Novel thyroid receptor ligands and method

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 59/68 (2006.01) A61K 31/085 (2006.01) A61K 31/19 (2006.01) A61K 31/275 (2006.01) A61K 31/662 (2006.01) C07C 41/14 (2006.01) C07C 43/295 (2006.01) C07C 51/367 (2006.01) C07C 65/24 (2006.01) C07C 253/30 (2006.01) C07C 255/37 (2006.01) C07F 9/38 (2006.01) C07F 9/40 (2006.01)

Patent

CA 2294098

Novel thyroid receptor ligands as provided which have general formula (I) in which: R1 is alkyl of 1 to 4 carbons or cycloalkyl of 3 to 7 carbons; R2 and R3 are the same or different and are hydrogen, halogen, alkyl of 1 to 3 carbons or cycloalkyl of 3 to 5 carbons, at least one of R2 and R3 being other than hydrogen; n is an integer from 0 to 4; R4 is an aliphatic hydrocarbon, an aromatic hydrocarbon, carboxylic acid ester thereof, alkenyl carboxylic acid or ester thereof, hydroxy, halogen, cyano, or a phosphonic acid or an ester thereof, or a pharmaceutically acceptable salt thereof. A method for treating diseases associated with metabolism dysfunction or which are dependent on the expression of a T3 regulated gene (such as obesity, hypercholesterolemia, osteoporosis, hypothyroidism and goiter) is also provided.

L'invention concerne de nouveaux ligands du récepteur de la thyroïde, qui présentent la formule générale (I). Dans cette dernière, R1 représente alkyle de 1 à 4 atomes de carbone ou cycloalkyle de 3 à 7 atomes de carbone; R2 et R3 sont similaires ou différents et représentent hydrogène, halogène, alkyle de 1 à 3 atomes de carbone ou cycloalkyle de 3 à 5 atomes de carbone, au moins un élément parmi R2 et R3 sont autres que de l'hydrogène; n est un nombre entier compris entre 0 et 4; R4 est un hydrocarbure aliphatique, un hydrocarbure aromatique, un ester acide carboxylique de ce dernier, un acide carboxylique d'alkényle ou un ester de de dernier, hydroxy, halogène, cyano, ou un acide phosphonique ou un ester de ce dernier, ou un sel pharmaceutiquement acceptable de ce dernier. L'invention traite d'un procédé pour traiter les maladies associées à un dysfonctionnement du métabolisme ou qui sont dépendantes de l'expression d'un gène régulé T3 (telle que l'obésité, l'hypercholestérolémie, l'ostéoporose, l'hypothyroidisme et le goitre).

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