1-(4'-fluorophenyl)-3,5-substituted indoles useful in the...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/04 (2006.01) C07D 209/40 (2006.01) C07D 401/14 (2006.01) C07D 403/04 (2006.01) C07D 413/14 (2006.01)

Patent

CA 1338327

Indole derivatives of the formula Image wherein R is selected from (a) phenyl, optionally substituted with halogen and (b) a hetero aromatic group selected from 2-thienyl, 3-thienyl, 2-furyl, 3- furyl, 2-oxazolyl, 2-imidazolyl, 2-pyridyl and 4- pyridyl; R1 is selected from hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, cyano, nitro, lower alkylthio, trifluoromethyl, lower alkylsulfonyl, amino, lower alkylamino and lower di-alkylamino; A is selected from nitrogen and carbon, and the dotted line indicates - when A is carbon - an optional bond; R2 is selected from hydrogen, cycloalkyl of C3-C6 inclusive, lower alkyl and lower alkenyl, optionally substituted with one or two hydroxy groups, any hydroxy group present being optionally esterified with an aliphatic carboxylic acid having from two to twenty-four carbon atoms inclusive, and the group Image wherein n is an integer of 2-6; X is selected from oxygen and sulfur, >C=X may constitute the group -CH = when Y is selected from =N- and =CH-; Y is selected from oxygen, sulfur, CH2 and N-R3, wherein R3 is selected from hydrogen, lower alkyl, lower alkenyl and a cycloalkylmethyl group, said "cycloalkyl" having from three to six carbon atoms inclusive; Z is selected from -(CH2)m-, m being selected from 2 and 3, -CH=CH-, 1,2-phenylene optionally substituted with a group selected from halogen and trifluoromethyl, and -CO(or S)CH2-; U is selected from nitrogen and carbon, provided that when R1 is hydrogen, chloro, lower alkyl, methoxy or hydroxy, A is nitrogen and R2 is selected from lower alkyl and C3-C6 cycloalkyl , R may not be phenyl; and their pharmaceutically acceptable acid addition salts may be used in the treatment of psychic disorders, for example, psychoses.

616585

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