17-spiromethylene steroids

A compound having the formula:

• ##STR6## wherein:
• R.sub.a and R.sub.b are independently selected from the group consisting of hydrogen, methyl, and halogen;
• m is 1 or 2;
• X is CHR.sub.1 or a bond;
• R.sub.1 is H, CH.sub.3, CN, OH, Oacyl, F, spirocyclopropyl;
• or together with R.sub.2 or R.sub.10 is CH.sub.2, CF.sub.2, or OC(CH.sub.3).sub.2 O;
• or together with R.sub.11 is CH.sub.2 O;
• R.sub.2 is H, alkyl, CH.sub.2 OH, CN, OH, Oacyl, F, or spirocyclopropyl;
• or together with R.sub.1 or R.sub.3 is a group indicated in the definitions of R.sub.1 and R.sub.3, respectively;
• or together with R.sub.10 is CH.sub.2 ;
• or together with R.sub.2' is .dbd.CH--R, wherein R is H, OH, oalkyl, or Oacyl;
• R.sub.2 is H, alkyl, or CN;
• or together with R.sub.2 is a group indicated in the definition of R.sub.2 ;
• R.sub.3 is H.sub.2, O, NOH, NOalkyl, NOacyl, (H,OH), (H,Oacyl), (O,Oalkyl), (H,Ocycloalkyl), or 1-pyrrolidinyl;
• or (O,alkynyl) when X is a bond;
• or R.sub.2 and R.sub.3 together with C2 and C3 of the steroid skeleton form an oxazole:
• ##STR7## or a diazole:
• ##STR8## R.sub.4 is H, alkyl, halogen, CN, N.sub.3, OH, phenylmethyl, phenylthiomethyl, methylthio, or alkylcarbonylthio;
• R.sub.5 is H or OH;
• One of R.sub.6 and R.sub.7 is H, alkyl, CF.sub.3, CH.sub.2 F, OH, halogen, CN, Oalkyl, Oacyl, Sacyl, CH.sub.2 OH, NO.sub.2, COOalkyl, OSO.sub.2 alkyl, or spirocyclopropyl, and the other is H;
• or R.sub.6 together with R.sub.7 is CH.sub.2, CF.sub.2, O, or CHClCHCl;
• or R.sub.6 together with R6' is CH.sub.2 when R.sub.7 is H;
• or R.sub.7 together with R.sub.7' is CH.sub.2 or CF.sub.2 when R.sub.6 is H;
• R.sub.6' is H;
• or H or alkyl when R.sub.6 is alkyl;
• or H or halogen when R.sub.6 is halogen;
• or together with R.sub.6 is a group indicated in the definition of R.sub.6 ;
• or H or F when R.sub.6 and R.sub.7 together are CF.sub.2 ;
• R.sub.7' is H;
• or H or alkyl when R.sub.7 is alkyl;
• or H or halogen when R.sub.7 is halogen;
• or together with R.sub.7 is a group indicated in the definition of R.sub.7 ;
• R.sub.8 is H or CH.sub.3 ;
• R.sub.9 is H, halogen, OH, or methyl;
• or together with R.sub.10 is CH.sub.2 or O;
• R.sub.10 is H, alkyl, halogen-substituted alkyl, alkenyl, alkynyl, halogen, OH, OOH, OOacyl, Oalkyl, Oalkynyl, amino, alkyl-substituted amino, NHacyl, aminomethyl, alkyl-substituted aminomethyl, CHO, COOH, COOalkyl, CH.sub.2 OH, CH.sub.2 Oacyl, or CH.sub.2 CH.sub.2 OH;
• or together with R.sub.1, R.sub.9, or R.sub.11, is a group indicated in the definition of R.sub.1, R.sub.9, or R.sub.11 respectively;
• or together with C10, C9, C11 of the compound skeleton and R.sub.11 is a 6-membered ring when R.sub.11 is an aryl or heteroaryl;
• R.sub.11 is H, alkyl, cycloalkyl, alkenyl, alkynyl, phenylethyl, arylethynyl, heteroarylethynyl, halogen-substituted alkyl, alkyl-substituted aminoalkyl, halogen, CH.sub.2 OCH.sub.3, OH, OOH, Oalkyl, Oacyl, SH, Salkyl, N.sub.3, Si(CH.sub.3).sub.2, aryl, or heteroaryl;
• or R.sub.11 together with R.sub.11' is CH.sub.2, CF.sub.2, or CHF;
• or together with R.sub.10 is OC.dbd.O or OCHF;
• or together with R.sub.1 is OCH.sub.2 ;
• or together with R.sub.13 is OCH.sub.2 or CH.sub.2 CH.sub.2 CH.sub.2 ;
• R.sub.11' is H, alkyl, cycloalkyl, alkenyl, alkynyl, phenylethyl, arylethynyl, heteroarylethynyl, halogen-substituted alkyl, alkyl-substituted aminoalkyl, halogen, CH.sub.2 OCH.sub.3, OH, OOH, Oalkyl, Oacyl, SH, Salkyl, N.sub.3, Si(CH.sub.3).sub.2, aryl, or heteroaryl;
• or R.sub.11' together with .sub.11 is a group indicated in the definition of R.sub.11 ;
• or together with R.sub.13 is CH.sub.2 CH.sub.2 CH.sub.2 when R.sub.11 is H;
• R.sub.13 is H, alkyl, alkenyl, alkynyl, fluoro-substituted alkyl, phenyl, or cycloalkyl;
• or R.sub.13 together with R.sub.11, R.sub.11', or R.sub.16 is CH.sub.2 CH.sub.2 CH.sub.2 ;
• One of R.sub.15 and R.sub.16 is H, OH, Oalkyl, Oacyl, halogen, alkyl, or spirocyclopropyl, and the other is H;
• or R.sub.15 together with R.sub.16 is CH.sub.2 or CClF;
• R.sub.15' is H;
• or together with R.sub.15 is CH.sub.2 or F.sub.2 when R.sub.16 is H;
• R.sub.16' is H;
• or together with R.sub.16 is CH.sub.2 or F.sub.2 when R.sub.15 is H;
• and wherein the twitched lines represent an .alpha. or .beta. bond;
• and the dotted lines represent up to four optional non-adjacent bonds;
• or pharmaceutically acceptable salts thereof.