The Chalcogen Or The Acyclic Nitrogen Is Bonded Directly To The Six Membered Hetero Ring Patents (Class 546/292)
  • Patent number: 5476924
    Abstract: The present invention relates to a method of protecting the hemiacetal or acetal group at the anomeric carbon of a saccharide molecule comprising forming a 4-alkenyl glycoside or 4-alkenoyl glycosyl ester. The invention also relates to use of 4-alkenyl glycosides and 4-alkenoyl glycosyl esters in carbohydrate chemistry, including in the synthesis of oligosaccharides.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: December 19, 1995
    Assignee: Duke University
    Inventors: Bertram O. Fraser-Reid, David R. Mootoo, J. Cristobal Lopez
  • Patent number: 5464622
    Abstract: A synergistic antimicrobial composition comprising 2-mercaptopyridine N-oxide, and salts thereof, and iodopropargyl butylcarbamate in a ratio to each other which exhibits synergism is disclosed.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: November 7, 1995
    Assignee: Rohm and Haas Company
    Inventors: Raj I. Mehta, Barry C. Lange, Samuel E. Sherba
  • Patent number: 5389652
    Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms, W is selected from the group consisting of --O--, --S--, --SO-- and --SO.sub.2 --, Z and Y are --CH-- or one is --CH-- and the other is --N--, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are individually selected from the group consisting of hydrogen, halogen, methoxy, methylthio, alkyl of 1 to 4 carbon atoms, --WCF.sub.3, --CF.sub.3, --NO.sub.2, --CN--, --W--(CH.sub.2).sub.n --CF.sub.3, --W--(CF.sub.2).sub.n --CF.sub.3, --(CF.sub.2).sub.n --CF.sub.3 and --(CH.sub.2).sub.n --CX.sub.3, n is an integer from 1 to 3, X is a halogen or R.sub.3 and R.sub.4 together are --O--(CH.sub.2)--O-- and R.sub.2, R.sub.5 and R.sub.6 are as defined above, R.sub.7 and R.sub.8 are individually hydrogen or alkyl of 1 to 6 carbon atoms, R.sub.9 is cycloalkyl of 3 to 6 carbon atoms and their non-toxic, pharmaceutically acceptable salts with bases.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: February 14, 1995
    Assignee: Roussel-Uclaf
    Inventor: Elizabeth A. Kuo
  • Patent number: 5378729
    Abstract: The present invention relates to compounds exhibiting central nervous system (CNS) activity which are useful in the treatment of epilepsy and other CNS disorders. The compounds of this invention have the following general formula: ##STR1## and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: January 3, 1995
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Harold L. Kohn, Darrell Watson
  • Patent number: 5334722
    Abstract: Fungicidal compounds of formula (I): ##STR1## in which X and Y are independently O or S, and A and R.sup.1 to R.sup.4 have various specified values.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: August 2, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventors: Patrick J. Crowley, Alasdair T. Glen, Rosamund A. Spence, Kevin R. Lawson
  • Patent number: 5326762
    Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected form the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: July 5, 1994
    Assignee: Schering Corporation
    Inventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
  • Patent number: 5314865
    Abstract: Compounds having the formula ##STR1## wherein R is C.sub.1 -C.sub.6 lower alkoxy; C.sub.1 -C.sub.6 lower alkylthio; 3- to 6-membered heterocycle or substituted heterocycle; phenyl or substituted phenyl; R.sub.1 is hydrogen or C.sub.1 -C.sub.3 lower alkyl; R.sub.2 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.3 lower alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.3 lower alkylalkoxy or combinations thereof; R.sub.3 and R.sub.4 are independently selected from the group consisting of hydrogen; C.sub.1 -C.sub.6 lower alkyl; C.sub.2 -C.sub.6 lower alkenyl; C.sub.2 -C.sub.6 lower alkenyl; 3- to 6-membered heterocycle or substituted heterocycle; alkyl heterocycle or substituted alkyl heterocycle; phenyl or substituted phenyl; and where R.sub.3 or R.sub.4 is a basic heterocycle, herbicidally acceptable organic or inorganic salts thereof are herbicidally active.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: May 24, 1994
    Assignee: ICI Americas Inc.
    Inventors: Francis H. Walker, Don R. Baker
  • Patent number: 5312830
    Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms, W is selected from the group consisting of --O--, --S--, --SO-- and --SO.sub.2 --, Z and Y are --CH-- or one is --CH-- and the other is --N--, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are individually selected from the group consisting of hydrogen, halogen, methoxy, methylthio, alkyl of 1 to 4 carbon atoms, --WCF.sub.3, --CF.sub.3, --NO.sub.2, --CN--, --W--(CH.sub.2).sub.n --CF.sub.3, --W--(CF.sub.2).sub.n --CF.sub.3, --(CF.sub.2).sub.n --CF.sub.3 and --(CH.sub.2).sub.n --CX.sub.3, is an integer from 1 to 3, X is a halogen or R.sub.3 and R.sub.4 together are --O--(CH.sub.2)--O-- and R.sub.2, R.sub.5 and R.sub.6 are as defined above, R.sub.7 and R.sub.8 are individually hydrogen or alkyl of 1 to 6 carbon atoms, R.sub.9 is cycloalkyl of 3 to 6 carbon atoms and their non-toxic, pharmaceutically acceptable salts with bases.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: May 17, 1994
    Assignee: Roussel-Uclaf
    Inventor: Elizabeth A. Kuo
  • Patent number: 5312820
    Abstract: Carbamoyl and oxycarbonyl derivatives of biphenylmethylamines of structure I are angiotensin-II antagonists with balanced AT.sub.1 and AT.sub.2 activity useful in the treatment of hypertension and related disorders and ocular hypertension. ##STR1## where X is --O-- or --N(R.sup.7)--.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: May 17, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Wallace T. Ashton, Linda L. Chang, William J. Greenlee, Steven M. Hutchins, Ralph A. Rivero
  • Patent number: 5310942
    Abstract: Pyridone transfer dyes have the formula ##STR1## where Q.sup.1 is hydrogen, fluorine, chlorine, methyl or a substituted amino radical,Q.sup.2 is hydrogen, fluorine or chlorine or Q.sup.1 and Q.sup.2 together with the carbon atoms to which they are attached form an aromatic carbocyclic or heterocyclic ring,x is a heterocyclic radical, a carboxylic or carboxamide radical or substituted amino radical andK is an aromatic radical.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: May 10, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Bach, Ruediger Sens, Karl-Heinz Etzbach
  • Patent number: 5238908
    Abstract: This invention relates to glutaramic acids and derivatives exhibiting herbicidal activity having the structure ##STR1## wherein A is a carboxylic acid or a derivative thereof, D is CH or N, and R, R.sup.1, R.sup.2, T, X, Y, and Z are as defined within, compositions containing these compounds and methods of controlling weeds with these compounds.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: August 24, 1993
    Assignee: Rohm and Haas Company
    Inventors: Barry C. Lange, John W. Ashmore, Jane Wissinger-Cornille
  • Patent number: 5223516
    Abstract: Compounds of the formula ##STR1## wherein Y can be tetrazolyl are disclosed. These compounds are useful as cardiovascular agents.
    Type: Grant
    Filed: April 24, 1991
    Date of Patent: June 29, 1993
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Norma G. Delaney, George C. Rovnyak, Melanie J. Loots
  • Patent number: 5216169
    Abstract: A 3-hydroxypyridineazomethine dye represented by general formula (I) ##STR1## wherein R.sub.1 represents an aliphatic group, an aromatic group, or a heterocyclic group; R.sub.2 represents an aliphatic group, an aromatic group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkenyloxy group, an amino group, an acyl group, an ester group, an amido group, a carbamoylamino group, a sulfamoylamino group, a sulfamido group, an imido group, a ureido group, an aliphatic or an aromatic sulfonyl group, an aliphatic or an aromatic thio group, a hydroxyl group, a cyano group, a carboxy group, or a halogen atom; R.sub.3 represents an aryl group; Y represents a bivalent linking group containing at least one of amide bond and ester bond; n represents 0, 1 or 2; where n is 2, the two R.sub.2 groups may be the same group or atom or may be mutually different groups or atoms, or the two R.sub.2 groups may form a ring; where n is 1 or more, R.sub.1 and R.sub.2 may form a ring; and at least one of R.sub.1 and R.sub.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: June 1, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Shigeru Yamazaki
  • Patent number: 5206371
    Abstract: Quaternary pyridinium compounds, their use in inhibiting acetylcholinesterase, their roles in the prophylaxis and treatment of organophosphate poisoning, their roles in anticholinesterase therapy and their roles as agents mimicking or opposing the actions of the natural neurotransmitter acetylcholine.
    Type: Grant
    Filed: June 2, 1992
    Date of Patent: April 27, 1993
    Assignee: Georgia Tech Research Corporation
    Inventors: James C. Powers, Sheldon W. May, Maria A. Hernandez, Steve Thornton, Jan Glinski
  • Patent number: 5204357
    Abstract: The invention relates to compounds of the formula I ##STR1## in which A represents a substituted thio-, sulfinyl- or sulfonyl-alkanoyl radical or a four- to eleven-membered heterocycle, B is an amino acid residue, R.sup.1 denotes hydrogen (substituted) alkyl, (substituted)cycloalkyl or aryl, R.sup.2 represents hydrogen, (substituted)alkyl or aryl, R.sup.3 denotes a radical of the formula --(CH.sub.2).sub.q --(X).sub.r --(CH.sub.2).sub.s --R.sup.6 with X denoting CF.sub.2, CO or CHR.sup.8, R.sup.6 denoting a (substituted)heteroaromatic, R.sup.8 denoting alkyl, alkoxy, alkylthio, alkylamino, hydroxyl, azide or halogen, q and s denoting 1 to 4, and r denoting 0 or 1, and R.sup.9 is hydrogen, (substituted)alkyl, alkanoyl, cycloalkanoyl, (substituted) aroyl or (substituted)aryl, and to the salts thereof. In addition, processes for the preparation of these compounds, and the use thereof as renin inhibitors are described.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: April 20, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Henning, Hansjorg Urbach, Dieter Ruppert, Bernward Scholkens
  • Patent number: 5180831
    Abstract: Quaternary pyridinium compounds, their use in inhibiting acetylcholinesterase, their roles in the prophylaxis and treatment of organophosphate poisoning, their roles in anticholinesterase therapy and their roles as agents mimicking or opposing the actions of the natural neurotransmitter acetylcholine.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: January 19, 1993
    Assignee: Georgia Tech Research Corporation
    Inventors: James C. Powers, Sheldon W. May, Maria A. Hernandez, Steve Thornton, Jan Glinski
  • Patent number: 5177089
    Abstract: A butenoic or propenoic acid derivative having the following formula in which G is an aryl or a heterocyclic ring, R11 and R12 are hydroben or an alkyl, X is sulfur or oxygen, R2 and R3 are hydrogen, an substituent such as an alkyl and J is pyridyl or phenyl having substituents and a heterocyclic ring may be formed between R2, R3 and J is provided here and is useful in the pharmacological field.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: January 5, 1993
    Assignee: Eisai Co., Ltd.
    Inventors: Norio Minami, Fumihiro Ozaki, Keiji Ishibashi, Yasuhiro Kabasawa, Megumi Ikemori, Toshiaki Ogawa, Takanori Kawamura
  • Patent number: 5168113
    Abstract: A mercapto-substituted pyridine compound having formula (I): ##STR1## where R.sub.1 and R.sub.2 are alkyl groups, and n is 0 or 1, and salts thereof and a process for preparing the same are disclosed. The mercapto-substituted pyridine compound is useful as an intermediate for preparing a herbicidal compound.The present invention further provides aminocarbonyl-substituted pyridinesulfinic acid (ACPS) or salts thereof as the precursor of aminosulfonyl-substituted pyridinecarbonic acid amide compound (APCA) which is useful as the starting material for agricultural chemicals, medicine, etc. Moreover, the preparation process of the present invention is an industrially advantageous preparation process which is capable of preparing in a series of steps from mercapto-substituted pyridinecarboxylic acid amide compound (MPCA) or aminocarbonyl-substituted halogenopyridine compound (ACHP) to ACPS or salts thereof, and further to APCA.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: December 1, 1992
    Inventors: Takahiro Haga, Yasuhiro Tsujii, Tatsuo Isogai, Shigeo Murai, Hisayoshi Jonishi, Tokiya Kimura, Hiroshi Sasaki, Takao Awazu, Toshihiro Tanaka
  • Patent number: 5157043
    Abstract: Novel fungicidal pyridyl carboximides having the general structural formula ##STR1## wherein R is C.sub.1 -C.sub.6 alkyl, preferably methyl;R.sub.1 is selected from the group consisting of halogen such as chlorine, fluorine and bromine, C.sub.1 -C.sub.3 alkoxy such as propoxyethoxy and methoxy, preferably methoxy, and C.sub.2 -C.sub.4 alkenyloxy;R.sub.2 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.4 -C.sub.6 cycloalkyl, heterocyclic moieties, aryl, preferably phenyl, substituted aryl, preferably substituted phenyl wherein the substitutions are chlorine, fluorine, bromine, trifluoromethyl and --NO.sub.3 ;X is --O or --S; andY is --O or --S;and fungicidally acceptable organic and inorganic salts thereof which are highly effective fungicides for use both as preventive and curative fungicides are disclosed herein.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: October 20, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Don R. Baker, Charles Kezerian, Francis H. Walker, Keith H. Brownell
  • Patent number: 5149359
    Abstract: The present invention relates to derivatives of 3,4-dehydropiperidin-5-one having herbicidal activity. The derivatives have the formula ##STR1## as defined in the claims. The present invention further relates to a herbicidal composition and a method for controlling weeds which grow among agricultural crops.
    Type: Grant
    Filed: February 21, 1990
    Date of Patent: September 22, 1992
    Assignee: Agrimont S.p.A.
    Inventors: Giovanni Camaggi, Giovanni Meazza, Ciro Preziuso
  • Patent number: 5126338
    Abstract: Compounds of having the general formula (I): ##STR1## and stereoisomers thereof, wherein R.sup.1 is hydrogen, halogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, COR or cyano; R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen, halogen or methyl, provided that R.sup.2, R.sup.3 and R.sup.4 are not all hydrogen and provided that when one of them is methyl then at least one of the other two is not hydrogen; ##STR2## wherein R.sup.5 is hydrogen, C.sub.1-4 alkyl (optionally substituted by hydrogen or cyano), optionally substituted benzyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, cyano, COR, C.sub.1-4 thioalkoxy, C.sub.1-4 thiohaloalkoxy or SNR.sup.7 R.sup.8 ; R.sup.7 and R.sup.8 are independently C.sub.1-4 alkyl or CO.sub.2 R; Y is oxygen or sulphur; R.sup.6 is C.sub.1-4 alkoxy, C.sub.1-4 thioalkoxy or --NR.sup.9 R.sup.10 ; and R.sup.9 and R.sup.10 are independently hydrogen, C.sub.1-4 alkyl, aryl or aralkyl or R.sup.9 and R.sup.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: June 30, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul A. Worthington, Ian R. Matthews, David Bartholomew, Patrick J. Crowley, Don R. Baker, Karl J. Fisher
  • Patent number: 5112386
    Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur, A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 --S(O).sub.n R.sup.3 groups; any two of the groups, A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: May 12, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony Vivienne, John M. Clough, Paul deFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
  • Patent number: 5079361
    Abstract: Cross-linking reagents which are highly specific for sulphydryl groups and react with thiols at an excellent rate. The essential feature of the reagents is at least one vinyl group conjugated with an armoatic nitrogen heterocycle. Particular examples include vinyl pyridines, vinyl pyrimidines and vinyl triazines.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: January 7, 1992
    Assignee: Celltech Limited
    Inventors: Rikki P. Alexander, Michael A. W. Eaton, Thomas A. Millican, Richard C. D. Titmas
  • Patent number: 5077304
    Abstract: Novel 3-amino-2,4-dialkylpyridine derivatives ##STR1## in which R.sup.1 and R.sup.2 are each independently C.sub.1 -C.sub.6 alkyl, R.sup.3 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl substituted by C.sub.3 -C.sub.6 cycloalkyl, or C.sub.3 -C.sub.6 cycloalkyl substituted by C.sub.1 -C.sub.4 alkyl, R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, phenoxy, or phenoxy that is mono- or di-substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylamino, di-C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 alkylcarbonylamino, C.sub.1 -C.sub.4 alkylcarbonyl, benzoyl, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 haloalkyl or by C.sub.1 -C.sub.4 haloalkoxy, and Z is a bridge member --NH--CS--NH--, --N.dbd.C(SR.sup.5)--NH-- or --N.dbd.C.dbd.N-- wherein R.sup.5 is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.5 alkenyl, can be used as pesticides. Preferably, insects and arachnids can be controlled.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: December 31, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Alfons Pascual
  • Patent number: 5019565
    Abstract: Fungicidal pyridyl imidates having the general structural formula ##STR1## wherein R is selected from the group consisting of C.sub.1 -C.sub.16 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 substituted alkenyl, C.sub.3 -C.sub.4 carboalkoxyalkyl, aryl, arylalkyl having C.sub.1 -C.sub.3 alkyl, substituted aryl and arylalkyl wherein the substituents are -Cl, -Br, -F and -NO.sub.2, furfuryl pyridyl, C.sub.1 -C.sub.6 alkoxyl substituted thiophosphorus, and ##STR2## wherein R.sub.3 and R.sub.4 are C.sub.1 -C.sub.10 alkyl and can form a heterocyclic ring, R.sub.1 is selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkoxy and C.sub.1 -C.sub.3 haloalkoxy, R.sub.2 is selected from the group consisting of methyl and hydrogen, and X is S or O; and fungicidally acceptable organic and inorganic salts thereof.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: May 28, 1991
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 5008276
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein K is oxygen or sulphur; Z is optionally substituted aryl or optionally substituted heteroaryl; X is O, S(O).sub.n, NR.sup.4, CR.sup.1 R.sup.2, CHR.sup.5, CO, CR.sup.1 (OR.sup.2), C.dbd.CR.sup.1 R.sup.2, CHR.sup.1 CHR.sup.2, CR.sup.1 .dbd.CR.sup.2, CHR.sup.1 CR.sup.2 .dbd.CH, C.dbd.C, OCHR.sup.1, CHR.sup.1 O, OCHR.sup.1 O, S(O).sub.n CHR.sup.1, S(O).sub.n CHR.sup.1 O, CHR.sup.1 S(O).sub.n, CHR.sup.1 OSO.sub.2, NR.sup.4 CHR.sup.1, CHR.sup.1 NR.sup.4, CO.sub.2, O.sub.2 C, SO.sub.2 O, OSO.sub.2, CO.CO, COCHR.sup.1, COCHR.sup.1 O, CHR.sup.1 CO, CHOH.CHR.sup.1, CHR.sup.1.CHOH, ##STR2## CONR.sup.4, OCONR.sup.4, NR.sup.4 CO, CSNR.sup.4, OCS.NR.sup.4, SCO.NR.sup.4, NR.sup.4 CO.sub.2, NR.sup.4 CS, NR.sup.4 CSO, NR.sup.4 COS, NR.sup.4 CONR.sup.4, S(O).sub.n NR.sup.4, NR.sup.4 S(O).sub.n, CS.sub.2, S.sub.2 C, CO.S, SCO, N.dbd.N, N.dbd.CR.sup.1, CR.sup.1 .dbd.N, CHR.sup.1 CHR.sup.2 CH(OH), CHR.sup.1 OCO, CHR.sup.1 SCO, CHR.sup.1 NR.sup.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: April 16, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Stephen P. Heaney, Kenneth Anderton
  • Patent number: 5008277
    Abstract: N-[(Alpha-perhaloalkylbenzyloxy)pyridyl]-N'-benzoylurea compounds of the following structural formula are useful insecticides: ##STR1## in which R.sub.A is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -benzyl, and -benzyloxy;R.sub.B is selected from -hydrogen and -halogen;R.sub.C and R.sub.D are both -hydrogen or together constitute a --COCO-- bridge;R is a perhaloalkyl substitutent;R.sub.3 is selected from the group consisting of -hydrogen, -halogen and -phenylthio;R.sub.4 is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -lower alkoxyalkyl, -lower haloalkoxy, -lower alkylthio, -lower alkylsulfonyl, and -diallylamino; orR.sub.3 and R.sub.4 at adjacent ring positions constitute a --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, or --CF.sub.2 CF.sub.2 O-- bridge; andR.sub.5 is --hydrogen or -lower alkyl.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: April 16, 1991
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4994473
    Abstract: Insecticides of the general formula ##STR1## wherein R.sub.1 is an optionally substituted 5- to 10-member heterocyclic moiety; R.sub.2 is an optionally substituted alkyl, cycloalkyl or alkenyl moiety; X is oxygen, sulfur or --NH--; and R.sub.3 is: (a) an optionally substituted 3-phenoxyphenalkyl, 3-phenoxypyridylalkyl, 3-(pyridyloxy)phenalkyl, 3-phenylaminophenoalkyl, 3-benzylphenalkyl or 3-benzyloxyphenalkyl moiety; (b) a benzylfuranylmethyl moiety; (c) a 3- or 4-substituted benzyl or tetrafluorobenzyl moiety; (d) 4-phenoxy-2-butyn-2-yl; or (e) 2-methyl-3-phenylbenzyl.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: February 19, 1991
    Assignee: ICI Americas Inc.
    Inventor: Michael D. Broadhurst
  • Patent number: 4992503
    Abstract: Novel fungicidal pyridyl amides carboxamides having the general structural formula ##STR1## wherein R is selected from the group consisting of C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl, benzyl, substituted benzyl wherein the substitutions are selected from the group of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkanoyl, halogen, --NO.sub.3 and C.tbd.N, C.sub.2 -C.sub.10 alkoxyalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.8 alkenyl and alkanoyl;R.sub.1 is selected from the group consisting of halogen such as chlorine, fluorine and bromine, C.sub.1 -C.sub.3 alkoxy such as propoxyethoxy and methoxy, preferably methoxy and C.sub.1 -C.sub.3 haloalkoxy;R.sub.2 is selected from the group consisting of cyclopropyl, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkoxyalkoxy, C.sub.1 -C.sub.6 alkylthio, benzyl, substituted benzyl wherein the substitutions are selected from the group of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: September 29, 1988
    Date of Patent: February 12, 1991
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 4988451
    Abstract: A particulate additive is reported which is an intimately blended mixture of a precursor, a stabilizing agent and a dispersing agent. The precursor is a quaternized ammonium or phosphonium substituted carbonic acid ester. A C.sub.4 or higher organic acid having at least one carboxylic group, such a lauric acid, or a solid inorganic acid, such as potassium bisulfate, is required as the stabilizing agent. Various alkoxylated fatty alcohols, fatty acids or alkylated phenols are utilized as the dispersing agent. These particulate additives are employed as adjuncts in bleaching-detergent compositions.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: January 29, 1991
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Charles C. Nunn, William J. Worley
  • Patent number: 4987140
    Abstract: Novel pyridines of the formula ##STR1## wherein R is selected from the group consisting of (a) phenyl optionally substituted with at least one member of the group consisting of hydroxy, alkyl and alkoxy of 1 to 5 carbon atoms, halogen --CF.sub.3 and --NO.sub.2 and (b) a 5 to 6 member heterocyclic optionally substituted with alkyl of 1 to 5 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of (a) alkyl of 1 to 5 carbon atoms, (b) 5 to 6 member heterocyclic optionally substituted with alkyl of 1 to 5 carbon atoms and (c) phenyl and naphthyl optionally substituted with at least one member of the group consisting of hydroxy, alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --NO.sub.3 and --CF.sub.3, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, --(CF.sub.2).sub.n --CF.sub.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: January 22, 1991
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Odile Le Martret, Francoise Delevallee
  • Patent number: 4977164
    Abstract: Novel fungicidal pyridyl cyclopropane carboxamides having the general structural formula ##STR1## wherein R is selected from the group consisting of haloalkyl, preferably C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.8 alkyl, aryl, substituted aryl, and arylalkyl wherein the preferred aryl is phenyl, the alkyl is C.sub.1 -C.sub.3 alkyl and the preferred substitutions are Cl, Br, F and nitro, alkanoyl, preferably C.sub.1 -C.sub.4 alkanoyl, ##STR2## wherein R.sub.3 and R.sub.4 can be alkyl, alkanoyl, alkoxycarbanoyl, benzyl, pyridyl and substituted pyridyl, and when R.sub.3 and Rhd 4 are alkyl together with --N they can form a heterocyclic ring such as piperidine, R.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy, preferably methoxy or halomethoxy and halogen wherein the halogen is chlorine, bromine or fluorine, R.sub.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: December 11, 1990
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 4975443
    Abstract: Novel fungicidal pyridyl iminocarbonates having the general structural formula ##STR1## wherein R is selected from the group consisting of C.sub.1 -C.sub.16 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 substituted alkenyl, C.sub.3 -C.sub.4 carboalkoxyalkyl, aryl, arylalkyl having C.sub.1 -C.sub.3 alkyl, substituted aryl and arylalkyl wherein the substituents are --Cl, --Br, --F and --NO.sub.2 ; furfuryl, pyridyl, C.sub.1 -C.sub.6 alkyl substituted phosphorus, alkanoyl, alkoxycarbonyl, aroyl, preferably benzoyl, alkylthioarbonyl, alkylthioalkyl, alkoxyalkyl, alkoxybenzyl and ##STR2## wherein R.sub.3 and R.sub.4 are C.sub.1 -C.sub.10 alkyl and can form a heterocyclic ring;R.sub.1 is selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkoxy, C.sub.3 -C.sub.4 alkenyloxy and C.sub.1 -C.sub.3 haloalkoxy;R.sub.2 is selected from the group consisting of C.sub.1 -C.sub.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: December 4, 1990
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 4957908
    Abstract: In accordance with the present invention, a new pyrithione salt, namely chitosan pytighione, is produced. This composition is characterized by a combination of slow release from films and excellent antimicrobial activity. The antimicrobial activity is equivalent to that of sodium pyrithione. These properties make chitosan pyrithione potentially useful as an antimicrobial agent in a variety of dermatological items, such as soaps, shampoos, and skin care medicaments.
    Type: Grant
    Filed: January 8, 1990
    Date of Patent: September 18, 1990
    Assignee: Olin Corporation
    Inventor: John D. Nelson
  • Patent number: 4958039
    Abstract: Fluorocarbonylimino biurets derived from a tris(isocyanotoalkane)biuret, a fluoroaliphatic alcohol and a modifier group imports oil/water repellency, soil-release properties.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: September 18, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Engelbert Pechhold
  • Patent number: 4954628
    Abstract: The invention relates to a process for preparing sulphonyl-ureas of the general formula (I) ##STR1## wherein Ar.sub.1 represents a phenyl, naphthyl or thienyl group, the derivatives thereof substituted by C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, (halo)alkoxycarbonyl, (halo)alkyloxy, nitro, cyano groups as well as by halogen atoms,Ar.sub.2 represents a phenyl, pyridyl, pirimidinyl or triazinyl group and the derivatives thereof substituted by C.sub.1-4 (halo)alkyl, C.sub.1-4 (halo)alkyloxy, amino, O-acyl, O-arylsulphonyl, O-(substituted carbamoyl) groups as well as by halogen atoms.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: September 4, 1990
    Assignees: Nitrokaelepek, Magyar Tudomanyos Akademia Kozponti Kemiai Kutato Intezete
    Inventors: Gabor Besenyei, Sandor Nemeth, Laszlo Simandi, Maria Belak, Maria Szabo, Jozsef Dukai, Lajos Nagy, Elemer Tomordi, Csaba Soptei, Erzsebet E. Dioszegine
  • Patent number: 4950666
    Abstract: The present invention discloses compounds of the formula ##STR1## in which R is a 1,1-difluoroalkyl group or a 1,1-difluoroethenyl group having an even numbered carbon chain length of from 4 to 22 carbon atoms, pesticidal compositions thereof; and their use to control plant pests such as insects, acarids, and nematodes.
    Type: Grant
    Filed: March 30, 1989
    Date of Patent: August 21, 1990
    Assignee: FMC Corporation
    Inventors: Clinton J. Peake, Thomas G. Cullen, Anthony J. Martinez
  • Patent number: 4931452
    Abstract: Substituted N-cyanomethyl-2-pyridinones were prepared by the reaction of alkali metal substituted-2-pyridinates with monohaloacetonitriles and found to possess insecticidal properties. The alkali metal substituted-2-pyridinates can be preformed or prepared from the corresponding 2-halopyridines or 2-pyridinols in the reaction medium. N-cyanomethyl-3-fluoro-5-(trifluoromethyl)-2-pyridinone, for example, was prepared from 2,3-difluoro-5-(trifluoromethyl)pyridine and found to control aster leafhoppers both on contact and systemically.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: June 5, 1990
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, James E. Dripps, Gregory A. Bradfisch, Susan Wollowitz, Ingrid L. Knox
  • Patent number: 4925945
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein A is an amine-substituted aromatic radical and X is a hydrocarbon radical containing up to 10 carbon atoms.The present invention also provides a process for the preparation of these compounds.Furthermore, the present invention is concerned with the use of the compounds for introducing SH groups into tyrosine.
    Type: Grant
    Filed: March 22, 1989
    Date of Patent: May 15, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Christian Klein, Peter Kirch
  • Patent number: 4925971
    Abstract: A method for producing aliphatic O-arylurethanes by the reaction of an aliphatic primary amine with an aromatic hydroxyl compound and urea. Ammonia produced as a by-product in the reaction is removed during the reaction so that the ammonia concentration of the reaction solution is maintained at 2 wt % or less.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: May 15, 1990
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Toshiya Aoki, Hiroshi Ishida, Shinsuke Fukuoka
  • Patent number: 4914115
    Abstract: Novel fungicidal pyridyl cyclopropane carboxamides having the general structural formula ##STR1## wherein R is selected from the group consisting of cycloalkyl, preferably cyclopropyl, hydrogen, alkyl, haloalkyl, substituted alkyl, aryl, substituted aryl, heteroalkyl, alkenyl, OR.sub.1, SR.sub.1 and ##STR2## wherein n is 0-10, preferably 0-2, and R.sub.1 is C.sub.1 -C.sub.4 alkyl, and R.sub.2 is selected from the group consisting of halogen such as chlorine, fluorine and bromine, preferably chlorine, C.sub.1 -C.sub.3 alkoxy such as propoxyethoxy and methoxy, preferably methoxy and C.sub.1 -C.sub.3 haloalkoxy, R.sub.3 is selected from the group consisting of hydrogen and methyl, X is --O or --S and Y is --O or --S; and fungicidally acceptable organic and inorganic salts thereof which are highly effective fungicides for use both as preventive and curative fungicides are disclosed herein.
    Type: Grant
    Filed: May 13, 1988
    Date of Patent: April 3, 1990
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Charles Kezerian, Keith H. Brownell
  • Patent number: 4908371
    Abstract: 3-Substituted 4(1H)-pyridone compounds of formula ##STR1## wherein R.sub.1 is an unsubstituted or substituted hydrocarbon radical, X is a bond or a group of formula --O-- or --N(R.sub.3)--, wherein R.sub.3 is hydrogen or an unsubstituted or substituted hydrocarbon radical, and R.sub.2 is an unsubstituted or substituted hydrocarbon radical, or wherein R.sub.2 and R.sub.3, when taken together, are an unsubstituted or substituted divalent hydrocarbon radical, and wherein the other ring carbon atoms of the 4(1H)-pyridinone ring, independently of one another, are unsubstituted or substituted by an unsubstituted or substituted hydrocarbon radical or by etherified or esterified hydroxy, and salts of compounds of formula I with salt-forming properties, form chelate-type metal complexes, especially with trivalent metal ions, and can be used, for example, as pharmacologically active compounds.
    Type: Grant
    Filed: November 1, 1988
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Theophile Moerker, Heinrich Peter
  • Patent number: 4898455
    Abstract: There is described compounds of the formula ##STR1## wherein X stands for CH and Y stands for N or X stands for N and Y stands for CH; A.sup.1 and A.sup.2 signify single covalent bonds or one of the groups A.sup.1 and A.sub.2 also signifies trans-1,4-cyclohexylene, cis-4-cyano-trans-1,4-cyclohexylene or 1,4-phenylene optionally substituted with halogen or methyl; ring B represents trans-1,4-cyclohexylene, 1,4-phenylene optionally substituted with halogen or methyl or, when A.sup.2 signifies a single covalent bond, also cis-4-cyano-trans-1,4-cyclohexylene; R.sup.1 denotes an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC--; R.sup.2 signifies an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC-- or R.sup.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: February 6, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Alfred Germann, Stephen Kelly, Martin Schadt
  • Patent number: 4897487
    Abstract: Processes for preparing bicyclic compounds useful as anti-allergic, anti-inflammatory and/or cytoprotective agents are described, together with a process for preparing intermediates thereof.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: January 30, 1990
    Assignee: Schering Corporation
    Inventors: Dinesh Gala, Martin Steinman, Ashit Ganguly
  • Patent number: 4895858
    Abstract: Novel fungicidal pyridyl cyclopropane carboxamides having the general structural formula ##STR1## in which R is selected from the group halogen C.sub.1 -C.sub.3 alkoxy and C.sub.1 -C.sub.3 haloalkoxy, R.sub.1 is selected from the group of --H and --C.tbd.N; and R.sub.2 is selected from the group of --H, 1--CH.sub.3 and 2--CH.sub.3 ; X is O or S; and fungicidally acceptable organic and inorganic salts thereof. These compounds provide excellent control of fungal growth.
    Type: Grant
    Filed: September 23, 1988
    Date of Patent: January 23, 1990
    Assignee: ICI Americas Inc.
    Inventors: Don R. Baker, Keith H. Brownell
  • Patent number: 4885026
    Abstract: Disclosed are pyridine herbicides characterized by substitution with a fluorine-containing methyl group at the 2- or 6-position, a carboxylic acid-derived group at the 3-position, and a halogen or a substituted nitrogen-containing group at the 5-position.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: December 5, 1989
    Assignee: Monsanto Company
    Inventors: Len F. Lee, Mark G. Dolson
  • Patent number: 4874846
    Abstract: Process for the preparation of aryloxy-benzoic acids containing a sulphonamide group by the direct reaction of a phenoxy-benzoic acid with a sulphonamide, in the presence of a halogenating agent such as P(O)Cl.sub.3.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: October 17, 1989
    Assignee: Rhone-Poulenc Agrochimie S.A.
    Inventor: Alain Chene
  • Patent number: 4870089
    Abstract: N-[(Alpha-perhaloalkylbenzyloxy)pyridyl]-N'-benzoylurea compounds of the following structural formula are useful insecticides: ##STR1## in which R.sub.A is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -benzyl, and -benzyloxy;R.sub.B is selected from -hydrogen and -halogen;R.sub.C and R.sub.D are both -hydrogen or together constitute a --COCO-- bridge;R.sub..alpha. is a perhaloalkyl substituent;R.sub.3 is selected from the group consisting of -hydrogen, -halogen and -phenylthio;R.sub.4 is selected from the group consisting of -hydrogen, -halogen, -lower alkyl, -lower alkoxy, -lower alkoxyalkyl, -lower haloalkoxy, -lower alkylthio, -lower alkylsulfonyl, and -diallylamino; orR.sub.3 and R.sub.4 at adjacent ring positions constitute a --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, or --CF.sub.2 CF.sub.2 O-- bridge; andR.sub.5 is -hydrogen or -lower alkyl.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: September 26, 1989
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4863938
    Abstract: Pyridine derivatives of the formula ##STR1## their tautomers and their salts, in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and n have the meanings given in the claims, can be used as active ingredients in medicaments and are manufactured in a manner known per se.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: September 5, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg von Sprecher, Peter Waldmeier
  • Patent number: 4863939
    Abstract: The growth of livestock is promoted by the new compounds of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, halogen, halogenoalkyl, hydroxyl, cyano, alkoxycarbonyl, aminocarbonyl, mono- and dialkylaminocarbonyl, alkoxy, halogenoalkoxy, halogenoalkylthio or NHSO.sub.2 -alkyl,R.sup.2 represents hydrogen, hydroxyl, alkoxy or the --NR.sup.11 R.sup.12 radical,R.sup.3 represents the radicals mentioned in the case of R.sup.1R.sup.4 represents hydroxyl, acyloxy or alkoxy,R.sup.5 represents hydrogen or alkyl,R.sup.6 represents hydrogen or alkyl,R.sup.7 represents hydrogen or alkyl,R.sup.8 represents hydrogen or alkyl,X represents C.sub.1 -C.sub.10 -alkylene or a direct bond,Y represents oxygen or a direct bond,R.sup.9 represents hydrogen, C.sub.1 -C.sub.10 -alkyl which is optionally substituted by hydroxyl, alkoxy, acyloxy or the --NR.sup.13 R.sup.14 radical, or represents the COR.sup.15 radical or the O--Z--R.sup.16 radical,Z represents C.sub.1 -C.sub.10 -alkylene, C.sub.1 -C.sub.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: September 5, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans Lindel, Werner Hallenbach, Friedrich Berschauer, Anno de Jong, Martin Scheer