Nitrogen Double Bonded Directly To Carbon (e.g., Amidine, Ketimine, Etc.) Patents (Class 562/440)
  • Patent number: 5523302
    Abstract: This invention relates to novel compounds containing basic and acidic termini, pharmaceutical compositions containing such compounds, processes for preparing such compounds, and to methods of using these compounds, alone or in combination with other therapeutic agents, for the inhibition of platelet aggregation, as thrombolytics, and/or for the treatment of thromboembolic disorders.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: June 4, 1996
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Gary A. Cain, Charles J. Eyermann
  • Patent number: 5498755
    Abstract: Compounds of the formula ##STR1## wherein the R.sub.1 groups independently are hydrogen, lower alkyl, or two geminal R.sub.1 groups jointly represent an oxo (.dbd.O) or a thio (.dbd.S) group; R.sub.2 is hydrogen or lower alkyl, or halogen; M is or --N.dbd.CR.sub.4 -- or --R.sub.4 C.dbd.N-- where R.sub.4 is hydrogen or lower alkyl; X is C(R.sub.1).sub.2 ; Y is phenyl optionally substituted with an R.sub.3 group which is lower alkyl or halogen; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl, cycloalkyl, alkenyl, alkynyl; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, or CR.sub.7 OR.sub.13 O, where R.sub.7 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons, R.sub.8 is an alkyl group of 1 to 10 carbons, or a cycloalkyl group of 5 to 10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.
    Type: Grant
    Filed: August 23, 1994
    Date of Patent: March 12, 1996
    Inventors: Roshantha A. Chandraratna, Min Teng
  • Patent number: 5495043
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted on the 4 position by an anilino group, which anilino group is substituted by a carboxyl substituent, a tetrazolyl substituent or an N-methyltetrazolyl substituent, are useful antiallergic agents. Pharmaceutical compositions containing and pharmacological methods of using such compounds are also disclosed, as are synthetic intermediates for preparing such compounds. Certain of the synthetic intermediates also exhibit useful antiallergic activity.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: February 27, 1996
    Assignee: Riker Laboratories, Inc.
    Inventor: Robert A. Scherrer
  • Patent number: 5480998
    Abstract: An oxime derivative (I): ##STR1## that D ring and B bonding to D ring are (i)-(iv), wherein R.sup.1 is hydrogen, lower alkyl; R.sup.2 is hydrogen, alkyl, phenyl, cycloalkyl, monocyclic ring containing nitrogen, lower alkyl substituted by benzene ring or cycloalkyl, lower alkyl substituted by monocyclic ring containing nitrogen; R.sup.3 is alkyl, phenyl, cycloalkyl, monocyclic ring containing nitrogen, lower alkyl substituted by benzene ring or cycloalkyl, lower alkyl substituted by monocyclic ring containing nitrogen; e is 3-5, f is 1-3, p is 1-4, q is 1-2, r is 1-3; the position of the bond to D ring in (iii) and (iv) is a or b, and the ring in R.sup.2 and R.sup.3 may be substituted by lower alkyl, alkoxy, halogen, nitro, trihalomethyl; and salts thereof, possess an agonistic activity on PGl2 receptor, and therefore are useful for prevention and/or treatment of thrombosis, arteriosclerosis, ischemic heart diseases, gastric ulcer and hypertension.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: January 2, 1996
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Nobuyuki Hamanaka, Kanji Takahashi, Hidekado Tokumoto
  • Patent number: 5480999
    Abstract: The invention relates to compounds of the general formula AB, which may be a salt or an amide, wherein:A represents a cyclooxygenase inhibitor having an accessible acidic function andB represents the L-form of arginine analogues of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 represent various substituents, process for the preparation of such compounds and pharmaceutical composition thereof.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: January 2, 1996
    Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)
    Inventors: Pierre-Etienne Chabrier De Lassauniere, Pierre Braquet, Colette Broquet, Serge Auvin
  • Patent number: 5481021
    Abstract: This invention relates to phenyl amidine derivatives having the following formula ##STR1## or a pharmaceutically acceptable salt which are useful in the inhibition of platelet aggregation. This invention also relates to pharmaceutical compositions of such phenyl amidine derivatives.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: January 2, 1996
    Assignee: G. D. Searle & Co.
    Inventors: Robert B. Garland, Masateru Miyano, Jeffery A. Zablocki, Lori A. Schretzman
  • Patent number: 5455274
    Abstract: The invention relates to the compounds of the formula ##STR1## wherein the C(=NOH)-NH.sub.2 group may be in tautomeric form, and pharmaceutically acceptable salts thereof, in which:R.sub.1 is amino or amino which is mono- or disubstituted by a substituent selected from an aliphatic hydrocarbon radical, an araliphatic hydrocarbon radical, an aromatic radical, and a cycloaliphatic hydrocarbon radical or is amino which is disubstituted by a divalent aliphatic hydrocarbon radical or a said radical interrupted by oxygen;R.sub.2 is hydrogen, halogen, trifluoromethyl, an aliphatic hydrocarbon radical or hydroxy; or R.sub.2 is hydroxy which is etherified by an aliphatic alcohol, araliphatic alcohol, or aromatic alcohol or which is esterified by an aliphatic or araliphatic carboxylic acid; or R.sub.2 is hydroxy which is etherified by an aliphatic alcohol which is substituted by carboxy, by esterified carboxy or by amidated carboxy;X.sub.1 and X.sub.
    Type: Grant
    Filed: December 9, 1992
    Date of Patent: October 3, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Hongsuk Suh
  • Patent number: 5453440
    Abstract: This invention relates to compounds having the following formula ##STR1## or pharmaceutically acceptable salt thereof which are useful in the inhibition of platelet aggregation, to pharmaceutical compositions of such phenylamidines derivatives, and to a method of inhibiting platelet aggregation in mammals by administering such compounds and compositions.
    Type: Grant
    Filed: October 15, 1993
    Date of Patent: September 26, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Philippe R. Bovy, Robert B. Garland, Masateru Miyano, Joseph G. Rico, Thomas E. Rogers, Jeffery A. Zablocki
  • Patent number: 5449809
    Abstract: Acetylene derivatives of the general formula I ##STR1## where U, V and W are hydrogen, halogen, nitro, cyano, alkyl or alkoxy,A is alkylidene, alkoxymethylidene, alkylthiomethylidene or alkoximino,B is OH, alkoxy or alkylamino andR is hydrogen, halogen, cyano, CF.sub.3, alkyl, cycloalkyl, haloalkyl, aryl, alkenyl, alkynyl, heterocyclyl, hetaryl, arylalkyl, arylalkenyl, arylethynyl, hetaryl-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, aryloxyalkyl, hetaryloxyalkyl, arylamino-alkyl, arylthiomethyl, hetarylthiomethyl, C(O)R.sup.1, C(O)NR.sup.2 R.sup.3, C(S)NR.sup.4 R.sup.5, C(O)SR.sup.6, C(S)OR.sup.7, C(S)SR.sup.8, CH(OH)R.sup.9, CH(OR.sup.10)R.sup.11, SiR.sup.12 R.sup.13 R.sup.14, SnR.sup.15 R.sup.16 R.sup.17, C(OR)R.sup.18 or C(.dbd.N--OR.sup.19)R.sup.20 andR.sup.1 -R.sup.17, R.sup.19 and R.sup.20 are hydrogen, alkyl, aryl, hetaryl, arylalkyl or hetarylalkyl and R.sup.18 is OH, C.sub.1 -C.sub.4 -alkoxy or aryl-C.sub.1 -C.sub.4 -alkoxy, and fungicides containing these compounds.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Beate Hellendahl, Reinhard Kirstgen, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5424334
    Abstract: This invention relates to compounds having the following formula ##STR1## or a pharmaceutically acceptable salt which are useful in the inhibition of platelet aggregation. This invention also relates to pharmaceutical compositions--of such phenyl amidines derivatives.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: June 13, 1995
    Assignee: G. D. Searle & Co.
    Inventors: Norman A. Abood, Robert B. Garland, Masateru Miyano
  • Patent number: 5410056
    Abstract: The present invention is directed to a novel process for the production of folic acid in high yield utilizing a novel diimine as an intermediate. This diimine is formed by reacting 2-substituted malondialdehyde with p-aminobenzoyl-L-glutamic acid. This diimine may be converted into folic acid by reacting said diimine with triaminopyrimidinone in the presence of sulphite.
    Type: Grant
    Filed: January 6, 1994
    Date of Patent: April 25, 1995
    Assignee: Hoffman-La Roche Inc.
    Inventor: Christof Wehrli
  • Patent number: 5393920
    Abstract: A process for preparing an o-iminooxymethylbenozic acid of the general formula I ##STR1## comprises reacting an oxime of the general formula II ##STR2## with a lactone of the general formula III ##STR3## if appropriate in the presence of a base or of a diluent, and o-iminooxymethylbenzoic acids of the abovementioned formula.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: February 28, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Remy Benoit, Hubert Sauter
  • Patent number: 5393921
    Abstract: A process for synthesizing O-substituted oxime compounds, which includes (a) reacting an alkali metal or alkaline earth metal hydroxide compound and a solution of an oxime compound to form a first mixture including the alkali metal or alkaline earth metal salt of the oxime compound and water; and (b) adding an organohalide compound while stirring to the first mixture to form a second mixture including an O-substituted oxime compound, the alkali metal or alkaline earth metal salt of the oxime compound, water, unreacted organohalide compound and excess oxime compound. The second mixture is heated in the presence of an amount of water sufficient to react hydroxide with the unreacted organohalide compound to obtain an O-substituted oxime compound substantially free of unreacted organohalide compound.In a further embodiment, the O-substituted oxime compound can be hydrolyzed to the corresponding O-substituted hydroxylamine.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: February 28, 1995
    Assignee: The Gillette Company
    Inventor: Harvey A. Lazar
  • Patent number: 5358956
    Abstract: Novel fibrinogen receptor antagonists of the formula: ##STR1## are provided in which the claimed compounds exhibit fibrinogen receptor antagonist activity, inhibit platelet aggregation and are therefore useful in modulating thrombus formation.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: October 25, 1994
    Assignee: Merck & Co., Inc.
    Inventors: George D. Hartman, Wasyl Halczenko
  • Patent number: 5344957
    Abstract: Novel substituted .beta. amino acid derivatives are provided which inhibit platelet aggregation. This invention also pertains to pharmaceutical compositions and methods of using such derivatives.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: September 6, 1994
    Assignees: G.D. Searle & Co., Monsanto Company
    Inventors: Philippe R. Bovy, Joseph G. Rico, Thomas E. Rogers, Foe S. Tjoeng, Jeffery A. Zablocki
  • Patent number: 5319122
    Abstract: This invention relates to a novel process for preparing benzylformimidates which are useful in the production of certain carbapenem antibiotics. The process of this invention provides a means of producing a high-yield, high-purity product.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: June 7, 1994
    Assignee: Merck & Co., Inc.
    Inventor: Joel J. Friedman
  • Patent number: 5312826
    Abstract: Disclosed are a dicarboxylic acid compound represented by the formula (I): ##STR1## wherein R represents hydrogen atom, a lower alkyl group, phenyl group or hydroxyl group; R.sup.1 represents a straight or branched alkyl group having 1 to 10 carbon atoms or a lower alkyl group substituted by a group selected from aryl group, a sulfur- or nitrogen-containing heterocyclic monocyclic group and a cycloalkyl group having 4 to 8 carbon atoms; R.sup.2 represents a substituted or unsubstituted aryl group, a cycloalkyl group having 4 to 8 carbon atoms or a sulfur-containing or nitrogen-containing heterocylcic group; X represents sulfur atom, oxygen atom or a substituted or unsubstituted imino group; Y.sup.1 represents imino group, oxygen atom or sulfur atom and Y.sup.2 represents nitrogen atom, or Y.sup.1 represents a vinylene group and Y.sup.2 represents a group: --CH.dbd.
    Type: Grant
    Filed: June 19, 1992
    Date of Patent: May 17, 1994
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Ken-ichi Nunami, Tameo Iwasaki, Kazuo Matsumoto, Koji Yano, Isao Yamaguchi
  • Patent number: 5310620
    Abstract: Novel nitrone compounds of the following formula are provided ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 may be the same or different and represent an alkyl group, an aryl group or a hydrogen atom, R.sup.4 to R.sup.8 may be the same or different and represent an alkyl group, a hydrogen atom or a carboxyl group provided that at least one of R.sup.4 to R.sup.8 is a carboxyl group, X represents an alkoxy group of the formula, R.sup.9 O--, wherein R.sup.9 represents an alkyl group, a dialkylamino group of the formula, R.sup.10 R.sup.11 N--, wherein R.sup.10 and R.sup.11 may be the same or different and represent an alkyl group, or a hydrogen atom, and n is a value of 0, 1 or 2. A contrast enhanced material comprising the nitrone compound is also provided, which is able to enhance a contrast when exposed to light having a wavelength of 300 to 450 nm.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: May 10, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Satoshi Watanabe, Toshinobu Ishihara, Ken'Ichi Itoh
  • Patent number: 5302739
    Abstract: Compounds of the formula ##STR1## as intermediates for the preparation of pyrimidine or triazine herbicides.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: April 12, 1994
    Assignees: Kumiai Chemical Industry Co., Ihara Chemical Industry Co., Ltd.
    Inventors: Masatoshi Tamaru, Norihiro Kawamura, Masahiro Sato, Fumiaki Takabe, Shigehiko Tachikawa, Ryo Yoshida
  • Patent number: 5298527
    Abstract: .alpha.-Phenylacrylic acid derivatives I ##STR1## n=0 to 4; y=a;R.sup.1 =H; alkyl; alkenyl; alkynyl; substituted or unsubstituted cycloalkyl; vinyl or ethynyl when W is a direct bond;R.sup.2 =CN; alkenyl; alkynyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted alkyl;R.sup.3 =H; NO.sub.2 ; CN; halogen; alkyl; alkoxy; haloalkyl; haloalkoxy; alkylthio;or when n is 2, 3 or 4, two adjacent substituents R.sup.3 together form substituted or unsubstituted 1,3-butadien-1,4-diyl;R.sup.4 is phenyl which carries a radical --CR.sup.7 .dbd.NO--R.sup.8 and which may further carry one or two radicals;W=direct bond; oxygen; sulfur; substituted or unsubstituted nitrogen;and A can be an oxygen or sulfur radical.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: March 29, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Wassilios Grammenos, Reinharad Kirstgen, Klaus Oberdorf, Hubert Sauter, Franz Roehl, Rainer Otter, Eberhard Ammermann, Gisela Lorenz, Uwe Kardorff, Christoph Kuenast
  • Patent number: 5258398
    Abstract: This invention relates to novel diaminoalkanoic acid derivatives that inhibit platelet aggregation and thrombus formation in mammalian blood thereby being useful in the prevention and treatment of thrombosis associated with disease states such as myocardial infarction, stroke, peripheral arterial disease and disseminated intravascular coagulation, to pharmaceutical compositions including such compounds, and to their use in inhibiting thrombus formation and platelet aggregation in mammals.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: November 2, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Scott I. Klein, Bruce F. Molino
  • Patent number: 5256812
    Abstract: Novel carboxamides and sulfonamides are described having of the formulaR.sup.1 --A--(W).sub.a --X--(CH.sub.2).sub.b --(Y).sub.c --B--Z--COOR(I),in which R.sup.1, A, W, X, Y, B, Z, R, a, b and c are as provided in the description. These compounds are useful in the treatment of thromboses, apoplexy, myocardial infarct, inflammations, arteriosclerosis as well as in the treatment and prevention of tumors. These novel compounds are prepared by eliminating the protective groups in corresponding compounds with protected amidino or guanidino groups.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: October 26, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Albrecht Edenhofer, Marcel Muller, Arnold Trzeciak, Thomas Weller
  • Patent number: 5254717
    Abstract: Compound of the formula I ##STR1## where R is hydrogen or alkyl,R.sup.1 is hydrogen, alkyl, haloalkyl or aryl,Z.sup.1 and Z.sup.2 are hydrogen, halogen, alkoxy, alkenyloxy, cyano, nitro, haloalkyl, haloalkenyloxy, alkenyl, haloalkoxy, alkyl or alkynyl,Y is O or NR.sup.3, where R.sup.3 is hydrogen or alkyl,R.sup.2 is H, alkyl, cycloalkyl, alkenyl, aryl, alkynyl, cycloalkenyl, arylalkyl, aryloxyalkyl, hetaryl, hetarylalkyl, hetaryloxyalkyl, acyl, arylalkenyl, hetarylalkenyl, heterocyclyl, arylcarbonyl, hetarylcarbonyl or alkoxycarbonylalkyl,Y and R.sup.2 may form a ring, andX is CH.sub.2, CH-alkyl, CH-alkoxy, CH-alkylthio, N-alkoxy or NOH,and fungicides containing these compounds.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: October 19, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Wassilios Grammenos, Albrecht Harreus, Hubert Sauter, Beate Hellendahl, Reinhard Doetzer, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5246965
    Abstract: The invention relates to the compounds of the formula ##STR1## wherein the C(.dbd.NH)--NHR group may be in tautomeric or isomeric form, and pharmaceutically acceptable salts thereof, in which:R is hydrogen or an acyl radical which is derived from an organic carbonic acid, an organic carboxylic acid, a sulfonic acid, or a carbamic acid;R.sub.1 is a substituent selected from an aliphatic hydrocarbon radical, an araliphatic hydrocarbon radical and a cycloaliphatic hydrocarbon radical;X.sub.1 and X.sub.3, independently of one another, are oxygen (--O--) or sulphur (--S--); andX.sub.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: September 21, 1993
    Assignee: Ciba-Geigy
    Inventor: Alan J. Main
  • Patent number: 5239113
    Abstract: Novel substituted .beta. amino acid derivatives are provided which inhibit platelet aggregation and intermediates thereof. This invention also pertains to pharmaceutical compositions and methods of using such derivatives.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: August 24, 1993
    Assignees: Monsanto Company, G. D. Searle & Co.
    Inventors: Phillipe R. Bovy, Joseph G. Rico, Thomas E. Rogers, Foe S. Tjoeng, Jeffery A. Zablocki
  • Patent number: 5233047
    Abstract: Hydrazide functionalized benzotrialzole and oxanilide ultraviolet absorbers (Formulas I and II) useful for stabilizing coreactive or inert polymeric compositions and novel intermediates (Formula III used to make certain types of compounds of Formula I) are disclosed and have the general formulas: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, X, Y, all substituents thereof, and n are set forth in the Summary of the Invention.
    Type: Grant
    Filed: May 1, 1991
    Date of Patent: August 3, 1993
    Assignee: Elf Atochem North America, Inc.
    Inventors: Ronald E. MacLeay, Terry N. Myers
  • Patent number: 5220050
    Abstract: This invention relates to having the following formula ##STR1## or a pharmaceutically acceptable salt which are useful in the inhibition of platelet aggregation. This invention also relates to pharmaceutical compositions of such phenyl amidines derivatives.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: June 15, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Philippe R. Bovy, Dudley E. McMackins, Joseph G. Rico, Foe S. Tjoeng, Mihaly V. Toth, Robert B. Garland, Masateru Miyano, Jeffery A. Zablocki
  • Patent number: 5220023
    Abstract: The present invention relates to novel positive inotropic and lusitropic 3,5-dihydroimidazo[2,1-b]quinazolin-2(1H)-one derivatives having positive inotropic and lusitropic properties which are useful in the treatment of warm-blooded animals suffering from Congestive Heart Failure. Pharmaceutical compositions containing said compounds as an active ingredient. Methods of preparing said compounds and pharmaceutical compositions.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: June 15, 1993
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Eddy J. E. Freyne, Alfons H. M. Raeymaekers
  • Patent number: 5208388
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5198566
    Abstract: Disclosed herein are N-substituted-3-(substituted hydrazino)benzenesulfonamide derivatives of the formula (I): ##STR1## wherein R.sup.1 and CF.sub.3, COOH or CCl=CClCOOH, R.sup.2 is H, Cl, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.4 alkoxycarbonyl; Z is CH or N; X.sup.1 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxyl or Cl; and X.sup.2 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxyl, a process for the preparation thereof, and herbicidal compositions containing the N-substituted-3-(substituted hydrazino)benzenesulfonamide derivatives as active ingredients.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: March 30, 1993
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Hideo Arabori, Shiro Yamazaki, Masato Arahira, Aiko Murakami
  • Patent number: 5194663
    Abstract: An aromatic derivative of butyric acid has the formula ##STR1## These aromatic derivatives of butyric acid are useful in human and veterinary medicines as well as in cosmetic compositions.
    Type: Grant
    Filed: August 9, 1991
    Date of Patent: March 16, 1993
    Assignee: Societe Anonyme Dite: L'Oreal
    Inventors: Jean Maignan, Gerard Malle, Gerard Lang
  • Patent number: 5177259
    Abstract: The present invention is novel diarylalkanoids having activity as lipoxygenase inhibitors, novel pharmaceutical compositions therefor, and novel methods of use in treating asthma, allergies, cardiovascular diseases, migraines, psoriasis and immunoinflammatory diseases for diarylalkanoids. The compounds of this invention are also useful as cytoprotective agents.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: January 5, 1993
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Daniel L. Flynn
  • Patent number: 5169986
    Abstract: The present invention provides an organic nonlinear optical material including a benzylidene-aniline derivative having an electron-donating substituent introduced at the 4-position and an electron-accepting substituent introduced at the 4'-position, by selecting as the conjugated .pi. electronic system a benzylidene-aniline derivative having a large molelcular hyperpolarizability and yet a dipole moment as small as those of benzene derivatives, and introducing a molecular alignment-regulating substituent. The centrosymmetry in the bulk state of the material, for example, in the crystal state, is destroyed and the molecular alignment is regulated to such a bulk structure so that the optical nonlinearity possessed by the molecule is effectively utilized. The material exhibit a large optical nonlinearity never attained by conventional techniques.the intermolecular cohesive force due to the .pi. electron interaction between the molecules in the present invention is larger than that between a benzene derivative.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: December 8, 1992
    Assignee: Toray Industries, Inc.
    Inventors: Tetsuya Tsunekawa, Tetsuya Gotoh, Keiichi Egawa
  • Patent number: 5149859
    Abstract: A naphthalene derivative having the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group or a non-toxic salt moiety; R.sup.2 and R.sup.3 independently represent a hydrogen atom or --OR.sup.4 where R.sup.4 represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group;A represents a group: ##STR2## [where X.sup.1 and X.sup.2 represents an oxygen atom or N--OR.sup.5 (where R.sup.5 represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group)], a group: ##STR3## [where Y.sup.1 and Y.sup.2 independently an oxygen atom or a group N--OR.sup.6 (where R.sup.6 represents a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group)], or a group: ##STR4## (where n is 0 or 1); and B represents --(CH.sub.2).sub.m --wherein m is an integer of 1, to 8,--(CH.sub.2).sub.m.sbsb.1 --O--(CH.sub.2).sub.m.sbsb.2 --wherein m.sub.1 and m.sub.2 are independently 1 or 2, or ##STR5## wherein m.sub.3 is 0 or 1.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: September 22, 1992
    Assignee: Teijin Limited
    Inventors: Atsuo Hazato, Takumi Takeyasu, Koji Tomimori, Yoshinori Kato
  • Patent number: 5147892
    Abstract: Benzyl ketones of the formula ##STR1## where X is CH or N,Y is O or NR.sup.4,R.sup.1, R.sup.2 are H or alkyl,R.sup.3 is halogen, cyano, nitro, alkyl, cycloalkyl, alkoxy, haloalkyl, arylalkyl, arylalkoxy, aryloxy or aryl, and the aryl groups in turn may be substituted,R.sup.4 is OH, alkoxy or arylalkoxy andR.sup.5 is H, methyl, halogen or methoxy,and fungicides containing these compounds.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: September 15, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5118697
    Abstract: Novel cyclic beta-ketoamides which contain an aryl moiety having utility as blood cholesterol lowering agents rendering them useful in the treatment of atherosclerosis.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: June 2, 1992
    Assignee: Warner-Lambert Company
    Inventors: Corinne E. Augelli-Szafran, Bharat K. Trivedi
  • Patent number: 5095147
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5089661
    Abstract: A new process is described for the preparation of a 2-aryl-propionic acid, such as for instance 2-[4-(2-methyl-propyl)phenyl]propionic or 2-(6'-methoxy-2'-naphthyl)propionic acid, through hydrogenation of a complex salt which consists of the mono- and/or di-valent anion of the corresponding 2-hydroxy-2-aryl-propionic acid, a di- or tri-valent metal cation, such as for instance Al(+3), Fe(+3), Zn(+2), or Mg(+2), and optionally other anonic or neutral ligands.This new process is particularly advantageous in that the starting salt can be obtained directly via electrocarboxylation of the corresponding aryl methyl ketone, e.g. 4-(2-methyl-propyl)acetophenone or (6-methoxy-2-naphthyl) methyl ketone, with metal anodes which dissolve during the electrolysis.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: February 18, 1992
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Federico Maspero, Oreste Piccolo, Ugo Romano, Salvatore Gambino
  • Patent number: 5081283
    Abstract: Novel intermediates for fungicides, comprising fluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl,X represents hydrogen, chlorine or bromine andR.sup.1 represents hydroxyl, alkoxy, alkyl or halogen.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5079245
    Abstract: The compounds 2-trifluoromethyl-7-substituted-6,7,8,9-tetrahydro-[5H]-benzocycloheptenes are disclosed and disclosed to be useful in the treatment of metabolic illnesses such as diabetes, obesity, and their complications. A perferred compound is 2-trifluoromethyl-7-amino-6,7,8,9-tetrahydro-[5H-benzocycloheptane.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: January 7, 1992
    Assignee: Adir et Compagnie
    Inventors: Michel Wierzbicki, Pierre Hugon, Jacques Duhault, Francoise Lacour
  • Patent number: 5055582
    Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: October 8, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert B. Garland, Masateru Miyano
  • Patent number: 5045541
    Abstract: Fused pyridazine compounds ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and respectively hydrogen, a halogen, hydroxy, nitro, amino, cyano, trifluoromethyl, and alkyl, an alkoxy or an alkanoylamino; one of R.sub.a and R.sub.b is a group of the formula--O--Y--NR.sup.5 R.sup.6wherein R.sup.5 and R.sup.6 are the same or different and respectively hydrogen, an alkyl, a phenylalkyl or a substituted phenylalkyl or a group forming a heterocycle together with the adjacent nitrogen atom and Y stands for a straight- or branched-chain alkylene which may have hydroxy group as a substituent on the chain, and the other is hydrogen, or both of R.sub.a and R.sub.b are the same or different and respectively a group of the formula--O--Y--NR.sup.5 R.sup.6wherein R.sup.5 and R.sup.6 are of the same meanings as defined above; W is .dbd.CH-- or .dbd.N; X is CH.sub.2, S, SO, SO.sub.
    Type: Grant
    Filed: July 2, 1989
    Date of Patent: September 3, 1991
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Toru Nakao, Minoru Kawakami, Masao Hisadome, Tetsuya Tahara
  • Patent number: 5041663
    Abstract: The invention relates to novel oxime ethers of the formula I ##STR1## wherein R.sub.1 is hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower haloalkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower haloalkylsulfinyl, lower haloalkylsulfonyl or nitro, each of R.sub.2 and R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or lower haloalkoxy, and Q is an unsubstituted or substituted lower alkyl, lower alkenyl, lower alkynyl or cycloalkyl group, a lower alkanoyl radical, an aliphatic, cycloaliphatic, aromatic or heterocyclic acyl radical which may be substituted or unsubstituted, a carbonyl or thiocarbonyl radical, an aryl or aralkyl radical, an acylimidomethyl radical, a phthalimidomethyl radical or a heterocyclic radical.These compounds are able to act as antidotes or safeners for protecting cultivated plants from the phytotoxic action of aggressive herbicides.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: August 20, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Martin, Urs Fricker
  • Patent number: 5041644
    Abstract: New peptide derivatives .beta.-chloro-L-(Z)-dehydroglutamic acid are described which display antibacterial activity.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: August 20, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Yoshiharu Morita, Ryoichi Ando, Junko Takashima, Louis Chaiet
  • Patent number: 5026905
    Abstract: The present invention describes a class of dyes for use in staining cell samples and methods of making such dyes. A preferred class of dyes known as detergent dyes which possess the ability to stain cells in whole blood and are only slowly leached or lost from the stained cells over time are described. The present invention has application, for example, to blood typing for the determination of the presence of blood group antigens A, B, AB, O, and D (Rh.sub.o) and antibodies to such antigens.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: June 25, 1991
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Thomas L. Tarnowski, Mae W. Hu, Maureen Laney, John S. Pease, Vartan Ghazarossian
  • Patent number: 5025034
    Abstract: Prostaglandin analogues exhibiting activity at thromboxane receptor sites have been prepared.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: June 18, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 5013757
    Abstract: A novel compound of the formula (I): ##STR1## wherein R.sub.1 is optionally esterified or amidated carboxyl; R.sub.2, R.sub.3 and R.sub.4 are the same or different and are hydrogen or alkyl; A is formyl, hydroxyiminomethyl or carboxyl; and X is hydrogen or halogen, or a salt thereof, which is useful as an aromatase inhibitor or an intermediate of its production. Processes for producing the compound of the formula (I) and an aromatase inhibitor containing as an active component the compound of the formula (I) wherein A is formyl and X is hydrogen or, a salt thereof as well as Penicillium funiculosum capable for producing the compound (I) wherein R.sub.1 is carboxyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen and X is formyl are also disclosed.
    Type: Grant
    Filed: April 13, 1990
    Date of Patent: May 7, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Tsuneo Kanamaru, Tsuneaki Hida, Masayuki Muroi
  • Patent number: 5011628
    Abstract: Substituted benzamidines and their hydrochloride salts are useful as ultraviolet light absorbers, the benzamidines having the formula ##STR1## wherein: A.sup.1 and A.sup.2 may be the same or different and represent --COOR.sup.1, --CONR.sup.1 R.sup.2, --C.tbd.N or --C.sub.6 H.sub.5 ;A.sup.3 represents --H, --OH, --OR, --Cl, --NO.sub.2, --C.tbd.N, --C.sub.6 H.sub.5, or an alkyl group of one to five carbon atoms;R.sup.1 and R.sup.2 may be the same or different and represent hydrogen or an alkyl group of one to ten carbon atoms; and,R represents an alkyl group of one to ten carbon atoms.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: April 30, 1991
    Assignee: Givaudan Corporation
    Inventors: Isaac D. Cohen, Joseph A. Virgilio
  • Patent number: 5006160
    Abstract: In accordance with the present invention, there are provided novel compounds represented by the following general formula [I], and herbicides containing as their active ingredients. ##STR1## wherein X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are each hydrogen, halogen or methyl, and R is hydrogen or a lower alkyl.There are also provided herbicides containing as their active ingredients compounds represented by the following general formula [II]. ##STR2## wherein R is hydrogen or a lower alkyl.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: April 9, 1991
    Assignee: SDS Biotech Kabushiki Kaisha
    Inventors: Yuichi Sugiyama, Takashi Isono, Yukihiro Nakamura, Akihiro Takaiwa, Kenichi Komatsubara
  • Patent number: RE33989
    Abstract: Oxime ethers of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen or alkyl, X(m=1 to 5) is halogen, cyano, trifluoromethyl, nitro, allyl, alkoxy, unsubstituted or substituted phenyl, unsubstituted or substituted phenoxy, unsubstituted or substituted benzyloxy or hydrogen, and Y is methyleneoxy, oxymethylene, ethylene, ethynylene or oxygen, and fungicides containing these compounds.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Timm Anke, Costi Rentzes, Eberhard Ammermann, Ernst-Heinrich Pommer, Wolfgang Steglich