3-phenyl-2-propeneamine derivatives, their preparation and compo

Details 3-phenyl-2-propeneamine derivatives, their preparation and compo 3-phenyl-2-propeneamine derivatives, their preparation and compo

1985-02-15

1987-08-11

Warren, Charles F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564340, 564341, 540544, 540 5, 544400, 544401, 546193, 546234, 546236, 546239, 546240, 546300, 546329, 546335, 548146, 548214, 548215, 548240, 548300, 548356, 548518, 548567, 548570, 548573, 558275, 560 19, 560 20, 560 45, 560 47, 560107, 560163, 560250, C07C 9116, C07C 6702, C07D21170

Patent

active

046863095

ABSTRACT:
The invention provides compounds of formula: ##STR1## in which R=H, halogen, alkyl, alkyloxy, alkythio, NH.sub.2, alkylamino, dialkylamino or CF.sub.3, R.sub.3 =H or alkyl, either R.sub.4 and R.sub.5 =H and R.sub.1 and R.sub.2 =H or alkyl, optionally substituted by alkenyl (2 to 4 C) or alternatively R.sub.1 and R.sub.2 form together a saturated heterocyclic ring containing 4 to 7 ring members and optionally containing another heteroatom such as O, S or N optionally substituted by alkyl, or R.sub.4 =H, R.sub.1 =H or alkyl and R.sub.2 and R.sub.5 together form an alkylene (3 to 4 C) radical and (i) either A=alkyl or phenyl which is unsubstituted or substituted by one or two substituents chosen from halogen, alkyl, alkyloxy, alkylthio, NH.sub.2, alkylamino, dialkylamino, NO.sub.2 or CF.sub.3 or alternatively A=pyridyl, benzyl or cycloalkyl (3 to 6C), Y=S, SO or SO.sub.2 or a radical: ##STR2## in which R.sub.6 =H or alkyl and R.sub.7 =H or alkylcarbonyl, alkyloxycarbonyl, alkylaminocarbonyl or benzoyl, optionally substituted by one or two halogen, alkyl, alkyloxy, alkylthio, NH.sub.2, alkylamino, dialkylamino, NO.sub.2 or CF.sub.3 groups, (ii) or Y and A together form a 1-hydroxycycloalkyl radical, the ring of which contains 5 or 6 C, optionally joined to a benzene ring, it being understood that the alkyl radicals and alkyl parts contain 1 to 4 C as a straight or branched chain, and that the invention relates to all the possible geometric and optical isomers as well as their mixtures.
These compounds are useful as antidepressants.

REFERENCES:
patent: 3978129 (1976-08-01), Welstead
patent: 4018895 (1977-04-01), Molloy et al.
patent: 4056630 (1977-11-01), Clark
Sundberg, R. J. et al, J. of Organic Chemistry, vol. 46, No. 18, 1981, pp. 3730-3732.

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