Novel salicylic anilides
AssigneeHigh Point Pharmaceuticals, LLC
InventorsPreben Olesen, Thomas Kruse Hansen, Lise Brown Christiansen, Holger Claus Hansen
Life of this patent
Estimating the term…
Abstract
Novel salicylic anilides are chemical uncouplers useful e.g. for the treatment of obesity.
Claims15
1-19. (canceled)
A method of treating obesity, atherosclerosis, hypertension, type 2 diabetes, dyslipidemia, coronary heart disease, osteoarthritis, gallbladder diseases, endometrial, breast, prostate or colon cancer, or preventing of weight gain or maintaining a weight loss, or treating diabetic microvascular diseases in the retina, renal glomerulus or peripheral nerve cell apoptosis, the method comprising administering to a patient in need thereof a therapeutically effective amount of a compound according, formula I
- wherein X represent and m is 0, 1 or 2;
- R1 represents branched C1-6alkyl or phenyl;
- R2 and R4 independently represent, hydrogen, C1-6alkyl, C1-6alkynyl or C1-6alkoxy;
- R5, R6 and R7 together constitute a substitution pattern selected from the group consisting of 2-chloro-4-nitro;
- 2-chloro-4-cyano;
- 2-trifluoromethoxy-4-nitro;
- 2-trifluoromethoxy-4-cyano;
- 2-trifluoromethyl-4-(1-imidazolyl);
- and 2-methyl-4-(1-imidazolyl;
- R3 represents C1-6alkyl, C1-6alkenyl, C1-6alkynyl, C1-6haloalkyl, arylC1-6alkyl, arylC1-6alkenyl, arylC1-6alkynyl, heteroarylC1-6alkyl, heteroarylC1-6alkenyl, heteroarylC1-6alkynyl, C3-8cycloalkyl, aryl, or heteroaryl;
- wherein R3 may optionally be substituted with up to four substituents, R10, R11, R12, and R13, wherein R10, R11, R12, and R13 independently represent C1-6alkyl, C1-6alkylaryl, halogen, C1-6haloalkyl, C1-6hydroxyalkyl, C1-6alkoxy, oxo, cyano, nitro, —(CH2)rO R14, —SH, —S(O)pR15, —S(O)pN(R14)(R15), —C(O)OR14, —OC(O)R14, —C(O)R14, —C(O)N(R14)(R15), —(CH2)rN(R14)C(O)R15, —B(OR14)(OR15), —(CH2)rN(R14)(R15), or phenyl, wherein said phenyl is optionally substituted with one or more substituents selected from the group consisting of C1-6alkyl, halogen, C1-6haloalkyl, C1-6hydroxyalkyl, cyano, nitro, —OR16, —S(O)sR16, —C(O)OR16, —OC(O)R16, —C(O)R16, —C(O)N(R16)(R17), —N(R16)(R17), —(CH2)s)N(R16)C(O)R17, —B(OR16)(OR17), —(CH2)tOR16, or —(CH2)tN(R16)(R17);
- each R14 independently represents hydrogen, C1-6haloalkyl, C1-6hydroxyalkyl, C1-6alkyl, C1-6alkenyl, C1-6alkynyl, C3-8cycloalkyl, or phenyl optionally substituted with one or more substituents selected from the group consisting of C1-6alkyl, halogen, C1-6haloalkyl, C1-6hydroxyalkyl and cyano;
- R15 represents C1-6haloalkyl, C1-6hydroxyalkyl, C1-6alkyl, C1-6alkenyl, C3-8cycloalkyl, or phenyl optionally substituted with one or more substituents selected from the group consisting of C1-6alkyl, halogen, C1-6haloalkyl, C1-6hydroxyalkyl and cyano;
- or wherein R14 and R15, when attached to a nitrogen atom, together with said nitrogen atom form a C3-8cycloalkyl or heteroaryl ring, optionally substituted with one or more C1-6alkyl substituents;
- each R16 and R17 independently represents hydrogen, C1-6haloalkyl, C1-6hydroxyalkyl, C1-6alkyl, C1-6alkenyl, C1-6alkynyl or C3-8cycloalkyl;
- or R16 and R17 when attached to a nitrogen atom together with said nitrogen atom form a cycloalkyl or heteroaryl ring, optionally substituted with one or more alkyl substituents;
- p and s, independently of each other, are an integer of 0, 1, or 2;
- r and t, independently of each other, are an integer of 0, 1, 2, or 3;
- q is 0, 1, 2;
- provided that the compound is not N-(2-chloro-4-nitrophenyl)-3-tert-butyl-6-methylsalicylanilide, 3,5-Di-tert-butyl-N-(2-chloro-4-nitro-phenyl)-2-hydroxy-benzamide or 3-tert-Butyl-N-(2-chloro-4-nitro-phenyl)-2-hydroxy-5-methyl-benzamide;
- or a pharmaceutically acceptable salt or solvate thereof;
- optionally in combination with other therapeutically active compounds, wherein said other compound may be administered either concomitantly or sequentially.
24-25. (canceled)
Dependencies are inferred from the claim text.