Abstract: This invention is directed to nitric esters of derivatives of propionic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid, 5-benzoyl-1,2-dihydro-3H-pyrrolo?1,2-a!pyrrole-1-carboxylic acid, 6-methoxy-2-napthylacetic acid, characterized in that they have the following general formula: ##STR1## These nitric ester derivatives may be formulated into pharmaceutical compositions and administered for their anti-inflammatory and/or analgesic activity.
Abstract: The current invention discloses novel amidine derivatives with nitric oxide donating property that can inhibit platelet aggregation and promote vasodilation in a single compound.
Type:
Grant
Filed:
May 15, 1995
Date of Patent:
October 7, 1997
Assignee:
G.D. Searle & Co.
Inventors:
Mark G. Currie, Foe S. Tjoeng, Mark E. Zupec
Abstract: The invention relates to novel nitrates containing a disulphide group, and to processes for their preparation. The compounds can be used for the therapy of disorders of the cardiovascular system.
Type:
Grant
Filed:
December 5, 1995
Date of Patent:
August 26, 1997
Assignee:
Schwarz Pharma AG
Inventors:
Martin Feelisch, Hilmar Bokens, Jochen Lehmann, Claus Meese, Klaus Sandrock
Abstract: Described herein is a process for the preparation of (1S,2R)-1,2-epoxy-1,2,3,4-tetrahydronaphthalene having the Formula (I): ##STR1## which comprises the steps of (a) hydrogenating the compound of Formula (II) to form cis-(1R, 2S)-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene having the Formula (V): ##STR2## (b) reacting the dihydroxy compound of Formula (V) with a sulphonyl halide of formula R.sup.1 SO.sub.2 Z wherein R.sup.1 is methyl, ethyl, trifluoromethyl, phenyl or p-tolyl, and Z is fluorine, chlorine, bromine or iodine to give a bis-sulphonyl ester of formula (X): ##STR3## and (c) treating the bis-sulphonyl ester (X) with an alkali metal carbonate or alkali metal hydroxide to give the compound of Formula (I).
Type:
Grant
Filed:
August 25, 1995
Date of Patent:
June 10, 1997
Assignee:
Zeneca Limited
Inventors:
Andrew J. Blacker, Stephen M. Brown, Derek R. Boyd, Gary N. Sheldrake
Abstract: Object of this invention are nitric esters of derivatives of the 2-(2,6-di-halophenylamino)phenylacetic acid, having the following general formula: ##STR1## wherein: A and B are selected from among hydrogen and linear or branched, substituted or non substituted alkyl chains, X is a halogen selected from among chlorine and bromine, Y is selected from among oxygen, NH and NR.sub.1, wherein R.sub.1 is a linear or branched alkyl group, and n is comprised between 1 and 10 as well as their pharmaceutical utilization and process for their preparation.
Abstract: New organic nitrate compounds, formed by condensing a nitrato alkanoic acid with a sulfur-containing amino acid or peptide, which prevent nitrate tolerance or overcome existing tolerance and which are useful for the treatment of cardiac diseases including circulatory diseases, high blood pressure, cardiac insufficiency and for dilating the peripheral vessels.
Type:
Grant
Filed:
September 7, 1993
Date of Patent:
June 27, 1995
Assignee:
Schwarz Pharma AG
Inventors:
Klaus Sandrock, Joachim Hutter, Eike Noack
Abstract: New organic nitrate compounds, formed by condensing a nitrato alkanoic acid with a sulfur-containing amino acid or peptide followed by the reaction of the resulting product with an amino acid, N-acylamino acid, peptide or an N-acyl peptide to produce a thio ester thereof, which prevent nitrate tolerance or overcome existing tolerance and which are useful for the treatment of cardiac diseases including circulatory diseases, coronary dilation, high blood pressure, cardiac insufficiency and for dilating the peripheral vessels.
Type:
Grant
Filed:
April 5, 1991
Date of Patent:
February 8, 1994
Assignee:
Schwarz Pharma AG
Inventors:
Klaus Sandrock, Eike Noack, Edgar Fritschi, Ralf Kanzler, Martin Feelisch
Abstract: A nitrate ester which is 1,3-diamino-5-(hydroxyethylaminonitrate)-2,4,6-titrobenzene or 3-amino-3'-(hydroxyethylaminonitrate)-2,2',4,4',6,6'-hexanitrobiphenyl.
Type:
Grant
Filed:
June 15, 1992
Date of Patent:
March 16, 1993
Assignee:
The United States of America as represented by the Secretary of the Navy
Abstract: The process of the present invention provides a method of obtaining a high yield of water or acid soluble nitrate esters without the use of organic solvents in the nitration reaction or the production of unstable products or by-products. The process involves the nitration of an organic hydroxy-containing compound with a suitable nitrating agent such as nitric acid in the absence of organic solvents in the nitration reaction. The reaction mixture is neutralized, causing the nitrate esters to precipitate or separate from the neutralized nitrate solution. The nitrate ester is then recovered, and any dissolved nitrate salts can be removed therefrom by gentle washing with water or a dilute halide solution. As provided by the process of the present invention, no organic solvents are used in the nitration reaction and average yields range from about 80% to about 95%.
Type:
Grant
Filed:
January 17, 1990
Date of Patent:
February 18, 1992
Assignee:
Atlas Powder Company
Inventors:
Joseph A. Sohara, Randal A. Johnson, William E. Gorton
Abstract: The invention relates to pharmaceutical compositions containing novel nitrate esters, of which it was found that they are useful for the treatment of ischemiatic heart diseases, decompensatio cordis, myocardial infarction and hypertension.
Type:
Grant
Filed:
September 14, 1989
Date of Patent:
September 17, 1991
Assignee:
Cedona Pharmaceuticals B.V.
Inventors:
Jan Bron, Geert J. Sterk, Jan F. van der Werf, Hendrik Timmerman
Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a substituted or unsubstituted aromatic or heteroaromatic radical, A is a straight-chained or branched alkylene chain containing up to 8 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms, B is a straight-chained mono- or bicyclic, optionally branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms and/or up to two --CH.sub.2 -- groups of which can be replaced by an oxygen or a sulphur atom or by an --S(.dbd.O) or --S(.dbd.O).sub.2 group, X is a valency bond, an oxygen atom or an --NR.sup.1 group, in which R.sup.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl or nitroxyalkyl radical containing up to 6 carbon atoms or R.sup.1, together with the nitrogen atom of the --NR.sup.
Type:
Grant
Filed:
September 21, 1987
Date of Patent:
September 5, 1989
Assignee:
Boehringer Mannheim GmbH
Inventors:
Herbert Simon, Helmut Michel, Wolfgang Bartsch, Klaus Strein
Abstract: The present invention provides new aminopropanol derivatives of the general formula: ##STR1## wherein A is a direct bond, a straight-chained or branched alkylene chain containing up to 3 carbon atoms or a --CO--CH.sub.2 -- group; X is a direct bond or a carbonyl group; B is a straight-chained or branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, in which one or two --CH.sub.2 -- groups can also be replaced by a saturated or unsaturated alkylene ring containing 3 to 7 carbon atoms and/or by an oxygen or sulphur atom or an --S(.dbd.O)-- or --S(.dbd.O).sub.2 -- group, n is 1, 2 or 3; R.sub.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl radical containing up to 6 carbon atoms or a --B--(ONO.sub.2).sub.n group, in which B and n have the same meanings as above, or when A is a --CO--CH.sub.2 -- group and X is a direct bond, R.sub.
Type:
Grant
Filed:
December 2, 1985
Date of Patent:
January 31, 1989
Assignee:
Boehringer Mannheim GmbH
Inventors:
Herbert Simon, Helmut Michel, Walter-Gunar Friebe, Wolfgang Bartsch
Abstract: Novel nitrate derivatives are disclosed. As examples of said nitrate derivative are described N-(.beta.-hydroxyethyl)-5-(3,4,5-trimethoxyphenyl)2,4-pentadienoic acid amide nitrate, N-(.beta.-hydroxyethyl)-3,4,5-trimethoxycinnamic acid amide nitrate and the like. These nitrate derivatives are useful as vasodilators.
Abstract: A novel diol, 1,3-Bis-2(2-hydroxyethyl)-2,4,6-trinitrobenzene has been syesized by the reaction of 1,3-dimethyl-2,4,6-trinitrobenzene with formaldehyde. The novel diol can be converted to a dinitrate and to a diazide which are both useful as explosives or as propellants.
Type:
Grant
Filed:
August 21, 1985
Date of Patent:
March 3, 1987
Assignee:
The United States of America as represented by the Secretary of the Army