Merck Patent Gesellschaft MIT Beschrankter Haftung

Merck Patent Gesellschaft MIT Beschraenkter Haftung

Detlev Kayser

Erich Schacht

Werner Mehrhof

Zdenek Simane

Herbert Nowak

Gerhard Martin

Ahmad Behpour

1-(4-nitrophenyl)-2-methyl-4-nitroimidazole has been found to be highly useful as an alcohol deterrent.

Alcohol deterrent

Hydratropic acid derivatives of the formula ##STR1## wherein R.sub.1 is H, alkyl of 1-4 carbon atoms, 2-acetamidoethyl, 1-methyl-4-piperidyl, or 2,3-dihydroxypropyl, and R.sub.2 is Hal, phenyl, 4-Hal-phenyl, 4-Hal-phenoxy, 4-Hal-phenoxymethyl, 1,2,3,4-tetrahydro-1-naphthyl, 1-pyrryl, piperidino, isoindolino, 1,2,3,4-tetrahydroquinolino, 1,2,3,4-tetrahydro-4-quinolyl or 1-methyl-1,2,3,4-tetrahydro-4-quinolyl, Hal being F, Cl, or Br, and the physiologically acceptable salts thereof, which possess cholesterol and triglyceride serum-level-lowering activity, can be prepared by reacting a phenol of the formula ##STR2## with a compound of the formula X--C(CH.sub.3)(C.sub. 6 H.sub.5)--COOR.sub.1 wherein X represents Cl, Br, I, OH, or esterified OH.

Hydratropic acid derivatives and process for the production thereof

Indole derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical or different and each is H or alkyl of 1 - 6 carbon atoms, R.sup.4 is H or methyl and R.sup.5 is methyl, phenyl or chlorophenyl, and their physiologically acceptable salts, are blood cholesterol-lowering agents.

Indole derivatives and process for their preparation

Phenoxyacetic acids of the formula ##STR1## wherein R.sub.1 is H or alkyl of 1-4 carbon atoms; R.sub.2 is H, or when R.sub.4 is Q, also alkyl of 1-4 carbon atoms; R.sub.3 is methyl, phenyl or chlorophenyl; and R.sub.4 is piperidino, isoindolino, 1,2,3,4-tetrahydroquinolino, 1-R.sub.5 -1,2,3,4-tetrahydro-4-quinolyl, 4-piperidinophenyl, 4-piperidinophenoxy, 1-pyrryl, or Q, wherein R.sub.5 is H or alkyl of 1-4 carbon atoms; and Q is 4-oxo-1,2,3,4-tetrahydroquinolino, 4-hydroxy-1,2,3,4-tetrahydroquinolino, 4-chromanyl, 4-thiochromanyl or 1-phenyl-1,2,3,4-tetrahydro-4-quinolyl; and the salts thereof, possess cholesterol level-lowering activity.

Cholesterol level-lowering phenoxyacetic acids

Diphenoxyacetic acid derivatives of the general formula ##STR1## wherein R.sub.1 is H or alkyl of 1-4 carbon atoms, R.sub.2 is H or Cl, R.sub.2 is H or Cl, R.sub.3 is piperidino, 4-piperidinophenyl, 1,2,3,4-tetrahydroquinolino, 1-R.sub.4 -1,2,3,4-tetrahydro-4-quinolyl, 4-oxo-1,2,3,4-tetrahydroquinolino, 4-chromanyl, 4-thiochromanyl or 4-chlorophenoxy, and R.sub.4 is H or alkyl of 1-4 carbon atoms, and the physiologically acceptable salts thereof, possess cholesterol level lowering activity and can be prepared by reacting a phenol of the formula ##STR2## with a compound of the formula ##STR3## wherein X is OH, esterified OH, Cl, Br or I, one R is R.sub.2 and the other is R.sub.3 ; or by cyclizing a compound of the formula ##STR4## wherein X.sub.1 is Cl, Br, I, NH.sub.2 OH or an esterified or etherified OH-group and n is 0 or 1; or by treating a compound of the formula ##STR5## wherein Z is a functionally modified carboxyl group different from COOR.sub.1, with a solvolyzing agent, R.sub.1, R.sub.2 and R.sub.3 in each instance having the values given above.

Diphenoxyacetic acid derivatives

Phenoxyacetic acids of the formula ##SPC1## Wherein R.sub.1 is H or alkyl of 1-4 carbon atoms; R.sub.2 is H, or when R.sub.4 is Q, also alkyl of 1-4 carbon atoms; R.sub.3 is methyl, phenyl or chlorophenyl; and R.sub.4 is piperidino, isoindolino, 1,2,3,4-tetrahydroquinolino, 1-R.sub.5 -1,2,3,4-tetrahydro-4-quinolyl, 4-piperidinophenyl, 4-piperidinophenoxy, 1-pyrryl, or Q, wherein R.sub.5 is H or alkyl of 1-4 carbon atoms; and Q is 4-oxo-1,2,3,4-tetrahydroquinolino, 4-hydroxy-1,2,3,4-tetrahydroquinolino, 4-chromanyl, 4-thiochromanyl or 1-phenyl-1,2,3,4-tetrahydro-4-quinolyl; and the salts thereof, possess cholesterol level-lowering activity.

Growing community of inventors

Darmstadt, Germany

Detlev Kayser