Merck Patent Gesellschaft MIT Beschrankter Haftung

Merck Patent Gesellschaft MIT Beschraenkter Haftung

Dieter Orth

Manfred Baumgarth

Joachim Gante

Hans-Eckart Radunz

Hans-Adolf Kurmeier

Erich Schacht

Albrecht Wild

Reinhard Lissner

Zdenek Simane

Jurgen Harting

Hans-Joachim Enenkel

Josef Kramer

Jurgen Maisenbacher

Werner Mehrhof

Hans-Jochen Schliep

Filippus J Zeelen

Helmut Wahlig

Elvira Dingeldein

Guido Melzer

Klaus Otto Minck

Michael Klockow

Werner Rogalski

Peter Muller

Richard Kirchlechner

Ernst Schorscher

Hans Schaefer

Hans Radunz

Achim Zesch

Hans-Jurgen Legeler

Hanns-Gerd Dammann

Bernd Simon

13-thiaprostaglandins of Formula I ##STR1## wherein B is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,

13-thiaprostaglandins having cytoprotective activity

Flavonoid phosphates of aminoglycoside antibiotics are useful sparingly soluble salts, e.g., for achieving a depot effect.

Flavonoid phosphate salts of aminoglycoside antibiotics

13-Thiaprostanoic acid derivatives of the general formula I ##STR1## wherein A is --CO-- or --CHOH--; B is --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--; Q is 1,4-phenylene or 1,4-naphthylene; R.sup.1 is H or OH; R.sup.2 is H or CH.sub.3 ; R.sup.3 is alkyl with 1-8 carbon atoms or alkyl with 1-8 carbon atoms substituted by (a) phenyl, (b) phenyl substituted by at least one of CH.sub.3, F, Cl, Br, OH, OCH.sub.3 or CF.sub.3 ; (c) phenoxy or (d) phenoxy substituted by at least one of CH.sub.3, F, Cl, Br, OH, OCH.sub.3 or CF.sub.3 ; and R.sup.4 is NH.sub.2, CH.sub.3, phenyl, p-acetylaminophenyl, p-benzoylaminophenyl or phenylamino. These compounds are useful for lowering blood pressure as well as for other pharmaceutical purposes. They also are useful intermediates for the preparation of other known pharmaceuticals such s the 13-thiaprostaglandins.

13-Thiaprostaglandin derivatives

Compounds of the formula ##STR1## wherein R.sup.1 is 4-biphenylyl, 4-phenoxyphenyl or 4-biphenylyl or 4-phenoxyphenyl substituted in the 4'-position by F, Cl, Br or I; R.sup.2 is H, C.sub.1-4 -alkyl, hydroxy-C.sub.1-4 -alkyl or pyridyl; R.sup.3 and R.sup.6 are each H or alkyl of 1-4 carbon atoms, or together are--(CH.sub.2).sub.4 --; and R.sup.4 and R.sup.5 are each H or together are a C--C bond; at least one of the radicals R.sup.2, R.sup.3 and R.sup.6 being other than hydrogen, possess valuable pharmacological properties, e.g., lower lipid levels and are anti-thrombotic.

Lipid lowering and anti-thrombotic 6-arylpyridazin-3-ones and a process

Phenothiazine derivatives of the formula ##STR1## wherein R is H, F, Cl, Br, I, CH.sub.3, CF.sub.3, CN, CH.sub.3 O or CH.sub.3 CO; Y is S, SO, or SO.sub.2 ; Z is imidazol-1-yl, 2-methyl-imidazol-1-yl, pyrazol-1-yl or benzimidazol-1-yl; and n is 1, 2 or 3; or the physiologically acceptable acid addition salts thereof; are useful as antihypertensive agents, for example.

Phenothiazine derivatives and a process for their preparation

Hydrocortisone esters of the formula ##STR1## wherein R.sup.1 is H, formyl or acetyl and R.sup.2 is H or CH.sub.3 are antiphlogistically active.

Hydrocortisone esters, pharmaceutical formulations containing these and

Hydrocortisone orthoesters of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently each H or CH.sub.3 and n is 1 or 2 possess antiphlogistic activity.

Hydrocortisone orthoesters, pharmaceutical formulations thereof and

Pyrazole derivatives of the formula ##STR1## wherein R.sup.1 is H or Cl; R.sup.2 is 1-methyl-4-piperidyloxy-carbonyl, 2-(4-phenylpiperazino)-ethoxycarbonyl, benzoxazol-2-yl, benzthiazol-2-yl, tetrazol-5-yl or 3-R.sup.3 -4-R.sup.4 -thiazolidin-2-yl; R.sup.3 is H, alkanoyl of 1-7 carbon atoms or benzoyl; and R.sup.4 is H or COOH,

Pyrazole derivatives, pharmaceutical formulations thereof

Morpholino containing compounds, compositions and use thereof

13-Thiaprostanoic acid derivatives of the formula ##STR1## wherein A is --CO-- or --CHOH--, B is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH-- R.sup.1 is H or alkyl of 1 to 4 carbon atoms, m is a whole number from 0 to 5, n is a whole number from 0 to 3 or, when B is --CH.dbd.CH--, additionally 4, 5, 6, 7, 8 or 9, R.sup.2 is alkoxy of 1 to 4 carbon atoms, phenoxy, pyridyl, thienyl, naphthyl, phenyl substituted by F, Cl, Br, OH, OCH.sub.3 or OF.sub.3 or phenoxy substituted by F, Cl, Br, OH, OCH.sub.3, CH.sub.3 or CF.sub.3 or, when B is --CH.dbd.CH--, additionally hydrogen, phenyl or tolyl, R.sup.3 is H, methyl or ethyl, possess pharmacological activity, including blood pressure lowering activity.

Thiaprostaglandins

Compounds of formula ##STR1## their mirror images and racemic mixtures, and the physiologically acceptable salts thereof,

New prostaglandin-like diketals

Alkyne compounds of the formula ##STR1## wherein R.sup.1 is H, alkyl of up to 4 carbon atoms or phenyl; R.sup.2 is H, aliphatic acyl of up to 6 carbon atoms or aroyl of up to 11 carbon atoms; R.sup.3 and R.sup.4 are H, F, Cl or Br and n is 0 or 1, and physiologically acceptable metals salts thereof, have anti-inflammatory activity. These compounds can be made from compounds of the formula ##STR2## wherein Q is a functionally-modified hydroxy and R.sup.1, R.sup.3, R.sup.4 and n are as above by treatment with a solvolyzing agent.

Alkyne compounds and method of use

Compounds of the Formula ##STR1## and the physiologically acceptable salts thereof, wherein R.sup.1 and R.sub.2 each is hydrogen or benzyl; R.sup.3 is alkyl of 5-10 C-atoms or 2-hydroxyalkyl of 5-10 C-atoms; R.sup.4 is hydrogen, methyl or ethyl; R.sup.5 is alkyl of 5-10 C-atoms or --C.sub.n H.sub.2n COOR.sup.6 ; R.sup.6 is hydrogen or alkyl of 1-4 C-atoms; and n is 0, 4, 5 or 6 are effective for inhibiting adhesion and/or agglomeration of thrombocytes.

Cyclopentan-1-amines

Alkynols of the formula, ##STR1## wherein X is F, Cl or Br; n is 0 or 1; m is 0 or 1 and R (if m is 0) is hydroxyalkyl of 1-6 carbon atoms or (if m is 1) alkyl, straight-chain hydroxyalkyl or straight-chain tetrahydropyran-2-yloxyalkyl of 2-6 carbon atoms in the alkyl, have anti-inflammatory activity.

Alkynols and process for their preparation

Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are F, Cl or Br;

Growing community of inventors

Darmstadt, Germany

Dieter Orth