Cyclic polyamine compounds for cancer therapy

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 257/02 (2006.01) A61K 31/395 (2006.01) A61P 35/00 (2006.01) C07D 255/02 (2006.01)

Patent

CA 2417064

Novel cyclic polyamine compounds of the form (I) where A1, each A2 (if present), and A3 are independently selected from C1-C8 alkyl, where each Y is independently selected from H or C1-C4 alkyl, where M is selected from C1-C4 alkyl, where k is 0, 2, or 3, and where R is selected from C1-C32 alkyl, as well as all stereoisomers and salts thereof, are disclosed. Additional compounds where k is 1 and A2 is independently selected from C1-C3 alkyl or C5- C8 alkyl ar also disclosed. Cyclic polyamines, where the amide group is reduced to a secondary amino group, and various derivatives of these compounds, are also described. Synthetic methods for the compounds are described. The compounds are useful for treating diseases caused by uncontrolled proliferation of cells, such as cancer, especially prostate cancer, and for inducing intracellular ATP hydrolysis for treatment of other disorders.

L'invention concerne de nouveaux composés de polyamine cyclique de formule (I) dans laquelle A¿1?, chaque A¿2? (si existant) et A¿3? sont sélectionnés indépendamment à partir d'alkyle C¿1?-C¿8?, chaque Y est sélectionné indépendamment entre H ou alkyle C¿1?-C¿4?, M est sélectionné à partir d'alkyle C¿1?-C¿4?, k est 0, 2 ou 3, R est sélectionné à partir d'alkyle C¿1?-C¿32?, ainsi que tous leurs stéréoisomères et leurs sels. L'invention concerne également des composés additionnels, où k est 1 et A¿2? est sélectionné indépendamment entre alkyle C¿1?-C¿3? ou alkyle C¿5?-C¿8?, des polyamines cycliques, où le groupe amide est réduit à un groupe amino secondaire, différents dérivés de ces composés, ainsi que des procédés de synthèse desdits composés. Ces composés sont utiles dans le traitement de maladies causées par la prolifération incontrôlée de cellules, telles que le cancer, notamment le cancer de la prostate, ainsi que dans l'induction de l'hydrolyse ATP intracellulaire pour traiter d'autres troubles.

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