US 7,468,434 B2
Diazene-bridge crown ether lithium compounds and methods for their use
Paul Michel Georges Vanhoutte, Hong Kong (Hong Kong Special Administrative Region of the People's Republic of China, The); Chi-Ming Che, Hong Kong (Hong Kong Special Administrative Region of the People's Republic of China, The); Kwok-Fai So, Pokfulam (Hong Kong Special Administrative Region of the People's Republic of China, The); and Iona Hiu Tung Sham, Chai Wan (Hong Kong Special Administrative Region of the People's Republic of China, The)
Assigned to The University of Hong Kong, Hong Kong (China)
Filed on Dec. 21, 2005, as Appl. No. 11/313,513.
Claims priority of provisional application 60/638100, filed on Dec. 22, 2004.
Prior Publication US 2007/0298127 A1, Dec. 27, 2007
Int. Cl. C07D 225/00 (2006.01)
U.S. Cl. 540—450  [540/467; 540/468; 540/469] 8 Claims
OG exemplary drawing
 
1. A method for protecting against the degeneration of retinal ganglion cells caused by an eye disease in a subject comprising:
(a) providing a photosensitive aza-crown ether or crown ether of a chromene or a diazene compound that releases lithium upon exposure to light;
(b) administering an effective amount of the aza-crown or crown ether of a chromene or a diazene compound in a pharmaceutically acceptable carrier to the eye of the subject; and
(c) exposing the eye of the subject to an external light source to cause the aza-crown ether or crown ether of a chromene or a diazene compound to release lithium wherein the photosensitive aza-crown ether or crown ether moiety of a chromene or diazene compound has one of the following structures:

OG Complex Work Unit Drawing
wherein Q is a crown ether or an aza-crown ether;
wherein R1, R2, R3, R′1, R′2, and R′3, are the same or different, and are each a phenyl ring or a substituted phenyl ring, a hydrogen; a halogen, a hydroxyl group, an unsubstituted or substituted lower alkyl, cycloalkyl, aryl, acyl, alkoxy, acylamino, aralkyl, cyanocarboxyl, thio, vinyl, stryryl, alkoxycarbonyl, carbamoyl, aminocarbonyl, or phenoxycarbonyl; and wherein X1 and X2 are each a phenyl ring or a substituted phenyl ring, an unsubstituted or substituted lower alkyl, cycloalkyl, aryl, acyl, alkoxyl, aclyamino, aralkyl, cyanocarboxyl, thio, vinyl, stryryl, alkoxycarbonyl, carbamoyl, aminocarbonyl, or phenoxycarbonyl.