€”, â€”N(OH)â€”, â€”N(OW6)â€”, â€”N(NH2)â€”, â€”N(N(H)(W6))â€”, â€”N(N(W6)2)â€”, â€”N(H)N(W6)â€”, â€”Sâ€”, â€”SOâ€”, or â€”SO2â€”; and each m1 is O provided, however, that compounds of formula (XX) are excluded wherein A3 is N, each J1, J2, J2a and J3 is H and T1 is â€”N(H)(Ac) and: E1 is â€”CO2H or â€”CO2CH3, G2 is â€”OBoc, and Z3 is Boc; E1 is â€”CO2H or â€”CO2CH3, G2 is â€”OH, and Z3 is H; E1 is â€”CO2H, â€”CO2CH3 or â€”CO2Bn G2 is â€”OH, and Z3 is Boc; E1 is â€”CONH2, G2 is â€”OH, and Z3 is Boc or H; E1 is â€”CO2H or â€”CO2CH3, G2 is OH, and Z3 is Bn; or E1 is â€”CO2H or â€”CO2CH3, G2 is â€”OH, and Z3 is â€”CH2CH(OH)CH2(OH); wherein Bn is benzyl and Boc is â€”CO2C(CH3)3; further excluded are compounds of the formula: (VII) or (VIII): whereinE1 is â€”(CR1R1)m1W1; G1 is N3, â€”CN, â€”OH, â€”OR6a, â€”NO2, or â€”(CR1R1)m1W2; T1 is â€”NR1W3, a heterocycle, or is taken together with G1 to form a group having the structure U1 is â€”X1W6; J1 and J1a are independently R1, Br, Cl, F, I, CN, NO2 or N3; J2 and J2a are independently H or R1; R1 is independently H or alkyl of 1 to 12 carbon atoms; R2 is independently R3 or R4 wherein each R4 is independently substituted with 0 to 3 R3 groups; R3 is independently F, Cl, Br, I, â€”CN, N3, â€”NO2, â€”OR6a, â€”OR1, â€”N(R1)2, â€”N(R1)(R6b), â€”N(R6b)2, â€”SR1, â€”SR6a, â€”S(O)R1, â€”S(O)2R1, â€”S(O)OR1, â€”S(O)OR6a, â€”S(O)2OR1, â€”S(O)2OR6a, â€”C(O)OR1, â€”C(O)R6c, â€”C(O)OR6a, â€”OC(O)R1, â€”N(R1)(C(O)R1), â€”N(R6b)(C(O)R1), â€”N(R1)(C(O)OR1), â€”N(R6b)(C(O)OR1), â€”C(O)N(R1)2, â€”C(O)N(R6b)(R1), â€”C(O)N(R6b)2, â€”C(NR1)(N(R1)2), â€”C(N(R6b))(N(R1)2), â€”C(N(R1))(N(R1)(R6b)), â€”C(N(R6b))(N(R1)(R6b)), â€”C(N(R1))(N(R6b)2), â€”C(N(R6b))(N(R6b)2), â€”N(R1)C(N(R1))(N(R1)2), â€”N(R1)C(N(R1))(N(R1)(R6b)), â€”N(R1)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)2), â€”N(R6b)C(N(R6b))(N(R1)2), â€”N(R6b)C(N(R1))(N(R1)(R6b), â€”N(R1)C(N(R6b))(N(R1)(R6b)), â€”N(R1)C(N(R1))(N(R6b)2), â€”N(R6b)C(N(R6b))(N(R1)(R6b)), â€”N(R6b)C(N(R1))(N(R6b)2), â€”N(R1)C(N(R6b))(N(R6b)2), â€”N(R6b)C(N(R6b))(N(R6b)2), &boxH;O, &boxH;S, &boxH;N(R1) or &boxH;N(R6b); R4 is independently alkyl of 1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms, or alkynyl of 2 to 12 carbon atoms; R5 is independently R4 wherein each R4 is substituted with 0 to 3 R3 groups; R5a is independently alkylene of 1 to 12 carbon atoms, alkenylene of 2 to 12 carbon atoms, or alkynylene of 2-12 carbon atoms any one of which alkylene, alkenylene or alkynylene is substituted with 0-3 R3 groups; R6a is independently H or an ether- or ester-forming group; R6b is independently H, a protecting group for amino or the residue of a carboxyl-containing compound; R6c is independently H or the residue of an amino-containing compound; W1 is a group comprising an acidic hydrogen, a protected acidic group, or an R6c amide of the group comprising an acidic hydrogen; W2 is a group comprising a basic heteroatom or a protected basic heteroatom, or an R6b amide of the basic heteroatom; W3 is W4 or W5; W4 is R5 or â€”C(O)R5, â€”C(O)W5, â€”SO2R5, or â€”SO2W5; W5 is carbocycle or heterocycle wherein W5 is independently substituted with 0 to 3 R2 groups; W6 is â€”R5, â€”W5, â€”R5aW5, â€”C(O)OR6a, â€”C(O)R6c, â€”C(O)N(R6b)2, â€”C(NR6b)(N(R6b)2), â€”C(NR6b)(N(H)(R6b)), â€”C(N(H)(N(R6b)2), â€”C(S)N(R6b)2, or â€”C(O)R2; X1 is a bond, â€”Oâ€”, â€”N(H)â€”, â€”N(W6)â€”, â€”Sâ€”, â€”SOâ€”, or â€”SO2â€”; and each m1 is independently an integer from 0 to 2; and the salts, solvates, resolved enantiomers and purified diastereomers thereof.