Hydroxamic Acids, Chalcogen Analogs Or Salts Thereof (i.e., Compounds Having The -c(=x)-n(r)-xh Group Or The -c(xh)=nxr Group, Wherein R May Be Hydrogen Or Substitution For Hydrogen, The X's In Each Group May Be The Same Or Diverse Chalcogens, And H Of -xh In Each Group May Be Replaced By A Group Ia Or Iia Light Metal, Or By Substituted Or Unsubstituted Ammonium) Patents (Class 562/621)
-
Patent number: 5763621Abstract: A compound of formula (I): ##STR1## wherein R.sub.4 is an optionally substituted C.sub.3 -C.sub.8 cycloalkenyl group. The compounds are inhibitors of matrix metalloproteinases.Type: GrantFiled: February 20, 1997Date of Patent: June 9, 1998Assignee: British Biotech Pharmaceuticals LimitedInventors: Raymond Paul Beckett, Andrew Miller, Mark Whittaker
-
Patent number: 5756825Abstract: The present disclosure details the preparation of hydroxamic-acid based bifunctional chelators and their use in conjugating metal ions to proteins and nucleic acids for tumor or tissue imaging or therapy purposes. Some preferred aspects of the disclosure involve the preparation of trisuccin, chemical name N-?tris(2-N- benzyloxyaminocarbonylethyl)! methylsuccinamic acid, which is a hydroxamic acid/succinate based structure that is particularly useful for binding radionuclides such as .sup.99m Tc, .sup.186 Re and .sup.67 Cu.Type: GrantFiled: April 16, 1993Date of Patent: May 26, 1998Inventors: Ahmad Safavy, Donald J. Buchsbaum, Mohammad Bagher Kazaeli
-
Patent number: 5733342Abstract: Hydroxamic acids and hydroxamic acid ethers I and II ##STR1## where Z.sup.1 and Z.sup.2 are --NH --OY, --NR.sup.1 --OY or --OX, where in the case of (I) at least one of Z.sup.1 or Z.sup.2, and in the case of (II) Z.sup.1 is --NH --OY or --NR.sup.1 --OY, andR.sup.1 is C.sub.1 -C.sub.18 -alkyl,X is hydrogen, alkali metal, ammonium or substituted ammonium, andY is hydrogen, alkali metal, ammonium, substituted ammonium or C.sub.1 -C.sub.18 -alkyl, andL is a C.sub.1 -C.sub.100 linker which can also carry oxygen and nitrogen functional groups,with the exception of N,N-bis(carboxymethyl)-2-aminoacetohydroxamic acid.Type: GrantFiled: October 19, 1995Date of Patent: March 31, 1998Assignee: BASF AktiengesellschaftInventors: Thomas Greindl, Alexander Kud, Volker Schwendemann, Michael Kneip, Elisabeth Kappes, Richard Baur, Juergen Schneider, Birgit Potthoff-Karl, Alfred Oftring
-
Patent number: 5714517Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: August 22, 1996Date of Patent: February 3, 1998Assignee: Monsanto CompanyInventor: Peter Gerrard Ruminski
-
Patent number: 5696082Abstract: Compounds of general formula (I) wherein X is --CONHOH or --CO.sub.2 H, principally characterised by the presence in substituent R.sub.3 and/or R.sub.4 of a group of formula (II) are inhibitors of matrix metalloproteinases and inhibitors of the production of turnout necrosis factor.Type: GrantFiled: May 28, 1996Date of Patent: December 9, 1997Assignee: British Biotech Pharmaceuticals LimitedInventors: Michael John Crimmin, Andrew Paul Ayscough, Raymond Paul Beckett
-
Patent number: 5665777Abstract: Compounds of formula ##STR1## or a pharmaceutically acceptable salt thereof inhibit matrix metalloproteinases and TNF.alpha. secretion and are useful in the treatment of inflammatory disease states. Also disclosed are matrix metalloproteinases and TNF.alpha. secretion inhibiting compositions and a method for inhibiting matrix metalloproteinases and TNF.alpha. secretion.Type: GrantFiled: November 14, 1995Date of Patent: September 9, 1997Assignee: Abbott LaboratoriesInventors: Stephen W. Fesik, James B. Summers, Jr., Steven K. Davidsen, George S. Sheppard, Douglas H. Steinman, George M. Carrera, Jr., Alan Florjancic, James H. Holms
-
Patent number: 5618844Abstract: This disclosure relates to a novel class of hydroxamic and carboxylic acid based matrix metalloproteinase inhibitor derivatives. The disclosure further relates to pharmaceutical compositions containing such compounds and to the use of such compounds and compositions in the treatment of matrix metalloproteinase induced diseases.Type: GrantFiled: June 5, 1995Date of Patent: April 8, 1997Assignee: Sanofi S.A.Inventors: Madhusudhan R. Gowravaram, Jeffrey Johnson, Ewell R. Cook, Robert C. Wahl, Alan M. Mathiowetz, Bruce E. Tomczuk, Ashis K. Saha
-
Patent number: 5608108Abstract: The invention provides compounds, several of which belong to a class having two or more nonpolar components connected by a polar group and having polar groups on the termini of the compound.The invention also concents a method of selectively inducing termini differentiation of neoplastic cells and thereby inhibiting proliferation of such cells which comprises contacting the cells under suitable condition with an amount of the compound effect to selectively induce terminal differentiation.Moreover, the invention provides a method of treating a patient having a tumor characterized by proliferation of neoplastic cells which comprises administering to the patient an amount of the compound effective to selectively induce terminal differentiation of such neoplastic cells, thereby inhibiting their proliferation and suppressing oncogenicity.Type: GrantFiled: April 17, 1995Date of Patent: March 4, 1997Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia Univeristy in the City of New YorkInventors: Paul A. Marks, Richard A. Rifkind, Ronald Breslow, Branko Jursic
-
Patent number: 5599975Abstract: A compound selected from those of formula (I): ##STR1## wherein A, X, Y, Z, R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the description.This compound or its physiologically tolerable salts may be used therapeutically as platelet anti-aggregation agent.Type: GrantFiled: October 27, 1994Date of Patent: February 4, 1997Assignee: Adir Et CompagnieInventors: Ren e Gree, Ali M. Hachem, Danielle Gree, Yves Le Floc'h, Yves Rolland, Serge Simonet, Tony Verbeuren
-
Patent number: 5563292Abstract: Novel compounds of Formula 1 ##STR1## or a pharmaceutically acceptable salt or solvate thereof are disclosed. Also disclosed are pharmaceutical compositions containing compounds of Formula 1. Methods of treating allergy, inflammation and hyperproliferative skin diseases with compounds of Formula 1 are also disclosed.Type: GrantFiled: April 2, 1992Date of Patent: October 8, 1996Assignee: Schering CorporationInventors: Neng-Yang Shih, Pietro Mangiaracina
-
Patent number: 5521212Abstract: Compounds of the formula ##STR1## wherein A is C1 to C3 alkylene, Ar is phenyl or styryl, R is halosubstituted C1 to C3 alkyl, NHR' or ##STR2## R' is hydrogen or C2 to C8 alkytthioalkyl, n is an integer of from 1 to 4 and p is an integer of from 2 to 5, with the proviso that when R' is hydrogen then Ar is styryl, and the pharmaceutically acceptable salts thereof, inhibit the enzyme lipoxygenase and are useful in treating allergy and inflammatory and cardiovascular conditions for which the action of lipoxygenase has been implicated. These compounds form the active ingredient in pharmaceutical compositions for treating such conditions.Type: GrantFiled: August 26, 1994Date of Patent: May 28, 1996Assignee: Pfizer Inc.Inventors: Takafumi Ikeda, Akiyoshi Kawai, Takashi Mano, Yoshiyuki Okumura, Rodney W. Stevens
-
Patent number: 5487842Abstract: N-ethyl alkanohydroxamic acids, where said alkyl group is a straight chain alkyl group of 8 to 10 carbon atoms, or a branched alkyl group of 8 to 25 carbon atoms, provided said alkyl group is not cyclic, useful as metal chelants for use in organic solvent extractant solutions such as kerosene to extract metals from aqueous solutions by forming complexes of the extracted metal with the N-ethyl hydroxamic acid. Metals can be stripped from complexes of N-ethyl hydroxamic acids at higher concentrations into lower strength acid stripping agents. The N-ethyl hydroxamic acid-containing organic solvent extraction solutions exhibit rapid phase separation from aqueous solutions, good hydrolytic stability and resistance to forming emulsions.Type: GrantFiled: July 11, 1994Date of Patent: January 30, 1996Assignee: Met-Tech Systems LimitedInventor: Bruce F. Monzyk
-
Patent number: 5442110Type: GrantFiled: April 20, 1994Date of Patent: August 15, 1995Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Yasuo Isomura, Seijiro Akamatsu, Toru Yoden, Masafumi Kudou, Akira Suga
-
Patent number: 5407951Abstract: The present invention provides sulphonamides of the general formula: ##STR1## wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrogen or halogen atoms or C.sub.1 -C.sub.6 -alkyl, trifluoro-methyl, cyano, carboxyl, alkoxycarbonyl, aminocarbonyl, N-alkylaminocarbonyl or N,N-dialkylaminocarbonyl radicals or, when R.sup.1 and R.sup.2 are alkyl radicals ortho to one another, R.sup.1 and R.sup.2 together with the carbon atoms to which they are attached, form a saturated or unsaturated C.sub.5-C.sub.7 -alkylene ring, R.sup.3 is a hydrogen atom, an alkyl radical containing up to 6 carbon atoms, an acyl radical, a phenylalkyl or phenylalkenyl radical, the phenyl moiety of which can be substituted by halogen, alkyl or trifluoromethyl, C is a --(CH.sub.2).sub.m --radical, in which m is 0, 1, 2 or 3, or a branched C.sub.2 -C.sub.5 -alkylene radical, whereby a methylene radical --CH.sub.Type: GrantFiled: June 30, 1992Date of Patent: April 18, 1995Assignee: Boehringer Mannheim GmbHInventors: Ernst-Christian Witte, Karlheinz Stegmeier, Liesel Doerge
-
Patent number: 5389680Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: October 18, 1993Date of Patent: February 14, 1995Assignee: Monsanto CompanyInventor: Peter G. Ruminski
-
Patent number: 5342980Abstract: There are provided hydroxamic acids, and the esters and chelates thereof having the structure ##STR1## and their use for the prevention, control or amelioration of diseases caused by phytopathogenic fungi. Further provided are compositions and methods comprising those compounds for the protection of plants from fungal infestation and disease.Type: GrantFiled: December 30, 1992Date of Patent: August 30, 1994Assignee: American Cyanamid CompanyInventor: Gregory J. Haley
-
Patent number: 5328626Abstract: N-ethyl alkanohydroxamic acids, where said alkyl group is a straight chain alkyl group of 8 to 10 carbon atoms, or a branched alkyl group of 8 to 18 carbon atoms, provided said alkyl group is not cyclic, useful as metal chelants for use in organic solvent extractant solutions such as kerosene to extract metals from aqueous solutions by forming complexes of the extracted metal with the N-ethyl hydroxamic acid. Metals can be stripped from complexes of N-ethyl hydroxamic acids at higher concentrations into lower strength acid stripping agents. The N-ethyl hydroxamic acid-containing organic solvent extraction solutions exhibit rapid phase separation from aqueous solutions, good hydrolytic stability and resistance to forming emulsions.Type: GrantFiled: May 29, 1992Date of Patent: July 12, 1994Assignee: Met-Tech Systems, Ltd.Inventor: Bruce F. Monzyk
-
Patent number: 5310763Abstract: Compounds of general formula I: ##STR1## wherein: R.sup.1 represents a C.sub.1 -C.sub.6 alkyl, phenyl, thiophenyl, substituted phenyl, phenyl(C.sub.1 -C.sub.6)alkyl, heterocyclyl, (C.sub.1 -C.sub.6)alkylcarbonyl phenacyl or substituted phenacyl group; or, when n=O, R.sup.1 represents SR.sup.x, wherein R.sup.x represents a group: ##STR2## R.sup.2 represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkenyl, phenyl(C.sub.1 -C.sub.6)alkyl, cycloalkyl(C.sub.1 -C.sub.6)alkyl or cycloalkenyl(C.sub.1 -C.sub.6)alkyl group;R.sup.3 represents an amino acid residue with R or S stereochemistry or a C.sub.1 -C.sub.6 alkyl, benzyl, (C.sub.1 -C.sub.6 alkoxy)benzyl or benzyloxy(C.sub.1 -C.sub.6 alkyl) group;R.sup.4 represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group;R.sup.5 represents a hydrogen atom or a methyl group;n is an integer having the value 0, 1 or 2; andA represents a C.sub.1 -C.sub.6 hydrocarbon chain, optionaly substituted with one or more C.sub.1 -C.sub.Type: GrantFiled: April 14, 1993Date of Patent: May 10, 1994Assignee: British Bio-technology LimitedInventors: Colin Campion, Alan H. Davidson, Jonathan P. Dickens, Michael J. Crimmin
-
Patent number: 5304549Abstract: Compounds of the formula ##STR1## wherein A is the group ##STR2## R.sup.1 is hydrogen, amino, protected amino, acylamino or lower alkyl optionally substituted by aryl, hydroxy, protected hydroxy, amino, protected amino, acylamino, maleimido, succinimido, naphthalimido, 2,3-dihydro-1,3-dioxo-1H-benz[d,e]isoquinol-2-yl, carboxy, protected carboxy, carbamoyl, mono(lower alkyl)carbamoyl, di(lower alkyl)carbamoyl, di(lower alkyl)amino, carboxy-lower alkanoylamino, pyrrolidino or morpholino; R.sup.2 is hydrogen or lower alkyl optionally substituted by aryl, amino, protected amino, di(lower alkyl)- amino, guanidino, carboxyl, protected carboxyl, carbamoyl, mono(lower alkyl) carbamoyl, di(lower alkyl)carbamoyl, di(lower alkoxy)phosphinyl, dihydroxyphosphinyl, pyrrolidino, piperidino or morpholino; R.sup.3 is hydrogen or lower alkyl optionally substituted by hydroxy, protected hydroxy, amino or protected amino; R.sup.4 is hydrogen, hydroxy, lower alkoxy or benzyloxy; and R.sup.Type: GrantFiled: January 21, 1992Date of Patent: April 19, 1994Assignee: Hoffmann-La Roche Inc.Inventors: Michael J. Broadhurst, Paul A. Brown, William H. Johnson, Geoffrey Lawton
-
Patent number: 5254731Abstract: Substituted 3,4-dihydronaphthalenes of the formula I ##STR1## wherein R.sup.1 is a methyl or an amino group, R.sup.2 represents a hydrogen atom or a methyl group, and R.sup.3 is a linear or branched chain alkyl residue having 1 to 4 carbon atoms, an allyl or a crotyl group or a cyclopentyl group are disclosed which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of disorders attributable to the action of leucotrienes. The dihydronaphthalenes may be prepared by reacting a compound of formula II ##STR2## with hydroxylamine or a salt thereof to form the corresponding oxime, reducing the oxime to a hydroxylamine of formula III ##STR3## and introducing a --CO--R.sup.1 group.Type: GrantFiled: July 10, 1992Date of Patent: October 19, 1993Assignee: Gruenenthal GmbHInventors: Oswald Zimmer, Werner Vollenberg, Johannes Schneider
-
Patent number: 5237079Abstract: A method for the production of alkyl or alkaryl hydroxamic acids and/or salts wherein a C.sub.8 -C.sub.22 alcohol is employed with water as the solvent is disclosed as well as the resultant salt and/or acid solutions per se and their use in the flotation of non-sulfide minerals, preferably clay.Type: GrantFiled: February 12, 1990Date of Patent: August 17, 1993Assignee: American Cyanamid CompanyInventors: Samuel S. Wang, D. R. Nagaraj
-
Patent number: 5235092Abstract: A phenoxycetic acid derivative of the formula: ##STR1## wherein R is a hydroxyl group, an alkoxy group, a group of the formula OM wherein M is an alkali metal ion, an alkaline earth metal ion, a transition metal ion, an ammonium ion or an organic ammonium ion, or a group of the formula NHR.sub.1 wherein R.sub.1 is a hydrogen atom, a hydroxyl group, an amino group, an allyloxy group or an ethoxycarboxylmethoxy group.Type: GrantFiled: November 29, 1991Date of Patent: August 10, 1993Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Takumi Yoshimura, Tetsuo Takematsu, Makoto Konnai
-
Patent number: 5187192Abstract: Compounds of the structure ##STR1## where M is a pharmaceutically acceptable cation or a metabolically cleavable group, R is alkyl, cycloalkyl or --NR.sup.1 R.sup.2, where R.sup.1 and R.sup.2 are hydrogen, alkyl, cycloalkyl or alkanoyl, and A is optionally substituted alkyl, cycloalkyl, carbocyclic aryl, benzo[b]furyl, thienyl, or benzo[b]thienyl are potent inhibitors of lipoxygenase enzymes and thus inhibit the biosynthesis of leukotrienes. These compounds are useful in the treatment or amelioration of allergic and inflammatory disease states.Type: GrantFiled: March 13, 1992Date of Patent: February 16, 1993Assignee: Abbott LaboratoriesInventors: Dee W. Brooks, Karen E. Rodriques
-
Patent number: 5175191Abstract: The invention provides compounds, several of which belong to a class having two or more nonpolar components connected by a polar group and having polar groups on the termini of the compound.The invention also concerns a method of selectively inducing termini differentiation of neoplastic cells and thereby inhibiting proliferation of such cells which comprises contacting the cells under suitable condition with an amount of the compound effect to selectively induce terminal differentiation.Moreover, the invention provides a method of treating a patient having a tumor characterized by proliferation of neoplastic cells which comprises administering to the patient an amount of the compound effective to selectively induce terminal differentiation of such neoplastic cells, thereby inhibiting their proliferation and suppressing oncogenicity.Type: GrantFiled: May 14, 1990Date of Patent: December 29, 1992Assignees: Sloan-Kettering Institute for Cancer Research, The Trustees of Columbia University Institute for Cancer Research in the City of New YorkInventors: Paul A. Marks, Richard A. Rifkind, Ronald Breslow, Branko Jursic
-
Patent number: 5174917Abstract: N-ethyl hydroxamic acids, preferably containing at least 10 carbon atoms, useful as metal chelants for use in organic solvent extractant solutions such as kerosene to extract metals from aqueous solutions by forming complexes of the extracted metal with the N-ethyl hydroxamic acid. Metals can be stripped from complexes of N-ethyl hydroxamic acids at higher concentrations into lower strength acid stripping agents. The N-ethyl hydroxamic acid-containing organic solvent extraction solutions exhibit rapid phase separation from aqueous solutions and resistance to forming emulsions.Type: GrantFiled: July 19, 1991Date of Patent: December 29, 1992Assignee: Monsanto CompanyInventor: Bruce F. Monzyk
-
Patent number: 5140047Abstract: Tricyclic hydroxyurea and hydroxamate compounds, pharmaceutical compositions, and their use as as inhibitors of the oxidation of polyunsaturated fatty acids, such as by inhibition on the 5-lipoxygenase enzyme, and treatment of diseases therein.Type: GrantFiled: May 3, 1991Date of Patent: August 18, 1992Assignee: SmithKline Beecham CorporationInventors: Jerry L. Adams, Ravi S. Garigipati
-
Patent number: 5137914Abstract: Sulfonylamino substituted bicyclyl hydroxamic acid derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2 each is hydrogen or lower alkyl; R.sup.3 is hydrogen, lower alkyl, lower alkoxy, hydroxy or halogen; X is alkylene or alkenylene: Y is methylene or oxygen; and n is 0, 1, or 2, or the pharmaceutically acceptable salt thereof. These compounds have an advanced antagonistic activity to thromboxane A.sub.2 (TXA.sub.2)-receptor and are useful for the treatment of thrombosis, vasoconstriction, or bronchoconstriction, and the like disease which are induced by TXA.sub.2.Type: GrantFiled: March 15, 1991Date of Patent: August 11, 1992Assignee: Shionogi & Co., Ltd.Inventors: Mitsuaki Ohtani, Takaharu Matsuura, Kazuhiro Shirahase
-
Patent number: 5117054Abstract: The invention provides a process for preparing 1,5-diaryl pyrazole anti-inflammatory agents. A 6-aryl-4,6-dioxohexanoic acid is treated with acetic anhydride or acetyl chloride to produce an enol lactone, which is added to methylhydroxylamine to generate the dione hydroxamic acid. This dione hydroxamic acid is then treated with 4-methoxyphenylhydrazine hydrochloride to yield the 1,5-diaryl pyrazole. Novel intermediate compounds in the synthetic pathway are also disclosed.Type: GrantFiled: September 26, 1991Date of Patent: May 26, 1992Assignee: Ortho Pharmaceutical CorporationInventor: William V. Murray
-
Patent number: 5101066Abstract: There are provided novel compounds useful as selective extractants of metal values from aqueous systems comprising a plurality of such ionic species. There is further provided a process for the production of the novel compounds. The invention also relates to a process of selective metal extraction by means of the novel compounds of the invention.Type: GrantFiled: November 24, 1989Date of Patent: March 31, 1992Assignee: Yeda Research and Development Co. Ltd.Inventors: Abraham Shanzer, Jacqueline Libman, Shneior Lifson
-
Patent number: 5093356Abstract: Compounds having the formula I: ##STR1## are inhibitors of the 5-lipoxygenase enzyme. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion, dysmenorrhea, and migraine.Type: GrantFiled: January 16, 1990Date of Patent: March 3, 1992Assignee: Merck Frosst Canada, Inc.Inventors: Yves Girard, Pierre Hamel, Daniel Delorme
-
Patent number: 5091569Abstract: (Di-tert-butylhydroxyphenyl)thio substituted hydroxamic acid derivatives of the formula: ##STR1## wherein X is straight or branched C.sub.1 to C.sub.15 alkylene which may be attached to Y through phenylene, provided that X is not n-butylmethylene; Y is CO--N(OH) or N(OH)--CO; and R is hydrogen or straight or branched C.sub.1 to C.sub.9 alkyl, C.sub.3 to C.sub.9 cycloalkyl, aryl, or aralkyl, provided that R is not hydrogen when Y--R is N(OH)--CO--R; or a pharmaceutically acceptable salt thereof; useful in treating arteriosclerosis, ulcer, inflammation, allergy, or the like.Type: GrantFiled: June 19, 1990Date of Patent: February 25, 1992Assignee: Shionogi & Co., Ltd.Inventors: Saichi Matsumoto, Takuji Mizui, Masami Doteuchi
-
Patent number: 5066823Abstract: A process for the preparation of 5-acylamino-2,4,6-triiodo or tribromo-benzoic acid derivatives of formula (I), wherein X is I or Br, R is H or a variously substituted alkyl, or a group of formula (II), wherein X has the above meanings; Y is hydroxy, alkoxy, hydroxyalkoxy, alkylamino or hydroxyalkylamino; Z may be the same as COY or it is hydroxylalkylaminocarbonyl provided that at least one of the two acyl or R groups is hydroxy-substituted, which process comprises the rearrangement of the corresponding 5-(alkylaminocarbonyl-alkoxy)-2,4,6-trioodo ro tribromo-benzoic acid derivatives, in the presence of bases.Type: GrantFiled: October 10, 1989Date of Patent: November 19, 1991Assignee: Bracco Industria Chemica S.p.A.Inventors: Ernest Felder, Carlo Musu, Luciano Fumagalli, Fulvio Uggeri
-
Patent number: 5028629Abstract: This invention relates to 2-(substituted)-N-hydroxy-N-alkylcinnamamides of the formula: ##STR1## where R.sup.1 is C.sub.1 -C.sub.4 alkyl;n is 0 or 1;R.sup.2 is trifuloromethyl, C.sub.1 -C.sub.10 alkyl, phen(C.sub.1 -C.sub.4)alkylene or ##STR2## where m is 0, 1 or 2 and R.sup.3 is C.sub.1 -C.sub.4 alkyl; X is C.sub.1 -C.sub.6 alkyl, phenyl, phen(C.sub.1 -C.sub.4)alkylene where the phenyl ring is unsubstituted or monosubstituted with --S(O).sub.m --R.sup.3 and m and R.sup.3 are as defined above, or ##STR3## where m is 0, 1 or 2 and R.sup.4 is C.sub.2 -C.sub.12 alkenyl, C.sub.2 -C.sub.12 alkynyl, or unsubstituted or monosubstituted C.sub.1 -C.sub.20 alkyl where the substituent is CF.sub.3, C.sub.3 -C.sub.8 cycloalkyl, or phenyl,or a pharmaceutically acceptable salt thereof; formulations containing those compounds and methods of using such compounds as 5-lipoxygenase inhibiting agents.Type: GrantFiled: March 28, 1990Date of Patent: July 2, 1991Assignee: Eli Lilly and CompanyInventors: Gary A. Hite, Edward D. Mihelich, Tulio Suarez
-
Patent number: 5026729Abstract: Compounds having 5- and 12-lipoxygenase inhibitory activity have the structure ##STR1## where A is straight or branched divalent alkylene of from one to four carbon atoms, R.sub.1 is methyl, amino, or alkylamino of from one to six carbon atoms and the substituent group R.sub.2 is C.sub.1 -C.sub.2 alkyl.The group R.sub.3 is one or more substituents selected from hydrogen, alkyl of from one to six carbon atoms, alkoxy of from one to six carbon atoms, thioalkoxy of from one to six carbon atoms, halogen, cyano, and trihalomethyl, and R.sub.4 is one or more substituents selected from hydrogen, alkyl of from one to six carbon atoms, alkoxy of from one to six carbon atoms, thioalkoxy of from one to six carbon atoms, hydroxy, halogen, cyano, and trihalomethyl, with the proviso that when R.sub.1 is amino and A is >CHCH.sub.3, R.sub.3 and R.sub.4 may not both be hydrogen.The group designated M is hydrogen, a pharmaceutically acceptable cation, or a metabolically cleavable group.Type: GrantFiled: November 2, 1989Date of Patent: June 25, 1991Assignee: Abbott LaboratoriesInventors: Dee W. Brooks, James B. Summers, James H. Holms
-
Patent number: 5015765Abstract: Hydroxamic acids are efficiently isolated from aqueous reaction media in which they are produced as solids by adding to the reaction mixture with agitation, a coalescing amount of a water insoluble organic liquid, such as a light hydrocarbon or halohydrocarbon, which is a non-solvent for the hydroxamic acids. The coalesced particles float to the surface of the medium leaving behind a clear, aqueous phase which can be drained from the reaction vessel to leave the discrete particles of hydroxamic acid. Buoyancy of the particles is assisted by adding hydrogen peroxide to the reaction mixture or by bubbling air therethrough, usually after the coalescence.Type: GrantFiled: September 20, 1989Date of Patent: May 14, 1991Assignee: FMC CorporationInventors: Gerald J. Murphy, John W. Ager, Matthew I. Levinson
-
Patent number: 5008455Abstract: There is provided a method for the production of hydroxylamine derivatives or the salt thereof in which a salt of hydroxamic acid is reacted with an alkylating agent such as diethyl sulfate to form an ester of hydroxamic acid, which is reacted with mineral acid in an aqueous solution of lower alcohol so as to prepare hydroxylamine derivatives or the salt thereof. In this process, the incorporation of an oxidizing agent or aldehydes in the reaction system will significantly reduce the content of nitrosoamines in the resulting solution of hydroxylamine derivatives or the salt thereof. Therefore, the resulting hydroxylamine derivatives obtained with a lesser content of harmful compound will be useful as an intermediate for the production of drugs and pesticides.Type: GrantFiled: December 6, 1989Date of Patent: April 16, 1991Assignee: Nippon Soda Co., Ltd.Inventors: Masashi Nakajima, Nobuo Tomita, Kenji Suzaki, Akira Kaneko, Mikio Sawaki
-
Patent number: 4999377Abstract: 2-(2-Hydroxy-3-phenoxypropylamino)ethylphenoxyacetamide compounds are disclosed as useful in the treatment of obesity and related conditions. Processes for their preparation are described, as are novel intermediates and pharmaceutical compositions containing them.Type: GrantFiled: January 19, 1989Date of Patent: March 12, 1991Assignee: Imperial Chemical Industries PLCInventors: Peter W. R. Caulkett, Michael J. Cooper, Murdoch Eakin, Geraint Jones
-
Patent number: 4996358Abstract: Compounds of the formula ##STR1## wherein A is a group of the formula HN(OH)--CO-- or HCO--N(OH)--; R.sup.1 is a C.sub.2 -C.sub.5 -alkyl; R.sup.2 is the characterizing group of a natural .alpha.-amino acid in which any functional group present may be protected, any amino group present may be acylated and any carboxyl group present may be amidated, with the proviso that R.sup.2 is not hydrogen or methyl; R.sup.3 is hydrogen, amino, hydroxy, mercapto, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylthio or aryl-(C.sub.1 -C.sub.6 -alkyl), or amino-(C.sub.1 -C.sub.6 -alkyl), hydroxy-(C.sub.1 -C.sub.6 -alkyl), mercapto-(C.sub.1 -C.sub.6 -alkyl) or carboxy-(C.sub.1 -C.sub.6 -alkyl) in which the amino, hydroxy, mercapto or carboxyl group may be protected, the amino group may be acylated or the carboxyl group may be amidated; R.sup.4 is hydrogen or methyl; R.sup.5 is hydrogen or a C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, di(C.Type: GrantFiled: April 11, 1989Date of Patent: February 26, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Balraj K. Handa, William H. Johnson, Peter J. Machin
-
N-[1-(3-phenoxyphenyl)ethyl]acetohydroxamic acid compounds which are useful anti-inflammatory agents
Patent number: 4988733Abstract: The present invention provides compounds of formula (II) ##STR1## wherein q is 1, and p is 1;Ar is phenyl optionally substituted by one or more substitutents independently selected from C.sub.1-4 alkyl (which may be substituted by one or more halogen atoms) and halogen;L is --O--;Ar' is 1,3- or 1,4-phenylene;Y is (E)--CH.dbd.CH--;V is hydrogen or C.sub.1-4 alkyl;W is C.sub.1-4 alkyl; andQ is a moiety of formula ##STR2## wherein m is 1, R.sup.1 is hydrogen, and R.sup.2 is hydrogen or C.sub.1-4 alkyl;and salts thereof, processes for the preparation of these compounds, pharmaceutical formulations containing them, and uses for them in medicine and in other applications.Type: GrantFiled: July 14, 1988Date of Patent: January 29, 1991Assignee: Burroughs Wellcome Co.Inventors: John A. Salmon, William P. Jackson -
Patent number: 4983567Abstract: A compound having the formula: ##STR1## or a pharmaceutically acceptable salt thereof, wherein A is an amino acid identifying group; B is a hydrogen atom, an alkyl group having 1-5, inclusive, carbon atoms, or an aralkyl group having 6-12, inclusive, carbon atoms; carbon atom 2 is of the R configuration; and carbon atom 3 is of the R configuration.Type: GrantFiled: May 25, 1989Date of Patent: January 8, 1991Assignee: Biomeasure, Inc.Inventor: Sun H. Kim
-
Patent number: 4981865Abstract: The present invention includes N-hydroxyamide, N-hydroxyurea, N-hydroxythioamide, and N-hydroxythiourea derivatives of fenamates, indomethacin, cicloprofen, oxepinac, and indoprofen as dual inhibitors or selective inhibitors of cyclooxygenase and 5-lipoxygenase.Type: GrantFiled: May 26, 1989Date of Patent: January 1, 1991Assignee: Warner-Lambert Co.Inventors: Thomas R. Belliotti, Wiaczeslaw A. Cetenko, David T. Connor, Daniel L. Flynn, Catherine R. Kostlan, James B. Kramer, Jagadish C. Sircar
-
Patent number: 4939299Abstract: Dihydroxamic acids derived from succinyl compounds are used in conjunction with monohydroxamic acids to extract gallium, e.g. N,N'-dimethyl n-decylsuccino dihydroxamic acid and a monohydroxamic acid in an organic solvent extracts gallium in the presence of other metals from gallium bearing aqueous solutions.Type: GrantFiled: July 6, 1989Date of Patent: July 3, 1990Assignee: Monsanto CompanyInventors: James P. Coleman, Charles R. Graham, Bruce F. Monzyk
-
Patent number: 4908384Abstract: Fatty acid compounds of the formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, A, Y and k are as defined herein are novel and useful in the treatment of allergic and inflammatory disorders.Type: GrantFiled: August 29, 1986Date of Patent: March 13, 1990Assignee: McNeilab, Inc.Inventors: Chih Y. Ho, Richard J. Mohrbacher
-
Patent number: 4906666Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a phenyl radical optionally substituted by alkyl, alkenyl, alkoxy, alkylthio, alkanoyl, hydroxyl, hydroxyalkyl, carboxyl, alkoxycarbonyl, carbamoyl, nitro, amino or halogen, A is a straight-chained or branched, saturated or unsaturated C.sub.1 -C.sub.8 aliphatic hydrocarbon radical which is optionally substituted by a hydroxyl group, n is 0, 1 or 2, B is a straight-chained or branched, saturated or unsaturated C.sub.1 -C.sub.8 -aliphatic hydrocarbon radical and R is 5-(1H)-tetrazolyl, --CO--NH-tetrazolyl, ##STR2## CN, SCN, OH, halogen, 5-(1H)-tetrazolylthio, ##STR3## or CO--O--NH--R.sub.1, wherein R.sub.Type: GrantFiled: February 5, 1987Date of Patent: March 6, 1990Assignee: Boehringer Mannheim GmbHInventors: Erhard Reinholz, Walter-Gunar Friebe, Wolfgang Kampe, Jurgen Mertin, Otto-Henning Wilhelms
-
Patent number: 4897422Abstract: Compounds of the formula: ##STR1## where R.sub.1 is amino or methyl; R.sub.2 is C.sub.1 -C.sub.2 alkyl; R.sub.3 is one or more substituents selected from hydrogen, halogen or trihalomethyl; R.sub.4 is one or more substituents selected from hydrogen, halogen, trihalomethyl, C.sub.1 to C.sub.4 alkoxy or C.sub.1 to C.sub.4 alkyl; and M is hydrogen, a pharmaceutically acceptable cation, aroyl, or C.sub.1 to C.sub.6 alkoyl are inhibitors of 5- and/or 12-lipoxygenase enzymes.Type: GrantFiled: February 10, 1987Date of Patent: January 30, 1990Assignee: Abbott LaboratoriesInventor: James B. Summers, Jr.
-
Patent number: 4871466Abstract: A method for the production of alkyl or alkaryl hydroxamic acids and/or salts wherein a C.sub.8 -C.sub.22 alcohol is employed with water as the solvent is disclosed as well as the resultant salt and/or acid solutions per se and their use in the flotation of non-sulfide minerals, preferably clay.Type: GrantFiled: October 15, 1987Date of Patent: October 3, 1989Assignee: American Cyanamid CompanyInventors: Samuel S. Wang, D. R. Nagaraj
-
Patent number: 4861798Abstract: Compounds of the formulae ##STR1## wherein n=6-11, M is hydrogen or a pharmaceutically acceptable cation, R is hydrogen or C.sub.1 -C.sub.6 alkyl optionally substituted by a carboxyl group and X.sub.a, X.sub.b and X.sub.c each independently represent hydrogen or a variety of substituent groups are potent inhibitors of 5-lipoxygenase.Type: GrantFiled: December 22, 1987Date of Patent: August 29, 1989Assignee: Bristol-Myers CompanyInventors: Kenneth M. Tramposch, Fred C. Zusi, Suresh A. Marathe