Nitrogen Attached Directly At 2-position By Nonionic Bonding Patents (Class 544/320)
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Patent number: 6222037Abstract: A process for the preparation of a compound of formula I wherein R1 is selected from the group consisting of —CO2CH3, —CON(CH3)2, —OCH2CF3, —N(CH3)COCH3, —N(CH3)SO2CH3, —CF3, and —SO2C2H5; R2 is selected from the group consisting of hydrogen and —CF3; and M is selected from the group consisting of sodium and potassium; comprising: reacting a compound of formula IV in an aprotic, organic solvent with a compound of formula V wherein R1, R2, and M are as defined above.Type: GrantFiled: August 25, 1998Date of Patent: April 24, 2001Assignee: Syngenta Crop Protection, Inc.Inventor: Andrea Rolf Sting
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Patent number: 6207670Abstract: Novel derivatives of 5-thia- and 5-selenopyrimidinone are found to inhibit the enzyme glycinamide ribonucleotide formyl transferase (GARFT) and amino imidazole carboxamide ribonucleotide formyl transferase (AICARFT). Novel intermediates of these compounds are also disclosed. A novel method of preparing such compounds is also disclosed, as well as methods and compositions for employing the compounds as antiproliferative agents.Type: GrantFiled: June 7, 2000Date of Patent: March 27, 2001Assignee: Agouron Pharmaceuticals, Inc.Inventors: Michael D. Varney, William H. Romines, Cynthia L. Palmer, Judith G. Deal
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Patent number: 6207839Abstract: A process for reacting olefinic compounds, certain carboxylic reactants, and aldehydes or ketones and products prepared by the process. The compositions of the process are useful as intermediates for the preparation of additives for lubricants and fuels.Type: GrantFiled: August 5, 1998Date of Patent: March 27, 2001Assignee: The Lubrizol CorporationInventor: Mark R. Baker
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Patent number: 6197779Abstract: This invention concerns the use of the compounds of formula the N-oxides, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein A is CH, CR4 or N; n is 0 to 4; Q is hydrogen or —NR1R2; R1 and R2 are selected from hydrogen, hydroxy, C1-12alkyl, C1-12alkyloxy, C1-12alkylcarbonyl, C1-12alkyloxycarbonyl, aryl, amino, mono- or di(C1-12alkyl)amino, mono- or di(C1-12alkyl)aminocarbonyl wherein each C1-12alkyl may optionally be substituted; or R1 and R2 taken together may form pyrrolidinyl, piperidinyl, morpholinyl, azido or mono- or di(C1-12alkyl)aminoC1-4alkylidene; R3 is hydrogen, aryl, C1-6alkylcarbonyl, optionally substituted C1-6alkyl, C1-6alkyloxycarbonyl,; and R4 is hydroxy, halo, optionally substituted C1-6alkyl, C1-6alkyloxy, cyano, aminocarbonyl, nitro, amino, trihalomethyl, trihalomethyloxy; R5 is hydrogen or C1-4alkyl; L is optionally substituted C1-10alkyl, C3-10alkenyl, C3-10alkynyl, C3-7cycloalkyl; or L is —X1—R6 orType: GrantFiled: March 25, 1999Date of Patent: March 6, 2001Assignee: Janssen Pharmaceutica, Inc.Inventors: Koenraad Jozef Lodewijk Marcel Andries, Bart De Corte, Marc RenĂ© De Jonge, Jan Heeres, Chih Yung Ho, Marcel August Constant Janssen, Paul Adriaan Jan Janssen, Lucien Maria Henricus Koymans, Michael Joseph Kukla, Donald William Ludovici, Koen Jeanne Alfons Van Aken
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Patent number: 6174901Abstract: Selected novel substituted pyridine and pyridazine compounds are effective for prophylaxis and treatment of diseases, such as TNF-&agr;, IL-1&bgr;, IL-6 and/or IL-8 mediated diseases, and other maladies, such as cancer, pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, cancer, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.Type: GrantFiled: December 18, 1998Date of Patent: January 16, 2001Assignee: Amgen Inc.Inventors: Nathan B. Mantlo, Chan-Kou Hwang, Ulrike D. Spohr
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Patent number: 6172005Abstract: Compounds of Formula I, and their N-oxides and agriculturally suitable salts, are disclosed which are useful for controlling undesired vegetation and Q, W, X, Y, Z, and R1 through R8 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula I and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula I.Type: GrantFiled: September 1, 1999Date of Patent: January 9, 2001Assignee: E. I. du Pont de Nemours and CompanyInventor: Thomas P. Selby
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Patent number: 6166041Abstract: Novel compounds which are effective PDE IV inhibitors are disclosed. The present invention is directed to compounds having the general formula I ##STR1## wherein: X is a halogen;Q is --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --, a single or a double bond, or --NR.sub.1 --;R.sub.1 is a C.sub.Type: GrantFiled: November 3, 1997Date of Patent: December 26, 2000Assignee: Euro-Celtique, S.A.Inventors: David J. Cavalla, Mark Chasin, John W F Whitehead, Lesley Walton, Andrew C. Mansfield
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Patent number: 6162925Abstract: The present invention is directed to anti-bacterial and anti-tumor agents and the synthesis thereof.Type: GrantFiled: November 18, 1999Date of Patent: December 19, 2000Assignee: Research Corporation Tech., Inc.Inventors: Robert M. Williams, Chenguang Yuan
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Patent number: 6130231Abstract: This invention relates to novel fused heterocycles which are useful as antagonists of the .alpha..sub.v .beta..sub.3 and related integrin receptors, to pharmaceutical compositions containing such compounds, processes for preparing such compounds, and to methods of using these compounds, alone or in combination with other therapeutic agents, for the inhibition of cell adhesion, the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastasis, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis.Type: GrantFiled: November 26, 1997Date of Patent: October 10, 2000Assignee: DuPont PharmaceuticalsInventors: John Wityak, Aleksandra Ewa Tobin
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Patent number: 6110925Abstract: The present invention is directed to anti-bacterial and anti-tumor agents and the synthesis thereof.Type: GrantFiled: August 6, 1998Date of Patent: August 29, 2000Assignee: Research Corporation Technologies, Inc.Inventors: Robert M. Williams, Chenguang Yuan
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Patent number: 6111102Abstract: Compounds of the formula I or salts thereof, in whichX is oxygen, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, and Y is N or CH,R.sup.1 is (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or (C.sub.2 -C.sub.6)alkynyl, which are in each case optionally substituted, or, in the case where X=oxygen, also (subst.) phenyl,R.sup.2 is H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or -alkynyl or (C.sub.3 -C.sub.6)cycloalkyl,R.sup.3 and R.sup.4 are H, (subst.) (C.sub.1 -C.sub.4)alkyl or (subst.) (C.sub.1 -C.sub.4)alkoxy or halogen, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)-alkylamino or di[(C.sub.1 -C.sub.4)alkyl]-amino,R.sup.5 is H or (C.sub.1 -C.sub.4)alkyl and R.sup.6 is hydrogen,may be prepared by reacting compounds of the formula II,R.sup.1 --X--R.sup.7 (II)with compounds of the formulae III, IV and VR.sup.8 --OCN (III)SO.sub.2 Cl.sub.2 (IV) ##STR1## where R.sup.7 and R.sup.8 are H, a quarternary ammonium ion or one equivalent of a metal cation.Type: GrantFiled: March 2, 1999Date of Patent: August 29, 2000Assignee: Hoechst AktiengesellschaftInventor: Gunter Schlegel
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Patent number: 6096753Abstract: Selected novel substituted pyrimidinone and pyridone compounds are effective for prophylaxis and treatment of diseases, such as TNF-.alpha., IL-1.beta., IL-6 and/or IL-8 mediated diseases, and other maladies, such as pain and diabetes. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving inflammation, pain, diabetes and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.Type: GrantFiled: December 4, 1997Date of Patent: August 1, 2000Assignee: Amgen Inc.Inventors: Ulrike D. Spohr, Michael J. Malone, Nathan B. Mantlo
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Patent number: 6093718Abstract: This invention concerns heterocyclic derivatives which are useful in inhibiting oxido-squalene cyclase, processes for their preparation and pharmaceutical compositions containing them. The present invention is also concerned with heterocyclic derivatives capable of inhibiting cholesterol biosynthesis and hence in lowering cholesterol levels in blood plasma. The present invention also relates to methods of using such heterocyclic derivatives in diseases and medical conditions such as hypercholesterolemia and atherosclerosis.Type: GrantFiled: February 12, 1999Date of Patent: July 25, 2000Assignee: Zeneca LimitedInventors: David Waterson, Elaine Sophie Elizabeth Stokes, George Robert Brown, Nicholas John Newcombe
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Patent number: 6090815Abstract: The present invention provides a pyrimidinyloxyalkanamide derivative represented by Formula (I): ##STR1## (wherein R.sup.1 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group, or the like, R.sup.2 represents a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, or the like, R.sup.3 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a halogen atom, or the like, R.sup.4 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, or the like, Q represents a cyano group, a C.sub.1 -C.sub.6 alkoxycarbonyl group, or the like, and A represents an oxygen atom or a sulfur atom) and a novel agricultural or horticultural fungicide including the same as an active ingredient.The agricultural or horticultural fungicides according to the present invention have excellent controlling effects with regard to rice blast, which are apparently excellent controlling effects as compared with the known compounds.Type: GrantFiled: April 30, 1999Date of Patent: July 18, 2000Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Katsumi Masuda, Ikumi Urushibata, Tsuyoshi Asahara, Katsumi Furuse, Yoshiyuki Kojima, Norimichi Muramatsu
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Patent number: 6087500Abstract: A method for producing 2-amino-4,6-dimethoxypyrimidine, wherein 2-amino-5-chloro-4,6-dimethoxypyrimidine produced by reacting heptachloropropane or hexachloropropene and guanidine with methanol in the presence of a base, or by reacting 2-amino-4,5,6-trichloropyrimidine with methanol in the presence of a base, is used; and a method for producing 2-amino-4,6-dimethoxypyrimidine, characterized by reacting hexachloropropane or pentachloropropene and guanidine with methanol in the presence of a base.Type: GrantFiled: November 13, 1998Date of Patent: July 11, 2000Assignee: Nissan Chemical Industries, Ltd.Inventors: Kenzo Fukuda, Masataka Hatanaka, Takahiro Makabe, Kenichi Ishii
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Patent number: 6080750Abstract: A pyrimidine compound of the formula [I] ##STR1## wherein R1 is H, C.sub.1 -C.sub.4 lower alkyl, halogen atom, --OH, C.sub.1 -C.sub.4 lower alkoxy, C.sub.1 -C.sub.6 hydroxy(lower)alkoxy or --NH.sub.2 ; R2 is H, --NH.sub.2 or --NHCOCH.sub.3 ; R3 is --NR5(CH.sub.2)i--CH.sub.2 OH; R4 is H, halogen atom, --NH.sub.2, --CN, --CHO, --CH.sub.2 OH, --COOH, --CH.sub.2 NH.sub.2, --CONH.sub.2 or --CH.dbd.N--A wherein A is --OH, C.sub.1 -C.sub.4 lower alkyl or C.sub.1 -C.sub.4 lower alkoxy; R5 is H or C.sub.1 -C.sub.4 lower alkyl; and i is an integer of 1 to 4, and an anti-rotavirus agent comprising, as an active ingredient, a compound of the formula [I] wherein R3 is a group selected from the following: ##STR2## The novel pyrimidine compound of the present invention and related derivatives thereof have superior anti-rotavirus action and are useful for the prophylaxis and treatment of rotaviral diseases.Type: GrantFiled: May 6, 1997Date of Patent: June 27, 2000Assignee: Nippon Shoji Kaisha Ltd.Inventors: Masakatsu Hisaki, Yoichiro Ohta, Kenji Kawanishi, Yasuko Ichigobara, Fuzuki Iwakura, Masanobu Azuma, Tatsuo Suzutani, Manabu Node, Kiyoharu Nishide
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Patent number: 6040315Abstract: Herein is disclosed how to make and to use a nonmetallic antacid composition which is the product of the co-polymerization of guanidine and polyethylenimine. The resultant polymer is useful as an antacid.Type: GrantFiled: October 29, 1998Date of Patent: March 21, 2000Inventor: Charles E. Day
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Patent number: 6030976Abstract: The present invention is concerned with compounds of formula I ##STR1## wherein Z, R.sup.1 and R.sup.2 are as defined herein, as well as their pharmaceutically acceptable salts as therapeutically active substances against central nervous system disorders and for the production of corresponding medicaments.Type: GrantFiled: June 3, 1998Date of Patent: February 29, 2000Assignee: Hoffman-La Roche Inc.Inventors: Michael Bos, Thierry Godel, Claus Riemer, Andrew Sleight
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Patent number: 6028073Abstract: N-substitued 3-azabicyclo[3.2.0]heptane derivatives of formula (I) ##STR1## in which R.sup.1, R.sup.2, A, X, Y and Z have the meanings given in the description, their method of preparation and their use as pharmacological agents.Type: GrantFiled: September 18, 1998Date of Patent: February 22, 2000Assignee: BASF AktiengesellschaftInventors: Gerd Steiner, Rainer Munschauer, Thomas Hoger, Liliane Unger, Hans-Jurgen Teschendorf
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Patent number: 6008351Abstract: The present invention discloses peptide aldehydes which are potent and specific inhibitors of thrombin, their pharmaceutically acceptable salts, pharmaceutically acceptable compositions thereof, and methods of using them as therapeutic agents for disease states in mammals characterized by abnormal thrombosis.Type: GrantFiled: December 18, 1995Date of Patent: December 28, 1999Assignee: Corvas International, Inc.Inventors: Susan Yoshiko Tamura, Joseph Edward Semple, William Charles Ripka, Robert John Ardecky, Yu Ge, Stephen H. Carpenter, Terence K. Brunck, Marguerita S. L. Lim-Wilby, Ruth F. Nutt, Matthew M. Abelman
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Patent number: 6001844Abstract: Compounds of structural Formula (I) ##STR1## and pharmacologically acceptable salts and esters thereof possess 5.alpha.-reductase inhibitory activity. These compounds inhibit 5.alpha.-reductase type 1 and type 2. The compounds of structural Formula I are useful in the systemic, including oral, and parenteral, including topical, treatment and prevention of hyperandrogenic conditions including prostatic carcinoma, benign prostatic hyperplasia, acne vulgaris, seborrhea, androgenic alopecia (also called androgenetic alopecia) which includes male- and female-pattern baldness, female hirsutism, and prostatitis. A class of compounds of the present invention are also potent antiandrogens. The present invention also relates to novel compositions containing such compounds, methods of their use and methods of their manufacture.Type: GrantFiled: March 11, 1998Date of Patent: December 14, 1999Assignee: Merck & Co., Inc.Inventors: Raman K. Bakshi, Soumya P Sahoo, Richard L. Tolman
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Patent number: 5977367Abstract: Disclosed are compounds of the formula: ##STR1## or the pharmaceutically acceptable acid addition salts thereof, wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4 are the same or different and represent hydrogen, C.sub.1 -C.sub.6 alkyl, halogen, hydroxy, amino, cyano, nitro, trifluoromethyl, trifluoromethoxy, C.sub.1 -C.sub.6 alkoxy, --O.sub.2 CR', --NHCOR', --COR', --SO.sub.m R', where R' is C.sub.1 -C.sub.6 alkyl and wherein m is 0, 1 or 2; orR.sub.1, R.sub.2, R.sub.3, R.sub.4 independently represent --CONR'.sub.m, or --NR'.sub.m where m is 0, 1 or 2 and R' is hydrogen or C.sub.1 -C.sub.6 alkyl;R.sub.5 is hydrogen or C.sub.1 -C.sub.6 alkyl; andR represents an aminoalkyl group,which compounds are useful in the treatment of affective disorders such as schizophrenia, depression, Alzheimer's disease, movement disorders such as Parkinsonism and dystonia, and other disorders which respond to dopaminergic blockade such as substance abuse and obsessive compulsive disorders.Type: GrantFiled: January 9, 1998Date of Patent: November 2, 1999Assignee: Neurogen CorporationInventors: Jun Yuan, Xi Chen
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Patent number: 5962479Abstract: Corticotropin-releasing factor (CRF) antagonists having formulae (I), (II) or (III) wherein the dashed lines, A, B, Y, Z, G, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.16 and R.sub.17 are as defined in the description, and processes for preparing them. These compounds and their pharmaceutically acceptable salts are useful in the treatment of CNS and stress-related disorders.Type: GrantFiled: December 6, 1996Date of Patent: October 5, 1999Assignee: Pfizer Inc.Inventor: Yuhpyng Liang Chen
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Patent number: 5945427Abstract: The present invention is directed to derivatives of 5-thia- and 5-selenopyrimidinone are useful as inhibitors of the enzyme glycimide ribonucleotide formyl transferase (GARFT) and amino imidozole carboxamide ribonucleotide formyl transferase (AICARFT), pharmaceutical compositions containing these derivatives, and methods of using these derivatives. The present invention is also directed to intermediates useful for preparing these derivatives and methods of preparing these intermediates.Type: GrantFiled: January 6, 1998Date of Patent: August 31, 1999Assignee: Agouron Pharmaceuticals, Inc.Inventors: Michael D. Varney, William H. Romines, Cynthia L. Palmer, Judith G. Deal
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Patent number: 5935973Abstract: Compounds of formula I ##STR1## and pharmaceutically acceptable salts thereof in which A is methylene or O; B is methylene or O; g is 0,1,2,3 or 4; R.sub.1 is an optional substituent; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T represents CO.HET, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behavior, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, prostatic hypertrophy, and spasticity.Type: GrantFiled: January 5, 1998Date of Patent: August 10, 1999Assignee: Knoll AktiengesellschaftInventors: Alan Martin Birch, David John Heal, Frank Kerrigan, Keith Frank Martin, Patricia Lesley Needham, Bruce Jeremy Sargent
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Patent number: 5936085Abstract: Disclosed and claimed is a process for the preparation of a carbamate (IV)Ar--O--CO--NR--B (IV)by reaction of a saltM.sup..sym. .crclbar.NR--B (II-S)with a diaryl carbonate(ArO).sub.2 CO (III).The carbamate can be reacted, without any necessity of intermediate isolation, with a sulfonamide A--SO.sub.2 NH.sub.2 (V) to give a sulfonylurea (I) or salts thereofA--SO.sub.2 --NH--CO--NR--B (I).And thus, disclosed and claimed too is a process for the preparation of sulfonylurea (I) by (i) contacting a salt (II-S) with a diaryl carbonate (III) to form a carbamate (IV), and (ii) contacting carbamate (IV) from step (i) with or without intermediate isolation, with a sulfonamide (V). These processes avoid the use of alkali metal hydrides as a base. And, these processes can additionally include the preparation of salt (II-S) from a compound H--NR--B (II) and base M.sup..sym. Base.sup..crclbar..Type: GrantFiled: July 11, 1996Date of Patent: August 10, 1999Assignee: Hoechst Schering AgrEvo GmbHInventors: Gerhard Schnabel, Harald Knorr, Klemens Minn, Jan Vermehren
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Patent number: 5925596Abstract: Substituted aminomethylphenylsulfonylureas, their preparation, and their use as herbicides and plant growth regulatorsCompounds of the formula (I) and salts thereof ##STR1## where R.sup.1 to R.sup.7 and A are as defined in claim 1 and, inter alia, F.sup.5 is an acyl radical or NR.sup.4 R.sup.5 together are a heterocyclic radical, are useful as herbicides and plant growth regulators. They can be prepared by the methods of known processes, using novel intermediates of the formula (II), (IV), (VI) or (VII) (cf. claim 5).Type: GrantFiled: April 24, 1997Date of Patent: July 20, 1999Assignee: Hoechst-Schering AgrEvo GmbHInventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer, Christopher Rosinger
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Patent number: 5912252Abstract: The subject invention concerns compounds of formula (I): whereinn=1 or 2;R.sup.1 is H, NH.sub.2 or halogen;R.sup.2 is H or NH.sub.2 ;R.sup.3 represents the group CR.sup.6 R.sup.7 R.sup.8 where R.sup.6, R.sup.7 and R.sup.8 are the same or different and are each H, C.sub.1-6 alkyl or C.sub.1-6 haloalkyl;R.sup.4 and R.sup.5 are the same or different and are selected from the group consisting of H, CO.sub.2 H, CO.sub.2 C.sub.1-6, NHSO.sub.2 CF.sub.3, tetrazole and (CR.sup.9 R.sup.10).sub.p (Y).sub.q (CR.sup.9 R.sup.10).sub.t Z where (CR.sup.9 R.sup.10), or (CR.sup.9 R.sup.10).sub.t is straight or branched chain bearing the substituents R.sup.9 and R.sup.10 when p or t>1;R.sup.9 and R.sup.10 are the same or different and are each C.sub.0-6 alkyl-Z;p=1-3;q=0 or 1;t=0-4, provided that t>0 when q=1;Y=O, NH or S(O).sub.m where m=0-2; andZ is selected from a group consisting of H, CN, CO.sub.2 H, CO.sub.2 C.sub.1-6 alkyl, NHSO.sub.2 CF.sub.3 tetrazole, triazole, CONH.sub.2, CON(C.sub.1-6 alkyl).sub.2, CONH(C.sub.Type: GrantFiled: May 19, 1997Date of Patent: June 15, 1999Assignee: Darwin Discovery LimitedInventors: Steven Colin Beasley, John Gary Montana
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Patent number: 5908844Abstract: Compounds of the formula I ##STR1## where B, R.sup.1, R.sup.2, n, R.sup.3, A, X, Y and Z have the meanings stated in the description, and their preparation are described. The novel ompounds are suitable for controlling diseases.Type: GrantFiled: May 6, 1996Date of Patent: June 1, 1999Assignee: BASF AktiengesellschaftInventors: Gerd Steiner, Rainer Munschauer, Liliane Unger, Hans-Jurgen Teschendorf, Thomas Hoger
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Patent number: 5886176Abstract: The invention relates to a novel process for preparing herbicidal sulphonylurea salts of the formula (I) ##STR1## in which M.sup.+ represents an alkali metal ion or an alkaline earth metal ion equivalent,Z represents N, CH or C-halogen,R.sup.1 represents in each case optionally substituted aryl, aralkyl or heteroaryl,(where R.sup.2, X and Y have the meanings given in the description).Type: GrantFiled: March 1, 1993Date of Patent: March 23, 1999Assignee: Bayer AktiengesellschaftInventor: Klaus-Helmut Muller
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Patent number: 5869428Abstract: A pyridonesulfonylurea compound of the formula (I) or its salt: ##STR1## wherein Q is ##STR2## for use as a herbicide, wherein the variables are hereinbelow defined.Type: GrantFiled: March 4, 1996Date of Patent: February 9, 1999Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Yasuo Morishima, Shigeo Murai, Yoshiyuki Aoyama, Hiroshi Sasaki, Hiroshi Kikugawa, Soichiro Nagayama, Makiko Mitani
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Patent number: 5863924Abstract: The disclosed pyrimidine derivatives, and pharmaceutically acceptable salts and N-oxides thereof, exhibit useful pharmacological properties, in particular use as selective 5HT.sub.2B -antagonists. The invention is also directed to formulations and methods for treatment.Type: GrantFiled: May 20, 1997Date of Patent: January 26, 1999Assignee: Syntex (U.S.A.) Inc.Inventors: Jacob Berger, Lee Allen Flippin, Robert Greenhouse, Saul Jaime-Figueroa, Yanzhou Liu, Aubry Kern Miller, David George Putman, Klaus Kurt Weinhardt, Shu-Hai Zhao
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Patent number: 5807863Abstract: This invention relates to novel 2-(4-pyrazolyloxy-pyrimidin-5-yl) acetic acid derivatives of formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.3-6 cycloalkyl, or di-C.sub.1-4 alkylamino,R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, or di-C.sub.1-4 alkyl-amino,R.sub.3 is hydrogen or methyl,R.sub.4 is aryl, aryl-C.sub.1-4 alkyl, heteroaryl, or heteroaryl-C.sub.1-4 alkyl, wherein each of the aromatic rings may be optionally substituted; andX is CH or nitrogen;the use of such compounds for the control of phytopathogens, compositions for facilitating such use, and the preparation of the compounds of formula I.Type: GrantFiled: September 19, 1996Date of Patent: September 15, 1998Assignee: Novartis CorporationInventors: Martin Eberle, Clemens Lamberth, Fritz Schaub
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Patent number: 5776858Abstract: 1-Azinyl-tetraozolinones of the following formulae (I) and (II): ##STR1## wherein R.sup.1 and R.sup.2 are independently represent alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl or optionally substituted phenyl, orR.sup.1 and R.sup.2, together with the nitrogen atom to which they are bonded, may form a 5- or 6-membered heterocyclic ring which may optionally contain a further heteroatom, and said heterocyclic ring may optionally be benzo-condensed and/or be substituted by one or more of C.sub.1-4 alkyl(s), andR.sup.3 is a 6-membered heterocyclic aromatic group consisting of carbon atoms and 2 or 3 nitrogen atoms, which may optionally be substituted by halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, di(C.sub.1-4 alkyl)amino or phenyl.The compounds of the formula (I) exhibit an excellent herbicidal activity and the compounds of the formula (II) are useful as starting materials in the production of the compounds of the formula (I).Type: GrantFiled: October 25, 1996Date of Patent: July 7, 1998Assignee: Nihon Bayer Agrochem K.K.Inventors: Toshio Goto, Seishi Ito, Natsuko Minegishi, Tatsuya Yamaoka, Chieko Ueno, Koichi Moriya, Fritz Maurer, Ryo Watanabe
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Patent number: 5739141Abstract: The present invention is directed to derivatives of 5-thia- and 5-selenopyrimidinone, which are useful as inhibitors of the enzymes glycinamide ribonucleotide formyl transferase (GARFT) and amino imidazole carboxamide ribonucleotide formyl transferase AICARFT), pharmaceutical compositions containing these derivatives, and methods of using these derivatives. The present invention is also directed to intermediates useful for preparing these derivatives and methods of preparing these intermediates.Type: GrantFiled: June 7, 1995Date of Patent: April 14, 1998Assignee: Agouron Pharmaceuticals, Inc.Inventors: Michael D. Varney, William H. Romines, Cynthia L. Palmer, Judith G. Deal
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Patent number: 5726127Abstract: The present invention relates to a thiophenesulfonylurea derivative represented by general formula (I), the process for preparation thereof, and herbicide using it; and a salt thereof, in which T represents a group T1, T2, or T3 having general formulae (a), wherein E represents a direct bond; R represents hydrogen or C.sub.1-4 acyl; R.sup.1 represents C.sub.1-6 alkyl substituted with 1 to 3 halogen atoms; R.sup.2 represents hydrogen, C.sub.1-3 alkyl, C.sub.1-3 haloalkyl, halogen, cyano, C.sub.1-3 alkoxy, C.sub.1-3 haloalkoxy, amino, methylamino, dimethylamino, or C.sub.1-3 alkyl substituted with C.sub.1-2 alkoxy, C.sub.1-2 haloalkoxy, thiol, methylthio, cyano or hydroxy; A represents a group selected from A1 to A4 having general formulae (b), and a herbicidal composition containing these derivatives.Type: GrantFiled: July 24, 1996Date of Patent: March 10, 1998Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae Whang Kim, Kyeong Yeol Yun, Jae Wook Ryu, Yeon Soo Lee, Seung Kyu Kang, In Taek Hwang
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Patent number: 5726312Abstract: Intermediates for preparing derivatives of 5-thia- and 5-selenopyrimidinone, ##STR1## which are useful as inhibitors of the enzymes glycinamide ribonucleotide formyl transferase (GARFT) and amino imidazole carboxamide ribonucleotide formyl transferase (AICARFT). The present invention is also directed to methods of preparing these intermediates.Type: GrantFiled: May 24, 1995Date of Patent: March 10, 1998Assignee: Agouron Pharmaceuticals, Inc.Inventors: Michael D. Varney, William H. Romines, Cynthia L. Palmer, Judith G. Deal
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Patent number: 5723473Abstract: A fungicidal compound of formula (I): ##STR1## wherein A is hydrogen, halogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkoxycarbonyl, phenoxy, nitro or cyano; and one of R.sup.1 and R.sup.2 is optionally substituted isoquinoline while the other is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, halogen or cyano.Type: GrantFiled: April 11, 1995Date of Patent: March 3, 1998Assignee: Zeneca LimitedInventor: Brian Leslie Pilkington
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Patent number: 5723470Abstract: Novel 3,4,4-trifluorobutenoic acid derivatives of the formula ##STR1## wherein Q is --(C.dbd.W)--R.sub.2 wherein W is O or S, and R.sub.2 is an aliphatic or aromatic group when W.dbd.O; --OR.sub.50 ; --SR.sub.50 ; or --NR.sub.50 R.sub.60 wherein R.sub.60 is hydrogen or R.sub.50 ; NR.sub.7 R.sub.8 ; a heterocyclic group; phenyl substituted by alkyl; or any agronomically acceptable salt thereof having usefulness as nematocides, insecticides and acaricides.Type: GrantFiled: February 12, 1996Date of Patent: March 3, 1998Assignee: Monsanto CompanyInventors: Dennis Paul Phillion, Peter Gerrard Ruminski, Gopichand Yalamanchili
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Patent number: 5714436Abstract: Compounds of the formula (I) or salts thereof ##STR1## in which R.sup.1 -R.sup.4, W, A, n and m are as defined in claim 1, for exampleR.sup.1 and R.sup.2 are H, (substituted) alkyl, (substituted) alkenyl or alkynyl, (substituted) cycloalkyl, (substituted) aryl or acyl andA is (substituted) pyrimidinyl or triazinylare suitable as selective sulfonylurea herbicides and plant growth regulators.(I) is prepared analogously to known processes via intermediates, some of which are novel, for example via suitably substituted pyridylsulfonamides (II) and N-tert-butylsulfonamides (VIII) as claimed in claim 5.Type: GrantFiled: March 22, 1996Date of Patent: February 3, 1998Assignee: Hoechst Schering AgrEvo GmbHInventors: Klaus Haaf, Heinz Kehne, Klaus Bauer, Hermann Bieringer
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Patent number: 5684011Abstract: The invention provides novel compounds of formula (I) having nematicidal, insecticidal, acaricidal and fungicidal properties, compositions comprising them and processes and intermediates for their preparation: ##STR1## wherein R.sup.1 is --S(O).sub.n CH.sub.2 CH.sub.2 CH.dbd.CF.sub.2 ;n is selected from 0, 1 and 2;R.sup.2, R.sup.3, and R.sup.4 are independently selected from hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, optionally substituted aryl, optionally substituted arylalkyl, optionally substituted aryloxy, optionally substituted arylalkoxy, alkoxy, alkenyloxy, alkynyloxy, hydroxyalkyl, alkoxyalkyl, alkylthio, alkenylthio, alkynylthio, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkenyloxy, haloalkynyloxy, haloalkylthio, haloalkenylthio, haloalkynylthio, halogen, hydroxy, cyano, nitro, --NR.sup.5 R.sup.6, --NR.sup.7 COR.sup.8, --NR.sup.9 SO.sub.2 R.sup.10, --N(SO.sub.2 --R.sup.11)(SO.sub.2 --R.sup.12), --COR.sup.13, --CONR.sup.14 R.sup.15, --COOR.sup.16, --OCOR.sup.17, --OSO.Type: GrantFiled: May 24, 1996Date of Patent: November 4, 1997Assignee: Zeneca LimitedInventors: Steven Fitzjohn, Michael Peter Robinson, Michael Drysdale Turnbull
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Patent number: 5681957Abstract: Unsubstituted or substituted 2-fluoro-pyrimidines can be prepared by reaction of the underlying 2-amino-pyrimidines with diazotization agents, mixtures of HF and H.sub.2 O containing 30-70% by weight of HF, based on the total of HF and H.sub.2 O, serving as reaction medium. The reaction medium can also contain diluents and/or inorganic salts, preferably fluorides.Type: GrantFiled: May 3, 1996Date of Patent: October 28, 1997Assignee: Bayer AktiengesellschaftInventors: Erich Wolters, Guido Steffan, Alexander Klausener
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Patent number: 5674868Abstract: Method of treating 5-HT.sub.3 -mediated disorders, which comprises systemic administration of an effective amount of a compound of formula (I) ##STR1## the pharmaceutically acceptable acid addition salt forms and the stereochemically isomeric forms thereof, wherein R.sup.1 and R.sup.2 represent hydrogen, or R.sup.1 and R.sup.2 taken together form a bivalent radical of formula --CH.dbd.CH--CH.dbd.CH-- (a), --CH.dbd.C(Cl)--CH.dbd.CH-- (b) or --CH.dbd.CH--C(Cl).dbd.CH-- (c); n represents 2, 3 or 4; R.sup.3 represents hydrogen or methoxy; m represents 1 or 2; R.sup.4 represents hydrogen, amino or C.sub.1-3 -alkylcarbonylamino; and R.sup.5 represents hydrogen or halo; novel compounds; compositions; processes for preparing novel compounds and intermediates.Type: GrantFiled: June 16, 1995Date of Patent: October 7, 1997Assignee: Janssen Pharmaceutica N.V.Inventors: Georges Henri Paul Van Daele, Jean-Paul Rene Marie Andre Bosmans, Willy Joannes Carolus Van Laerhoven
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Patent number: 5663118Abstract: Fluoromethylsulfonyl-substituted pyridylsulfonylureas as herbicides, process for their preparation, and their use.Compounds of the formula (II) or salts thereof, ##STR1## R.sup.1 is hydrogen, methyl or ethyl, Z is CH or N and one of the radicals X and Y is halogen, (C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy, OCHF.sub.2 or CF.sub.3 and the other one of the radicals X and Y is (C.sub.1 -C.sub.2)alkyl, (C.sub.1 -C.sub.2)alkoxy or OCHF.sub.2, are suitable as selective herbicides for use in crops.Type: GrantFiled: April 7, 1994Date of Patent: September 2, 1997Assignee: Hoechst Schering AgrEvo GmbHInventors: Heinz Kehne, Lothar Willms, Klaus Bauer, Hermann Bieringer
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Patent number: 5661148Abstract: A pyrrolo[2,3-d]pyrimidine derivative having the general formula [I] ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, Y and Z have the same definitions as those given in the description, a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutical preparation comprising the same, are provided.Type: GrantFiled: June 7, 1995Date of Patent: August 26, 1997Assignee: Teijin LimitedInventors: Yasuji Sakuma, Masaichi Hasegawa, Kenichiro Kataoka, Kenji Hoshina, Noboru Yamazaki, Takashi Kadota, Hisao Yamaguchi
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Patent number: 5648490Abstract: Disclosed is a process for the preparation of 5-formylaminopyrimidines of the general formula: ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are the same or different and signify H, OH, SH, NH.sub.2, alkylamino, halogen, O-alkyl, S-alkyl or alkyl, as well as aryl, and alkyl is an aliphatic radical containing up to 4 carbon atoms, from the corresponding 5-nitrosopyrimidines of the general formula: ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the same meanings as above, wherein the starting compound is subjected to a reductive formylation in the presence of a noble metal catalyst, as well as of formic acid and of a salt thereof.Type: GrantFiled: March 28, 1995Date of Patent: July 15, 1997Assignee: SKW Trostberg AktiengesellschaftInventors: Franz Thalhammer, Jurgen Graefe
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Patent number: 5635508Abstract: The invention discloses compounds of formula I It has now been found that compounds of formula I ##STR1## wherein R.sub.1 is hydrogen, methyl, ethyl or trifluoromethyl, andR.sub.2 is hydrogen, methyl, ethyl, C.sub.1-4 alkylthio, C.sub.1-4 alkoxy, or di-C.sub.1-4 alkylamino, andR.sub.3 is C.sub.1-10 alkyl, C.sub.1-10 haloalkyl, aryl, heteroaryl, aryl-C.sub.1-4 alkyl, heteroaryl-C.sub.1-4 alkyl, aryloxy-C.sub.1-4 alkyl, aryloxyaryl, arylaryl, heteroaryl, aryl-C.sub.1-4 alkoxyaryl, aryl-C.sub.1-4 alkoxy-C.sub.1-4 alkyl, heteroaryloxyaryl, aryloxy-C.sub.1-4 alkylaryl or aryl substituted by a group selected from --C(CH.sub.3).dbd.N--O--CH.sub.2 --aryl, --C(CH.sub.3).dbd.N--O--CH(CH.sub.3)--aryl, --C(CH.sub.3).dbd.N--C.sub.1-4 alkoxy, --C(CH.sub.3).dbd.N--C.sub.3-4 alkenyloxy, --C(CH.sub.3).dbd.N--C.sub.3-4 alkynyloxy, or --CH.sub.2 --O--N.dbd.C(CH.sub.Type: GrantFiled: May 8, 1995Date of Patent: June 3, 1997Inventors: Martin Eberle, Fritz Schaub, Gerald W. Craig
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Patent number: 5635451Abstract: Compounds of formula (I), where R.sup.1, R.sup.2, n, W, R.sup.3 and A are as defined in claim 1, are suitable for use as herbicides and plant growth regulators. They can be produced by a process similar to known processes. To produce them, new compounds of formula (II) are reacted with a carbamate of formula R*--O--CO--NR.sup.3 A, where R.sup.3 stands for phenyl or alkyl. The compounds of formula (II) can be obtained from the corresponding sulphochlorides.Type: GrantFiled: June 8, 1992Date of Patent: June 3, 1997Assignee: Hoechst Schering AgrEvo GmbHInventors: Heinz Kehne, Lothar Willms, Oswald Ort, Klaus Bauer, Hermann Bieringer
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Patent number: 5612287Abstract: This invention is to provide an N-(substituted amino)pyrrole derivative represented by the formula (I): which is used as an effective ingredient of herbicidal compositions: ##STR1## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen atom halogen atom, C.sub.1 -C.sub.4 alkyl group, (C.sub.1 -C.sub.4 alkyl)carbonyl group, (C.sub.3 -C.sub.6 cycloalkyl)carbonyl group, (C.sub.1 -C.sub.4 haloalkyl)carbonyl group, (C.sub.3 -C.sub.5 alkenyl)carbonyl group, benzoyl group which may be substituted with 1-3 halogen atoms and/or C.sub.1 -C.sub.4 alkyl groups, N,N-[(di-C.sub.1 -C.sub.4 alkyl)amino]carbonyl group, (C.sub.1 -C.sub.4 alkoxy)carbonyl group, etc., X.sup.1 and X.sup.2 are independently hydrogen atom, halogen atom, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, etc., and Z is nitrogen atom or CH.Type: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Kureha Kagaku Kogyo K.K.Inventors: Yoichi Kanda, Hideo Arabori, Masato Arahira, Tsutomu Sato
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Patent number: 5610121Abstract: The invention relates to new heterocyclically disubstituted sulphonylamino(thio)carbonyl compounds of the formula (I) ##STR1## in which Q represents oxygen or sulphur,R.sup.1 and R.sup.2 are identical or different and independently of one another represent a radical from the series comprising heterocyclyl, heterocyclylamino and heterocyclylimino, in each case optionally substituted and bonded via N, with the exception of optionally substituted pyrazolylamino in the meaning of R.sup.1,and salts of the compounds of the formula (I), furthermore to processes for their preparation, and to their use as herbicides.Type: GrantFiled: November 15, 1994Date of Patent: March 11, 1997Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Ernst R. F. Gesing, Klaus-Helmut M uller, Peter M uller, Kurt Findeisen, Hans-Joachim Santel, Klaus L urssen, Robert R. Schmidt