Imidazolinone haptens and antigens and enzyme conjugates prepared therefrom

An imidazolinone hapten having the structural formula 37

• wherein
• R is hydrogen or C1-C4alkyl;
• R1 is C1-C4alkyl;
• R2 is C1-C4alkyl or C3-C6cycloalkyl;
• and when R1 and R2 are taken together with the carbon atom to which they are attached they may represent C3-C6cycloalkyl optionally substituted with methyl;
• Y and Z are each independently hydrogen, halogen, C1-C6-alkyl, C1-C4alkoxyalkyl, C1-C4hydroxyalkyl, C1-C4alkoxy, C1-C4alkylthio, phenoxy, C1-C4halo-alkyl, nitro, cyano, C1-C4alkylamino, di(C1-C4alkyl)amino, C1-C4alkylsulfonyl or phenyl optionally substituted with one C1-C4alkyl group, C1-C4alkoxy group or halogen atom;
• and when taken together, Y and Z may form a ring in which YZ are represented by the structure:
• -(CH2)n-, where n is an integer of 3 or 4;
• or 38
• where R3, R4, R5 and R6 are each independently hydrogen, halogen, C1-C4alkyl or C1-C4alkoxy;
• A is N or CH;
• W is C3-C12alkylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom,
• C3-C12alkenylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom, or
• C3-C12alkynylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom;
• and
• W1 is C1-C12alkylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom,
• C2-C12alkenylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom, or
• C3-C12alkynylene optionally substituted with one or two C1-C3alkyl groups, C1-C3alkoxy groups, oxo groups or halogen atoms, and optionally interrupted by one oxygen or sulfur atom.