Compounds and compositions for delivering active agents
View Patent ↗Modified amino acid compounds useful in the delivery of active agents are provided. Methods of administration and preparation are provided as well.
1. A pharmacological composition comprising:
(A) parathyroid hormone; and
(B) at least one carrier compound having the formula
2-HO—Ar—CONR 8 —R 7 —COOH
wherein Ar is a substituted or unsubstituted phenyl or naphthyl;
R 7 is selected from the group consisting of C 4 to C 20 alkyl, C 4 to C 20 alkenyl, phenyl, naphthyl, (C 1 to C 10 alkyl) phenyl, (C 1 to C 10 alkenyl)phenyl, (C 1 to C 10 alkyl) naphthyl, (C 1 to C 10 alkenyl)naphthyl, phenyl (C 1 to C 10 alkyl), phenyl (C 1 to C 10 alkenyl), naphthyl (C 1 to C 10 alkyl), and naphthyl (C 1 to C 10 alkenyl);
R 8 is selected from the group consisting of hydrogen, C 1 to C 4 alkyl, C 1 to C 4 alkenyl, hydroxy, and C 1 to C 4 alkoxy;
R 7 is optionally substituted with C 1 to C 4 alkyl, C 1 to C 4 alkenyl, C 1 to C 4 alkoxy, —OH, —SH and —CO 2 R 9 any combination thereof;
R 9 is hydrogen, C 1 to C 4 alkyl or C 1 to C 4 alkenyl;
R 7 is optionally interrupted by oxygen, nitrogen, sulfur or any combination thereof;
with the proviso that the compounds are not substituted with an amino group in the position alpha to the acid group;
or salts thereof.
2. The composition according to claim 1 , wherein R 7 is C 4 to C 20 alkyl.
3. The composition according to claim 1 , wherein R 7 is C 5 to C 20 alkyl.
4. The composition according to claim 1 wherein the carrier has the formula
or a salt thereof.
5. The composition according to claim 1 wherein said carrier is a compound selected from the group consisting of
or salts thereof.
6. The composition according to claim 1 wherein the carrier is a compound selected from the group consisting of
A
Compound
n
m
X
LII
1
0
2-OH
LIII
3
0
2,6-dihydroxy
LIV
2
0
2-OH
LVI
2
0
2,6-dihydroxy
or salts thereof.
7. The composition according to claim 1 wherein the carrier is a compound selected from the group consisting of
G
Compound
n
m
X
CXI
6
0
2-OH
CXIX
9
0
2-OH
or salts thereof.
8. The composition according to claim 1 , wherein said carrier has the formula
or a salt thereof.
9. The composition according to claim 1 wherein the carrier has the formula
or a salt thereof.
10. A dosage unit form comprising
(A) a pharmacological composition according to claim 1 ; and
(B) (a) an excipient,
(b) a diluent,
(c) a disintegrant,
(d) a lubricant,
(e) a plasticizer,
(f) a colorant,
(g) a dosing vehicle, or
(h) any combination thereof.
11. A dosage unit form according to claim 10 , comprising a tablet, a capsule, or a liquid.
12. A dosage unit form according to claim 11 , wherein said dosing vehicle is selected from the group consisting of water, 1,2-propane diol, ethanol or any combination thereof.
13. A method for administering parathyroid hormone to a mammal in need of said agent, said method comprising administering orally to said mammal a composition as defined in claim 1 .
14. A method for preparing a pharmacological composition, said method comprising mixing:
(A) parathyroid hormone;
(B) at least one carrier compound according to claim 1 ; and
(C) optionally a dosing vehicle.
15. A method for administering parathyroid hormone to an animal in need thereof, said method comprising administering orally to said mammal a composition as defined in claim 1 .