	US 7,550,506 B2
	Amino acid derived prodrugs of propofol, compositions and uses thereof
Feng Xu, Palo Alto, Calif. (US); Mark A. Gallop, Los Altos, Calif. (US); and Vivek Sasikumar, San Francisco, Calif. (US)
Assigned to XenoPort, Inc., Santa Clara, Calif. (US)
Filed on Jul. 12, 2005, as Appl. No. 11/180,064.
Claims priority of provisional application 60/587611, filed on Jul. 12, 2004.
Prior Publication US 2006/0100160 A1, May 11, 2006
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 31/24 (2006.01); C07C 229/36 (2006.01)

U.S. Cl. 514—534 [560/19]

20 Claims

1. A compound of Formula (I) is provided:

or a pharmaceutically acceptable salt, hydrate, solvate or N-oxide thereof, wherein:

R¹is selected from the group consisting of hydrogen, (R⁵NH(CHR⁴)_pC(O))—, R⁶—, R⁶C(O)— and R⁶OC(O)—;

R²is —OR⁷or —(NR⁸(CHR⁹)_qC(O)OR⁷);

p and q are independently 1 or 2;

each R⁴is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, acyl, substituted acyl, alkoxycarbonyl, substituted alkoxycarbonyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, carbamoyl, substituted carbamoyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, heteroalkyl, substituted heteroalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl and substituted heteroarylalkyl, or optionally, when R⁴and R⁵are attached to adjacent atoms then R⁴and R⁵together with the atoms to which they are bonded form a cycloheteroalkyl or substituted cycloheteroalkyl ring;

R⁵is selected from the group consisting of hydrogen, R⁶—, R⁶C(O)—and R⁶OC(O)—;

R⁶is selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, heteroaryl, substituted heteroaryl and heteroarylalkyl;

R⁷is selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, heteroaryl, substituted heteroaryl and heteroarylalkyl;

R⁸is selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, heteroaryl, substituted heteroaryl and heteroarylalkyl; and

each R⁹is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, acyl, substituted acyl, alkoxycarbonyl, substituted alkoxycarbonyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, carbamoyl, substituted carbamoyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, heteroalkyl, substituted heteroalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl and substituted heteroarylalkyl, or optionally, when R⁸and R⁹are attached to adjacent atoms then R⁸and R⁹together with the atoms to which they are bonded form a cycloheteroalkyl or substituted cycloheteroalkyl ring;

with the proviso that when R²is —(NR⁸(CHR⁹)_qC(O)OR⁷) then R¹is not (R⁵NH(CHR⁴)_pC(O))—.