Gruppo Lepetit

Giorgio Winters

Alberto Sala

Nunzio Di Mola

Giulio Galliani

Leonard J Lerner

Domenico Barone

Giangiacomo Nathansohn

Gianfranco Odasso

Nunzio DiMola

The present invention is directed to new 4,7-dihydro-pyrazolo[3,4-b]pyridines. The compounds possess Ca.sup.2+ -antagonist, antihypertensive, vasodilating and antiangina activity. A process for producing them as well as pharmaceutical compositions containing them are also described.

Pharmacologically active pyrazolopyridines

The present invention refers to a new class of pyrazolopyridines having analgetic, anxiolytic, antiinflammatory and CNS-depressant activity. It is described a process for producing the compounds as well as pharmaceutical compositions containing them.

CNS-depressant and analgesic tricyclo-[pyrazolo-[3,4-6]-pyridine]

New isoxazole[5,4-b]pyridines having antiinflammatory, CNS-depressant and cardiovascular activity.

Antiinflammatory and anxiolytic isoxazole-[5,4-b]pyridines

The present invention is directed to new pyrazolo/4,3-c/pyridines, the process for their preparation, the pharmaceutical compositions containing them and their use as pharmocologically active substances. The compounds of the invention possess cardiotonic, antihypertensive, CNS depressant, neuroleptic, and analgesic activity.

Pharmacologically active pyrazolo/4,3-c/pyridines

Water-soluble esters of steroid-oxazole derivatives of formula I ##STR1## wherein R is O or a H, (.beta.-OH) group, R.sub.1 is hydrogen, lower alkyl or phenyl, X is hydrogen, fluorine or chlorine, A stands for a direct carbon-carbon bond or a hydrocarbon chain containing from 1 to 4 carbon atoms, and M is hydrogen or a pharmaceutically acceptable cation are described as well as pharmaceutical compositions containing them particularly suitable for parenteral administration.

Water soluble esters of steroid-oxazole and pharmaceutical compositions

A process for preparing 16.alpha.-hydroxy-17.alpha.-aminopregnane derivatives through the opening of the corresponding 16.alpha., 17.alpha.-epoxides with amines. The use of the thus obtained compounds as intermediates in the synthesis of pharmacologically active pregnano-[17.alpha.,16.alpha.-d]oxazolines is also claimed.

Process for preparing 16.alpha.-hydroxy-17.alpha.-aminopregnane

New tricyclic ortho-fused heterocyclic compounds of formula ##STR1## wherein A is the group ##STR2## or the group ##STR3## in which R represents hydrogen, (C.sub.1-4)alkyl, phenyl or tolyl and R.sub.1 and may be (C.sub.1-4)alkyl, phenyl or tolyl, R.sub.2 is selected from (C.sub.1-4)alkyl, (C.sub.2-4)alkanoylmethyl, carbo(C.sub.1-3)alkoxymethyl, hydroxy(C.sub.2-4)alkyl, halo(C.sub.2-4)alkyl and a group ##STR4## wherein R.sub.3 is an alkylene group from 2 to 4 carbon atoms and R.sub.4 and R.sub.5 independently represent hydrogen or (C.sub.1-4)alkyl or, taken together with the nitrogen atom, a fully hydrogenated 5 or 6 membered heterocyclic radical which may contain a further heteroatom selected from O, N and S and be optionally substituted by a (C.sub.1-4)alkyl or phenyl group, or R.sub.2 may represent, nil the dotted lines x and y may represent nil or additional bonds; with the proviso that, when the symbol R.sub.2 linked to the oxygen atom is different from nil, x is an additional bond and y and the other symbol R.sub.2 represent nil; with the further proviso that, when the symbol R.sub.2 linked to the nitrogen atom is different from nil, y is an additional bond and x and the other symbol R.sub.2 represent nil; and salts therewith of pharmaceutically acceptable acids. The compounds possess antiinflammatory, CNS-depressent and anti-anxiety utility.

Treatment of psychic disorders and inflammation with fused isoquinolines

Fused isoquinoline derivatives of the general formula ##STR1## wherein: A is a divalent radical selected from the groups ##STR2## wherein R.sub.3 and R.sub.4 each independently represents hydrogen, alkyl,, alkenyl, cycloalkyl, aryl, aralkyl, aralkenyl, cycloalkyl-alkyl or, taken together with the adjacent double bond, represent a cycloalkene containing from 5 to 8 carbon atoms or an aromatic nucleus; R.sub.5 represents hydrogen, hydroxyl, alkyl, alkenyl, cycloalkyl, aryl, aralkyl, aralkenyl or cycloalkyl-alkyl; Y is .dbd.O, .dbd.S or .dbd.NH; X is --O--, --S-- or --NR.sub.6 -- wherein R.sub.6 represents hydrogen, alkyl, cycloalkyl, aryl, aralkyl or cycloalkyl-alkyl; R.sub.1 and R.sub.2 each independently represents hydrogen, alkyl, phenyl, cycloalkyl, alkoxy, alkenyloxy, methylenedioxy, cycloalkoxy, halo or di-alkylamino or, taken together with the adjacent carbon atoms of the benzene ring, form a cycloalkenyl group containing 5 or 6 carbon atoms or an aromatic nucleus fused on the benzene ring. The compounds are essentially prepared through thermal cyclization of a compound of the formula ##STR3## wherein A, X, Y, R.sub.1 and R.sub.2 have the same meanings given before, with the proviso that R.sub.1 and R.sub.2 cannot simultaneously occupy both the ortho positions, B represents hydrogen, R represents an --OR.sub.7 or --NR.sub.8 R.sub.9 radical wherein R.sub.7 is alkyl, aryl or aralkyl and R.sub.8 and R.sub.9 each independently represents hydrogen, alkyl, aryl, aralkyl, or taken together with the adjacent nitrogen atom represent a heterocyclic saturated radical of 5 or 6 atoms which may contain a further hetero-atom selected from oxygen and nitrogen, or the symbols B and R taken together represent a further bond between the adjacent carbon and nitrogen atoms.

Fused isoquinoline derivatives

New heterocyclic compounds represented by the following formula: ##STR1## wherein: R and R.sub.1 are independently selected from hydrogen, hydroxy, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, (C.sub.3-5)alkenyloxy, (C.sub.3-5)alkynyloxy, (C.sub.3-6)cycloalkyloxy, or halo or taken together represent a methylenedioxy group; the symbols W and A are defined as follows: 1. W is the nitrogen atom and A is the group ##STR2## in which the carbon atom bearing the radical R.sub.2 is linked to the benzene ring and R.sub.2 is hydrogen, hydroxy, (C.sub.1-4)alkoxy or (C.sub.2-4)aliphatic acyloxy; 2. W is the group =CH-- and A is --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH=CH--. The compounds have antireproductive utility.

2-Phenyl-pyrazolo-[1,5-a]quinoline compounds

Compounds with antiinflammatory, analgesic and CNS depressant activity having the following general formula ##SPC1## Wherein R represents hydrogen or methoxy; R.sub.1 represents hydrogen; lower alkyl; lower alkyl substituted with a group carboxy, carbo(lower alkoxy) or carbamyl; phenyl; benzyl, lower aliphatic acyl; benzoyl; benzoyl substituted with a halo group; R.sub.2 represents hydrogen; lower alkyl; carbo(lower alkoxy); carbamyl; phenylcarbamyl; lower aliphatic acyl; benzoyl; benzoyl substituted with a halo group, R.sub.3 represents halo; lower alkyl; lower alkyl substituted with a group selected from carboxy, carbo(lower alkoxy), carbamyl, halo, amino, mono and di-lower alkylamino, phthalimido and morpholino; phenyl; phenyl substituted with a group selected from lower alkoxy, halo, nitro, amino and acetamido; R.sub.4 represents hydrogen or lower alkyl; with the proviso that when simultaneously R.sub.1 represents hydrogen, methyl, phenyl, benzyl, acetyl or benzoyl, R.sub.2 represents hydrogen, lower alkyl or acetyl, R.sub.3 represents lower alkyl or phenyl, R.sub.4 must be different from hydrogen and methyl; Or R.sub.3 and R.sub.4 taken together with the adjacent carbon atom may represent a 5-6 membered alicyclic ring.

Growing community of inventors

Milan, Italy

Giorgio Winters