Substituted thiophene carboxamides, thiophene carboxylic acids and derivatives thereof

A compound of formula (I):

• wherein:
• R1 and R2 are selected independently from one another from the group consisting of halogen, cyano, C1-C6-alkyl and C1-C6-haloalkyl, wherein at least one of R1 and R2 is halogen;
• R3 is selected from the group consisting of cyano and C1-C6-haloalkyl;
• R4 and R5 are selected independently from one another from the group consisting of hydrogen, halogen, cyano, hydroxyl, C1-C6-alkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkyl, —O—C(═O)—C1-C6-alkyl, C3-C6-carbocycle, 4-, 5- or 6-membered non-aromatic heterocyclyl, —C(═O)—NH2, —C(═O)—NH(C1-C6-alkyl), —C(═O)—N(C1-C6-alkyl)2, —C(═O)—OH, —C(═O)—O—C1-C6-alkyl, aryl, 5- to 9-membered heteroaryl, —C1-C6-alkyl-C1-C6-alkoxy, —C1-C6-alkyl-C1-C6-haloalkyl, —C1-C6-alkyl-C3-C6-carbocycle, —C1-C6-alkyl-4-, 5- or 6-membered non-aromatic heterocyclyl, —C1-C6-alkyl-aryl, —C1-C6-alkyl-hydroxyaryl, —C1-C6-alkyl-5- to 9-membered heteroaryl, —C1-C6-alkyl-S—C1-C6-alkyl, —C1-C6-alkyl-S—C(═O)—C1-C6-alkyl, —C1-C6-alkyl-O—(C═O)—C1-C6-alkyl, —C1-C6-alkyl-C(═O)—NH2, —C1-C6-alkyl-C(═O)—NH(C1-C6-alkyl), —C1-C6-alkyl-C(═O)—N(C1-C6-alkyl)2, —C1-C6-alkyl-C(═O)—OH, —C1-C6-alkyl-C(═O)—O—C1-C6-alkyl, —C1-C6-alkyl-NH—C(═NH)—NH2, —S—C1-C6-alkyl, —S—C(═O)—C1-C6-alkyl, —S—C(═O)—O—C1-C6-alkyl, —S—C(═S)—O—C1-C6-alkyl, —S—C(═O)—S—C1-C6-alkyl, —S—C(═O)—NH2, —S—C(═O)—NH(C1-C6-alkyl), —S—C(═O)—NH(C1-C6-alkyl)2, —S—C(═S)—NH2, —S—C(═S)—NH(C1-C6-alkyl), —S—C(═S)—NH(C1-C6-alkyl)2, —C1-C6-alkyl-S—C(═O)—O—C1-C6-alkyl, —C1-C6-alkyl-S—C(═O)—S—C1-C6-alkyl, —C1-C6-alkyl-S—C(═O)—NH2, —C1-C6-alkyl-S—C(═O)—NH(C1-C6-alkyl), —C1-C6-alkyl-S—C(═O)—NH(C1-C6-alkyl)2, —C1-C6-alkyl-S—C(═S)—NH2, —C1-C6-alkyl-S—C(═S)—NH(C1-C6-alkyl), and —C1-C6-alkyl-S—C(═S)—NH(C1-C6-alkyl)2, wherein acyclic R4, R5 radicals may be substituted with one or more Rw substituents, wherein cyclic R4, R5 radicals may be substituted with one or more Rx substituents, wherein at least one of R4 and R5 is hydrogen, C1-C6-alkyl or C3-C6-carbocycle, or
• R4 and R5 are taken together with the carbon atom to which they are attached to form a C3-C6-carbocycle or a 3- to 6-membered heterocycle, wherein said C3-C6-carbocycle and 3- to 6-membered heterocycle may be substituted with one or more Rx substituents,
• wherein Rw is independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-λ6-sulfanyl, formyl, carbamoyl, carbamate, C3-C7-cycloalkyl, C3-C7-halogenocycloalkyl having 1 to 5 halogen atoms, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkoxy, C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, C1-C8-alkylsulfanyl, C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, C1-C8-alkylcarbonyl, C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, C1-C8-alkylcarbamoyl, di-C1-C8-alkylcarbamoyl, C1-C8-alkoxycarbonyl, C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C1-C8-alkylcarbonyloxy, C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C1-C8-alkylcarbonylamino, C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, C1-C8-alkylsulfinyl, C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, C1-C8-alkylsulfonyl, C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms;
• C1-C8-alkylsulfonylamino, C1-C8-halogenoalkylsulfonylamino having 1 to 5 halogen atoms;
• sulfamoyl;
• C1-C8-alkylsulfamoyl and di-C1-C8-alkylsulfamoyl,
• wherein Rx is independently selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-λ6-sulfanyl, formyl, carbamoyl, carbamate, C1-C8-alkyl, C3-C7-cycloalkyl, C1-C8-halogenoalkyl having 1 to 5 halogen atoms, C3-C7-halogenocycloalkyl having 1 to 5 halogen atoms, C2-C8-alkenyl, C2-C8-alkynyl, C1-C8-alkylamino, di-C1-C6-alkylamino, C1-C8-alkoxy, C1-C8-halogenoalkoxy having 1 to 5 halogen atoms, C1-C8-alkylsulfanyl, C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, C1-C8-alkylcarbonyl, C1-C8-halogenoalkylcarbonyl having 1 to 5 halogen atoms, C1-C6-alkylcarbamoyl, di-C1-C8-alkylcarbamoyl, C1-C8-alkoxycarbonyl, C1-C8-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C1-C8-alkylcarbonyloxy, C1-C8-halogenoalkylcarbonyloxy having 1 to 5 halogen atoms, C1-C8-alkylcarbonylamino, C1-C8-halogenoalkylcarbonylamino having 1 to 5 halogen atoms, C1-C8-alkylsulfanyl, C1-C8-halogenoalkylsulfanyl having 1 to 5 halogen atoms, C1-C8-alkylsulfinyl, C1-C8-halogenoalkylsulfinyl having 1 to 5 halogen atoms, C1-C8-alkylsulfonyl, C1-C8-halogenoalkylsulfonyl having 1 to 5 halogen atoms;
• C1-C8-alkylsulfonylamino, C1-C8-halogenoalkylsulfonylamino having 1 to 5 halogen atoms;
• sulfamoyl;
• C1-C6-alkylsulfamoyl and di-C1-C8-alkylsulfamoyl;
• R6 and R7 are independently selected from the group consisting of hydrogen, C1-C6-alkyl, and C3-C6-carbocycle, or
• R6 and R7 are taken together with the carbon atom to which they are attached to form a C3-C6-carbocycle or a 3- to 6-membered heterocycle;
• n is 0 or 1;
• W is oxygen or sulfur;
• Y is NR8, wherein R8 is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-cyanoalkyl, hydroxy, C1-C6-alkoxy and C3-C6-carbocycle;
• Z is selected from the group consisting of cyano, —C(═O)—ORa, —C(═O)—SRa, —C(═O)—NRbRc, —C(═S)—NRbRc and —C(═O)—NH—CRdRe—C(═O)—ORa, wherein
• Ra is selected from the group consisting of hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-cyanoalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, aryl, aralkyl, 4-, 5- or 6-membered non-aromatic heterocyclyl, —C1-C6-alkyl-Si(C1-C6-alkyl)3, —C1-C6-alkyl-C3-C8-cycloalkyl, 5- to 9-membered heteroaryl and —C1-C6-alkyl-5- to 9-membered heteroaryl, or
• Ra is taken together with R4 and with the atoms to which they are attached to form a 4- to 7-membered heterocycle, wherein Rb and Rc are independently selected from the group consisting of hydrogen, C1-C6-alkyl, hydroxyl, C1-C6-alkoxy, cyano, C1-C6-cyanoalkyl, or Rb can form together with R4 and with the atoms to which they are attached, a 4- to 7-membered heterocycle, wherein Rd and Re are independently selected from the group consisting of hydrogen, cyano, hydroxyl, C1-C6-alkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, —O—C(═O)—C1-C6-alkyl, C3-C6-carbocycle, —C(═O)—NH2, —C(═O)—NH(C1-C6-alkyl), —C(═O)—N(C1-C6-alkyl)2, —C(═O)—OH, —C(═O)—O—C1-C6-alkyl, aryl, 5- to 9-membered heteroaryl, —C1-C6-alkyl-C1-C6-alkoxy, —C1-C6-alkyl-C3-C6-carbocycle, —C1-C6-alkyl-aryl, —C1-C6-alkyl-hydroxyaryl, —C1-C6-alkyl-5- to 9-membered heteroaryl, —C1-C6-alkyl-S—C1-C6-alkyl, —C1-C6-alkyl-S—C(═O)—C1-C6-alkyl, —C1-C6-alkyl-O—(C═O)—C1-C6-alkyl, —C1-C6-alkyl-C(═O)—NH2, —C1-C6-alkyl-C(═O)—NH(C1-C6-alkyl), —C1-C6-alkyl-C(═O)—N(C1-C6-alkyl)2, —C1-C6-alkyl-C(═O)—OH, —C1-C6-alkyl-C(═O)—O—C1-C6-alkyl, and —C1-C6-alkyl-NH—C(═NH)—NH2, wherein
• at least one of Rd and Re is hydrogen, C1-C6-alkyl or C3-C6-carbocycle, or
• Rd and Re are taken together with the carbon atom to which they are attached to form a carbonyl, C3-C6-carbocycle, or a 3- to 6-membered heterocycle.