Nitrogen Double Bonded Directly To Carbon (e.g., Amidine, Ketimine, Etc.) Patents (Class 562/440)
  • Patent number: 4959419
    Abstract: Polycarboxylic acids and their salts corresponding to the following general formula[X]--(NHOC--Y--COO M).sub.n (I)in whichX is the residue of a hydrophobic, linear or branched vinyl oligomer having an average molecular weight M.sub.n of from 200 to 5000 and preferably from 300 to 3000,Y is the 1,2-vinylene, 1,2-ethylene, 1,3-propylene, 1,2-phenylene, 1,2-cyclohexen-4-ylene or 1,2-cyclohexylene group,n is a number of from 1.4 to 3.0 and preferably from 1.6 to 2.3 andM is hydrogen, an alkali metal, an ammonium, C.sub.1 -C.sub.4 alkylammonium or C.sub.2 -C.sub.3 hydroxyalkylammonium group, which are useful as surfactants and emulsifiers in aqueous systems.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: September 25, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Adolf Schmidt, Udo W. Hendricks, Bruno Bomer, Karl H. Ott, Herbert Eichenauer, Alfred Pischtschan
  • Patent number: 4956387
    Abstract: Substituted hydrazones of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are hydrogen or alkyl,X (m=1 to 5) is halogen, cyano, trifluoromethyl, nitro, alkyl, alkoxy, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy, substituted or unsubstituted benzyloxy or hydrogen, andY is methyleneoxy, oxymethylene, ethylene, ethenylene, ethynylene, carboxymethylene, carbonylamino, methyleneamino or oxygen,and fungicides containing these compounds.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: September 11, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Siegbert Brand, Franz Schuetz, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 4954523
    Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower aralalkyl, --CH2--NHSO3--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: September 4, 1990
    Assignee: Eisai Co., Ltd.
    Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
  • Patent number: 4945106
    Abstract: Prostaglandin analogues exhibiting activity at thromboxane receptor sites have been prepared.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: July 31, 1990
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4935543
    Abstract: A novel compound of the formula (I): ##STR1## wherein R.sub.1 is optionally esterified or amidated carboxyl; R.sub.2, R.sub.3 and R.sub.4 are the same or different and are hydrogen or halogen or alkyl; A is formyl, hydroxyiminomethyl or carboxyl; and A is hydrogen or halogen, or a salt thereof, which is useful as an aromatase inhibitor or an intermediate of its production. Processes for producing the compound of the formula (I) and an aromatase inhibitor containing as an active compound the compound of the formula (I) wherein A is formyl and X is hydrogen or, a salt thereof as well as Penicillium funiculosum capable for producing the compound (I) wherein R.sub.1 is carboxyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen and X is formyl are also disclosed.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: June 19, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Tsuneo Kanamaru, Tsuneaki Hida, Masayuki Muroi
  • Patent number: 4931088
    Abstract: A compound of the formula ##STR1## in which each of X and Y represents a halogen atom, R represents a hydrogen atom, a lower alkyl group or an agronomically acceptable soluble salt ion, R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom or a lower alkyl group, and Z represents an oxygen or sulfur atom. This compound is useful as herbicide.
    Type: Grant
    Filed: August 16, 1988
    Date of Patent: June 5, 1990
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Atsushi Goh, Keiji Endo, Yuri Yamamoto
  • Patent number: 4921939
    Abstract: Substituted guanidines and ethanamidines are provided as high potency sweetening agents.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: May 1, 1990
    Assignee: Universite Claude Bernard -Lyon 1
    Inventors: Claude Nofre, Jean M. Tinti, Farroudja Ouar Chatzopoulos
  • Patent number: 4898977
    Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonisation of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.
    Type: Grant
    Filed: August 13, 1987
    Date of Patent: February 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Herold, Christof Angst
  • Patent number: 4894181
    Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.
    Type: Grant
    Filed: May 16, 1988
    Date of Patent: January 16, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
  • Patent number: 4883901
    Abstract: A method for synthesizing 2-(4-amidophenoxy)alkanoic acids and esters and 2-(4-aminophenoxy)alkanoic acids and esters by reacting a hydroxyaromatic ketone derivative with a 2-substituted alkanoic acid or ester under basic conditions and thereafter reacting with a hydroxylamine derivative and conducting a Beckmann Rearrangement in the presence of a catalyst with subsequent solvolysis.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Varadaraj Elongo
  • Patent number: 4877895
    Abstract: Sweetening agents, characterized in that they conform to the following formula: ##STR1## wherein: A is an imino (.dbd.N--), iminium (.dbd.N.sup.+ <), methylene (.dbd.C<) group, the iminium group being able to be salified by a physiologically acceptable anion;m and n are number equal to 1 or 2;B:when n=1, represents H, CN, OCH.sub.3, NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2, wherein R is an alkyl, cycloalkyl or aryl group having up to 10 carbon atoms;when n=2, represents H, CN, OCH.sub.3 ;X:represents CN, NO.sub.2, when B is H, CN, OCH.sub.3 ;represents CN, NO.sub.2, COCH.sub.3, CHO, Cl, CF.sub.3, F, H, when B is NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2 ;M is a hydrogen atom or a physiologically acceptable organic or inorganic cation.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: October 31, 1989
    Assignee: Universite Claude Bernard - Lyon 1
    Inventors: Claude Nofre, Jean M. Tinti, Farroudja O. Chatzopoulos
  • Patent number: 4873253
    Abstract: A phenylalanine derivative having the formula (I): ##STR1## wherein A represents ##STR2## B represents ##STR3## wherein m is 0, 1, or 2 and n is 3, 4, or 5; X represents (a) hydroxy, (b) nitro, (c) amino, (d) phenoxy which may be substituted with (i) halogen or (ii) nitro, (e) c.sub.1 -C.sub.4 alkyloxy which may be substituted wit (i) phenyl or (ii) benzoyl, (f) benzoyl, (g) pyridyloxy which may be substituted with (i) halogen or (ii) nitro, or (h) c.sub.1 -C.sub.4 alkyl which may by substituted with halogen;Y represents ##STR4## or --OR.sup.3 wherein R.sup.1 R.sup.2 are independently (a) hydrogen, (b) phenyl which may be substituted with (i) benzoyl, (ii) C.sub.1 -C.sub.4 alkylcarbonyl, (iii) C.sub.1 -C.sub.4 alkyl which may be further substituted with C.sub.1 -C.sub.4 alkoxycarbonyl or hydroxycarbonyl, (iv) C.sub.2 -C.sub.5 alkenyl which may be further substituted with hydroxycarbonyl or C.sub.1 -C.sub.4 alkoxycarbonyl, (v) C.sub.1 -C.sub.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: October 10, 1989
    Assignees: Shosuke Okamoto, Showa Denko Kabushiki Kaisha
    Inventors: Shosuke Okamoto, Yoshio Okada, Akiko Okunomiya, Taketoshi Naito, Yoshio Kimura, Morihiko Yamada, Norio Ohno, Yasuhiro Katsuura, Hiroshi Nojima, Takashi Shishikura
  • Patent number: 4855479
    Abstract: There are disclosed compounds having the formula ##STR1## wherein m is 1 or 2; n is 1 or 2; p is 1-5; X is hydrogen, loweralkyl, cycloalkyl, loweralkoxy, halogen, hydroxy, nitro, trifluoromethyl, formyl, loweralkylcarbonyl, arylcarbonyl, --SH, loweralkylthio, --NHCOR.sub.2 or --NR.sub.3 R.sub.4 where R.sub.2 is hydrogen or loweralkyl, and R.sub.3 and R.sub.4 are independently hydrogen, loweralkyl or cycloalkyl; R is hydrogen, loweralkyl or loweralkylcarbonyl; and R.sub.1 is hydrogen, loweralkyl, loweralkylcarbonyl, aryl, diloweralkylaminolowralkyl, arylloweralkyl, diarylloweralkyl, oxygen-bridged arylloweralkyl or oxygen-bridged diarylloweralkyl; stereo, optical and geometrical isomers thereof, and pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: August 8, 1989
    Inventor: Gregory M. Shutske
  • Patent number: 4853412
    Abstract: Disclosed herein are N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl][substituted imino]methyl]-N-methylglycines and methods for their preparation. The N-methylglycines are new aldose reductase inhibitors useful for the treatment or prevention of diabetic complications.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: August 1, 1989
    Assignee: American Home Products Corporation
    Inventors: Jay E. Wrobel, Kazimir Sestanj
  • Patent number: 4829085
    Abstract: Oxime ethers of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen or alkyl, X(m=1 to 5) is halogen, cyano, trifluoromethyl, nitro, alkyl, alkoxy, unsubstituted or substituted phenyl, unsubstituted or substituted phenoxy, unsubstituted or substituted benzyloxy or hydrogen, and Y is methyleneoxy, oxymethylene, ethylene, ethynylene or oxygen, and fungicides containing these compounds.
    Type: Grant
    Filed: May 25, 1988
    Date of Patent: May 9, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Timm Anke, Costin Rentzea, Eberhard Ammermann, Ernst-Heinrich Pommer, Wolfgang Steglich
  • Patent number: 4806646
    Abstract: There are disclosed compounds having the formula ##STR1## wherein m is 1 or 2; n is 1 or 2; p is 1-5; x is hydrogen, loweralkyl, cycloalkyl, loweralkoxy, halogen, hydroxy, nitro, trifluoromethyl, formyl, loweralkylcarbonyl, arylcarbonyl, --SH, loweralkylthio, --NHCOR.sub.2 or --NR.sub.3 R.sub.4 where R.sub.2 is hydrogen or loweralkyl, and R.sub.3 and R.sub.4 are independently hydrogen, loweralkyl or cycloalkyl; R is hydrogen, loweralkyl or loweralkylcarbonyl; and R.sub.1 is hydrogen, loweralkyl, loweralkylcarbonyl, aryl, diloweralkylaminoloweralkyl, arylloweralkyl, diarylloweralkyl, oxygen-bridged arylloweralkyl or oxygen-bridged diarylloweralkyl; stereo, optical and geometrical isomers thereof, and pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory.
    Type: Grant
    Filed: May 9, 1988
    Date of Patent: February 21, 1989
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventor: Gregory M. Shutske
  • Patent number: 4804684
    Abstract: Drugs with high anticonvulsant and analgesic activities constituted by symmetrical .beta.-dialkoxyiminocycloalklene derivatives in which the imine double bonds are conjugated with the cyclic double bond or bonds belonging to one or more fused benzene rings.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: February 14, 1989
    Assignee: Panmedica S.A.
    Inventors: Claude Laruelle, Marcel Lepant, Bernard Raynier
  • Patent number: 4762841
    Abstract: There are disclosed compounds having the formula ##STR1## wherein m is 1 or 2; n is 1 or 2; p is 1-5; X is hydrogen, loweralkyl, cycloalkyl, loweralkoxy, halogen, hydroxy, nitro, trifluoromethyl, formyl, loweralkylcarbonyl, arylcarbonyl, --SH, loweralkylthio, --NHCOR.sub.2 or --NR.sub.3 R.sub.4 where R.sub.2 is hydrogen or loweralkyl, and R.sub.3 and R.sub.4 are independently hydrogen, loweralkyl or cycloalkyl; R is hydrogen, loweralkyl or loweralkylcarbonyl; and R.sub.1 is hydrogen, loweralkyl, loweralkylcarbonyl, aryl, diloweralkylaminoloweralkyl, arylloweralkyl, diarylloweralkyl, oxygen-bridged arylloweralkyl or oxygen-bridged diarylloweralkyl; stereo, optical and geometrical isomers thereof, and pharmaceutically acceptable acid addition salts thereof, which are useful for enhancing memory.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: August 9, 1988
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Gregory M. Shutske
  • Patent number: 4754041
    Abstract: Antibacterial activity is exhibited by 2-azetidinones activated in the 1-position with an --SO.sub.3 H group and having in the 3-position an acylamino group of the formula ##STR1## wherein X is --(CH.sub.2).sub.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: June 28, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: David Kronenthal
  • Patent number: 4746350
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: Y is selected from phenyl, furyl, thienyl and pyrrolyl rings (each optionally substituted by group X), optionally branched alkylene or alkylenethio(oxy)alkylene;X which may be the same or different are independently selected from halogen, nitro, alkyl, substituted alkyl, hydroxy, alkoxy, carboxy, alkoxycarbonyl, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino and alkanoyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl and alkynyl;R.sup.3 is selected from alkyl; andR.sup.4 is selected from hydrogen, alkyl, and alkoxycarbonyl.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: May 24, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventor: Keith G. Watson
  • Patent number: 4741897
    Abstract: The present invention relates to new compounds of the general formula: ##STR1## where X is iodine or hydrogen; A is a linking portion; and R is an iodinatable aryl or heteroaryl group having electron donating substituents. These compounds are useful precursors to the iodinated thyroid hormones for radioimmunoassay determination of thyroid hormones in biological fluids.
    Type: Grant
    Filed: July 8, 1986
    Date of Patent: May 3, 1988
    Assignee: Baxter Travenol
    Inventors: Judith Andrews, Christine Burns, James Quick
  • Patent number: 4710582
    Abstract: This invention relates to certain substituted diphenyl ether oxime derivatives and to the use of same to control the growth of noxious plants, i.e., weeds.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: December 1, 1987
    Assignee: PPG Industries, Inc.
    Inventor: James G. Phillips
  • Patent number: 4698442
    Abstract: .alpha.-amino acids having a substituted .omega.-guanidino group are disclosed herein.
    Type: Grant
    Filed: June 13, 1986
    Date of Patent: October 6, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: John J. Nestor, Brian H. Vickery
  • Patent number: 4684722
    Abstract: Antibacterial activity is exhibited by monocyclic .beta.-lactam antibiotics having in the 1-position an --O--SO.sub.3 H activating group and in the 3-position an acylamino group of the formula ##STR1## wherein R.sub.3 and R.sub.4 are each independently hydrogen or alkyl.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: August 4, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Joseph E. Sundeen
  • Patent number: 4673690
    Abstract: The acylated enamide compounds are acylated enamides corresponding to the general formula ##STR1## in which Z represents an electron donor group,n is 1, 2 or 3, andR.sup.1 represents hydrogen, a halogen or any organic group,or salts, complexes, alkylated derivatives or acylated derivatives of these compounds.Typical acylated enamide compounds according to the invention correspond to the formula ##STR2## These acylated enamide compounds and the pharmaceutical compositions containing the compounds are useful in the prevention and treatment of cancers.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: June 16, 1987
    Assignee: Biotec
    Inventors: Marcel B. Roberfroid, Heinz G. Viehe, Francoise M. Hervens
  • Patent number: 4663350
    Abstract: Diphenylazomethine derivatives of formula (I) ##STR1## wherein R.sub.1 is hydrogen or methyl and R.sub.2 is an --OH,--OM (M=alkaline metal or alkaline earth metal), --NH.sub.2 or --O(C.sub.1-4 alkyl) group, and which are in the form of cis or trans isomers or mixtures thereof, have central nervous system activity and can be used as antidepressants and anticonvulsants.
    Type: Grant
    Filed: September 26, 1985
    Date of Patent: May 5, 1987
    Assignee: Synthelabo
    Inventors: Alexander Wick, Bernard Raizon
  • Patent number: 4657580
    Abstract: This invention relates to certain herbicidally active substituted diphenyl ether oxime derivatives, herbicidal compositions of the same and the use thereof for preemergence and postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: December 16, 1985
    Date of Patent: April 14, 1987
    Assignee: PPG Industries, Inc.
    Inventor: Dennis K. Krass
  • Patent number: 4654342
    Abstract: This invention relates to cyanoguanidine derivatives that have utility in the treatment of congestive heart failure. A specific compound of this invention is 6-[4-(N.sup.3 -methyl-N.sup.2 -cyanoguanidino)phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone.
    Type: Grant
    Filed: January 14, 1985
    Date of Patent: March 31, 1987
    Assignee: Smith Kline & French Laboratories Ltd.
    Inventor: Robert A. Slater
  • Patent number: 4652303
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: W are selected from the group consisting of:the groups R.sup.5 --CO-- and R.sup.5 --CS-- wherein: R.sup.5 is selected from alkenyl, alkynyl, benzyl, phenyl, substituted alkyl, substituted alkenyl, substituted alkynyl, substituted benzyl, substituted phenyl and the acetal, hemiacetal, oxime, imine and Schiff base derivatives of the group R.sup.5 --CO--;the groups Y--CO-- and Y--CS-- wherein Y is selected from hydroxy, mercapto, alkylthio and the groups MO-- and MS-- wherein M is an organic or an inorganic cation;the groups R.sup.6 R.sup.7 NCO-- and R.sup.6 R.sup.7 NCS-- wherein R.sup.6 and R.sup.7 are independently selected from hydrogen, alkyl, substituted alkyl, alkanoyl, carboxy, alkoxycarbonyl, alkylsulfonyl, benzoyl, benzenesulfonyl, substituted benzoyl, substituted benzenesulfonyl, or R.sup.6 and R.sup.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: March 24, 1987
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, Graham J. Bird, Graeme J. Farquharson
  • Patent number: 4647660
    Abstract: Antibacterial activity is exhibited by 2-azetidinones activated in the 1-position with an --SO.sub.
    Type: Grant
    Filed: May 2, 1985
    Date of Patent: March 3, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Robert Zahler, Hermann Breuer, Glenn A. Jacobs
  • Patent number: 4643763
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: m is an integer selected from 1 to 4;n is zero or an integer selected from 1 to 4;x are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino, the group --(CH.sub.2).sub.p C(.dbd.A)Z in which p is zero or one A is oxygen or sulfur, and Z is hydrogen, hydroxy, alkoxy, alkylthio, alkyl, substituted alkyl, amino or substituted amino; the group --NHC(.dbd.B(NR.sup.7 R.sup.8 in which B is oxygen or sulfur and R.sup.7 and R.sup.8 are hydrogen or alkyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.4 is selected from hydrogen, halogen, alkyl, cyano and alkoxycarbonyl.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: February 17, 1987
    Assignee: ICI Australia Limited
    Inventors: Graeme J. Farquharson, Keith G. Watson, Graham J. Bird
  • Patent number: 4638080
    Abstract: Process for preparing diphenylazomethines of formula (II) ##STR1## by decarboxylation of diphenylazomethines of formula (I) ##STR2## in which X.sub.1 and X.sub.2 each denote, independently of each other, a hydrogen atom or a halogen atom or a methyl radical,R.sub.1 is H or linear or branched (C.sub.1-4) alkyl radical,R.sub.2 is the radical COOH, a linear or branched (C.sub.1-4) alkyl radical, the radical CONH.sub.2 or a linear or branched COO(C.sub.1-4) alkyl radical, andR.sub.3 denotes a hydrogen atom or the methyl radical.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: January 20, 1987
    Assignee: Synthelabo
    Inventors: Bernard Raizon, Guy Rossey, Alexander Wick
  • Patent number: 4638062
    Abstract: Antibacterial activity is exhibited by 2-azetidinones activated in the 1-position with an --SO.sub.3 H group and having in the 3-position an acylamino group of the formula ##STR1## wherein X is --(CH.sub.2).sub.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: January 20, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: David Kronenthal
  • Patent number: 4629736
    Abstract: Fatty acid derivatives represented by the general formula ##STR1## and salts thereof. The compounds of this invention have excellent fibrinolytic action and a highly improved solubility.
    Type: Grant
    Filed: September 28, 1984
    Date of Patent: December 16, 1986
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Shin-ichi Tsukamoto, Yoshinobu Nagano, Kimio Katsuda
  • Patent number: 4604128
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: m is an integer selected from 1 to 4;n is zero or an integer selected from 1 to 4;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino, the group --(CH.sub.2).sub.p C(.dbd.A)Z in which p is zero or one A is oxygen or sulfur, and Z is hydrogen, hydroxy, alkoxy, alkylthio, alkyl, substituted alkyl, amino or substituted amino, the group --NHC(.dbd.B)NR.sup.7 R.sup.8 in which B is oxygen or sulfur and R.sup.7 and R.sup.8 are hydrogen or alkyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.4 is selected from hydrogen, halogen, alkyl, cyano and alkoxycarbonyl.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: August 5, 1986
    Assignee: ICI Australia Limited
    Inventors: Keith G. Watson, John D. Wishart, Graeme J. Farquharson, Graham J. Bird, Lindsay E. Cross
  • Patent number: 4598077
    Abstract: Amidine derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, represent each a hydrogen atom or a lower alkyl group, or R.sub.1 and R.sub.2 together with an intermediary carbon atom and/or hetero atom may form a ring; X represents ##STR2## (wherein R.sub.8 represents a hydrogen atom, a lower alkyl group, or --CH.sub.2 COOR.sub.9, where R.sub.9 represents a hydrogen atom or a lower alkyl group; Z represents a single bond, --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, or --CH.dbd.CH--); R.sub.3 represents a hydrogen or chlorine atom, methoxy group, nitro group, or amino group; Y represents --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 O--, or --OCH.sub.2 --; R.sub.4 represents a hydrogen atom, methoxy group, benzoyl group, nitro group, or amino group; and R.sub.5, R.sub.6 and R.sub.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: July 1, 1986
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Takuo Sato, Hiroyuki Kawamura, Takashi Yaegashi, Masateru Kurumi, Takuo Aoyama
  • Patent number: 4596823
    Abstract: Novel compounds have a formula (I) ##STR1## wherein ##STR2## represents a bicyclo[2,2,1]hept-2Z-ene, bicyclo[2,2,1]heptane, 7-oxabicyclo[2,2,1]hept-2Z-ene, 7-oxabicyclo[2,2,1]heptane, bicyclo[2,2,2]oct-2Z-ene or bicyclo[2,2,2]octane substituted at the 5-position by the group R.sup.1 and at the 6-position by the group C(R.sup.2).dbd.NR, a 6,6-dimethyl-bicyclo[3,1,1]heptane substituted at the 5-position by the group R.sup.1 and at the 6-position by the group C(R.sup.2).dbd.NR or at the 5-position by the group C(R.sup.2).dbd.NR and at the 6-position by the group R.sup.1, a cyclohex-1-ene or cyclohexane substituted at the 4-position by the group R.sup.1 and at the 5-position by the group C(R.sup.2).dbd.NR, or a 1-hydroxycyclopentane substituted at the 2-position by the group R.sup.1 and at the 2-position by the group C(R.sup.2).dbd.NR, R.sup.1 is a 6-caboxyhex-2-enyl group or a modification thereof as defined herein, R.sup.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: June 24, 1986
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4595761
    Abstract: This invention is directed to acid terminated azomethines formed by reacting aromatic dialdehydes or aromatic diketones with amino-carboxylic acid compounds. These oligomers may be reacted with epoxy resins to produce polymer material having high glass transition temperatures.
    Type: Grant
    Filed: March 15, 1985
    Date of Patent: June 17, 1986
    Assignee: Ford Motor Company
    Inventor: Mohinder S. Chattha
  • Patent number: 4588748
    Abstract: Benzylidene derivatives of the formula: ##STR1## wherein n is 3, R represents an amino or hydroxy radical, or a group --OM in which M is an alkali metal, X.sub.1 and X.sub.2 are both Cl, and X.sub.3 is hydrogen are new compounds possessing useful pharmacological properties; they are, more particularly, useful in the treatment of various diseases of the central nervous system.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: May 13, 1986
    Assignee: Synthelabo
    Inventor: Jean-Pierre Kaplan
  • Patent number: 4585892
    Abstract: .alpha.-Alkylated, acyclic .alpha.-aminocarboxylic acids of the formula ##STR1## where * represents a center of asymmetry, R.sup.1 is a lower alkyl, allyl, benzyl or substituted benzyl group and R.sup.2 is a lower alkyl, methoxymethyl, lower alkylmercaptoethyl, phenyl, phenyl substituted with alkyl or alkoxy, benzyl, or benzyl substituted with alkyl, alkoxy or halo are produced by an enantio-selective plural step process from the corresponding .alpha.-aminocarboxylic acid monomethyl or monoethyl amide. A particular advantage of the new process is that there can be produced from one educt-enantiomer, i.e. from an (S)- or an (R)-.alpha.-aminocarboxylic acid, selectively depending on the reaction conditions used the two enantiomeric forms of the desired .alpha.-alkyl-.alpha.-aminocarboxylic acid.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: April 29, 1986
    Assignee: Degussa Aktiengesellschaft
    Inventors: Dieter Seebach, Reto Naef
  • Patent number: 4584014
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, alkyl, cycloalkyl, phenylalkyl, alkoxyalkyl, alkoxyaryl, aryl or an agronomically acceptable cation; R.sup.2 and R.sup.3 are each independently hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted phenylalkyl, carboxy, alkoxycarbonyl or phenyl group; X is hydrogen, fluoro, bromo, chloro or iodo atom; Y is a hydrogen, fluoro, bromo, chloro, iodo, alkyl, cycloalkyl, carboxy, alkoxycarbonyl, phenylalkyl, alkenyl and alkynyl group, wherein the alkyl, cycloalkyl, phenylalkyl and phenyl group may have up to three optional substituents; and B is hydrogen, carboxy, alkoxycarbonyl, methylene (--CH.sub.2 R.sup.4) or CZZ.sup.1 Z.sup.2 group wherein R.sup.4 is an alkyl or alkenyl group and Z, Z.sup.1 and Z.sup.2 are each independently a hydrogen, fluoro, bromo, chloro or iodo atom, provided that Z, Z.sup.1, Z.sup.2, X and Y are not all hydrogens.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: April 22, 1986
    Assignee: Rohm and Haas Company
    Inventor: Dennis R. Patterson
  • Patent number: 4564636
    Abstract: Diphenylazomethines of the formula (I) ##STR1## in which R represents --(CH.sub.2).sub.4 OH, --(CH.sub.2).sub.2 --CHOH--CH.sub.3, --CH.sub.2 --CHOH--C.sub.2 H.sub.5, --CH.sub.2 --CHOH--CH.sub.2 --COOH, --CH.sub.2 --CHOH--CH.sub.2 --CONH.sub.2, --CH.sub.2 --CH.sub.2 --CHOH--CH.sub.2 OH or --CH.sub.2 --CHOH--COOH (in the form of the racemate or of an optically active isomer when the compound contains an asymmetric carbon) act on the central nervous system and find use as antidepressants and anticonvulsants.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Synthelabo
    Inventor: Jean P. Kaplan
  • Patent number: 4564385
    Abstract: This invention relates to certain herbicidally active substituted diphenyl ether oxime derivatives, herbicidal compositions of the same and the use thereof for preemergence and postemergence control of noxious plants, i.e., weeds.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: January 14, 1986
    Assignee: PPG Industries, Inc.
    Inventor: Dennis K. Krass
  • Patent number: 4552898
    Abstract: Compounds useful in treating cardiovascular disorders are the carboxylic acids depicted in formulas (1) and (2) ##STR1## as well as their pharmaceutically acceptable, non-toxic salts and esters, wherein:n is an integer from one to four;R.sub.1 is hydroxy;R.sub.2 is hydrogen; orR.sub.1 and R.sub.2 together are an oxo group;R.sub.3 is ##STR2## wherein A is --CH.sub.2 --CH.sub.2 --; trans--CH.dbd.CH--; --C.tbd.C--; andR.sub.4 is linear or branched alkyl of one to twelve carbons, preferably 1-10 carbons, most preferably 3-8 carbons, cycloalkyl of three to eight carbons; phenyl optionally substituted with one or two identical substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, trifluoromethyl, and halo; or phenylloweralkyl optionally substituted with one or two identical substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, trifluoromethyl, and halo.
    Type: Grant
    Filed: August 19, 1983
    Date of Patent: November 12, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Tsung-Tee Li, Michael Marx
  • Patent number: 4537989
    Abstract: A compound of the formula ##STR1## wherein X.sup.1 is a free or an esterified carboxyl group, or a group of the formula: ##STR2## (R.sup.a and R.sup.b are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C.sub.1 -C.sub.4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7 membered saturated heterocyclic group), Y is a group of the formula: ##STR3## (R.sup.6 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group) or ##STR4## (R.sup.6 is as defined above), R.sup.1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sup.2 is a hydrogen atom or R.sup.1 and R.sup.2, when taken together, mean a single linkage to form a double bond between the carbon atoms which they are linked, R.sup.3 is a hydroxyl group or a protected hydroxyl group, R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.
    Type: Grant
    Filed: April 15, 1983
    Date of Patent: August 27, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiichi Ono, Akihiko Sugie, Masami Muraoka, Michihiro Yamamoto
  • Patent number: 4514416
    Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: April 30, 1985
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
  • Patent number: 4509970
    Abstract: Novel substituted phenylphosphinyloxy- and phenylphosphinylthio-iminocarboxylates, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: April 9, 1985
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4504305
    Abstract: A compound having the general formula ##STR1## wherein R.sub.1 is alkyl having 1-3 carbon atoms;R.sub.2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; andA is selected from the group consisting of ##STR2## wherein R.sub.3 is --SO.sub.2 R.sub.6 group, ##STR3## R.sub.4 is hydrogen, alkyl having 1-6 carbon atoms; phenyl or halophenyl; R.sub.5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R.sub.6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R.sub.7 is hydrogen or alkyl having 1-4 carbon atoms; R.sub.8 is hydrogen, alkyl having 1-6 carbon atoms; propenyl or methoxy; R.sub.9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above.The compound is useful as a herbicide.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: March 12, 1985
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Isao Iwataki, Akira Nakayama, Minoru Kaeriyama, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
  • Patent number: 4504671
    Abstract: Aldoxime or ketoxime-O-alkanoic acid is prepared by transoximation of an aldehyde or ketone, the reaction being conducted in a liquid phase at a pressure below one atmosphere. Conversion of the aldoxime or ketoxime-O-alkanoic acid to the ester or salt form is also described.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: March 12, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Dennis K. Krass, John C. Crano, Melvin S. Newman
  • Patent number: 4482496
    Abstract: The invention relates to stilbene compounds of the formula ##STR1## wherein Q is hydrogen; a monocyclic 5- or 6-membered aromatic heterocyclic ring which is unsubstituted or substituted by non-chromophoric groups and which contains no fused benzene rings or one or two fused benzene rings; a bicyclic 9-membered aromatic heterocyclic ring or the radical --CH.dbd.C(R.sub.1)(R.sub.2), in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, and R.sub.2 is alkoxycarbonyl containing altogether 2 to 7 carbons atoms, cyano, carboxyl, carbamoyl, phosphonic acid dialkyl ester, C.sub.1 -C.sub.6 alkyl or arylsulfonyl; or Q may also be ##STR2## R.sub.o is hydrogen or C.sub.1 -C.sub.6 alkyl, R is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, di(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: November 13, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Kurt Weber