US 7,378,397 B2
TRH-degrading ectoenzyme inhibitors
Julie A. Kelly, Ballsbridge (Ireland)
Assigned to The Provost, Fellows and Scholars of the College of the Holy and Undivided Trinity of Queen Elizabeth Near Dublin, Dublin (Ireland)
Filed on Feb. 01, 2006, as Appl. No. 11/345,649.
Application 11/345649 is a continuation of application No. 10/223590, filed on Aug. 19, 2002, abandoned.
Application 10/223590 is a continuation in part of application No. PCT/IE01/00027, filed on Feb. 16, 2001.
Claims priority of application No. 000135 (IE), filed on Feb. 17, 2000; and application No. 000240 (IE), filed on Mar. 30, 2000.
Prior Publication US 2006/0293247 A1, Dec. 28, 2006
Int. Cl. A61K 38/06 (2006.01); A61K 38/07 (2006.01); A61K 38/08 (2006.01); A61K 31/397 (2006.01); A61K 31/40 (2006.01); C07D 417/02 (2006.01); C07D 413/02 (2006.01)
U.S. Cl. 514—22  [514/2; 514/18; 514/17; 514/210.02; 530/300; 530/329; 530/330; 530/331; 548/180; 548/200; 548/215] 18 Claims
 
1. A compound of formula I:

OG Complex Work Unit Drawing
wherein:
R1 is an optionally substituted 4-, 5- or 6-membered heterocyclic ring having one or more heteroatoms, in which at least one carbon atom of the ring is substituted with O, N, or S;
X1 is —CO— or —CS— or —CH2CO— or CH(R4) wherein R4 is H or optionally substituted alkyl or —COOH or —COOR11 wherein R11 is optionally substituted alkyl;
X2 and X3 are independently —CO— or —CS—;
Z is —CH2— or —S— or —O— or —NH—;
Q is O or S;
R2 is H or optionally substituted alkyl or an optionally substituted carbocyclic ring;
R3 is H or optionally substituted alkyl or an optionally substituted mono- or polycyclic ring, optionally having one or more heteroatoms in the ring(s) and optionally being a fused ring; or R2 and R3 together form an optionally substituted mono- or polycyclic ring optionally having one or more heteroatoms in the ring(s) and optionally being a fused ring;
R5 and R6 are independently H, or lower alkyl;
R7 and R8 are independently H, or optionally substituted lower alkyl;
R9 and R10 are independently H, or optionally substituted alkyl, or an optionally substituted carbocyclic ring;
Y is —(CH2)n— where n is 0, 1, 2 or 3 provided that when R2 and R3 form part of the ring n is 0;
provided that when R1 is:

OG Complex Work Unit Drawing
and X1, X2 and X3 are —CO—
and R5, R6, R7, R8, R9, R10 are H
and Z is —CH2
and Q is O
and Y is —(CH2)n— where n is 0,
then R2 and R3 are not both H;
and pharmaceutically acceptable salts thereof.