3-aryloxy/thio-2,3-substituted propanamines and their use in...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C549S051000

Reexamination Certificate

active

07410996

ABSTRACT:
There is provided a compound of formula (I) wherein A is selected from —O— and —S—; X is selected from phenyl optionally substituted with up to 5 substituents each independently selected from halo, C1-C4alkyl and C1-C4alkoxy, thienyl optionally substituted with up to 3 substituents each independently selected from halo and C1-C4alkyl, and C2-C8alkyl, C2-C8alkenyl, C3-C8cycloalkyl and C4-C8cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from halo, C1-C4alkyl, C1-C4alkoxy, C1-C4alkyl-S(O)n— where n is 0, 1 or 2, —CF3, —CN and —CONH2; Y is selected from phenyl, naphthyl, dihydrobenzothienyl, benzothiazolyl, benzoisothiazolyl, quinolyl, isoquinolyl, naphthyridyl, thienopyridyl, indanyl, 1,3-benzodioxolyl, benzothienyl, indolyl and benzofuranyl, each of which may be optionally substituted with up to 4 or, where possible, up to 5 substituents each independently selected from halo, C1-C4alkyl, C1-C4alkoxy, C1-C4alkyl-S(O)n— where n is 0, 1 or 2, nitro, acetyl, —CF3, —SCF3and cyano; and when Y is indolyl it may be substituted or further substituted by an N-substituent selected from C1-C4alkyl; Z is selected from OR3or F, wherein R3is selected from H, C1-C6alkyl and phenyl C1-C6alkyl; R1and R2are each independently H or C1-C4alkyl; and pharmaceutically acceptable salts thereof with the proviso that when Y is optionally substituted phenyl or optionally substituted 1,3-benzodioxolyl and Z is OR3and X is optionally substituted phenyl then A is —S—.

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Meloni P. et al., XP000605241, “Potential Antidepressant Agents-Alpha-Aryloxy-Benzyl Derivatives of Ethanolamine and Morpholine” European Journal of Medicinal Chemistry, editions Scientifique Elsevier, Paris, Fr, vol. 19, No. 3, 1984, pp. 235-242.

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