J. Uriach & Cia, S.a.

J. Uriach & Cia

J. Uriah & Cia. S.a.

Javier Bartroli

Elena Carceller

Carmen Almansa

Manuel Anguita

Enric Turmo

Javier Forn

Concepcion Gonzalez

Carmen Torres

Pere J Jimenez

Manuel Anquita

Manel Merlos

Nuria Recasens

Julian Garcia-Rafanell

Marta Giral

Jordi Salas

Jordi Belloc

Ma Carmen Torres

Rosa Ferrando

Dolors Balsa

Concepcion Gonzpalez

Carbozamides with antifungal activity

Pyrimidone derivatives with antifungal activity

The present invention relates to new orally active azole derivatives with antifungal activity of formula I ##STR1## wherein: X is CH or N; Ar represents phenyl substituted with halogen and/or trifluoromethyl; Z is --C(.dbd.O)-- or --SO.sub.2 --; R.sub.1 is CN, CO.sub.2 H, CO.sub.2 R.sub.7, CONR.sub.8 R.sub.9 or CH.sub.2 Y and then R.sub.3 is hydrogen, or R.sub.1 together with R.sub.3 forms a ring of formmula I' ##STR2## wherein B is O, hydroxy or hydrogen; R.sub.4 is C.sub.1-4 alkyl; R.sub.5, R.sub.6, R.sub.8 and R.sub.9 are hydrogen or C.sub.1-4 alkyl; Y is --OH,--OR.sub.7, --OC(.dbd.O)R.sub.7, --NR.sub.8 R.sub.9, --NHC(.dbd.O)OR.sub.7 ; R.sub.7 is C.sub.1 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.4 -alkyl or optionally substituted phenyl; when Z is --C(.dbd.O)--, R.sub.2 is optionally substituted phenyl, or naphtyl; when Z is --SO.sub.2 --, R.sub.2 is C.sub.1-4 alkyl, phenyl-C.sub.1-4 -alkyl or optionally substituted phenyl.

Homochiral intermediates for preparation of orally active azole

Azo derivatives of 5-aminosalicylic acid

Piperidine derivatives with PAF antagonist activity

The present invention relates to new orally active azole derivatives with antifungal activity of formula I ##STR1## wherein: X is CH or N; Ar represents phenyl substituted with halogen and/or trifluoromethyl; Z is --C(.dbd.O)-- or --SO.sub.2 --; R.sub.1 is CN, CO.sub.2 H, CO.sub.2 R.sub.7, CONR.sub.8 R.sub.9 or CH.sub.2 Y and then R.sub.3 is hydrogen, or R.sub.1 together with R.sub.3 forms a ring of formula I' ##STR2## wherein B is O, hydroxy or hydrogen; R.sub.4 is C.sub.1-4 alkyl; R.sub.5, R.sub.6, R.sub.8 and R.sub.9 are hydrogen or C.sub.1-4 alkyl; Y is --OH, --OR.sub.7, --OC(.dbd.O)R.sub.7, --NR.sub.8 R.sub.9, --NHC(.dbd.O)OR.sub.7 ; R.sub.7 is C.sub.1 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.4 -alkyl or optionally substituted phenyl; when Z is --C(.dbd.O)--, R.sub.2 is optionally susbtituted phenyl, or naphtyl; when Z is --SO.sub.2 --, R.sub.2 is C.sub.1-4 alkyl, phenyl-C.sub.1-4 -alkyl or optionally susbtituted phenyl.

Orally active azole derivatives

The present invention relates to new imidazopyridine derivatives of formula I ##STR1## wherein: one of A, B, C and D is N and the other are CR, wherein each R independently represents hydrogen, C.sub.1-4 alkyl, COOH or halogen; R.sub.1 represents C.sub.1-4 alkyl or C.sub.3-7 cycloalkyl; Ar.sub.1 represents phenyl or pyridyl which can be optionally substituted; V represents C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, aryl, aryl-(C.sub.1-4)alkyl or a 5- or 6-membered aromatic heterocycle; the group X-Y represents C.dbd.C or CH--CR.sub.3 ; R.sub.3 represents hydrogen, C.sub.1-4 alkyl or aryl-(C.sub.1-4)alkyl; Z represents among others --CO.sub.2 R.sub.4, --tetrazol-5-yl, --CONHSO.sub.2 R.sub.4, --CONR.sub.4 R.sub.5,--CH.sub.2 NHSO.sub.2 R.sub.4 ; R.sub.4 and R.sub.5 independently represent hydrogen, C.sub.1-4 alkyl, aryl, aryl-(C.sub.1-4)alkyl or perfluoro-(C.sub.1-4)alkyl; W represents hydrogen, cyano, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.3-7 cycloalkyl, aryl, aryl-(C.sub.1-4)alkyl, C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkylsulfinyl, C.sub.1-4 alkylthio, C.sub.1-4 alkoxy, C.sub.1-4 alkylcarbonyl, halogen, hydroxymethyl or C.sub.1-4 alkoxymethyl, or W can have any of the meanings disclosed for Z. These compounds are angiotensin II antagonists.

Imidazopyridine derivatives as angiotensin II antagonists

The present invention relates to new orally active azole derivatives with antifungal activity of formula I ##STR1## wherein: X is CH or N; Ar represents phenyl substituted with halogen and/or trifluoromethyl; Z is --C(=O)-- or --SO.sub.2 --; R.sub.1 is CN, CO.sub.2 H, CO.sub.2 R.sub.7, CONR.sub.8 R.sub.9 or CH.sub.2 Y and then R.sub.3 is hydrogen, or R.sub.1 together with R.sub.3 forms a ring of formula I' ##STR2## wherein B is O, hydroxy or hydrogen; R.sub.4 is C.sub.1-4 alkyl; R.sub.5, R.sub.6, R.sub.8 and R.sub.9 are hydrogen or C.sub.1-4 alkyl; Y is --OH, --OR.sub.7, --OC(=O)R.sub.7, --NR.sub.8 R.sub.9, --NHC(=O)OR.sub.7 ; R.sub.7 is C.sub.1 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.4 -alkyl or optionally substituted phenyl; when Z is --C(=O)--, R.sub.2 is optionally susbtituted phenyl, or naphtyl; when Z is --SO.sub.2 --, R.sub.2 is C.sub.1-4 alkyl, phenyl-C.sub.1-4 -alkyl or optionally susbtituted phenyl.

The present invention relates to 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro- 5H-benzo[5,6]cyclohepta[1,2-b]pyridine, to a process for its preparation and to pharmaceutical compositions containing it. This compound is a dual PAF antagonist and antihistamine.

Treatment of PAF and histamine-mediated diseases with

The present invention relates to new cyanomethylpyridine dervatives of formula I ##STR1## wherein Y represents N or CH; R.sub.1 represents hydrogen, fluoro, chloro, difluoro or dichloro; R.sub.2 represents hydrogen or C.sub.1-4 alkyl; n is 0 or 1; p is 0 or 1; A represents a covalent bond or a group of formula --CONHCH(Ar)--, --NHCH(Ar)--, --SO.sub.2 NHCH(Ar)--, --NHCONHCH(Ar)-- or --OCONHCH(Ar)--, and when p is 1, A can also represent --CH(Ar)NH--; and Ar represents phenyl or phenyl substituted with halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or trifluoromethyl. These compounds are PAF antagonist and/or 5-lipoxygenase inhibitors.

Cyanomethylpyridine derivatives

8-chloro-11-[1-[(5-methy

The present invention relates to new sulfonamides having the formula I: ##STR1## wherein: R.sup.1 represents an alkyl, aryl or heteroaryl group; R.sup.2 is hydrogen or an alkyl, aryl or heteroaryl group; or R.sup.1 and R.sup.2 may form a ring; R.sup.3 is hydrogen or may form an oxazolidine ring together with R.sup.2, and this ring may be optionally substituted by one or two alkyl, aryl or heteroaryl groups at the postion 2; R.sup.7 is hydrogen or alkyl; X is CH or N; Ar is a phenyl ring or a substituted phenyl ring. The invention also relates to a procedure for their preparation and to pharmaceutical and agrochemical compositions containing them. These compounds are antifungal agents.

Sulfonamides as antifungal agents

The present invention relates to new tetralones having formula I: ##STR1## wherein R.sup.1 to R.sup.7 are as defined in claim 1. The invention also relates to processes for their preparation, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments. These compounds are antihypertensive and bronchodilator agents.

Tetralones with pharmacological activity, compositions containing them

The present invention relates to new sulfonamides having the formula I: ##STR1## wherein: R.sup.1 represents an alkyl, aryl or heteroaryl group; R.sup.2 is hydrogen or an alkyl, aryl or heteroaryl group; or R.sup.1 and R.sup.2 may form a ring; R.sup.3 is hydrogen or may form an oxazolidine ring together with R.sup.2, and this ring may be optionally susbtituted by one or two alkyl, aryl or heteroaryl groups at the position 2; R.sup.7 is hydrogen or alkyl; X is CH or N; Ar is a phenyl ring or a substituted phenyl ring. The invention also relates to a procedure for their preparation and to pharmaceutical and agrochemical compositions containing them. These compounds are antifungal agents.

The present invention relates to new tetralones having the formula I: ##STR1## wherein: R.sup.1 and R.sup.2 represent hydrogen, halogen, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, trifluoromethyl, pentafluoroethyl, ethynyl, trimethylsilylethynyl, C.sub.1-4 alkylcarbonylamino being the amino optionally substituted by a C.sub.1-4 alkyl group; R.sup.3 is hydrogen or C.sub.1-4 alkyl, and R.sup.4 is C.sub.1-4 alkyl, or R.sup.3 and R.sup.4 together form a C.sub.2-5 polymethylene chain; either R.sup.5 represents hydroxyl, acetoxy or formyloxy and R.sup.6 and R.sup.7 are both hydrogen, or R.sup.5 together with R.sup.6 form a carbonyl group and R.sup.7 is hydrogen, or R.sup.5 and R.sup.7 together form a bond and R.sup.6 is hydrogen; R.sup.8 is, among others, 1,2-dihydro-2-oxo-1-pyridyl, 2,3-dihydro-1-oxo-1H-isoindol-2-yl, 2-oxo-1-pyrrolidinyl, 2-oxo-1-pyperidinyl. The invention also relates to a procedure for their preparation and to pharmaceutical compositions containing them. These compounds are antihypertensive and bronchodilator agents.

Growing community of inventors

Barcelona, Spain

Javier Bartroli