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US 8,772,273 B2Granted
Formulations and uses of retinoic acid receptor selective agonists
AssigneeQuRetino Therapeutics, Inc.
InventorFerenc Makra
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Abstract
The invention provides retinoic acid receptor (RAR) selective agonists and formulations thereof for the treatment of disease or for inducing a medically beneficial effect.
Claims11
A method of treating acne vulgaris, the method comprising:
- administering to a subject a topical formulation comprising a single active ingredient, wherein the active ingredient consists of a RAR selective agonist, wherein the RAR selective agonist is not more than 0.005% of the formulation, and wherein the RAR selective agonist has the structure:
- wherein the dotted bond is either present and forms a double bond, or is absent;
- R1, R2, R3 and R4 are independently hydrogen or alkyl;
- n is 1, 2 or 3;
- X is —C(R8)(R9)— for n=1, 2 or 3;
- or X is oxygen for n=1;
- wherein R8 and R9 are independently hydrogen or alkyl;
- R5 is hydrogen, alkyl, alkoxy, alkoxy-alkyl-, alkylthio, alkyl-NR10—, alkenyl, alkenyloxy, alkynyl, benzyl, cycloalkyl-alkyl or phenyl-alkyl;
- wherein R10 is hydrogen or alkyl;
- m is 0 when the dotted bond is present;
- or m is 1 when the dotted bond is absent;
- wherein Ar is phenyl or a heteroarylic ring;
- R6 is hydrogen, halogen, alkoxy or hydroxy;
- R7 is hydrogen or alkyl;
- and
- Y
- is —COO—, —OCO—, —CONR10—, —NR10CO—, —CH═CH—, —C≡C—, —COCH═CH—, —CHOHCH═CH—, —CH2O—, —CH2S—, —CH2SO—, —CH2SO2—, —CH2NR10—, —OC H2—, —SCH2—, —SOCH2—, —SO2CH2— or —NR10CH2—,
- with the proviso that when Y
- is —OCO—, —NR10CO—, —OCH2—, —SCH2—, —SOCH2—, —SO2CH2— or —NR10CH2—, R5 is hydrogen, alkyl, alkoxy-alkyl-, alkenyl, alkynyl, benzyl, cycloaslkyl-alkyl or phenyl-alkyl;
- or a pharmaceutically active salt of carboxylic acids of formula I.
17 more elements
Dependencies are inferred from the claim text.