Thioamide derivatives as progesterone receptor modulators

A method for contraception;

• hormone replacement therapy;
• treating or preventing hormone-dependent neoplastic disease;
• treating dysfunctional bleeding or polycystic ovary syndrome;
• synchronizing estrus;
• treating acne;
• or treating hirsutism;
• said method comprising administering to a mammal in need thereof a compound of formula I of the following structure:
• wherein:
• R1 and R2 are, independently, H, C1 to C6 alkyl, or substituted C1 to C6 alkyl;
• or R1 and R2 are fused to form a ring comprising —CH2(CH2)nCH2—, —CH2CH2C(CH3)2CH2CH2—, —O(CH2)pCH2—, —O(CH2)qO—, —CH2CH2OCH2CH2—, or —CH2CH2NR6CH2CH2—;
• n is 1 to 5;
• p is 1 to 4;
• q is 1 to 4;
• R3 is H, OH, NH2, CN, halogen, C1 to C6 alkyl, substituted C1 to C6 alkyl, C2 to C6 alkenyl, substituted C2 to C6 alkenyl, C2 to C6 alkynyl, substituted C2 to C6 alkynyl, or CORA;
• RA is H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C1 to C6 alkoxy, substituted C1 to C6 alkoxy, C1 to C6 aminoalkyl, or substituted C1 to C6 aminoalkyl;
• R4 is H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C1 to C6 alkoxy, substituted C1 to C6 alkoxy, C1 to C6 aminoalkyl, or substituted C1 to C6 aminoalkyl;
• R5 is C1 to C6 alkyl, substituted C1 to C6 alkyl, or CORA;
• R6 is H or C1 to C6 alkyl;
• X is O, S or absent;
• Q is O or S;
• or a pharmaceutically acceptable salt thereof.

A pharmaceutical kit useful for contraception;

• hormone replacement therapy;
• treating or preventing hormone-dependent neoplastic disease;
• treating dysfunctional bleeding, uterine leiomyomata, endometriosis, or polycystic ovary syndrome;
• synchronizing estrus;
• treating acne;
• or treating hirsutism, said kit comprising a compound of formula I of the structure:
• wherein:
• R1 and R2 are, independently, H, C1 to C6 alkyl, or substituted C1 to C6 alkyl;
• or R1 and R2 are fused to form a ring comprising —CH2(CH2)nCH2—, —CH2CH2C(CH3)2CH2CH2—, —O(CH2)pCH2—, —O(CH2)qO—, —CH2CH2OCH2CH2—, or —CH2CH2NR6CH2CH2—;
• n is 1 to 5;
• p is 1 to 4;
• q is 1 to 4;
• R3 is H, OH, NH2, CN, halogen, C1 to C6 alkyl, substituted C1 to C6 alkyl, C2 to C6 alkenyl, substituted C2 to C6 alkenyl, C2 to C6 alkynyl, substituted C2 to C6 alkynyl, or CORA;
• RA is H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C1 to C6 alkoxy, substituted C1 to C6 alkoxy, C1 to C6 aminoalkyl, or substituted C1 to C6 aminoalkyl;
• R4 is H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C1 to C6 alkoxy, substituted C1 to C6 alkoxy, C1 to C6 aminoalkyl, or substituted C1 to C6 aminoalkyl;
• R5 is C1 to C6 alkyl, substituted C1 to C6 alkyl, or CORA;
• R6 is H or C1 to C6 alkyl;
• X is O, S or absent;
• Q is O or S;
• or a pharmaceutically acceptable salt thereof.