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US 5,968,982 AGranted
2,2-Dichloroalkanecarboxylic acids, processes for their production and pharmaceutical agents containing these
AssigneeRoche Diagnostics GmbH
InventorsEdgar Voss, Johannes Pill, Peter Freund
Life of this patent
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Abstract
Pharmaceutical agents for treating diabetus mellitus which contain a compound of formula I ##STR1## as the active substance, in which A, B, A' and W have the meanings stated in the claims, new compounds of formula I as well as processes for their production.
Claims16
A method of treating diabetus mellitus in a patient in need of such treatment, comprising administering an antidiabetic amount of a compound of formula (I) to said patient:
- ##STR3## wherein A is an alkylene chain of 5-20 carbon atoms;
- A' is a valency bond, a vinylene or acetylene group or an alkylene chain of 1-10 carbon atoms;
- B is a valency bond, a methylene group, a sulfoxide group, sulphur, oxygen or a NR.sup.1 group, wherein R.sup.1 is hydrogen, benzyl, phenyl or a C.sub.1 -C.sub.4 alkyl residue, or B is a carbonyl, sulfonamide, sulfoxide or sulfone group, an E- or Z-vinylene or an acetylene group, a CR.sup.2 R.sup.3 group
- wherein R.sup.2 is hydrogen, a C.sub.1 -C.sub.4 alkyl residue or phenyl, and R.sup.3 is a C.sub.1 -C.sub.4 alkyl residue, benzyl, phenyl, hydroxy or a group NR.sup.4 R.sup.5,
- wherein R.sup.4 is hydrogen, benzyl, phenyl or a C.sub.1 -C.sub.4 alkyl residue and R.sup.5 is hydrogen or a C.sub.1 -C.sub.4 alkyl residue,
- or B is a group Y--Z--Y, wherein Y is sulphur or oxygen, and Z is an alkyl chain (CH.sub.2).sub.n, wherein n is 1-5;
- and
- W is a halogen atom;
- a cyano or thiocyano group;
- an aminocarbonyl group, a methyl, isopropyl or t-butyl residue;
- a C.sub.3 -C.sub.8 cycloalkyl residue which is unsubstituted or substituted by phenyl or C.sub.1 -C.sub.4 alkyl;
- a cyclohexenyl or cyclopentenyl residue;
- a phenyl ring which is unsubstituted or substituted by at least one of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, trifluoromethyl, nitro, amino, hydroxy, cyano, mercapto, carboxy, phenoxy, benzyloxy, phenyl, benzol, carboxy-C.sub.1 -C.sub.4 -alkyl, methylenedioxy, ethylenedioxy, fluorine, chlorine, bromine, iodine, carboxymethoxy, caboxyethoxy, acetoxy, acetyl, propionyl, a NR.sup.6 R.sup.7 group, wherein R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl or benzyl and R.sup.7 is hydrogen, C.sub.1 -C.sub.4 alkyl, benzyl, phenyl or benzoyl;
- wherein an aromatic ring of R.sup.6 or R.sup.7 is unsubstituted or substituted by at least one of halogen, hydroxy or C.sub.1 -C.sub.4 alkoxy, or R.sup.7 is an .alpha.- or .beta.-naphthyl ring which is unsubstituted or substituted by at least one of methyl, hydroxy, methoxy, carboxy, methoxycarbonyl, ethoxycarbonyl, cyano, acetyl, chlorine or bromine or a tetrahydronaphthyl residue;
- or a physiologically tolerated salt or ester or optical isomer thereof.
12 more elements
A compound of the formula ##STR4## wherein A is an alkylene chain of 5-20 carbon atoms;
- A' is a valency bond, a vinylene or acetylene group or an alkylene chain of 1-10 carbon atoms;
- B is a valency bond, a methylene group, sulphur, oxygen or a group --NR.sup.1 --, wherein R.sup.1 is hydrogen, benzyl, phenyl or a C.sub.1 -C.sub.4 alkyl residue,
- or B is a carbonyl, sulfonamide, sulfoxide or sulfone group, an E- or Z-vinylene or an acetylene group, a CR.sup.2 R.sup.3 group, wherein R.sup.2 is hydrogen, a C.sub.1 -C.sub.4 alkyl residue or phenyl, and R.sup.3 is a C.sub.1 -C.sub.4 alkyl residue, benzyl, phenyl, hydroxy or a group --NR.sup.4 --R.sup.5, wherein R.sup.4 is hydrogen, benzyl, phenyl or a C.sub.1 -C.sub.4 alkyl residue and R.sup.5 is hydrogen or a C.sub.1 -C.sub.4 alkyl residue, or B is a group Y--Z--Y, wherein Y is sulphur or oxygen and Z is an alkyl chain (CH.sub.2).sub.n wherein n is 1-5;
- and
- W is a C.sub.3 -C.sub.8 cycloalkyl residue which is unsubstituted or substituted by phenyl or C.sub.1 -C.sub.4 alkyl;
- a cyclohexenyl or cyclopentenyl residue;
- a phenyl ring which is unsubstituted or substituted by at least one of C.sub.1 -C.sub.4 alkyl, C.sub.1-C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, trifluoromethyl, nitro, amino, hydroxy, cyano, mercapto, carboxy, phenoxy, benzyloxy, phenyl, benzol, carboxy-C.sub.1 -C.sub.4 -alkyl, methylenedioxy, ethylenedioxy, fluorine, chlorine, bromine, iodine, carboxymethoxy, caboxyethoxy, acetoxy, acetyl, propionyl, a NR.sup.6 R.sup.7 group, wherein R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl or benzyl and R.sup.7 is hydrogen, C.sub.1 -C.sub.4 alkyl, benzyl, phenyl or benzoyl;
- wherein an aromatic ring of R.sup.6 or R.sup.7 is unsubstituted or substituted by at least one of halogen, hydroxy or C.sub.1 -C.sub.4 alkoxy, or R.sup.7 is an .alpha.- or .beta.-naphthyl ring which is unsubstituted or substituted by at least one of methyl, hydroxy, methoxy, carboxy, methoxycarbonyl, ethoxycarbonyl, cyano, acetyl, chlorine or bromine or a tetrahydronaphthyl residue;
- or a physiologically tolerated salt or ester thereof, or an optically active form thereof.
6 more elements
Dependencies are inferred from the claim text.