Derivatives of tryptamine and analogous compounds, and...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 209/16 (2006.01) A61K 31/4045 (2006.01) C07D 209/12 (2006.01)

Patent

CA 2423628

This invention relates to novel substituted tryptamines and related derivatives, as well as pharmaceutical compositions formulated therefrom, the substituted tryptamines having the formula (see above formula) and their acid addition salts where the compounds are basic, wherein: R1 is hydrogen, halogen, C1-4alkyl, C1-4 alkoxy, NR'R", N(R')C(:O)R o, nitro, aryl, aryl-C1-4 alkyl, or aryl-C1-4 alkoxy, and each of R2 and R3 is independently selected from among hydrogen, halogen, C1-4alkyl, C1-4alkoxy, NR'R", N(R')C(:O)R o, nitro, aryl, aryl-C1-4 alkyl, or aryl-C1-4 alkoxy, R o is C1-4alkyl or aryl, and each of R' and R" is independently H or C1-4 alkyl, or R' = R" = CICH2CH2, or NR'R" constitutes a saturated heterocyclic ring containing 3-8 ring members; m is 0-4; t is 0-3; and X is NH, N-C1-4alkyl, O or S; provided that X is not NH when simultaneously (R1)m is 5-methoxy, R2 is H or I and t = 0, and that X is not S when simultaneously R2 is H and m=t=0. These compounds, compositions and their salts can be used in the manufacture of medicaments for interacting with the melatoninergic system. These compounds and conditions can be used for heating several types of medical conditions, such as central nervous system and psychiatric disorders (sleep disorders, epilepsy and other convulsive disorders, anxiety, neurodegenerative diseases), chronobiological-based disorders (jet lag, delayed sleep syndrome, shift-work, seasonal affective disorder), neoplastic conditions, and conditions associated with senescence.

L'invention se rapporte à de nouvelles tryptamines substituées et à des dérivés associés, ainsi qu'à des compositions pharmaceutiques préparées à partir de ces tryptamines. Ces composés, compositions et leurs sels peuvent être utilisés pour la fabrication de médicaments permettant une interaction avec le système mélatoninergique. Ces composés et compositions peuvent être utilisés pour le traitement de divers types d'états pathologiques, tels que des troubles psychiatriques et des troubles du système nerveux central (troubles du sommeil, épilepsie et autres troubles convulsifs, anxiété, maladies neurodégénératives), troubles des rythmes chronobiologiques (décalage horaire, syndrome du sommeil retardé, travail par postes, trouble affectif saisonnier), troubles néoplasiques et états pathologiques associés à la sénescence.

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