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Details for Patent: 3,907,792

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Details for Patent: 3,907,792

Title: Phenoxy-alkyl-carboxylic acid derivatives and the preparation thereof
Abstract:This invention concerns phenoxy-alkyl carboxylic compounds of the formula ##EQU1## wherein --B is selected from the group consisting of CR"R.sup.v and CHR'--A in which R' is H or C.sub.6 H.sub.5, A is a C.sub.1 -C.sub.3 alkyl group or a single bond when R' is C.sub.6 H.sub.5, R" and R.sup.v which may be identical or different represent H, CH.sub.3, C.sub.2 H.sub.5 p--F--C.sub.6 H.sub.4 --r'" and R"", which may be identical or different, represent H, a halogen atom, preferably F Cl or Br, a C.sub.1.sub.-5 alkyl group, CF.sub.3, SCH.sub.3 SOCH.sub.3, SO.sub.2 CH.sub.3, OCH.sub.3, OH, C.sub.6 H.sub.5 or a substituted phenyl group. --R.sup.vi represents H, a C.sub.1.sub.-5 alkyl group, an aryl group, an aryl group the aromatic moiety of which is substituted by one or more CH.sub.3, CF.sub.3 or halogen atoms, a cycloalkyl group, OH, a C.sub.1.sub.-6 alkoxy group, an aryloxy group, an aryloxy group the aromatic moiety of which is substituted, a cycloalkyloxy group, a NR.sub.3 R.sub.4 group, a NHCH.sub.2 --CH.sub.2 NR.sub.3 R.sub.4 group or a O--alkylene--NR.sub.3 R.sub.4 group. --Y' represents OH, lower alkoxy having preferably from 1 to 4 carbon atoms, NR.sub.3 R.sub.4, NHCH.sub.2 CH.sub.2 NR.sub.3 R.sub.4 or O--alkylene--NR.sub.3 R.sub.4 ; --x' represents O or NOR.sub.o ; --R.sub.o represents H, lower alkyl having preferably from 1 to 5 carbon atoms, CH.sub.2 CH.sub.2 NR.sub.3 R.sub.4 or CH.sub.2 CHOHCH.sub.2 OH; --r.sub.3 and R.sub.4, which may be identical or different, represent H, lower alkyl having from 1 to 5 carbon atoms, a C.sub.3.sub.-7 cycloalkyl group preferably a C.sub.5.sub.-6 cycloalkyl group, an aryl group, an aryl group the aromatic moiety of which is substituted by one or more halogen atoms or CF.sub.3 or CH.sub.3, R.sub.3 and R.sub.4 considered together being able to form with the nitrogen atom to which they are bonded a group selected from group consisting of A. 5- to 7- membered heterocyclic ring which may contain a second heteroatom selected from O, S and N and which may be substituted, and B. an amide radical issuing from lysine or cysteine.
Inventor(s): Mieville; Andre (1000 Lausanne, CH)
Assignee:
Filing Date:Jan 24, 1973
Application Number:05/326,188
Claims:1. A compound of the formula ##EQU31## wherein B is selected from the group consisting of CR"R.sup.v and CHR'--A in which R' is H or C.sub.6 H.sub.5, A is a C.sub.1 -C.sub.3 alkyl group, R" and R.sup.v may be identical or different and represent H, CH.sub.3, C.sub.2 H.sub.5 ; R"' and R"" may be identical or different and represent H, F, Cl or Br or a C.sub.1 -C.sub.5 alkyl group;

R.sup.vi represents H or a C.sub.1-5 alkyl group;

Y' represents NR.sub.3 R.sub.4 or O-alkylene--NR.sub.3 R.sub.4, wherein R.sub.3 and R.sub.4, may be identical or different and represent H, lower alkyl having from 1 to 5 carbon atoms, a C.sub.3-7 cycloalkyl group or R.sub.3 and R.sub.4 considered together form with the nitrogen atom to which they are bound a member selected from group consisting of a 5- to 7- membered heterocyclic ring which may be interrupted with a second heteroatom selected from O, S and N and which may be substituted with a methyl group.

2. A compound according to claim 1 in which NR.sub.3 R.sub.4 is amino, mono or dialkylamino, morpholino, thiamorpholino, pyrrolidino, piperidino, azepino, piperazino, N-p-chlorophenyl-piperazino, N-methylpiperazino, 4-methylpiperidino, anilino, 2,3-dimethyl anilino, p-chloroanilino, o-trifluoromethylanilino, p-trifluoromethylanilino, cyclohexylamino, cyclopentylamino, a N-methylanilino.

3. A phenoxy-alkyl carboxylic acid according to claim 1 in which Y' represents O--alkylene--NR.sub.3 R.sub.4 wherein said alkylene group contains 1-6 carbon atoms.

4. A phenoxy-alkyl carboxylic acid according to claim 1 in which Y' is NR.sub.3 R.sub.4.

5. A phenoxy-alkyl carboxylic compound according to claim 1 which is N-(p-?1-isonitrosopropyl!-phenoxy-acetyl)-piperidine.

6. A phenoxy-alkyl carboxylic compound according to claim 1 which is N-(p-?1-isonitrosoethyl!-phenoxyacetyl-piperidine.

7. A phenoxy-alkyl carboxylic compound according to claim 1 which is N-(p?1-isonitrosoethyl!-phenoxyacetyl-morpholine.
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