Nitro compounds of the formula A-Xi -NO2 and their compositions having anti-inflammatory, analgesic and anti-thrombotic activities

Claim 1

A compound having the formula: A--X.sub.1 --NO.sub.2 or their salts, wherein: A=R(COX u ) t , wherein t=0 or 1; u=0 or 1, X=O, NH, NR 1C , wherein R 1C is a linear or branched alkyl having 1 to 10 C atoms; R is selected from the following groups: group I), wherein t=1 and u=1, and R is: ##STR26## wherein: R 1 is an OCOR 3 group; R 3 is methyl, ethyl or a linear or branched C 3 -C 5 alkyl, or a nonaromatic or aromatic heterocycle with a single ring having 5 or 6 atoms containing one or more heteroatoms independently selected from O, N, and S; R 2 is hydrogen, hydroxy, a halogen, a linear or branched alkyl having 1 to 4 C atoms, a linear or branched alkoxyl having 1 to 4 C atoms, a linear or branched perfluoroalkyl having 1 to 4 C atoms, nitro, amino, mono- or di-(C 1-4 ) alkylamino; or R 1 and R 2 together are a dioxymethylene group, with the proviso that when X=NH, then X 1 is ethylene and R 2 =H; R 1 cannot be OCOR 3 in position 2 when R 3 is methyl; nI is 0 or 1; group II) wherein t=1 and u=1, and R is: ##STR27## wherein: R II5 is H, a linear or branched C 1 -C 3 alkyl; R II6 is H, a linear or branched C 1 -C 3 alkyl; or, when R II5 is H, R II6 is benzyl; R II1 , R II2 and R II3 , independently from one another, are H, a linear or branched C 1 -C 6 alkyl or C 1 -C 6 alkoxy, or Cl, F, Br; R II4 is R II1 or Br; group III), wherein t=1, u=1 and R is: ##STR28## wherein: R 2a and R 3a are H, a linear or branched, substituted or nonsubstituted C 1 -C 12 alkyl, allyl, with the proviso that when one of the two groups is allyl, the other is H; R 1a is chosen from ##STR29## or group IIID, wherein R 1a is: ##STR30## wherein in formula (IV), R III1 is H or SR III3 , wherein R III3 has from 1 to 4 C atoms, linear or branched; R III2 is H or hydroxy; wherein in formula (XXI), R XXio is H, a linear or branched alkyl having from 1 to 6 C atoms, a C 1 -C 6 alkoxycarbonyl bound to a C 1 -C 6 alkyl, a C 1 -C 6 carboxylalkyl, a C 1 -C 6 alkanoyl, unsubstituted or substituted with a halogen, benzyl or halobenzyl, benzoyl or halobenzoyl; R XXi is H, a halogen, hydroxy, CN, a C 1 -C 6 alkyl, a C 1 -C 6 alkoxy, acetyl, benzyloxy, SR XXi2 , wherein R XXi2 is an alkyl C 1 -C 6 ; a perfluoroalkyl having from 1 to 3 C atoms, a C 1 -C 6 carboxyalkyl, NO 2 , amino, sulphamoyl, a dialkyl sulphamoyl with the alkyl having from 1 to 6 C atoms, or a di-fluroalkyl sulphonyl with the alkyl having from 1 to 3 C atoms; R XXi1 is a halogen, CN, a C 1 -C 6 alkyl, a C 1 -C 6 alkoxy, acetyl, acetamide, benzyloxy, SR III3 is as above defined, a perfluoroalkyl having from 1 to 3 C atoms, hydroxy, a carboxyalkyl having from 1 to 6 C atoms, NO 2 , amino, a mono- or di-alkylamino having from 1 to 6 C atoms, sulphamoyl, a di-alkyl sulphamoyl having from 1 to 6 C atoms, or a di-fluoroalkyl sulphamoyl having from 1 to 6 atoms; or R XX1 together with R XXi1 is an alkylene dioxy having from 1 to 6 C atoms; wherein in formula (XXXV), Ar is phenyl, a hydroxyphenyl unsubstituted or substituted with a halogen, an alkanoyl and an alkoxy having from 1 to 6 C atoms, a trialalkyl having from 1 to 6 C atoms, cyclo-pentyl, cylo-hexyl, cyclo-heptyl, heteroaryl, furyl, pyridyl; group IV) wherein t=1, u=1, and R is ##STR31## wherein: R IVd and R IVd1 are at least one H and the other a linear or branched C 1 -C 6 alkyl, or a di-fluoroalkyl with the alkyl having from 1 to 6 C, or R IVd and R IVd1 together form a methylene group; wherein R IV is selected from: ##STR32## wherein in formula (II): R v-ii is a 1-6 C alkyl, a cycloalkyl having from 3 to 7 C atoms, an alkoxymethyl having from 1 to 7 C atoms, a trifluroalkyl having from 1 to 3 C atoms, vinyl, ethinyl, halogen, an alkoxy having from 1 to 6 C atoms, a di-fluoroalkoxy with the alkyl having from 1 to 7 C atoms, an alkoxymethyloxy having from 1 to 7 C atoms, an alkylthiomethyloxy with the alkyl having from 1 to 7 C atoms, an alkyl methylthio with the alkyl having from 1 to 7 C atoms, cyano, di-fluoromethylthio, phenyl or phenylalkyl substituted with the alkyl having from 1 to 8 C atoms; wherein in formula (III): R iv-iii is a linear or branched C 2 -C 5 alkyl, a C 2 and C 3 alkyloxy, allyloxy, phenoxy, phenylthio, a cycloalkyl having from 5 to 7 C atoms; group V), R is: ##STR33## wherein in the radicals of formula (II), R vii is H or a linear or branched alkyl having from 1 to 4 C atoms; R vii-1 is as defined for R vii or a linear or branched alkoxy having from 1 to 4 C atoms; Cl, F, Br; and the position of R vii-1 is o-, m- or p-; X 1 in the formula A--X 1 --NO 2 is a bivalent connecting bridge selected from the following: --YO-- wherein Y is: a linear or branched C 1 -C 20 alkylene, with the proviso that the connection bridge is excluded when R is: a radical of group I) except radicals of formula (Ib) and (Ic); a radical of group II) except radicals of formula (II b ); a radical of group III) except radicals of group (IIID); a radical of group IV); a radical of group V), except radicals of formula (X) and including --(CH 2 ) 4 -- for the compounds of formula (III) and (IV); or a cycloalkylene having from 5 to 7 carbon atoms, excluding this connecting bridge when R is a radical of formula (Ia) of group I; ##STR34## wherein n 3 is 0 or an integer from 1 to 3, ##STR35## wherein nf' is an integer from 1 to 6, ##STR36## wherein R 1f =H, --CH 3 and nf is an integer from 1 to 6.