Douglas Howard Rector

US Patent:

50735489, Dec 17, 1991

Filed:

Apr 3, 1990

Appl. No.:

7/504129

Inventors:

C. Edgar Cook - Durham NC
Mansukh C. Wani - Durham NC
Yun W. Lee - Chapel Hill NC
Jerry R. Reel - Cary NC
Douglas Rector - Mobile AL

Assignee:

Research Triangle Institute - Research Triangle Park NC

International Classification:

C07J 1700
A61K 3158

US Classification:

514169

Abstract:

A 11. beta. -aryl-19-norprogesterone steroid of the formula: ##STR1## wherein (i) R. sup. 1 is H, C. sub. 1-4 alkyl, C. sub. 2-4 alkenyl, C. sub. 2-4 alkynyl, OH, OC(O)CH. sub. 3, or OC(O)R. sup. 5 , wherein R. sup. 5 is C. sub. 2-8 alkyl, C. sub. 2-8 alkenyl, C. sub. 2-8 alkynyl or aryl, R. sub. 2 is H, R. sup. 3 is H, C. sub. 1-4 alkyl, C. sub. 2-4 alkenyl or C. sub. 2-4 alkynyl, R. sup. 4 is H, CH. sub. 3, F or Cl, R. sup. 6 is H, (CH. sub. 3). sub. 2 N, CH. sub. 3 O, CH. sub. 3 CO, CH. sub. 3 S, CH. sub. 3 SO, CH. sub. 3 SO. sub. 2, and X is O or NOCH. sub. 3 ; or (ii) R. sup. 1 and R. sup. 2 taken together are a carbon-carbon bond and R. sup. 3, R. sup. 4, R. sup. 6 and X are as defined above; or (iii) R. sup. 1 and R. sup. 3 taken together are --CH. sub. 2 -- or --N. dbd. N--CH. sub. 2 --, R. sup.

US Patent:

49544900, Sep 4, 1990

Filed:

Jun 23, 1988

Appl. No.:

7/210503

Inventors:

C. Edgar Cook - Durham NC
Mansukh C. Wani - Research Triangle Park NC
Jerry R. Reel - Delmar NY
Douglas Rector - Raleigh NC

Assignee:

Research Triangle Institute - Research Triangle Park NC

International Classification:

A61K 3156
C07J 100

US Classification:

514176

Abstract:

A 11. beta. -aryl-19-norprogesterone steroid of the formula: ##STR1## wherein (i) R. sup. 1 is H, C. sub. 1-4 alkyl, C. sub. 2-4 alkenyl, C. sub. 2-4 alkynyl, OH, OC(O)CH. sub. 3, or OC(O)R. sup. 5, wherein R. sup. 5 is C. sub. 2-8 alkyl, C. sub. 2-8 alkenyl, C. sub. 2-8 alkynyl or aryl, R. sub. 2 is H, R. sup. 3 is H, C. sub. 1-4 alkyl, C. sub. 2-4 alkenyl or C. sub. 2-4 alkynyl, R. sup. 4 is H, CH. sub. 3, F or Cl, R. sup. 6 is H, (CH. sub. 3). sub. 2 N, CH. sub. 3 O, CH. sub. 3 CO, CH. sub. 3 S, CH. sub. 3 SO, CH. sub. 3 SO. sub. 2, and X is O or NOCH. sub. 3 ; or (ii) R. sup. 1 and R. sup. 2 taken together are a carbon-carbon bond and R. sup. 3, R. sup. 4, R. sup. 6 and X are as defined above; or (iii) R. sup. 1 and R. sup. 3 taken together are --CH. sub. 2 -- or --N. dbd. N--CH. sub. 2 --, R. sup.