US 7,321,065 B2
Thyronamine derivatives and analogs and methods of use thereof
Thomas S. Scanlan, San Francisco, Calif. (US); Matthew E. Hart, San Francisco, Calif. (US); David K. Grandy, Portland, Oreg. (US); James R. Bunzow, Portland, Oreg. (US); Motonori Miyakawa, South San Francisco, Calif. (US); Edwin Saavedra Tan, San Francisco, Calif. (US); and Katherine L. Suchland, Portland, Oreg. (US)
Assigned to The Regents of the University of California, Oakland, Calif. (US); and Oregon Health & Science University, Portland, Oreg. (US)
Filed on Apr. 16, 2004, as Appl. No. 10/825,881.
Application 10/825881 is a continuation in part of application No. 10/418399, filed on Apr. 18, 2003, granted, now 6,979,750.
Prior Publication US 2005/0096485 A1, May 05, 2005
Int. Cl. C07C 211/27 (2006.01); A61K 31/135 (2006.01)
U.S. Cl. 564—374  [564/316; 564/336; 564/347; 514/648; 514/649; 514/651; 514/654] 36 Claims
 
1. A compound of formula I:

OG Complex Work Unit Drawing
or a stereoisomer, prodrug, pharmaceutically acceptable salt, hydrate, solvate, acid salt hydrate, N-oxide or isomorphic crystalline form thereof;
wherein independently,
R1 and R2 are: H, lower alkyl, cyclic alkyl, or benzyl;
Y is —[CR8R9]—; where R8 is H, and R9 is aryl optionally substituted with 1-3 substituents selected from the group consisting of lower alkyl, halo, hydroxy, and alkoxy; or benzyl wherein the phenyl portion thereof is optionally substituted with 1-3 substituents selected from the group consisting of lower alkyl, halo, hydroxy, and alkoxy;
Z is: —[C(R)2]n—, CHOR, O, S, NR, CONH, or NHCO;
R3, R4, R5, and R7 are: H, I, Br, Cl, F, CH3, CF3, CN, SR, OCH3, CH2CH3, or CH(CH3)2;
R6 is: OR, H, SH, F, CF3, lower alkyl, or N(R)2;
X is: O, S, SO, SO2, NR, C(R)2, -lower alkyl-O—, —O-lower alkyl-, COCH2O, or OCH2CO;
R is H, lower alkyl, aryl optionally substituted with 1-3 substituents selected from the group consisting of lower alkyl, halo, hydroxy, and alkoxy; or benzyl wherein the phenyl portion thereof is optionally substituted with 1-3 substituents selected from the group consisting of lower alkyl, halo, hydroxy, and alkoxy; and
n is 1 to 6.