Oxadiazole compounds and compositions for delivering active agents
View Patent ↗Oxadiazole compounds and compositions for the delivery of active agents are provided. Methods of administration and preparation are provided as well.
1. A compound selected from the group consisting of
Cpd #
X
R 2
1
2-OH
(CH 2 ) 8
2
2-OH
(CH 2 ) 6
3
2-OH
(CH 2 ) 4
4
2-OH
(CH 2 ) 7
5
2-OH-5-Cl
(CH 2 ) 6
6
2-OH-3, 5-di-Cl
(CH 2 ) 6
7
2-OH-4-methyl
(CH 2 ) 6
8
2-OH-4-OMe
(CH 2 ) 6
9
2-OH-4-OMe
(CH 2 ) 4
10
H
(CH 2 ) 6
11
2-Cl
(CH 2 ) 6
Cpd #
R 1
R 2
12
CH 3
(CH 2 ) 6
13
CH 2 OH
(CH 2 ) 6
and salts thereof.
2. A compound having the formula
or a salt thereof, wherein
R 1 is C 2 –C 6 alkenyl, C 2 –C 6 alkynyl, C 3 –C 10 cycloalkyl, or phenyl or naphthyl, substituted with —OH, —SH, or C 1 –C 4 alkyl; and
R 2 is C 1 –C 24 alkylene or (C 1 –C 10 alkyl)phenylene.
3. A compound having the formula
or a salt thereof, wherein
R 1 is 2-OH-phenyl, optionally further substituted with one or more of OH, Cl, —CH 3 or —QCH 3 ;
R 2 is C 4 –C 8 alkyl.
4. A compound having the formula
or a salt thereof, wherein
R 1 is 2-OH-phenyl;
R 1 is optionally substituted with one or more of C 1 –C 4 alkyl or fluoroalkyl, C 2 –C 4 alkenyl, C 1 –C 4 alkoxy or fluoroalkoxy, halogens, —OH, —SH, phenyl, phenoxy, —CO 2 R 3 , —N(CH 3 ) 2 , or —NH 2 ;
R 2 is C 1 –C 24 alkylene, C 2 –C 24 alkenylene, C 3 –C 10 cycloalkylene, C 3 –C 10 cycloalkenylene, napthylene, (C 1 –C 10 alkyl)phenylene, (C 2 –C 10 alkenyl)phenylene, (C 1 –C 10 ) alkyl)naphthylene, (C 2 –C 10 alkenyl)naphthylene, phenyl (C 1 –C 10 alkylene), phenyl(C 2 –C 10 alkenylene), naphthyl(C 1 –C 10 alkylene) or naphthyl(C 2 –C 10 alkenylene);
R 2 is optionally substituted with one or more of C 1 –C 4 alkyl or fluoroalkyl, C 2 –C 4 alkenyl, C 1 –C 4 alkoxy or fluoroalkoxy, halogens, —OH, —SH, phenyl, phenoxy, —CO 2 R 3 , —N(CH 3 ) 2 , —NO 2 , —NH 2 , C 3 –C 10 cycloalkyl, C 3 –C 10 cycloalkenyl, aryl, (C 1 –C 10 alk)aryl, heterocycle having 3–10 ring atoms wherein the hetero atom is one or more of N, O, S or any combination thereof, or any combination thereof; and
R 3 is hydrogen, C 1 –C 4 alkyl, or C 2 –C 4 alkenyl.
5. A compound having the formula
or a salt thereof, wherein
R 1 is C 2 –C 10 alkenyl, C 2 –C 10 alkynyl, C 3 –C 10 cycloalkyl, phenyl, napthyl, or aromatic heterocycle;
R 1 is optionally substituted with one or more of C 1 –C 4 alkyl or fluoroalkyl, C 2 –C 4 alkenyl, C 1 –C 4 alkoxy or fluoroalkoxy, halogens, —OH, —SH, phenyl, phenoxy, —CO 2 R 3 , —N(CH 3 ) 2 , or —NH 2 ;
R 2 is C 4 –C 8 alkylene; and
R 3 is C 1 –C 4 alkyl or C 2 –C 4 alkenyl.