Gonadotropin-releasing hormone receptor antagonists and methods relating thereto

A compound having the following structure:

• or a stereoisomer or pharmaceutically acceptable salt thereof,
• wherein:
• Q is a direct bond or —(CR8aR8b)r—Z—(CR10aR10b)s—;
• A is S or NR7;
• r and s are the same or different and independently 0, 1, 2, 3, 4, 5 or 6;
• n is 2, 3 or 4;
• Z is a direct bond or —O—, —S—, —NR9—, —SO—, —SO2—, —OSO2—, —SO2O—, —SO2NR9—, —NR9SO2—, —CO—, —COO—, —OCO—, —CONR9—, —NR9CO—, —NR9CONR9a, —OCONR9— or —NR9COO—;
• R1 and R2 are the same or different and independently hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heterocycle, substituted heterocycle, heterocyclealkyl, substituted heterocyclealkyl, —C(R1a)(═NR1b), or —C(NR1aR1c)(═NR1b);
• or R1 and R2 taken together with the nitrogen atom to which they are attached form a heterocyclic ring or a substituted heterocyclic ring;
• R3a and R3b are the same or different and, at each occurrence, independently hydrogen, alkyl, substituted alkyl, alkoxy, alkylthio, alkylamino, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heterocycle, substituted heterocycle, heterocyclealkyl, substituted heterocyclealkyl, —COOR14 or —CONR14R15;
• or R3a and R3b taken together with the carbon atom to which they are attached form a homocyclic ring, substituted homocyclic ring, heterocyclic ring or substituted heterocyclic ring;
• or R3a and R3b taken together form ═NR3c;
• or R3a and the carbon to which it is attached taken together with R1 and the nitrogen to which it is attached form a heterocyclic ring or substituted heterocyclic ring;
• R4 is higher alkyl, substituted alkyl, aryl, substituted aryl, heterocycle, substituted heterocycle, —COR11, —COOR11, —CONR12R13, —OR11, —OCOR11, —OSO2R11, —SR11, —SO2R11, —NR12R13, —NR11COR12, —NR11CONR12R13, —NR11SO2R12 or —NR11SO2NR12R13;
• R5 is hydrogen, halogen, lower alkyl, substituted lower alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, alkoxy, alkylthio, alkylamino, cyano or nitro;
• R6 is higher alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl or substituted heteroarylalkyl;
• R7 is hydrogen, —SO2R11, cyano, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl or substituted heteroarylalkyl;
• and
• R1a, R1b, R1c, R3c, R8a, R8b, R9, R9a, R10a, R10b, R11, R12, R13, R14 and R15 are the same or different and, at each occurrence, independently hydrogen, acyl, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, heterocycle, substituted heterocycle, heterocyclealkyl or substituted heterocyclealkyl;
• or R1a and R1b, R8a and R8b, R10a and R10b, R12 and R13, or R14 and R15 taken together with the atom or atoms to which they are attached form a homocyclic ring, substituted homocyclic ring, heterocyclic ring or substituted heterocyclic ring.