Polycyclo Ring System Having The Six-membered Hetero Ring As One Of The Cyclos Patents (Class 546/23)
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Patent number: 5075303Abstract: Pyridine derivatives of formula ##STR1## their heteroaromatic N-oxides and their pharmaceutically acceptable acid addition salts are disclosed. In the formula z is 0, 1 and 2 and R, R.sup.1, R.sup.2 and R.sup.2 have specified meanings. The compounds exhibit activity as 5-HT.sub.1A agonists, antagonists or partial agonists and are useful for the treatment of CNS disorders e.g. anxiety, as antihypertensives and in treating anorexia.Type: GrantFiled: April 6, 1990Date of Patent: December 24, 1991Assignee: John Wyeth & Brother LimitedInventors: Ian A. Cliffe, Howard L. Mansell, Richard S. Todd, Alan C. White
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Patent number: 5070139Abstract: The present invention describes novel 2,4-disubstituted 1,3-dioxolanes having the formula I ##STR1## wherein R.sup.1 represents a long chain alkyl group; X is a covalent single bond, a carbonyl group, a carboxyl group, a carbamoyl group or a --O--P(.dbd.O)(O.sup.z)-- group; z is a negative charge (-) when q is zero, or z is an hydrogen atom when q is one; n is an integer from 2 to 10; R.sup.2, R.sup.3 and R.sup.4 are lower alkyl groups, or R.sup.2 R.sup.3 R.sup.4 N.sup.30 represents an aromatic cyclic ammonium group or R.sup.2 R.sup.3 R.sup.4 N.sup.+ represents a non-aromatic cyclic ammonium group in which two of the groups (R.sup.2, R.sup.3 or R.sup.4) form a non-aromatic ring together with the quaternary nitrogen atom; and A.sup.- is a pharmaceutically acceptable anion. These compounds are in vitro inhibitors of the platelet aggregation induced by the platelet activating factor (PAF) and, thus, useful for the treatment of the diseases in which this substance is involved.Type: GrantFiled: April 27, 1990Date of Patent: December 3, 1991Assignee: J. Uriach & Cia. S.A.Inventors: Javier Bartroli, Manuel Anquita, Elena Carceller
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Patent number: 5057506Abstract: The present invention is concerned with the phosphonic acids of formula I ##STR1## wherein one or both of the acidic hydroxy groups of the phosphonic acid moiety may be functionalized in form of pharmaceutically acceptable mono- or di- esters; wherein Y represent optionally substituted 2-carboxypyrrolidinyl, 2-carboxy-2,5-dihydropyrrolyl, 2-carboxy-1,2,3,6-tetrahydropyridinyl, 2-carboxy-1,2,5,6-tetrahydropyridinyl, 2-carboxypiperidinyl, 2-carboxyetrahydroquinolinyl or 2-carboxyperhydroquinolinyl, 2-carboxyl-2,3-dihydroindolyl or 2-carboxyperhydroindolyl as described herein, and in each of which the carboxy group may be functionalized in form of a pharmaceutical acceptable ester or amide; A represents a direct bond, lower alkenylene, lower alkylidene or lower alkylene provided that A does not represent a direct bond when Y represents 2-carboxypyrolidinyl; and pharmaceutically acceptable salts thereof; which are useful for the treatment of nervous system disorders in mammals and as antagonists of the N-methyl-DType: GrantFiled: November 27, 1989Date of Patent: October 15, 1991Assignee: Ciba-Geigy CorporationInventors: Kenneth R. Shaw, Knneth R. Shaw, Josef A. Schneider
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Patent number: 5036058Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is an aromatic radical, n is 0, 1, 2 or 3, X is an oxy group, a thio group which can be oxidized or an imino group which is unsubstituted or has aliphatic substituents, alk.sub.1 and alk.sub.2 are identical or different divalent aliphatic radicals, and R.sub.2 is hydrogen or a monovalent aliphatic radical and salts thereof have properties which regulate calcium metabolism and can be employed for the treatment of diseases connected with disturbances in this metabolism. They are prepared, for example, by reacting a compound of the formula ##STR2## in which X.sub.3 is carboxyl with a phosphorylating agent and hydrolysing the primary product.Type: GrantFiled: February 16, 1990Date of Patent: July 30, 1991Assignee: Ciba-Geigy CorporationInventor: Knut A. Jaeggi
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Patent number: 5025000Abstract: Compounds which are useful as inhibitors of cholesterol biosynthesis and thus as hypocholesterolemic agents are provided which have the structure ##STR1## including salts thereof, wherein R is OH, or lower alkoxy;R.sup.x is H or alkyl;X is --(CH.sub.2).sub.a -- (where a is 1, 2 or 3), --CH.dbd.CH--, or --C.tbd.C--.New intermediates used in preparing the above compounds, pharmaceutical compositions containing such compounds and a method for using such compounds to inhibit cholesterol biosynthesis are also provided.Type: GrantFiled: March 2, 1990Date of Patent: June 18, 1991Assignee: E. R. Squibb & Sons, Inc.Inventor: Donald S. Karanewsky
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Patent number: 5013827Abstract: Triggerable dioxetanes with a fluorescent molecule containing group bonded or tethered in the dioxetane so as to produce fluorescence from the group are described. The compounds are useful in immunoassays and in probes using enzymes or other chemicals for triggering the dioxetanes to produce light from the fluorescent molecule in the group as a signal.Type: GrantFiled: November 13, 1989Date of Patent: May 7, 1991Assignee: Board of Governors of Wayne State UniversityInventor: Arthur P. Schaap
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Patent number: 5002937Abstract: The present invention provides compounds of the formula: ##STR1## The present invention also provides processes for the preparation of these compounds and pharmaceutical compositions containing them useful in treatment and prophylaxis of disorders of calcium metabolism.Type: GrantFiled: July 5, 1989Date of Patent: March 26, 1991Assignee: Boehringer Mannheim GmbHInventors: Elmar Bosies, Harald Zilch
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Patent number: 4997821Abstract: A class of phosphono-hydroisoquinoline componds is described for treatment to reduce neurotoxic injury associated with anoxia or ischemia which typically follows stroke, cardiac arrest or perinatal asphyxia. The treatment includes administration of a phosphono-hydroisoquinoline compound alone or in a composition in an amount effective as an antagonist to inhibit excitotoxic actions at major neuronal excitatory amino acid receptor sites. Compounds of most interest are those of the formula: ##STR1## wherein each of R.sup.1 through R.sup.4 is hydrido, each of Z.sup.1 and Z.sup.2 is hydroxyl and wherein the A ring is aromatic.Type: GrantFiled: October 21, 1988Date of Patent: March 5, 1991Inventors: Alexis A. Cordi, Michael L. Vazquez
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Patent number: 4990503Abstract: A novel heterocyclic bisphosphonic acid derivatives represented by the following general formula (I): ##STR1## in which, .circle.Het means one of following (A) and (B): ##STR2## wherein a dotted line in (A) means that two adjacent atoms are bonded by a single bond or a double bond, ##STR3## wherein R.sup.6 and R.sup.7 may be the same or different, each represents a hydrogen atom, a lower alkyl group, a halogen atom or a hydroxyl group,R.sup.1 represents a hydrogen atom or a hydroxyl group,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 may be the same or different, each represents a hydrogen atom or a lower alkyl group,"n" is 0 or 1,provided that "n" is 1 when the ring .circle.Het means (A), and "R.sup.1 " is a hydroxyl group when the ring .circle.Het means (B),or pharmaceutically acceptable salts thereof and bone resorption inhibitors containing the compound as an active ingredient.Type: GrantFiled: August 7, 1989Date of Patent: February 5, 1991Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Yasuo Isomura, Makoto Takeuchi, Tetsushi Abe
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Patent number: 4983592Abstract: The invention is novel compounds of the formula: ##STR1## which are antagonists of platelet activating factor.Type: GrantFiled: December 19, 1988Date of Patent: January 8, 1991Assignee: American Cyanamid Co.Inventors: Allan Wissner, Kenneth Green, Robert E. Schaub
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Patent number: 4971957Abstract: Novel carboxamide compounds represented by the general formula (I) possess excellent activities for lowering lipids and thus they are useful as agents for treating and preventing various diseases (hyperlipidemia) such as hypercholesterolemia, hypertriglyceridemia, hyperphospholipidemia, hyperlipacidemia, and the like.Type: GrantFiled: June 29, 1989Date of Patent: November 20, 1990Assignee: Otsuka Pharmaceutical Factory, Inc.Inventors: Kazuhiko Tsutsumi, Eiji Uesaka, Kayoko Shinomiya, Yoshihiko Tsuda, Yauso Shoji, Atsushi Shima
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Patent number: 4966855Abstract: The invention provides new redox indicators and uses for these redox compounds (I): ##STR1## Wherein X is oxygen or sulphur, R.sub.1 is julolidine or tetrahydroquinoline, which can carry an alkyl radical on the nitrogen atom which, in turn, can be substituted by a sulphuric, phosphonic or carboxylic acid residues, or is (II); wherein R.sub.4 is hydroxyl or a mono- or dialkylated amino group, R.sub.5 and R.sub.6, which can be the same or different, are hydrogen, alkyl or alkoxy, R.sub.2 is hydrogen or alkyl, julolidine or tetrahydroquinoline, which can carry an alkyl on the nitrogen atom which alkyl can be substituted by sulphuric, phosphonic or carboxylic acids, or is III; wherein R.sub.5 and R.sub.6 are the same as in R.sub.1 and R'.sub.4 is hydroxyl, an amino or a mono-or dialkylated amino group, whereby the alkyl radicals can be substituted one or more times by hydroxyl, alkoxy, halogen, morpholine or a sulphuric, carboxylic or phosphonic acid residue, which acids can also be esterified, and R.sub.Type: GrantFiled: July 2, 1985Date of Patent: October 30, 1990Assignee: Boehringer Mannheim GmbHInventors: Ulfert Deneke, Werner Guthlein, Wolfgang Weckerle, Hans Wielinger
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Patent number: 4963536Abstract: A compound of the formula: ##STR1## wherein R.sup.1 -A- is a group of the formula: ##STR2## in which R.sup.1 is aryl or a heterocyclic group, each of which may be substituted with substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, halo(lower)alkyl, acyl, acylamino and halogen, or lower alkyl which may be substituted with a heterocyclic group optionally substituted with acyl, andX is O or S, andR.sup.2 is hydrogen or lower alkyl, provided that when R.sup.1 is lower alkyl, thenR.sup.1 -A- is a group of the formula: ##STR3## in which R.sup.1 and X are each as defined above, processes for the preparation thereof and pharmaceutical composition comprising the same.Type: GrantFiled: April 6, 1989Date of Patent: October 16, 1990Assignee: Fujisawa Pharmaceutical Company, Ltd.Inventors: Teruo Oku, Eishiro Todo, Chiyoshi Kasahara, Katsuya Nakamura, Hiroshi Kayakiri, Masashi Hashimoto
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Patent number: 4952707Abstract: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers.Type: GrantFiled: June 30, 1988Date of Patent: August 28, 1990
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Patent number: 4943579Abstract: Water-soluble derivatives of camptothecin have the formulae: ##STR1## wherein R' is selected from the group consisting of R=CO CH.sub.2 NH.sub.2.HClR=CO CH.sub.2 NHCH.sub.3.HClR=CO CH.sub.2 NHC.sub.2 H.sub.5.HClR=CO CH.sub.2 N(C.sub.2 H.sub.5).sub.2.HClR=CO CH(NH.sub.2) CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2.2HClR=CO CH(NH.sub.2) CH.sub.2 CH.sub.2 COOH. HClR=CO CH.sub.2 CH.sub.2.COO.sup.- Na.sup.+R=HPO.sub.3.sup.- Na.sup.Type: GrantFiled: October 6, 1987Date of Patent: July 24, 1990Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventors: B. Rao Vishnuvajjala, Aaron Garzon-Aburbeh
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Patent number: 4940706Abstract: The present invention describes novel 2,4-disubstituted 1,3-dioxolanes having the formula I ##STR1## wherein R.sup.1 represents a long chain alkyl group; X is a covalent single bond, a carbonyl group, a carboxyl group, a carbamoyl group or a --O--P(.dbd.O)(O.sup.z)-- group; z is a negative charge (-) when q is zero, or z is an hydrogen atom when q is one; n is an integer from 2 to 10; R.sup.2, R.sup.3 and R.sup.4 are lower alkyl groups, or R.sup.2 R.sup.3 R.sup.4 N.sup.+ represents an aromatic cyclic ammonium group or R.sup.2 R.sup.3 R.sup.4 N.sup.+ represents a non-aromatic cyclic ammonium group in which two of the groups (R.sup.2, R.sup.3 or R.sup.4) form a non-aromatic ring together with the quaternary nitrogen atom; and A.sup.- is a pharmaceutically acceptable anion. These compounds are in vitro inhibitors of the platelet aggregation induced by the platelet activating factor (PAF) and, thus, useful for the treatment of the diseases in which this substance is involved.Type: GrantFiled: October 13, 1988Date of Patent: July 10, 1990Assignee: J. Uriach & Cia, S.A.Inventors: Javier Bartroli, Manuel Anquita, Elena Carceller
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Patent number: 4939128Abstract: The present invention relates to a compound of the formula: ##STR1## wherein R.sup.1 is a hydrogen atom, carboxylic acid acyl or carbamoyl which may be substituted; R is an aliphatic hydrocarbon group which may be substituted or alicylic hydrocarbon group which may be substituted, or a salt thereof.The compound of the present invention has the effects to prevent and improve dysfunctions caused by oxygen free radicals, and can be used as preventive and therapeutic drugs against dysfunctions in the circulatory system.Type: GrantFiled: April 5, 1989Date of Patent: July 3, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Kaneyoshi Kato, Norio Shimamoto
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Patent number: 4939131Abstract: Novel cyclic geminal-diphosphonic acid compounds, and pharmaceutical compositions containing these compounds, which are useful for treating diseases characterized by abnormal calcium and phosphate metabolism; and a method of treating diseases characterized by abnormal calcium and phosphate metabolism utilizing these novel cyclic diphosphonic acid compounds.Type: GrantFiled: August 14, 1987Date of Patent: July 3, 1990Assignee: The Procter & Gamble CompanyInventors: James J. Benedict, Karen Y. Johnson
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Patent number: 4933457Abstract: A process is described for the preparation of compounds of formula (1) ##STR1## [where OR is hydroxyl, protected hydroxyl or OP(O)(OCH.sub.2 Ph)(OR.sup.1) (where Ph is phenyl and OR.sup.1 is hydroxyl or protected hydroxyl)] and salts thereof, which comprises reacting a compound of formula (2) ##STR2## with a compound of formula (3) ##STR3## (where OR is as defined above and one of X.sup.1 and X.sup.2 is a leaving group and the other is a hydrogen atom) or a salt thereof, followed, if desired, by removal of the hydroxyl protecting group when present and/or by salt formation.The compounds of formula (1) are either anticancer agents or intermediates useful in the synthesis of anticancer agents.Type: GrantFiled: January 6, 1989Date of Patent: June 12, 1990Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Brian R. Cowley
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Patent number: 4929606Abstract: Azacycloalkylalkanediphosphonic acids of formula ##STR1## wherein R is an azabicycloalkyl radical that is attached by way of the aza ring member and is composed of ring systems each containing from 3 up to and including 8 members, and alk is lower alkylene, and their salts, have regulatory properties with regard to the calcium metabolism and can be used as medicaments for the treatment of diseases that can be attributed to calcium metabolism disorders. They are prepared, for example, by:in a compound of formula ##STR2## wherein X.sub.1 is a functionally modified phosphono group and X.sub.2 is a free or functionally modified phosphono group, converting X.sub.1 and, where applicable, X.sub.2 into the free phosphono group(s).Type: GrantFiled: November 7, 1988Date of Patent: May 29, 1990Assignee: Ciba-Geigy CorporationInventor: Knut A. Jaeggi
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Patent number: 4918075Abstract: Antiviral activity is exhibited by compounds having the formula ##STR1## its pharmaceutically acceptable salts thereof wherein R.sub.2 and R.sub.3 are independently hydrogen, --PO.sub.3 H.sub.2 or ##STR2## and R.sub.1 is either a purine, pyrimidine or an analog thereof.Type: GrantFiled: December 20, 1988Date of Patent: April 17, 1990Assignee: E. R. Squibb & Sons, Inc.Inventors: Robert Zahler, Glenn A. Jacobs
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Patent number: 4902695Abstract: The present invention provides novel bicyclic derivatives useful as excitatory amino acid receptor antagonists and in treating a variety of associated nervous system disorders.Type: GrantFiled: February 13, 1989Date of Patent: February 20, 1990Assignee: Eli Lilly and CompanyInventor: Paul L. Ornstein
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Patent number: 4898854Abstract: The present invention is concerned with the phosphonic acids of formula I ##STR1## wherein one or both of the acidic hydroxy groups of the phosphonic acid moiety may be functionalized in form of pharmaceutically acceptable mono- or di- esters; wherein Y represents optionally substituted 2-carboxypyrrolidinyl, 2-carboxy-2,5-dihydropyrrolyl, 2-carboxy-1,2,3,6-tetrahydropyridinyl, 2-carboxy-1,2,5,6-tetrahydropyridinyl, 2-carboxypiperidinyl, 2-carboxytetrahydroquinolinyl or 2-carboxyperhydroquinolinyl, 2-carboxy-2,3-dihydroindolyl or 2-carboxyperhydroindolyl as described herein, and in each of which the carboxy group may be functionalized in form of a pharmaceutically acceptable ester or amide; A represents a direct bond, lower alkenylene, lower alkylidene or lower alkylene provided that A does not represent a direct bond when Y represents 2-carboxypyrrolidinyl; and pharmaceutically acceptable salts thereof; which are useful for the treatment of nervous system disorders in mammals and as antagonists of the N-methType: GrantFiled: July 11, 1988Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Alan J. Hutchison, Kenneth R. Shaw, Josef A. Schneider
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Patent number: 4897382Abstract: Organic amide compounds of the formula ##STR1## wherein R.sub.1 --CO is a residue of a carboxylic acid with the proviso that the carboxylic acid is not a natural fatty acid normally bound to nitrogen of nitrogenous lipids, R.sub.2 is a hydrogen atom, a C.sub.1-7 alkyl group, or a C.sub.4-7 cycloalkyl group, and R.sub.3-N is a residue of a nitrogenous lipid. The compounds are useful in increasing or stimulating the in vivo biological activity of in vitro biologically active carboxylic acids.Type: GrantFiled: June 21, 1988Date of Patent: January 30, 1990Assignee: Fidia S.p.A.Inventors: Francesco della Valle, Aurelio Romeo
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Patent number: 4897402Abstract: Novel HMG-CoA reductase inhibitors are useful as antihypercholesterolemic agents and are represented by stuctural formulae (I) and (II): ##STR1## wherein A is O, S(O).sub.n or N--R.sub.13.Type: GrantFiled: June 29, 1988Date of Patent: January 30, 1990Assignee: Merck & Co., Inc.Inventors: Mark E. Duggan, George D. Hartman
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Patent number: 4871720Abstract: Aromatically substituted azacycloalkylalkanediphosphonic acids of the formula ##STR1## in which R represents an aromatically substituted azacycloaliphatyl radical that is bonded to the group alk by way of a nitrogen atom and that optionally contains an additional nitrogen atom, and alk represents a divalent aliphatic radical, and their salts, can be used for the treatment of illnesses that can be attributed to calcium metabolism disorders. They are manufactured, for example, by reacting a compound of the formulaR--alk--X.sub.3 (IV)in which X.sub.3 represents carboxy, carbamoyl or cyano, with phosphorus acid and phosphorus trichloride and in an intermediate of the formula ##STR2## obtained by starting from compounds of the formula IV in which X.sub.3 represents cyano or carbamoyl and by working up by hydrolysis, or in a salt thereof, replacing the amino group by hydroxy by treatment with nitrous acid.Type: GrantFiled: November 16, 1987Date of Patent: October 3, 1989Assignee: Ciba-Geigy CorporationInventor: Knut A. Jaeggi
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Patent number: 4868164Abstract: The present invention relates to novel compounds having nitrogen-containing, saturated bicyclic cyclopentane-fused rings which are geminally disubstituted with phosphonate groups. Most preferred compounds of the present invention have the general structure: ##STR1## The present invention further relates to pharmaceutical compositions containing these novel compounds. Finally, this invention relates to methods for treating or preventing diseases characterized by abnormal calcium and phosphate metabolism by utilizing a compound or pharmaceutical composition of the present invention.Type: GrantFiled: December 19, 1986Date of Patent: September 19, 1989Assignee: Norwich Eaton Pharmaceuticals, Inc.Inventors: Frank H. Ebetino, Kent W. Buckingham, Jocelyn E. McOsker
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Patent number: 4851399Abstract: There are provided compounds of the general formula (1) ##STR1## (wherein R.sup.1 and R.sup.2, which may be the same or different, each represents a hydrogen atom, a hydroxyl group or a group --OP(O) (OH) (OR.sup.4) [where R.sup.4 represents a hydrogen atom or an alkyl (optionally substituted by a hydroxyl, alkoxy, cyclic ether or cycloalkyl group), alkenyl cycloalkyl, aryl, aralkyl or aroylalkyl group], with the proviso that at least one of R.sup.1 and R.sup.2 represents a group --OP(O) (OH) (OR.sup.4); and R.sup.3 represents a hydrogen or halogen atom or a methyl group), and salts thereof. The novel compounds exhibit interesting anti-cancer activity.Type: GrantFiled: July 28, 1987Date of Patent: July 25, 1989Assignee: Glaxo Group LimitedInventors: Gordon H. Phillipps, Paul S. Jones, Martin E. Cooper
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Patent number: 4846876Abstract: An imidazo-pyrrolo-pyridine compound of the formula (I), ##STR1## in which R.sup.1 and R.sup.2, independently of one another, represent alkyl, or together represent a doubly linked alkylene radical,x represents hydrogen, halogen or alkyl,y represents hydrogen, halogen, cyano, alkyl, optionally substituted aryl, alkylsulphonyl, dialkoxyphosphoryl or a ##STR2## radical, and z represents cyano, nitro or a ##STR3## radical, whereR.sup.3 represents alkyl, alkoxy, cycloalkyl, amino or alkoxycarbonyl. The compound is useful as a herbicide.Type: GrantFiled: September 28, 1987Date of Patent: July 11, 1989Assignee: Bayer AktiengesellschaftInventors: Wilfried Draber, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4839368Abstract: The present invention relates to novel 1-acyl-2,3-dihydro-4(1H)-quinolinone-4-oxime derivatives, processes for producing said derivatives, intermediate compounds to produce said derivatives, processes to produce said intermediate compounds, and compositions containing said derivatives with potent diuretic activity that can be used for treating and/or preventing hypertension, oedema and/or for removing ascites.The present invention is based on the selection of 1-acyl-2,3-dihydro-4(1H)-quinolinone-4-oxime derivatives, namely O-sulfate, O-mesylate, O-methylphosphate and O-carboxymethyl ether, especially O-sulfate of 4-oxime.The compounds of the present invention containing these substituents have potent hypotensive, anti-oedematous and diuretic effect as well as an activity to remove ascites and are extremely useful for the treatment of diseases and disorders mentioned above.Type: GrantFiled: April 27, 1987Date of Patent: June 13, 1989Assignees: Mochida Pharmaceutical Co., Ltd., Hodogaya Chemical Co., Ltd.Inventors: Ei Mochida, Akio Uemura, Kazuo Kato, Hiroki Tokunaga, Akinori Haga
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Patent number: 4798619Abstract: There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, and a method for controlling a wide variety of annual and perennial plant species therewith.Type: GrantFiled: April 10, 1986Date of Patent: January 17, 1989Assignee: American Cyanamid Co.Inventor: Marinus Los
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Patent number: 4795815Abstract: 1,2,4-Trisubstituted diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds.Type: GrantFiled: October 29, 1987Date of Patent: January 3, 1989Assignee: Eli Lilly and CompanyInventor: Robert J. Ternansky
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Patent number: 4794183Abstract: Compounds of formula (I): ##STR1## [wherein: m is 1-3; A and B are oxygen or sulfur; and one of R.sup.1 and R.sup.2 is C.sub.10 -C.sub.22 alkyl and the other is a group of formula (II). ##STR2## where: n is 2 or 3; and --NR.sup.3 R.sup.4 R.sup.5 is an amino group] and salts thereof are effective anti-cancer agents.Type: GrantFiled: January 14, 1986Date of Patent: December 27, 1988Assignee: Sankyo Company LimitedInventors: Norio Nakamura, Hideki Miyazaki, Fusaaki Shimizu, Kazuhiko Sasagawa
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Patent number: 4780473Abstract: Compounds are disclosed having fungicidal activity and are of general formula I ##STR1## where at least three of A, C, D and E are --CX.dbd. and the other is --CX.dbd. or --N.dbd., where X is hydrogen, C.sub.1-8 -alkyl (optionally substituted by halogen), halo, nitro or phenoxy, in which the phenyl is optionally substituted by one or more groups selected from halo and trifluoromethyl;R.sup.1 is --SO.sub.2 R.sup.3 or ##STR2## and R.sup.2 is ##STR3## where R.sup.6 is hydrogen, C.sub.1-8 -alkyl (optionally substituted by one or more groups selected from halogen and hydroxy), C.sub.1-8 -alkanoyl, benzoyl, cyclohexylcarbonyl or aminocarbonyl (in which the amino is substituted by benzoyl or chlorobenzenesulphonyl);R.sup.3, R.sup.4, and R.sup.5 may be the same or different and have the meanings given to R.sup.6 or can be di-C.sub.1-8 -alkylamino; and Z is oxygen or sulphur; and when R.sup.1 is ##STR4## R.sup.2 can also be --CN.Type: GrantFiled: December 14, 1987Date of Patent: October 25, 1988Assignee: Schering Agrochemicals Ltd.Inventors: Alister C. Baillie, Antony D. Buss, John H. Parsons, Philip E. Russell
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Patent number: 4777290Abstract: Novel 10,10-Dihydro-10-[(substituted carbonyl)imino]-10-phenyl-10H-phenoxaphines of the formula: ##STR1## wherein A is selected from the group consisting of hydrogen and COOR.sub.1, where, when A is hydrogen the compound is in the form of a water soluble salt HnX, where n is an integer 1 or 2 and X is selected from the group consisting of sulfate, trefluoroacetate, bromide and chloride and R.sub.1 is selected from the group consisting of straight or branched chain alkyl(C.sub.1 -C.sub.4), alkenyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.6), cycloalkyl(C.sub.3 -C.sub.6)methyl, benzyl, pyridylmethyl and tetrahydro-3-furanyl; methods for using these compounds for effecting diuresis, treating hypertension and edema and lowering plasma renin activity in mammals; pharmaceutical compositions of matter containing these compounds and processes for their preparation.Type: GrantFiled: July 27, 1987Date of Patent: October 11, 1988Assignee: American Cyanamid CompanyInventors: Andrew S. Tomcufcik, Joseph W. Marsico, Nancy H. Eudy, Howard Newman
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Patent number: 4772702Abstract: In the preparation of a (thiono)phosphoric ester of the formula ##STR1## in which X represents oxygen or sulphur,R and R.sup.1 are identical or different and represent alkyl, andR.sup.2 represents optionally substituted aryl or represents optionally substituted hetaryl having at least one nitrogen atom,wherein a hydroxyl derivative of the formulaR.sup.2 --OHor an ammonium, alkali metal or alkaline earth metal salt thereof is reacted with a (thiono)phosphoric halide of the formula ##STR2## in which Hal represents halogen,the improvement which comprises effecting the reaction in the presence of a bicyclic organic amine as catalyst. Advantageously the reaction is effected in a diluent in the presence of potassium carbonate as an acid acceptor at 20.degree. to 100.degree. C., and 0.8 to 1.5 mols of the halide and 0.005 to 0.5 mol of 1,4-diazabicayclo-(2,2,2)-octane are used as bicyclic organic amine per mol of the hydroxyl compound.Type: GrantFiled: June 17, 1986Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventor: Fritz Maurer
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Patent number: 4757053Abstract: Organic amide compounds of the formula ##STR1## wherein R.sub.1 --CO is a residue of a carboxylic acid with the proviso that the carboxylic acid is not a natural fatty acid normally bound to nitrogen of nitrogenous lipids, R.sub.2 is a hydrogen atom, a C.sub.1-7 alkyl group, or a C.sub.4-7 cycloalkyl group, and R.sub.3-N is a residue of a nitrogenous lipid. The compounds are useful in increasing or stimulating the in vivo biological activity of in vitro biologically active carboxylic acids.Type: GrantFiled: December 11, 1985Date of Patent: July 12, 1988Assignee: Fidia, S.p.A.Inventors: Francesco della Valle, Aurelio Romeo
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Patent number: 4746653Abstract: The present invention is concerned with the phosphonic acids of formula I ##STR1## wherein one or both of the acidic hydroxy groups of the phosphonic acid moiety may be functionalized in form of pharmaceutically acceptable mono- or di-esters; wherein Y represents optionally substituted 2-carboxypyrrolidinyl, 2-carboxy-2,5-dihydropyrrolyl, 2-carboxy-1,2,3,6-tetrahydropyridinyl, 2-carboxy-1,2,5,6-tetrahydropyridinyl, 2-carboxypiperidinyl, 2-carboxytetrahydroquinolinyl or 2-carboxyperhydroquinolinyl, 2-carboxy-2,3-dihydroindolyl, 2-carboxyperhydroindolyl, and in each of which the carboxy group may be functionalized in form of a pharmaceutically acceptable ester or amide; A represents B--X--D wherein B represents a direct bond, or straight chain or branched lower alkylene; X represents O, S, SO, SO.sub.2, CO--NR.sub.b, R.sub.b N--CO or N--Ra; Ra represents hydrogen, lower alkyl, aryl, aryl-lower alkyl or acyl; R.sub.Type: GrantFiled: February 28, 1986Date of Patent: May 24, 1988Assignee: Ciba-Geigy CorporationInventors: Alan J. Hutchison, Kenneth R. Shaw, Josef A. Schneider
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Patent number: 4741767Abstract: The invention is concerned with novel weed control compositions which contain herbicidally-active compounds of the formula ##STR1## wherein ring A, R.sup.1, R.sup.2, R.sup.3, Y and Z are as hereinafter set forth, and the use of these compounds and compositions for the control of weeds. The invention is also concerned with novel compounds of formula I as well as their preparation.Type: GrantFiled: November 6, 1985Date of Patent: May 3, 1988Assignee: Hoffmann-La Roche Inc.Inventor: Jean-Pierre Obrecht
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Patent number: 4727144Abstract: Phosphonocoumarins and phosphacoumarin lasing dyes are disclosed.Type: GrantFiled: March 31, 1986Date of Patent: February 23, 1988Assignee: Eastman Kodak CompanyInventors: Chin H. Chen, John L. Fox
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Patent number: 4721522Abstract: Novel pyridine compounds of formula I below have good selective herbicidal properties pre- and postemergence and also influence or inhibit plant growth. The compounds are of formula I ##STR1## wherein each of X, Y and Z independently of one another is hydrogen or a C.sub.1 -C.sub.4 alkyl group, or two adjacent substituents together also form a saturated or unsaturated 3- or 4-membered alkylene chain or alkenyl chain, each of which chains may in turn by substituted by one to four C.sub.1 -C.sub.4 alkyl groups, R is the hydroxyamino group, a C.sub.1 -C.sub.4 alkoxyamino, C.sub.3 -C.sub.4 alkenyloxyamino or C.sub.3 -C.sub.4 alkynyloxyamino group, a --PO(C.sub.1 -C.sub.4 alkyl).sub.2 or --PO(CH.sub.3)OC.sub.1 -C.sub.4 alkyl radical or an unsubstituted or substituted hydrazino radical.Type: GrantFiled: November 3, 1986Date of Patent: January 26, 1988Assignee: Ciba-Geigy CorporationInventors: Dieter Durr, Hans-Georg Brunner, Henry Szczepanski
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Patent number: 4710579Abstract: A compound provided by the present invention, of the formula ##STR1## wherein R.sup.1 is C.sub.14-20 alkyl; R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen or C.sub.1-5 alkyl, or ##STR2## represents a cyclic ammonio group; and A is C.sub.2-5 alkylene, and a pharmaceutically acceptable salt thereof, are useful as a anti-tumor agent.Type: GrantFiled: October 30, 1985Date of Patent: December 1, 1987Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoshichi Nojima, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4704459Abstract: This invention relates to a process for industrially producing a 1-substituted aryl-1,4-dihydro-4-oxonaphthyridine derivative and a salt thereof which are useful as an antibacterial agent, and also to intermediates therefor and processes for producing the intermediates.Type: GrantFiled: January 17, 1986Date of Patent: November 3, 1987Assignee: Toyama Chemical Co., Ltd.Inventors: Yozo Todo, Tetsuo Yamafuji, Katsuyuki Nagumo, Isao Kitayama, Hideyoshi Nagaki, Mikako Miyajima, Yoshinori Konishi, Hirokazu Narita, Shuntaro Takano, Isamu Saikawa
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Patent number: 4703043Abstract: Phosphonyl hydroxyacyl amino acids of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid or ester. These compounds possess angiotensin converting enzyme activity and are thus useful as hypotensive agents.Type: GrantFiled: December 16, 1985Date of Patent: October 27, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4696694Abstract: A pyridine derivative having the formula: ##STR1## wherein one of A, B, D and E is oxygen, sulfur, --SO--, --SO.sub.2 --, --NR.sup.3 --, ##STR2## or .dbd.CH-- with the rest being all carbon atoms; X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylthioalkyl, tetrahydrothiopyranyl, hydroxyl, CF.sub.3, phenyl or pyridyl; n is an integer of from 0 to 6,; W is oxygen or sulfur; R is hydrogen, di-lower alkylimino, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, C.sub.4 or C.sub.5 oxacycloalkyl, C.sub.2 -C.sub.5 mono-, di- or tri-haloalkenyl, C.sub.2 -C.sub.5 haloalkynyl, glycidyl, furfuryl, alkylthioalkyl, C.sub.3 -C.sub.6 cycloalkyl or a cation R.sup.1 is C.sub.1 -C.sub.4 alkyl, R.sup.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, or R.sup.1 and R.sup.Type: GrantFiled: July 7, 1986Date of Patent: September 29, 1987Assignee: Nissan Chemical Industries Ltd.Inventors: Tatsuo Numata, Masataka Hatanaka, Junichi Watanabe, Takasi Ikai, Tsutomu Nawamaki, Kenji Hattori
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Patent number: 4689432Abstract: The present invention discloses a group of calcium chelating compounds which have a descreased affinity for calcium following illumination. These new compounds contain a photolabile nitrobenzyl derivative coupled to a tetracarboxylate Ca.sup.2+ chelating parent compound having the octacoordinate chelating groups characteristic of EGTA or BAPTA. In a first form, the new compounds are comprised of a BAPTA-like chelator coupled to a single 2-nitrobenzyl derivative, which in turn is a photochemical precursor of a 2-nitrosobenzophenone. In a second form, the new compounds are comprised of a BAPTA-like chelator coupled to two 2-nitrobenzyl derivatives, themselves photochemical prcursors of the related 2-nitrosobenzophenones.The present invention also discloses a novel method for preparing 1-hydroxy- or 1-alkoxy-1-(2-nitroaryl)-1-aryl methanes. Methanes of this type are critical to the preparation of, or actually constitute, the photolabile Ca.sup.2+ chelating compounds disclosed and claimed herein.Type: GrantFiled: September 7, 1984Date of Patent: August 25, 1987Assignee: The Regents of the University of CaliforniaInventors: Roger Y. Tsien, Grzegorz Grynkiewicz, Akwasi Minta
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Patent number: 4689324Abstract: Novel 10,10-Dihydro-10-[(substituted carbonyl)imino]-10-phenyl-10H-phenoxaphines of the formula: ##STR1## wherein A is selected from the group consisting of hydrogen and COOR.sub.1, where, when A is hydrogen the compound is in the form of a water soluble salt HnX, where n is an integer 1 or 2 and X is selected from the group consisting of sulfate, trefluoroacetate, bromide and chloride and R.sub.1 is selected from the group consisting of straight or branched chain alkyl(C.sub.1 -C.sub.4), alkenyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.6), cycloalkyl(C.sub.3 -C.sub.6)methyl, benzyl, pyridylmethyl or which tetrahydro-3-furanyl; methods for using these compounds for effecting diuresis, treating hypertension and edema and lowering plasma renin activity in mammals; pharmaceutical compositions of matter containing these compounds and processes for their preparation.Type: GrantFiled: March 5, 1986Date of Patent: August 25, 1987Assignee: American Cyanamid CompanyInventors: Andrew S. Tomcufcik, Joseph W. Marsico, Nancy H. Eudy, Howard Newman
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Patent number: 4687768Abstract: Novel cyclic geminal-diphosphonic acid compounds, and pharmaceutical compositions containing these compounds, which are useful for treating diseases characterized by abnormal calcium and phosphate metabolism; and a method of treating diseases characterized by abnormal calcium and phosphate metabolism utilizing these noval cyclic diphosphonic acid compounds.Type: GrantFiled: December 21, 1984Date of Patent: August 18, 1987Assignee: The Procter & Gamble CompanyInventors: James J. Benedict, Karen Y. Johnson
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Patent number: 4672029Abstract: Particular heterocyclic compounds are useful as color-forming couplers in analytical compositions, elements and methods. These compounds are represented by the structure: ##STR1## wherein R is a solubilizing group, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl, alkoxy, aryl, aryloxy, a heterocyclic group, halo, amino or R, and Z represents the carbon atoms necessary to complete the nucleus of a 5- or 6-membered fused ring. The color-forming coupler is combined with an oxidizable color developing compound, e.g. 4-aminoantipyrine to provide a chromogenic composition. This composition can be used in solution or dry assays of biological fluids to produce a color dye in the presence of hydrogen peroxide or other analytes, e.g. glucose or uric acid, which react to produce hydrogen peroxide.Type: GrantFiled: December 6, 1984Date of Patent: June 9, 1987Assignee: Eastman Kodak CompanyInventors: William N. Washburn, Ewell R. Cook, Glen M. Dappen
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Patent number: H531Abstract: Novel anilide derivatives of the formulaZ--ArwhereinZ is a heterocyclic ring system attached to Ar through a ring nitrogen atom in Z, andAr is a substituted phenyl ring, exhibit good control of broadleaf weeds and safety to important crops at low application rates.Type: GrantFiled: June 3, 1986Date of Patent: October 4, 1988Inventors: John A. Ray, Thomas N. Wheeler