Hoffmann-la Roche Inc.

Ulf Fischer

Fernand Schneider

Ulrich Widmer

Pierre-Charles Wyss

Ado Kaiser

Rene Zurflueh

Eckehard Lorch

Widmer Ulrich

Gunther Hausler

The compounds are of the class of bi- and tricyclic pyridone derivatives of the formula ##STR1## wherein various substituents are as described in the specification, useful in the control of prevention of muscle tensions, stress conditions, insomnia, anxiety states and/or convulsions.

Tricyclic pyridine derivatives

The compounds of the formula ##STR1## wherein R.sub.a, R.sub.b, R.sub.c, R.sub.d are defined in the specification and pharmaceutically acceptable addition salts are disclosed. The compounds of formula I have valuable pharmacological properties and can be used for the control of prevention of illnesses. In particular, they have muscle relaxant, seditive-hypnotic, anxiolytic and/or anticonvulsive activity and can accordingly be used in the control or prevention of muscle tensions, stress conditions, isomnia, anxiety states and/or convulsions.

Tricyclic pyridone derivatives

The compounds are of the class of bi- and tricyclic pyridone derivatives of the formula ##STR1## wherein the various substituent are as described in the specification, useful in the control of prevention of muscle tensions stress conditions, insomnia, anxiety states and/or convulsions.

Compounds of the formula ##STR1## wherein Q.sup.1 and the nitrogen atom taken together are a group of the formula &gt;N--CH.sub.2 CH.sub.2 -- (a), &gt;N--CH.sub.2 CH.sub.2 CH.sub.2 -- (b), &gt;N--CH.dbd.CH-- (c), &gt;N--CH.sub.2 --CH.dbd.CH-- (d), &gt;N--CH.sub.2 --S(O).sub.p -- (e), &gt;N--CH.sub.2 CH.sub.2 --S(O).sub.p -- (f) or &gt;N--CH.dbd.CH--S(O).sub.p -- (g), p is the integer 0, 1 or 2, Ra is a phenyl, pyridyl or thienyl group which is optionally substituted by halogen, trifluoromethyl, nitro, lower alkyl or lower alkoxy, Rb and Rc each, independently, are hydrogen, halogen, trifluoromethyl, lower alkyl, lower alkoxy or nitro and the dotted line signifies an optional bond, or Rb and Rc together with the carbon atom denoted by .alpha. are a group of the formula &gt;C.alpha.--S--CH.dbd.CH-- (h), &gt;C.alpha.--CH.dbd.CH--S-- (i) or &gt;C.alpha.--CH.dbd.CH--CH.dbd.CH-- (j) which is optionally substituted by halogen, trifluoromethyl, lower alkyl, lower alkoxy, nitro, amino or mono- or di(lower alkyl)amino, and the dotted line signifies an additional bond, Rd is the group of the formula --(A.sup.1).sub.m --(CO).sub.n --(Q.sup.2 A.sup.2).sub.q --R.sup.1, m, m and q each, independently, are the integer 0 or 1, A.sup.1 is lower alkylene, A.sup.2 is lower alkylene, a direct bond or the group --CO--, Q.sup.2 is an oxygen atom or the group --NR.sup.2 --, R.sup.1 is hydrogen, hydroxy, cyano, nitro, halogen, lower alkoxy, lower alkyl, lower alkoxycarbonyl, aryl, a group of the formula --NR.sup.3 R.sup.4 or a 5-membered, saturated, partially unsaturated or aromatic heterocycle which is attached via a carbon atom and which is optionally substituted by one or two lower alkyl groups and optionally substituted by a (C.sub.3-6)-cycloalkyl, hydroxy, lower alkoxy, lower alkanoyloxy, lower hydroxyalkyl, lower alkoxyalkyl, lower alkanoyloxyalkyl, lower alkoxycarbonyl, lower alkanoyl, carbamoyl, mono- or di(lower alkyl)carbamoyl, oxo or alkylenedioxy group, R.sup.2 is hydrogen, lower alkyl or aryl, R.sup.3 and R.sup.4 each, independently, are hydrogen, lower alkyl, lower alkoxyalkyl, lower dialkoxyalkyl, lower alkylenedioxyalkyl, lower cyanoalkyl, lower haloalkyl, lower hydroxyalkyl, lower dihydroxyalkyl, lower alkanoyl, lower alkoxycarbonyl or a (C.sub.3-7)-cycloalkyl group which is optionally substituted by hydroxy, lower alkoxy, lower alkanoyloxy, lower hydroxyalkyl, lower alkoxyalkyl, lower alkanoyloxyalkyl, oxo, carbamoyl, mono- or di(lower alkyl)carbamoyl or by lower alkylenedioxy or together with the nitrogen atom is a 3- to 7-membered, saturated N-heterocycle which is optionally substituted by one or two lower alkyl groups and optionally substituted by one or two hydroxy, lower alkoxy, lower alkanoyloxy, lower hydroxyalkyl, lower alkoxyalkyl, lower alkanoyloxyalkyl, lower alkoxycarbonyl, lower alkanoyl, carbamoyl, mono- or di(lower alkyl)carbamoyl, oxo or lower alkylenedioxy groups and which can contain as a ring member an oxygen or sulfur atom or the group &gt;N--R.sup.5, and R.sup.5 is hydrogen, lower alkyl, lower hydroxyalkyl, lower alkoxyalkyl, lower alkanoyloxyalkyl, lower alkanoyl, lower alkoxycarbonyl, carbamoyl or mono- or di(lower alkyl) carbamoyl, with the proviso that n is 0 when q is 1 and A.sup.2 is the group --CO--, that R.sup.1 is other than cyano, nitro, halogen or lower alkoxycarbonyl when q is 0 and n is 1 or when q is 1 and A.sup.2 is --CO--, and that R.sup.1 is other than hydroxy, cyano, nitro, halogen, lower alkoxycarbonyl, lower alkoxy and --NR.sup.3 R.sup.4 when q is 1 and A.sup.2 is a direct bond, or a pharmaceutically acceptable acid addition salt of a compound of formula I which has one or more basic substituents, are described. The compounds of formula I possess pronounced muscle relaxant, sedative-hypnotic, anticonvulsive and anxiolytic properties and have low toxicity.

The compounds of the formula ##STR1## wherein Ra,R.sub.b,R.sub.c R.sub.d are defined in the specification and pharmaceutically acceptable addition salts are disclosed. The compounds of formula I have valuable pharmacological properties and can be used for the control or prevention of illnesses. In particular, they have muscle relevant, seditive-hypnotic, anxiolytic and/or anticonvulsive activity and can accordingly be used in the control or prevention of muscle tensions, stress conditions, isomnia, anxiety states and/or convulsions.

Compounds of the formula ##STR1## or a pharmaceutically acceptable acid addition salt of a compound of formula I which has one or more basic substituents, are described. The compounds of formula I possess pronounced muscle relaxant, sedative-hypnotic, anticonvulsive and anxiolytic properties and have low toxicity.

Tricyclic pyridine derivatives and pharmaceutical compositions

Carbamic acid derivatives, processes for their preparation, as well as pesticidal compositions containing the carbamic acid derivatives, and methods for their use, are disclosed.

Carbamic acid derivatives

Thiocarbamoylthio fatty acid derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2, A, Y and n are as hereinafter set forth, are described. The compounds of formula I are useful as lipid-lowering agents.

Thiocarbamoylthio fatty acids

Ribofuranoysl-imidazole derivatives of the formula ##STR1## wherein R, X, Y and Z have one of the meanings set forth hereinafter, are described. The ribofuranosyl-imidazole derivatives have cardiac and circulatory-dynamic properties and are useful in the treatment of angina pectoris.

Ribofuranosyl-imidazole derivatives

The present disclosure relates to adenosine nitrates having cardiac activity.

Cardioactive adenosine nitrates

Biguanide salts of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and n are as hereinafter set forth, are described. The aforementioned biguanides are useful as hypoglycemic agents.

Growing community of inventors

Frenkendorf, Switzerland

Ulf Fischer