Divalent Chalcogen Or Acyclic Nitrogen Double Bonded Directly At Both 2- And 4- Positions, Or Tautomeric Equivalent (e.g., Hydantoin, Etc.) Patents (Class 514/389)
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Patent number: 5436260Abstract: Substituted 1-benzylimidazole-5-methylidene hydantoins are disclosed as well as methods of preparing them, pharmaceutical compositions containing them, and methods of using them. Intermediates useful in the preparation of the compounds of the invention are also disclosed and synthetic methods for preparing the novel intermediates. The compounds are useful as antagonists of angiotensin II and thus are useful in the control of hypertension, hyperaldosteronism, congestive heart failure, surgically induced vascular smooth muscle proliferation, and glaucoma.Type: GrantFiled: January 4, 1994Date of Patent: July 25, 1995Assignee: Warner-Lambert CompanyInventors: John C. Hodges, Sylvester Klutchko
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Patent number: 5422126Abstract: A method for providing aqueous solutions of HOBr or HOCl which includes adding bleach (NaOCl) to a solution of HBr or HCl until an identified absorbance or color change in the resulting solution is detected. Dialkylhydantoins are optionally added to the resulting solution to suppress the formation of halate ions. The method provides a simple and reliable method for producing accurately defined solutions of hypohalous acids, which are useful in a variety of ways, including for disinfecting, cleaning, and odor control purposes.Type: GrantFiled: March 24, 1993Date of Patent: June 6, 1995Assignee: Great Lakes Chemical CorporationInventors: Jonathan N. Howarth, Enrico J. Termine, Alan M. Yeoman
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Patent number: 5405862Abstract: Compositions of dimethyloldimethylhydantoin, monomethyloldimethylhydantoin, and dimethylhydantoin having less than 0.1% by weight of free formaldehyde based upon 100% by weight of total composition; and wherein the weight ratio of dimethyloldimethylhydantoin to monomethyloldimethylhydantoin ranges from about 1:1.25 to about 3.5:1, are provided. These compositions may be prepared (1) by reacting dimethylhydantoin and a formaldehyde-containing source wherein the molar ratio of formaldehyde to dimethylhydantoin ranges from about 1.2:1 to about 1.55:1 or (2) by admixing (a) from about 80 to about 90% by weight of an aqueous solution of methyloldimethylhydantoin having greater than about 0.1% by weight of free formaldehyde with (b) about 20 to about 10% by weight of dimethylhydantoin based upon 100% weight of aqueous dimethyloldimethylhydantoin solution and dimethylhydantoin combined.Type: GrantFiled: February 14, 1994Date of Patent: April 11, 1995Assignee: Lonza Inc.Inventors: Thomas E. Farina, Marvin Rosen
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Patent number: 5397796Abstract: The present invention relates to 2,4-dioxoimidazolidine compounds of the formula I ##STR1## a process for their preparation and their use as inhibitors of platelet aggregation, metastasis of carcinoma cells and osteoclast binding to the bone surfaces.Type: GrantFiled: April 12, 1993Date of Patent: March 14, 1995Assignee: Cassella AGInventors: Gerhard Zoller, Wolfgang Konig, Jochen Knolle, Melitta Just, Bernd Jablonka
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Patent number: 5369119Abstract: The subject of the present invention is the use of imexon for the production of pharmaceutical compositions with an immunosuppressive action. The present invention also provides pharmaceutical compositions containing imexon and further active materials.Type: GrantFiled: March 2, 1993Date of Patent: November 29, 1994Assignee: Boehringer Mannheim GmbHInventors: Dieter Herrmann, Rainer Haag, Elmar Bosies, Uwe Bicker, Wolfgang Kampe
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Patent number: 5362733Abstract: Compounds of formula(I) ##STR1## wherein R.sub.1 is nitro, halo, cyano and R.sub.2 is a group selected from ##STR2## wherein Y is oxygen or sulfur; X.sub.1 is NR wherein R is hydrogen, C.sub.1-8 alkyl or phenyl and pharmaceutically acceptable salts thereof are useful in the prevention or treatment of tissue damage induced by lipid peroxidation.Type: GrantFiled: October 23, 1992Date of Patent: November 8, 1994Assignee: Orion-yhtyma OyInventors: Reijo Backstrom, Erkki Honkanen, Inge-Britt Linden, Erkki Nissinen, Aino Pippuri, Pentti Pohto, Tapio Korkolainen
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Patent number: 5346913Abstract: N-Iodopropargyl hydantoin compounds, methods of preparing, compositions comprising, and methods of use as antimicrobials and antifungal agents in a variety of applications.Type: GrantFiled: May 26, 1992Date of Patent: September 13, 1994Assignee: Rohm and Haas CompanyInventors: Adam C. T. Hsu, Steven H. Shaber, Enrique L. Michelotti
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Patent number: 5340829Abstract: Specific aspects of the cellular and humoral immune systems of a mammalian host are regulated by administering to the host a compound having a reactive immunoregulatory conformation whose precise three-dimensional structure is defined herein. Sorbinil, tolrestat, W-3681, and the other immunoregulatory agents described herein possess this reactive conformation and so are therapeutically useful for inhibiting delayed-type hypersensitivity, T-cell proliferation, and B-cell antibody production, without altering the normal cellularity of the immune system or the normal metabolites of the arachidonic acid pathway.Type: GrantFiled: December 15, 1992Date of Patent: August 23, 1994Assignee: Washington Research FoundationInventors: John I. Clark, Andrew G. Farr, Stacia A. Smith
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Patent number: 5334606Abstract: Compounds of formula (I): ##STR1## wherein Q.sup.1 represents a phenyl group substituted by one or more halo; naphthyl; indolyl; benzthiophenyl; benzofuranyl; benzyl; or fluorenyl;R.sup.1 is H, C.sub.1-6 alkyl or C.sub.2-6 alkenyl;R.sup.2 is phenyl(C.sub.1-4 alkyl) optionally substituted in the phenyl ring by one or more groups selected from C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, SR.sup.b, SOR.sup.b, SO.sub.2 R.sup.b, OR.sup.b, NR.sup.b R.sup.c, NR.sup.b COR.sup.c, NR.sup.b COOR.sup.c, COOR.sup.b or CONR.sup.b R.sup.c, where R.sup.b and R.sup.c independently represent H, C.sub.1-6 alkyl, phenyl or trifluoromethyl; andZ is O, S, NR.sup.8 or CR.sup.9 R.sup.10, where R.sup.8 represents H C.sub.1-6 alkyl, phenyl, phenyl(C.sub.1-4 alkyl), COR.sup.11, COOR.sup.11, CONR.sup.9 R.sup.10 where R.sup.11 is phenyl, phenyl(C.sub.1-4 alkyl) or C.sub.1-6 alkyl, and R.sup.9 and R.sup.10 are each H, C.sub.1-6 alkyl, phenyl or phenyl(C.sub.Type: GrantFiled: November 30, 1992Date of Patent: August 2, 1994Assignee: Merck Sharpe & Dohme Ltd.Inventor: Angus M. MacLeod
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Patent number: 5234929Abstract: A method of treating or preventing motion sickness is disclosed which comprises administering an anti-motion sickness effective amount of an anticonvulsant compound such as phenytoin, ethotoin, primidone, ethosuximide or carbamazepine, in combination with a potentiating amount of an antitussive or cough suppressant agent such as dextromethorphan, levopropoxyphene, muscaphene, pholocodeine, or carbetapentene. The antitussive compounds of the present invention act as potentiating agents so as to enable effective treatment or prevention of motion sickness using a reduced amount of the anticonvulsant compound normally used in such treatment. The method of the present invention reduces the potential for various side effects and thus provides a safer and more effective method of treatment for motion sickness than prior art methods.Type: GrantFiled: July 20, 1992Date of Patent: August 10, 1993Inventor: William Chelen
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Patent number: 5225431Abstract: The present invention is concerned with compounds of formula (I) ##STR1## wherein R, R.sup.1 and R.sup.2 are independently selected from hydrogen and C.sub.1-4 alkyl;R.sup.3 and R.sup.4 are independently selected from hydrogen, C.sub.1-6 alkyl (including cycloalkyl) and aryl (wherein the alkyl or aryl group, which latter includes benzyl, is optionally substituted by one or more atoms or groups independently selected from halogen, C.sub.1-4 alkyl and aryl), provided R.sup.3 benzyl or substituted benzyl when R.sup.4 =H;m is an integer of from 0 to 2;n is an integer of from 0 to 3;(W) is a group of formula (i), (ii), (iii), or (iv) ##STR2## wherein Y is selected from oxygen, methylene and >N--R.sup.5, where R.sup.5 is hydrogen, C.sub.1-4 alkyl, or benzyl, Z and Z' are independently selected from >C.dbd.O, >C.dbd.Type: GrantFiled: February 26, 1991Date of Patent: July 6, 1993Assignee: Burroughs Wellcome Co.Inventors: Alan D. Robertson, Graeme R. Martin, Janet S. Buckingham
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Patent number: 5202339Abstract: The present invention relates to novel hydantoin derivatives, processes for producing said hydantoin derivatives, pharmaceutical compositions containing at least one of said hydantoin derivatives as aldose reductase inhibitors and novel intermediate compounds in the synthesis of said hydantoin derivatives and pharmaceutical compositions containing at least one of hydantoin derivatives as hypoglycemic as well as hypolipidemic agents.The present invention is based on the selection of a hydantoin which is bonded by a sulfonyl group to various substituents at the 1-position of the hydantoin skeleton. The compounds of the present invention have a strong inhibitory activity against aldose reductase. These compounds are extremely useful for the treatment and/or prevention of various forms of diabetic complications based on the accumulation of polyol metabolites.The compounds of the present invention represent a satisfactory hypoglycemic as well as hypolipidemic activity.Type: GrantFiled: February 25, 1991Date of Patent: April 13, 1993Assignee: Mochida Pharmaceutical Co., Ltd.Inventors: Ei Mochida, Kimihiro Murakami, Kazuo Kato, Katsuaki Kato, Jun Okuda, Ichitomo Miwa
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Patent number: 5190745Abstract: The insecticidal composition of the present invention contains (a) 2,4-dioxo-1-(2-propynyl)-imidazolidin-3-ylmethyl chrysanthemate and (b) at least one carboxylic acid ester selected from the group consisting of monocarboxylic acid ester having 16 to 19 carbon atoms and dicarboxylic acid ester having 16 to 19 carbon atoms, the weight ratio of (a) to (b) being from 3:1 to 1:100.Type: GrantFiled: March 24, 1992Date of Patent: March 2, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Kazunobu Dohara, Mitsuyasu Makita, Yasuo Abe
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Patent number: 5177097Abstract: Novel compounds are disclosed having the formula ##STR1## and wherein R.sub.1, R.sub.2 and R.sub.3 are as defined herein. These compounds inhibit the action of angiotensin II and are useful, therefore, for example, as antihypertensive agents.Type: GrantFiled: July 24, 1991Date of Patent: January 5, 1993Assignee: E. R. Squibb & Sons, Inc.Inventor: Michael A. Poss
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Patent number: 5164391Abstract: The invention relates to a hydantoin derivative, salt thereof, process for the preparation thereof, and medicine containing the derivative. The derivative is represented by the formula ##STR1## wherein M is --CONH--NHR.sup.1 group, --CONH--OR.sup.2 group, ##STR2## in which R.sup.1 is hydrogen atom, an alkyl group, an alkenyl group, a phenyl radical, a substituted phenyl group, a naphthyl radical, a substituted naphthyl group, a pyridyl radical, a furyl radical or a thienyl radical, R.sup.2 is a hydrogen atom, an alkyl group, a phenyl radical or a substituted phenyl group, R.sup.3 and R.sup.4 are the same or different independently, each being a phenyl radical, or an aralkyl group, or R.sup.3 may form a substituted or non-substituted C.sub.5-6 saturated heterocyclic ring together with R.sup.4 and a possible nitrogen or oxygen atom, R.sup.5 forms a substituted or non-substituted saturated heterocyclic ring together with R.sup.6 and a possible nitrogen or oxygen atom, R.sup.Type: GrantFiled: September 13, 1990Date of Patent: November 17, 1992Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Masayasu Kurono, Ryoichi Unno, Hiromoto Kimura, Noboru Tomiya, Kiichi Sawai, Kenji Miura, Toshinao Usui, Yasuaki Kondo, Yukiya Tanaka, Shigeyoshi Nakamura, Tsunemasa Suzuki, Motohide Hayashi
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Patent number: 5155125Abstract: A therapeutic preparation for ulcers contains as a primary ingredient a compound having an aldose reductase inhibitory activity and can accelerate dermal metabolism. That compound may be d-6-fluoro-2,3-dihydro-2',5'-dioxo-spiro [4H-1-benzopyran-4,4'-imidazolidine]-2-carboxyamide, d-2-chloromethyl-6-fluoro-2,3-dihydro-spiro [4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione and d-2-bromomethyl-6-fluoro-2,3-dihydro-spiro [4H-1-benzopyran-4,4'-imidazolidine]-2',5'-dione.Type: GrantFiled: October 22, 1990Date of Patent: October 13, 1992Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Kiichi Sawai, Masayasu Kurono, Kazumasa Nakano, Makoto Sato, Noboru Kuboyama, Takashi Ito, Yoshiya Kondo
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Patent number: 5137905Abstract: Heterocyclic acetylenic amine compounds having the following structural formula ##STR1## having cholinergic agonist or antagonist activity useful in the treatment of mental disorders, extrapyramidal motor disorders, disorders of the parasympathetic nervous system and glaucoma or as analgesics for the treatment of pain. Typical central nervous system disorders for which the subject compounds can be used include cognitive disorders of all ages, including senile dementia, Alzheimer's disease and other related disorders. The compounds are particularly developed to improve mental performance when a mental deficiency is diagnosed.Type: GrantFiled: April 5, 1991Date of Patent: August 11, 1992Assignee: The Upjohn CompanyInventors: Malcolm W. Moon, Richard F. Heier
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Patent number: 5137904Abstract: A series of ethers and thioethers of 5-methanol thiohydantoins, unsubstituted at the number one position heterocyclic nitrogen atom of the thiohydantoin ring, useful in reversing the effects of collagen and ADP-induced platelet aggregation.Type: GrantFiled: May 30, 1989Date of Patent: August 11, 1992Assignee: G. D. Searle & Co.Inventors: John S. Baran, Tom Lindberg, Robert H. Mazur, Alan E. Moorman, Doug Steinman
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Patent number: 5130325Abstract: A method for controlling plant diseases and unwanted microorganisms by incorporating N-halohydantoins in nutrient-watering solutions. In the method, a treatment mixture is prepared comprising plant nutrients, N-halohydantoin and water. A plant is contacted with the treatment mixture to inhibit disease or the growth of unwanted microorganisms on, in or around the plant, with the mixture also being viable for use in stimulating healthy plant growth.Type: GrantFiled: October 11, 1991Date of Patent: July 14, 1992Assignee: Great Lakes Chemical CorporationInventor: Roger E. Smith
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Patent number: 5084472Abstract: A method of treating hormone-dependent cancer of an organ selected from the group consisting of bladder, brain, breast, lymphatic systems, kidney, liver, skin and ovaries in warm-blooded animals having such a cancer comprising administering to said warm-blooded animals an amount of 1-(3-'trifluoromethyl-4'-nitro-phenyl)-4,4-dimethyl-imidazoline-2,5-dione sufficient to combat said hormone-dependent cancer.Type: GrantFiled: May 29, 1990Date of Patent: January 28, 1992Assignee: RousselInventors: Martine Moguilewsky, Marie M. Bouton
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Patent number: 5075301Abstract: A furan derivative and a pharmaceutically acceptable salt thereof having gastrointestinal enterokinetic activity which is expected to be used in a broad spectrum of diseases associated with gastrointestinal dyskinesia.Type: GrantFiled: August 14, 1990Date of Patent: December 24, 1991Assignee: Kyowa Hakko Kogyo, Co., Ltd.Inventors: Setsuya Sasho, Shunji Ichikawa, Hiromasa Kato, Hiroyuki Obase, Katsuichi Shuto, Yoshimasa Oiji
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Patent number: 5071655Abstract: A pharmaceutical composition for increasing bone mass and preventing loss of bone mass is provided, comprising a fluoride source and a mitogenic hydantoin in combination with a pharmaceutically acceptable carrier, in which the fluoride source provides a molar ratio of fluoride ion to hydantoin in the composition of from about 0.1:1 to about 100:1. The combination is administered to a vertebrate, typically in the form of an orally administratable tablet or capsule.Type: GrantFiled: January 12, 1990Date of Patent: December 10, 1991Inventor: David J. Baylink
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Patent number: 5063213Abstract: A bactericidal composition and method for inhibiting and controlling the growth of the capsulated, facultative bacterium, Klebsiella pneumoniae, are disclosed. The composition comprises an amount, effective for the intended purpose of n-tributyl tetradecyl phosphonium chloride (TPC) and bromochlorohydantoin. The method comprises administering between about 0.1 to about 200 parts of this combined treatment (based on one million parts of the desired aqueous system) to the particular water containing system for which treatment is desired.Type: GrantFiled: August 13, 1990Date of Patent: November 5, 1991Assignee: Betz Laboratories, Inc.Inventors: Wilson K. Whitekettle, Deborah K. Donofrio
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Patent number: 5041457Abstract: Synergistic antimicrobial and biocidal compositions comprising 2-n-octyl-4-isothizolin-3-one and one or more known biocides for more effective, and broader control of miccroorganisms in various industrial systems are disclosed.Type: GrantFiled: June 18, 1990Date of Patent: August 20, 1991Assignee: Rohm and Haas CompanyInventor: Jemin C. Hsu
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Patent number: 5039691Abstract: Furanone compounds and compositions having anticholinergic activity are described. The compounds have the formula: ##STR1## wherein: the dashed line indicates either the 4,5-unsaturated or the 4,5-dihydrofuranone ring;R.sub.1 and R.sub.2 may be the same or different and are hydrogen, thienyl, furanyl, or cycloalkyl (C.sub.3 -C.sub.6), benzyl, phenyl, substituted phenyl or substituted benzyl wherein the phenyl or benzyl group may be substituted with halogen, trifluoromethyl, lower alkyl, lower alkoxy or hydroxy;R.sub.3, R.sub.4 and R.sub.5 may be the same or different and are hydrogen, lower alkyl, lower alkyl substituted with a halogen, alkoxy, amino or carboxylic acid group, an alkyl or alkylene bridge between R.sub.4 and R.sub.5 or R.sub.3 and the ring N, trifluoromethyl, nitro, a cycloalkyl group containing 3 to 6 carbons, halogen, benzyl, phenyl, substituted phenyl or substituted benzyl, for which the substituents are the same as those set forth for R.sub.1 and R.sub.2 substituted benzyl or phenyl.R.sub.Type: GrantFiled: May 8, 1990Date of Patent: August 13, 1991Assignee: Marion Merrell Dow Inc.Inventors: Ciro J. Spagnuolo, Carl Kaiser, Theodore Adams
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Patent number: 5037843Abstract: A method of preparing an antimicrobial preservative system in a substantially anhydrous liquid form is disclosed. The antimicrobial preservative system inhibits or retards microbial growth when an effective antimicrobial amount is subsequently added to a medium capable of supporting undesirable microbial growth. More particularly, the preservative system comprises a condensation product of a 5,5-disubstituted hydantoin and formaldehyde prepared in the presence of a substantially anhydrous, water-miscible, solvent and an alkalizing agent. Also disclosed is a cold-stable, substantially anhydrous liquid preservative system comprising 1,3-dimethylol-5,5-dimethylhydantoin alone or in combination with an effective antimicrobial amount of at least one paraben preservative prepared by an embodiment of the disclosed method.Type: GrantFiled: March 5, 1990Date of Patent: August 6, 1991Assignee: The McIntyre Group, Ltd.Inventor: Thomas G. Schoenberg
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(D)-6-fluoro-2,3-dihydro-2',5-dioxo-spiro[4H-1-benzo pyran-4,4'-imidazolide]-2-carboxamide compounds
Patent number: 5036080Abstract: Hydantoin derivatives of the formula ##STR1## wherein Ra and Rb are same or different, each being hydrogen atom, alkanoyl, substituted or none-substituted aroyl, heteroaroyl, alkoxycarbonyl, substituted or none-substituted aralkoxycarbonyl, aryloxycarbonyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl, substituted or none-substituted N-aralkylcarbamoyl, alkoxyalkyl, 1-(acyloxy)-alkyl, alkylmercapto, substituted or none-substituted arylmercapto, alkylsulfinyl, substituted or none-substituted arylsulfinyl, alkylsulfonyl or substituted or none-substituted arylsulfonyl, but both of Ra and Rb do not concurrently mean hydrogen atom,a process for the preparation of the derivatives, and use thereof as an agent for preventing and curing chronic complications due to diabetes.Type: GrantFiled: March 31, 1989Date of Patent: July 30, 1991Assignee: Sanwa Kagaku Kenyusho Co., Ltd.Inventors: Masayasu Kurono, Toshinao Usui, Kenji Miura, Yasuaki Kondo, Kiichi Sawai -
Patent number: 5036095Abstract: This invention is for the use of DMDM Hydantoin as a pharmaceutical compound for the treatment of malconditions of mammalian and human skin and membranes. In particular, DMDM Hydantoin may be used to treat dermatological conditions such as acne, burns, and lacerations. DMDM Hydantoin may also be used as an aqueous spray, mouthwash and may be used to treat eye and ear infections as well as to treat mastitis in cattle.Type: GrantFiled: November 14, 1989Date of Patent: July 30, 1991Inventor: Guy Andermann
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Patent number: 4996219Abstract: The present invention provides compounds of the general formulae: ##STR1## wherein R.sub.1 and R.sub.2, which can be the same or different, are hydrogen atoms or C.sub.1 -C.sub.5 -alkyl radicals, C.sub.3 -C.sub.5 -alkenyl radicals or phenyl radicals or, together with the carbon atom to which they are attached, form a saturated or unsaturated C.sub.3 -C.sub.7 ring, R.sub.3 and R.sub.4, which can be the same or different, are hydrogen atoms, straight-chained or branched C.sub.1 -C.sub.10 -alkyl radicals, straight-chained or branched C.sub.3 -C.sub.7 -alkenyl radicals, C.sub.3 -C.sub.7 -cycloalkyl radicals, C.sub.3 -C.sub.7 -cycloalkenyl radicals, phenyl, arylalkyl or hetarylalkyl radicals, R.sub.5 is a hydrogen atom or a lower alkyl radical and X is an oxygen or sulphur atom or an imino group.The present invention also provides processes for the preparation of these compounds, as well as pharmaceutical compositions with immunosuppressive action containing them.Type: GrantFiled: December 13, 1989Date of Patent: February 26, 1991Assignee: Boehringer Mannheim GmbHInventors: Christos Tsaklakidis, Elmar Bosies, Michael Schultz, Rainer Haag, Dieter Herrmann, Wulf Pahlke
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Patent number: 4992472Abstract: Several analogues of hexamethylene bis[acetamide] were found to be effective differentiating agents. The most effective of these compounds was 3,3'-(1,6-hexandiyl)bis[5,5-dimethyl-2,4-imidazolinedione].Type: GrantFiled: May 1, 1989Date of Patent: February 12, 1991Assignee: The United States of America as represented by the Department of Health and Human ServicesInventors: John S. Driscoll, Alberto Haces, Theodore Breitman
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Patent number: 4966775Abstract: A bactericidal composition and method for inhibiting and controlling the growth of the capsulated, facultative bacterium, Klebsiella pneumoniae, are disclosed. The composition comprises an amount, effective for the intended purpose, of 2-bromo-2-nitropropane-l, 3-diol and an oxidizing biocide selected from the group consisting of hypochlorite, chlorine, and chlorine dioxide. The method comprises administering between about 0.1 to about 200 parts of this combined treatment (based on one million parts of the desired aqueous system) to the particular water containing system for which treatment is desired.Type: GrantFiled: May 19, 1989Date of Patent: October 30, 1990Assignee: Betz LaboratoriesInventors: Deborah K. Donofrio, Wilson K. Whitekettle
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Patent number: 4957936Abstract: The glycocyamidine derivatives of the present invention are represented by the following formula (I): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be the same or different, is hydrogen or a lower alkyl group, preferably a straight or branched alkyl group having 1 to 3 carbon atoms, such as methyl, ethyl, propyl or isopropyl, and R represents hydrogen or an acetyl group.which are useful as test reagents for diagnosis of renal failure.Type: GrantFiled: January 30, 1990Date of Patent: September 18, 1990Assignee: Nippon Zoki Pharmaceutical Co., Ltd.Inventors: Ko Nakamura, Kazuharu Ienaga
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Patent number: 4925866Abstract: The present invention is directed to a novel method for controlling the growth of microorganisms on, in or near plants. more particularly, in one embodiment, growth of microorganisms is controlled on a surface that is in such proximity to a higher order plant that contacting such surface with a stream of water may cause liquid water from the stream to be deflected and contact the higher order plant or the growth medium in which it is rooted. In this embodiment, an N-halohydantoin is incorporated in water to produce treated water havng an N-halohydantoin concentration sufficient to inhibit the growth of microorganisms in the water or on a substrate to which the treated water is applied. Then the surface is contacted with the treated water, thereby inhibiting the growth of microorganisms on the surface, without harming the higher order plant by contact with the N-halohydantoin contained in any of the treated water that may contact the plant or the growth medium in which said plant is rooted.Type: GrantFiled: July 11, 1989Date of Patent: May 15, 1990Assignee: Great Lakes Chemical CorporationInventor: Roger E. Smith
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Patent number: 4911931Abstract: A pharmaceutical composition for increasing bone mass and preventing loss of bone mass is provided, comprising a fluoride source and a mitogenic hydantoin in combination with a pharmaceutically acceptable carrier. The combination is administered to a vertebrate, typically in the form of an orally administratable tablet or capsule.Type: GrantFiled: August 3, 1987Date of Patent: March 27, 1990Inventor: David J. Baylink
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Patent number: 4898860Abstract: An anticonvulsant composition comprising as an active ingredient an amount effective for controlling seizures in mammals of a compound selected from the group consisting of dextromethorphan and other non-narcotic, non-addictive, low-toxicity compounds that bind to the same central nervous system sites as dextromethorphan. The composition may also contain an antiepileptic hydantoin, which is potentiated by said compound.Type: GrantFiled: March 28, 1988Date of Patent: February 6, 1990Assignee: New York UniversityInventors: Jose M. Musacchio, Frank C. Tortella
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Patent number: 4882346Abstract: Several analogues of hexamethylene bis[acetamide] were found to be effective differentiating agents. The most effective of these compounds was 3,3'-(1,6-hexandiyl)bis[5,5-dimethyl-2,4-imidazolinedione].Type: GrantFiled: June 16, 1987Date of Patent: November 21, 1989Assignee: The United States of America as reprsented by the Department of Health and Human ServicesInventors: John S. Driscoll, Alberto Haces, Theodore Breitman
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Patent number: 4871552Abstract: Substituted hydantoin analogues of essential amino acids are used as nutritive supplements in animal feed compositions.Type: GrantFiled: March 29, 1988Date of Patent: October 3, 1989Assignee: W. R. Grace & Co.-Conn.Inventors: Robert W. Bragdon, Roger R. Gaudette
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Patent number: 4870064Abstract: A compound of the formula: ##STR1## wherein X is a halogen atom and Y is a C.sub.1 -C.sub.4 alkyl group, a C.sub.2 -C.sub.4 alkenyl group, a C.sub.1 -C.sub.3 alkoxy group, a C.sub.3 -C.sub.4 alkenyloxy group, a C.sub.3 -C.sub.4 alkynyloxy group, a C.sub.2 -C.sub.3 alkenyl group substituted with phenyl, a C.sub.3 -C.sub.4 alkenyloxy group substituted with halogen, a C.sub.1 -C.sub.3 alkoxy group substituted with one member selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkanoyl, cyano, hydroxycarbonyl, C.sub.1 -C.sub.3 alkylaminocarbonyl and phenyl, or a group of the formula: --CH.sub.2 O--R.sup.1, --CH.dbd.CH--R.sup.2, --CH.dbd.N--R.sup.3 or --CO--R.sup.4 in which R.sup.1 is a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, R.sup.2 is a cyano group, a methoxycarbonyl group or an acetyl group, R.sup.3 is a dimethylamino group or a phenyl group and R.sup.4 is a C.sub.1 -C.sub.Type: GrantFiled: July 29, 1987Date of Patent: September 26, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Junya Takahashi, Shigeko Nakamura
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Patent number: 4861793Abstract: Pharmaceutical compounds of the formula ##STR1## wherein R is H or CH.sub.3, R.sub.1 is H or OCH.sub.3, R.sub.2 is a C.sub.1 -C.sub.4 hydrocarbon group and X is an organic group. Also disclosed is a process for the preparation of these compounds. The compounds have dopamine agonist or antagonist activity.Type: GrantFiled: March 31, 1987Date of Patent: August 29, 1989Assignee: Farmitalia Carlo Erba, S.p.AInventors: Luigi Bernardi, Laura Chiodini, Aldemio Temperilli
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Patent number: 4861792Abstract: Hydantoin derivatives and salts thereof, intermediates therefor, process for the preparation thereof, and medicines containing the derivative, wherein said derivatives have the formula ##STR1## wherein one of V and W is hydrogen and the other is a halogenomethyl group, 1H-tetrazol-5-yl radical, --COOR group,in which R is hydrogen atom, an alkyl group, --(CH.sub.2 CH.sub.2 O)nCH.sub.3 group (n is an integer of 1 to 113) or substituted phenyl, ##STR2## in which R.sub.1 and R.sub.2 are same or different independently, each is hydrogen atom, an alkyl group, substituted phenyl or --(CH.sub.2 CH.sub.2 O)nCH.sub.3 group (n has the meaning as referred to) or R.sub.1 may form a heterocyclic ring together with R.sub.2 and nitrogen or oxygen atom, ##STR3## in which R.sub.2 and R.sub.Type: GrantFiled: August 28, 1987Date of Patent: August 29, 1989Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Masayasu Kurono, Yasuaki Kondo, Takuji Yamaguchi, Kenji Miura, Toshinao Usui, Naofumi Terada, Kyoichi Asano, Kuniharu Mizuno, Akira Matsubara, Noriaki Kato, Kiichi Sawai, Ryoichi Unno, Hiroshi Ozawa, Masato Fukushima
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Patent number: 4855296Abstract: A bactericidal composition and method for inhibiting and controlling the growth of the capsulated, facultative bacterium, Klebsiella pneumoniae, are disclosed. The composition comprises an amount, effective for the intended purpose, of 2-bromo-2-nitropropane-1, 3-diol (BNPD) and an oxidizing biocide. The method comprises administering between about 0.1 to about 200 parts of this combined treatment (based on one million parts of the desired aqueous system) to the particular water containing system for which treatment is desired.Type: GrantFiled: September 12, 1988Date of Patent: August 8, 1989Assignee: Betz Laboratories, Inc.Inventors: Deborah K. Donofrio, Wilson K. Whitekettle
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Patent number: 4853401Abstract: The invention relates to spirohydantoins of the formula I ##STR1## where R.sub.1 and R.sub.2 are defined hereinbelow. Also disclosed are methods of preparation, pharmaceutical compositions containing at least one of these compounds, and methods of using said compounds for treatment and prevention of complications of diabetes and galactosemia.Type: GrantFiled: April 1, 1987Date of Patent: August 1, 1989Assignee: G. D. Searle & Co.Inventors: Philippe R. Bovy, Claude Gillet, Albert Lenaers, Paul Niebes, Joseph Roba, Georges Lambelin
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Patent number: 4851406Abstract: The present invention provides indole derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl, alkenyl, cycloalkyl, cycloalkenyl, carboxyl, cyano, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or aryl radical, R.sub.2 is a hydrogen atom or an alkyl, trihalogenomethyl, hydroxyl, cycloalkyl, cyano, carboxyl, alkoxycarbonyl, alkylcarbonyl, aminocarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl radical; R.sub.2 is a heterocyclic five-membered ring containing 1 to 4 heteroatoms or a heterocyclic six-membered ring containing 1 to 5 heteroatoms, the heteroatoms of the five- and six-membered rings being the same or different and being nitrogen, oxygen or sulphur and one or more of the nitrogen atoms optionally carrying an oxygen atom, the said five- and six-membered rings optionally being substituted by one or more alkyl, alkoxy, alkylthio, oxo, hydroxyl, nitro, amino, halogen or cyano groups; or R.sub.Type: GrantFiled: September 4, 1986Date of Patent: July 25, 1989Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Wolfgang von der Saal, Walter-Gunar Friebe, Bernd Muller-Beckmann, Gisbert Sponer
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Patent number: 4844891Abstract: A broad spectrum preservative composition which comprises (a) a formaldehyde donor and (b) a halopropynyl compound; formulations containing such compositions, particularly personal care and household products; and a method of inhibiting the growth of microorganisms which includes contacting said microorganisms with the preservative composition.Type: GrantFiled: February 3, 1988Date of Patent: July 4, 1989Assignee: Lonza, Inc.Inventors: Marvin Rosen, Kenneth J. Iandoli
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Patent number: 4812457Abstract: Permeability characterized in that the carboxy group at 1-position of the prostaglandin is combined with a cell membrane permeable substance having hydroxy group or amino group through the intermediation of an ester bond to the hydroxy group or an amide bond to the amino group are novel and have improved cell membrane permeability.Type: GrantFiled: January 29, 1988Date of Patent: March 14, 1989Assignees: Research Development Corporation, Masami TsuboshimaInventors: Shuh Narumiya, Osamu Hayaishi, Yoshiharu Kimura, Masami Tsuboshima
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Patent number: 4801588Abstract: Compounds of the formula I: ##STR1## wherein R.sub.1 =H, CH.sub.3 ; m=0,1; R.sub.2 =R.sub.3 =H or R.sub.2, R.sub.3 =bond, R.sub.4 =C.sub.1 -C.sub.4 hydrocarbon, n=1 or 2 and their pharmaceutically acceptable salts are antihypertensive agents. Their preparation and pharmaceutical compositions containing them are also described.Type: GrantFiled: July 15, 1987Date of Patent: January 31, 1989Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Aldemio Temperilli, Rosanna Eccel, Enzo Brambilla, Patricia Salvati
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Patent number: 4789686Abstract: A concentrated aqueous solution of the sodium salt of methionine, which is practically free from inorganic salts, is produced from the medium resulting from the hydrolysis of 5-(.beta.-mercaptoethyl)hydantoin.Type: GrantFiled: July 14, 1987Date of Patent: December 6, 1988Assignee: AEC-Sociate de Chimie Organique et BiologiqueInventor: Jean Giraud
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Patent number: 4780472Abstract: Hydantoin derivatives and salts thereof, the process for the preparation thereof, and medicines containing the same, wherein the hydantoin derivatives are represented by the general formula: ##STR1## wherein the substituents are defined hereinbelow. The hydantoin derivatives and salts thereof have excellent effects for the treamtment of the complications of the diabetes mellitus.Type: GrantFiled: November 2, 1987Date of Patent: October 25, 1988Assignee: Eisai Co., Ltd.Inventors: Kouichiro Ueda, Satoru Tanaka, Toshinobu Kunii, Kengo Kagei, Tadashi Sato, Hideki Ono, Issei Ohtsuka, Mayumi Kawase, Toshiharu Ohgoh, Tsuneo Wakabayashi
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Patent number: 4777180Abstract: Novel esters in all stereoisomeric forms and mixtures of said isomers of the formula ##STR1## wherein one of X and Y is ##STR2## and the other is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 --CH.sub.2 --CH.sub.2 --, n is an integer from 2 to 3 and R.sub.1 is selected from the group consisting of alkyl of 1 to 3 carbon atoms and alkenyl and alkynyl of 2 to 3 carbon atoms having pesticidal activity.Type: GrantFiled: October 7, 1987Date of Patent: October 11, 1988Assignee: Roussel UclafInventors: Jean Tessier, Pierre Girault
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Patent number: 4764527Abstract: 1-Hydroxypyrazoles of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 independently of one another are each hydrogen or halogen, and microbicides containing these compounds.Type: GrantFiled: May 29, 1987Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Klaus Wagner, Norbert Rieber, Ernst-Heinrich Pommer