Carnitine conjugates of adamantanamines derivatives as dual prodrugs for various uses
AssigneeSSV Therapeutics, Inc.
InventorOm P. Goel
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Abstract
This invention concerns compounds of adamantanamines and neramexane, including their pharmaceutically-acceptable salts, diesterioisomers, and formulations for treating Alzheimer's related dementias, depression, AIDS related dementias, as antivirals, inflammatory diseases such as rheumatoid arthritis, and cerebral ischemia, hyperlipidemia, and diabetes.
Claims32
A compound, including its pharmaceutically-acceptable salts, of Formula (I) below,
- wherein:
- Z is a trialicyclic adamantane as shown by Formulae (A),
- wherein:
- R, R1, and R2 are each independently H or CH3:
- C1-C6 straight chain or branched alkyls, C3-C6 cycloalkyl, C2-C6 alkenyl, C2 C6 alkynyl;
- C6-C10 aryl unsubstituted or substituted with straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, nitro, trihaloalkyl, C1-C6 acyl, C1-C6 dialkylamino, C1-C6 acylamino, C1-C6 mercaptoalkyl;
- alkylaryl (C6-C10), such as a benzyl group unsubstituted or substituted with straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, trihaloalkyl, acyl, C1-C6 dialkylamino, and C1-C6 mercaptoalkyl;
- and alkyldiaryls such as diphenylmethyl in which the aryls may be bridged by —CH2—CH2— or O or S, where the alkyldiaryls may be unsubstituted or substituted with straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, trihaloalkyl, C1-C6 acyl, C1-C6 dialkylamino, and C1-C6 mercaptoalkyl;
- n=0 or an integer from 1 through 6;
- Ŕ is H or C1-C4 straight-chain alkyl;
- Y is a moiety of Formulae, (D), and shown below,
- wherein,
- R1 is independently selected from the group consisting of straight or branched chain C1-C6 alkyl, C3-C6 cycloalkyl;
- C2-c6 alkenyl;
- C2-C6 alkynyl;
- C6-C10 aryl such as phenyl, naphthyl, and the like, or a heteroaryl such as furanyl, imidazolyl, pyrollyl, triazolyl, pyridyl, and the like, unsubstituted or substituted with one or more straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, nitro, trihaloalkyl, C1-C6 acyl, C1-C6 dialkylamino, C1-C6 acylamino, C1-C6 mercaptoalkyl;
- and straight or branched chain alkylaryl (C6-C10), such as a benzyl group, or an alkyl heteroaryl wherein the aryl or the hetroaryl group may be unsubstituted or substituted with one or more straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, trihaloalkyl, C1-C6 acyl, C1-C6 dialkylamino, and C1-C6 mercaptoalkyl, and alkyldiaryls such as diphenylmethyl in which the aryls may be bridged by —CH2—CH2— or O or S, where the alkyldiaryls may be unsubstituted or substituted with straight chain or branched C1-C6 alkyl, C1-C6 alkoxyl, 1,3-dioxolanyl, cyano, halo, trihaloalkyl, C1-C6 acyl, C1-C6 dialkylamino, and C1-C6 mercaptoalkyl;
- and
- X− is a pharmaceutically-acceptable inorganic or organic counter ion.
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Dependencies are inferred from the claim text.