Piperidine derivatives and hypotensives containing the same

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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540586, 546 80, 546 81, 546 89, 546 93, 546101, 546195, 546196, 546197, 546198, 546199, 546200, 546201, 546202, 546203, 546204, C07D21170, C07D48714

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052506819

ABSTRACT:
A piperidine compound of the formula (I): ##STR1## wherein A is a fused aromatic ring; R is hydrogen, chloro or methoxy; X is (CH.sub.2).sub.n, which may be substituted, in which n is 0 or an integer of 1 to 10, --CH.dbd.CH--, --C.dbd.C--, --O--, --S--, --NH--, --N(COCH.sub.3)--, --N(COOC.sub.2 H.sub.5)--, --N(CHO)--, --N(CH.sub.3)--, --CO--, --SO--, or --SO.sub.2 --; Y is --CH.dbd.CH--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CO--, --O--, --S--, --NH--, --OCH.sub.2 --, --SCH.sub.2 --, --NHCH.sub.2 --, --CH(OH)CH.sub.2 -- or --CH(OH)CH(OH)--; and Q is substituted or unsubstituted n-hexyl, carboxypropyl, ethoxycarbonylpropyl, cyanopropyl, cyclohexyl, phenyl, indanyl, naphthyl, tetrahydronaphthyl, benzocycloheptyl, piperidinyl, tetrahydroisoquinolinyl, indolyl, pyrolyl, furyl, thienyl, thiazolyl, oxazolyl or N-methylpyrolyl, wherein any one or more of the --(CH.sub.2)-groups of the hexyl, carboxypropyl, ethoxycarbonylpropyl and cyanopropyl groups may be replaced by --CH.dbd.CH--, --C.dbd.C--, --O--, --S--, --NH--, --N(COCH.sub.3), --N(COC.sub.2 H.sub.5)--, --N(CHO)--, --N(CH.sub.3)--, --CO--, --SO-- or --SO.sub.2 --, and wherein one or more of the --(CH.sub.2)-groups in X and Q may be substituted by --(CH.sub.2).sub.4 -- or --(CH.sub.2).sub.5 -- thereby forming a ring structure.

REFERENCES:
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J. Med. Chem., vol. 17, No. 1, Jan. 1974, pp. 57-62, C. Kaiser et al.: "Analogs of phenothiazines.5. Synthesis and neuropharmacological activity of some piperidylidene derivatives of thioxanthenes, xanthenes, dibenzoxepins, and acridans".
J. Med. Chem., vol. 18, No. 1, Jan. 1975, pp. 1-8, F. J. Villani et al.: "Benzopyranopyridine derivatives.1.Aminoalkyl derivatives of the azaxanthenes as bronchodilating agents".
Chem. Pharm. Bull., vol. 27, No. 9, 1979, pp. 2056-2060 Y. Nagai et al.: "Studies on psychotropic agents. V. Synthesis of 1-substituted spiro [dibenz [b,f] oxepin-11,4'-piperidine]-10 (11H)-one and related compounds".
Engelhardt et al, J. Med. Chem., 8(6), 1965, pp. 829-835.

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