Ortho-substituted benzoil acid derivatives
AssigneeMerck Patent Gelsellschaft mit Beschrankter Haftung
InventorsRolf Gericke, Dieter Dorsch, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
Life of this patent
Estimating the term…
Abstract
Ortho-substituted benzoic acid derivatives of the formula I ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 have the given meanings, and Q is guanidyl, and also their physiologically harmless salts, exhibit antiarrhythmic properties and act as inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter. In addition, the compounds of the formula I, in which R.sup.1 to R.sup.3 and also Q have the given meanings, are suitable for use as valuable intermediates for the preparation of medicaments, in particular of inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter.
Claims15
An ortho-substituted benzoic acid compound of the formula I ##STR4## in which R.sup.1 is A, CF.sub.3, CH.sub.2 F, CHF.sub.2, C.sub.2 F.sub.5, CN, NO.sub.2, C.tbd.CH, --O--R.sup.4 or --S--R.sup.4,
- R.sup.2 is CF.sub.3, --SO.sub.n --R.sup.6 or --SO.sub.2 NR.sup.4 R.sup.5,
- R.sup.3 is A, CN, Hal, COA, CHO, CSNR.sup.7 R.sup.8 or CONR.sup.7 R.sup.8,
- Q is --N.dbd.C(NH.sub.2).sub.2,
- R.sup.4 is H, A, cycloalkyl having from 5 to 7 C atoms, cycloalkylmethyl having from 6 to 8 C atoms, CF.sub.3, CH.sub.2 F, CHF.sub.2, CH.sub.2 CF.sub.3, Ph or --CH.sub.2 --Ph,
- R.sup.5 is H or A, or else
- R.sup.4 and R.sup.5 are together alkylene having from 4 to 5 C atoms, where one CH.sub.2 group can also be replaced by O, S, CO, NH, N--A or N--CH.sub.2 --Ph,
- R.sup.6 is A or Ph,
- R.sup.7 and R.sup.8 are in each case, independently of one another, H, A or Ac,
- A is alkyl having from 1 to 6 C atoms,
- X is O, S or NR.sup.5,
- Ph is phenyl which is unsubstituted or is substituted once, twice or three times by A, OA, NR.sup.4 R.sup.5, F, Cl, Br, I or CF.sub.3,
- Ac is alkanoyl having from 1 to 10 C atoms, or aroyl having from 7 to 11 C atoms, and
- n is 1 or 2,
- or the pharmaceutically tolerated salt thereof.
A pharmaceutical composition, comprising at least one compound of the formula I, according to and/or of one of its physiologically harmless salts, and a physiologically suitable auxiliary.
Dependencies are inferred from the claim text.