Thyromimetic organic compounds
First Claim
1. A method for the preparation of a compound of the formula in which R1 is hydroxy, R4 is optionally substituted alkyl, aryl, aralkyl, heteroaryl or heteroaralkyl;
- R2 is hydrogen, halogen or lower alkyl;
R3 is halogen or lower alkyl; and
n represents zero or an integer from 1 to 4;
or a pharmaceutically acceptable salt thereof;
which method comprises;
(a) condensing the amine of the formula with a reactive functional derivative of an acid, said acid being a carboxylic acid of the formula
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Accused Products
Abstract
Compounds of the present invention of the formula
are thyromimetic agents which can be used to prevent and/or treat diseases associated with an imbalance of thyroid hormones, such as hypo- and hyper-thyroidism, obesity, osteoporosis and depression. The compounds of the invention are, in particular, hypolipedemic agents which enhance the clearance of cholesterol from circulation, particularly the clearance of cholesterol in the form of low density lipoproteins (LDL). The compounds are useful for reducing total cholesterol plasma levels in mammals, in particular for reducing levels of LDL-cholesterol. Furthermore, such compounds also lower elevated lipoprotein (a) [Lp(a)] levels, an independent cardiovascular risk factor, in mammals. The compounds of the invention can therefore be used for the prevention and/or treatment of occlusive cardiovascular conditions in which hyperlipidemia and hyperlipoproteinemia are implicated, such as atherosclerosis and coronary heart disease in mammals.
8 Citations
7 Claims
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1. A method for the preparation of a compound of the formula
in which R1 is hydroxy, R4 is optionally substituted alkyl, aryl, aralkyl, heteroaryl or heteroaralkyl; - R2 is hydrogen, halogen or lower alkyl;
R3 is halogen or lower alkyl; and
n represents zero or an integer from 1 to 4;
or a pharmaceutically acceptable salt thereof;
which method comprises;(a) condensing the amine of the formula with a reactive functional derivative of an acid, said acid being a carboxylic acid of the formula
- R2 is hydrogen, halogen or lower alkyl;
-
2. A method for the preparation of a compound of the formula
in which R1 is hydroxy, R4 is optionally substituted alkyl, aryl, aralkyl, heteroaryl or heteroaralkyl; - R2 is hydrogen, halogen or lower alkyl;
R3 is halogen or lower alkyl; and
n represents zero or an integer from 1 to 4;
or a pharmaceutically acceptable salt thereof;
which method comprises;(a) reacting a compound of the formula in which R4 has meaning as defined for formula XIB with a compound of the formula in which L is trifluoromethylsulfonyloxy, chloro or fluoro, and R2 and R3 have meanings as defined for formula XIB to obtain a compound of the formula (b) converting the nitro compound of formula IXA to a corresponding amine of the formula in which R2, R3 and R4 have meanings as defined for formula XIB; (c) condensing the amine of formula XA with a reactive functional derivative of an acid, said acid being a carboxylic acid to the formula - View Dependent Claims (3, 4, 5, 6, 7)
- R2 is hydrogen, halogen or lower alkyl;
Specification