At 2-position And At 4- Or 6-position Patents (Class 544/323)
  • Patent number: 5574040
    Abstract: A compound according to the formula: ##STR1## wherein A=CH.sub.3 or CH.sub.2 CH.sub.3 and ##STR2## wherein X=NH.sub.2, CH.sub.2 or CH.sub.2 CH.sub.3 ; X'=CH.sub.3 or CH.sub.2 CH.sub.3 ; Y=NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 ; and Z=H, CH.sub.3 or CH.sub.2 CH.sub.3 ; or ##STR3## wherein Y' and Z', indepedently, = H, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 or N.sup.+ (CH.sub.3).sub.3 ; and salts thereof.
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: November 12, 1996
    Assignee: Picower Institute for Medical Research
    Inventors: Michael I. Bukrinsky, Anthony Cerami, Peter Ulrich
  • Patent number: 5569761
    Abstract: Process for the preparation of sulfonylureasHerbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --0--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X.dbd.O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.
    Type: Grant
    Filed: February 7, 1995
    Date of Patent: October 29, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Stephen Lacchein, Gunter Schlegel, Heinz Kehne
  • Patent number: 5550238
    Abstract: This invention relates to a process for preparing sulfonylureas comprising reacting a sulfonyl chloride with a cyanate salt and an amine base in the presence of an inert aprotic solvent to give an isocyanate complex which is then reacted with an amino heterocycle to form the sulfonylurea product and a process for converting the crystal form of the prepared sulfonylurea product to a more stable crystal product form.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: August 27, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George C. Chiang, Richard F. Davis, Kwaku O. Temeng
  • Patent number: 5536837
    Abstract: The present invention provides an N-sulfonyl carboxylic amide derivative including an N-containing 6-membered aromatic ring represented by formula [I]: ##STR1## wherein R.sup.1 represents an alkyl group, an alkenyl group, or the like, R.sup.2 represents a hydrogen atom, an alkyl group, or the like, R.sup.3 and R.sup.4 represent independently an alkyl group, alkoxy group, or the like, and X and Y represent independently a methyne group or a nitrogen atom; or the salt of the same, a method for producing the same, and a biocide containing the same as an active ingredient. The N-sulfonyl carboxylic amide derivative including an N-containing 6-membered aromatic ring according to the present invention exhibits superior effects against blight caused by plant pathogenic fungi belonging to Oomycetes such as downy mildew, late blight, or the like in a low concentration as well as controls weeds occurring in paddy fields and plowed fields.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: July 16, 1996
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Ikumi Urushibata, Takumi Yoshimura, Takeshi Deguchi, Norihisa Yonekura, Junetsu Sakai, Shigeru Hayashi
  • Patent number: 5525604
    Abstract: A 4-aminopyrimidine of the formula (I): ##STR1## wherein A is a bond, C1-4 alkylene or C1-4 oxyalkylene;Y is a bond, C1-4 alkylene, C1-4 alkyleneoxy, C1-4 alkoxyphenylene or phenyl(C1-4)alkylene;Z is a bond or vinylene;R1 is 4-15 membered heterocyclic ring containing one or two nitrogen atom;R2 is (i) 4-15 membered heterocyclic ring containing one or two nitrogen, one or two of oxygen or one sulfur atom,(ii) C4-15 carbocyclic ring,(iii) C1-4 alkoxy,(iv) hydroxy(C1-4 alkoxy) or(v) hydroxy;R3 is (i) 4-15 membered heterocyclic ring containing one or two nitrogen, one oxygen, one sulfur, or one nitrogen and one sulfur atom,(ii) C4-15 carbocyclic ring,(iii) formula:CH2.dbd.CH(X)--whereinX is halogen.(iv) hydrogen.l is 1 or 2.and some compounds are excluded.and acid addition salts thereof, salts thereof; have inhibitory effect on cGMP-PDE, or additionally on TXA2 synthetase.
    Type: Grant
    Filed: August 24, 1994
    Date of Patent: June 11, 1996
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Sung J. Lee, Yoshitaka Konishi, Orest T. Macina, Kigen Kondo, Dingwei T. Yu, Tamara A. Miskowski
  • Patent number: 5525724
    Abstract: A process for the preparation of chloropyrimidines of the formula ##STR1## in which the substituents may be alkyl, cycloalkyl, aryl or radicals containing heteroatoms, but in which at least one of the substituents R.sup.1 to R.sup.4 must be Cl, which involves:reacting a hydroxy-pyrimidine or its tautomeric keto form with phosphoryl chloride in the presence of an amine or amine hydrochloride;recovering phosphoryl chloride after the reaction by adding phosphorus pentachloride and distilling the phosphoryl chloride; andseparating the chloropyrimidine from the amine hydrochloride by addition of a solvent which will dissolve the chloropyrimidine but not the amine hydrochloride and removing the amine hydrochloride.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: June 11, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Artur Hunds
  • Patent number: 5518994
    Abstract: Disclosed are a herbicide and a plant growth regulator comprising a 2-arylaminopyrimidinone derivative represented by the formula (1): ##STR1## (wherein Q represents various kinds of aromatic ring or heterocyclic ring).This compound can be used safely to main crops and shows high herbicidal effect to many weeds with a low dosage, and also shows plant growth regulating effect.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: May 21, 1996
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Yasuo Kawamura, Jun Satow, Kenzo Fukuda, Eiichi Oya, Kaoru Itoh, Hiroshi Kita, Hisashi Nakata, Tsutomu Nawamaki, Seiichi Fujii, Shigeomi Watanabe, Kimihiro Ishikawa, Yoichi Ito
  • Patent number: 5508402
    Abstract: A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalysed coupling with an olefine and heterogeneous palladium-catalysed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: April 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
  • Patent number: 5500406
    Abstract: The present invention provides novel iminosulfonylurea derivatives which are useful as herbicides with excellent activity and selectivity. These derivatives can be used to protect rice, wheat, corn, soybean, cotton and sugar beet from weeds.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: March 19, 1996
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Kenzi Makino, Shigeaki Akiyama, Hideaki Suzuki, Takeshi Nagaoka, Toshio Niki, Koichi Suzuki, Tsutomu Nawamaki, Shigeomi Watanabe, Kimihiro Ishikawa
  • Patent number: 5478934
    Abstract: Disclosed are compounds of the formula: ##STR1## wherein: A represents arylalkyl, aryl or heteroaryl; X is nitrogen or CH; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent organic or inorganic substituents;and the pharmaceutically acceptable salts thereof; useful for treating disorders of the central nervous system.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: December 26, 1995
    Inventors: Jun Yuan, Jan W. F. Wasley
  • Patent number: 5470856
    Abstract: The invention is concerned with a tetrahydropyrimidine derivative having formula I ##STR1## wherein R.sub.1 is hydrogen;R.sub.2 is hydrogen, a lower alkyl group, or lower acyl; orR.sub.1 and R.sub.2 represent together a bond;R.sub.3 is hydrogen, a lower hydrocarbon group optionally substituted with halogen, CN, aryl, or COR.sub.7 ;R.sub.4 is hydrogen, a lower alk(en)yl group, or aryl;R.sub.5 is hydrogen, amino, lower alkyl substituted amino, or a lower alkyl group; andR.sub.6 is hydrogen or methyl;R.sub.7 is amino, lower alkyl substituted amino, or a lower alkyl group; ora pharmaceutically acceptable salt thereof.The compounds of this invention have muscarinic properties and can be used for the treatment of cognition disorders, and for the treatment of cholinergic deficiencies.
    Type: Grant
    Filed: March 3, 1993
    Date of Patent: November 28, 1995
    Assignee: Akzo Nobel N.V.
    Inventor: Ralf Plate
  • Patent number: 5461025
    Abstract: The present invention relates to novel benzenesulfonylurea derivatives, having a herbicidal activity, which is described in the following structure of general formula (I) ##STR1## wherein R.sup.1 is H,C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, CN, NO.sub.2, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, SO.sub.2 NR.sup.I R.sup.II, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, SCH.sub.2 F, NH.sub.2, NHCH.sub.3, N(Me).sub.2, C.sub.1 -C.sub.2 alkyl substituted with C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy, SH, SCH.sub.3, CN or OH, or CO.sub.2 R.sup.III ; and then R.sup.1 is H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.3 cyanoalkyl, methoxy or ethoxy; R.sup.II is H, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, or when taken together connecting R.sup.I and R.sup.II, --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 -- , may be formed;R.sup.III is C.sub.1 -C.sub.
    Type: Grant
    Filed: December 9, 1993
    Date of Patent: October 24, 1995
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae-Whang Kim, Young Kwan Ko, Jin-Seog Kim, Dong Whan Ku
  • Patent number: 5461152
    Abstract: Compounds of the formulae I and Ia and their racemates ##STR1## in which A is --CH.sub.2 -- or --CH.sub.2 CH.sub.2 --, R.sub.1 is hydrogen or a protective group, R.sub.2 is hydrogen or a protective group or a radical forming a phosphorus-containing nucleotide bridge group and B is a purine or pyrimidine radical or an analogue thereof, can be used as antiviral active ingredients or for the preparation of biologically active oligonucleotides.
    Type: Grant
    Filed: June 28, 1993
    Date of Patent: October 24, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl-Heinz Altmann, Rene Imwinkelried, Albert Eschenmoser
  • Patent number: 5434124
    Abstract: Sulfonylurea derivatives of the formula I ##STR1## where R.sup.1 is unsubstituted or substituted alkyl or phenyl; alkenyl or propargyl, alkylamino or dialkylamino; R.sup.2 is hydrogen, halogen, unsubstituted or substituted methyl, methoxy or ethoxy, alkylsulfonyl, nitro or cyano;R.sup.3 is difluoromethoxy, trifluoromethoxy, bromodifluoromethoxy, chlorodifluoromethoxy or fluorine;R.sup.4 is halogen, unsubstituted or halogen-substituted methyl, ethyl, methoxy or ethoxy or is methylamino or dimethylamino;R.sup.5 is hydrogen, alkyl or alkenyl or alkynyl, andZ is CH or N,with the proviso thata) when R.sup.3 is difluoromethoxy, R.sup.1 is not dialkylamino, R.sup.2 is not alkylsulfonyl and R.sup.4 is not methyl or methoxy andb) when R.sup.3 is fluorine and Z is N, R.sup.4 is not alkylamino, and salts thereof are suitable as herbicides.
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: July 18, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Mayer, Gerhard Hamprecht, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
  • Patent number: 5414084
    Abstract: Herbicidal sulfonylureas of the formula I, ##STR1## in which X is --O--, --O--NR.sup.2 -- or --SO.sub.2 --NR.sup.2 --, Y is --N-- or CH,R.sup.1 is (substituted) alkyl, (substituted) alkenyl or (substituted) alkynyl, or else, where X=O, (substituted) phenyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3, R.sup.4 are H, (substituted) alkyl or (substituted) alkoxy, halogen, alkylthio, alkylamino or dialkylamino andR.sup.5, R.sup.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: May 9, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Lothar Willms, Stephen Lachhein, Gunter Schlegel, Heinz Kehne
  • Patent number: 5401710
    Abstract: Herbicidal compositions which comprise one or more compounds of the formula: ##STR1## or salts thereof, where: A is --CH.dbd. or --N.dbd.;R.sup.1 is alkyl, alkoxy, halo or --NR.sup.7 R.sup.8 ;R.sup.2 is alkyl or alkoxy;R.sup.3 is hydrogen, alkenyl or alkynyl, or substituted or unsubstituted alkyl, alkanoyl or alkoxycarbonyl;R.sup.4 is hydrogen or substituted or unsubstituted alkyl;R.sup.5 is halo or substituted or unsubstituted alkyl or aryl; andX is --CO.sub.2 R.sup.6, --CONR.sup.7 R.sup.8 or --CN;in which R.sup.6, R.sup.7 and R.sup.8, which may be the same or different, each represent hydrogen, substituted or unsubstituted alkyl, or one of R.sup.7 and R.sup.8 represents substituted amino;in association with a suitable carrier and/or surface active agent, together with the compounds of formula I per se where R.sup.5 represents isopropyl, and/or X represents methoxycarbonyl, and salts thereof.
    Type: Grant
    Filed: July 9, 1993
    Date of Patent: March 28, 1995
    Assignee: Schering Agrochemicals Limited
    Inventor: Peter S. Gates
  • Patent number: 5397781
    Abstract: The present invention relates to novel 5-(.omega.-substituted amino-alkanoyl amino)pyrimidine derivatives, processes for producing the derivatives, and pharmaceutical compositions containing said derivatives. The compounds in the present invention have potent effects of inhibiting ACAT activity and lowering serum cholesterol. The compounds of the present invention are extremely useful for the treatment and/or prevention of arteriosclerosis or hyperlipidemia.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: March 14, 1995
    Assignee: Mochida Pharmaceutical Company, Limited
    Inventors: Kazutoshi Yanagibashi, Kiyoshi Mizuguchi, Shuhei Ohnishi, Kimihiro Murakami
  • Patent number: 5374725
    Abstract: A compound of formula I or salt thereof can be prepared in a process which comprises reacting a compound of formula II with a compound of formula III: ##STR1## wherein the formulae I-III the radical X is O, ONR.sup.2 or SO.sub.2 NR.sup.2 ; Y is N or CH;R.sup.1 is (subst.) alkyl, (subst.) alkenyl, (subst.) alkynyl, or in case X.dbd.O, also (subst.) phenyl;R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 -R.sup.6 are defined in claim 1;Z is S or NR.sup.8 ; R.sup.7, R.sup.8 are H, alkyl, (subst.) phenyl or (subst.) benzyl, or, in case Z.dbd.NR.sup.8, R.sup.7 and NR.sup.8 are also a 5- to 7-membered heterocycle.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: December 20, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Schlegel, Hilmar Mildenberger
  • Patent number: 5373012
    Abstract: A 5-fluoro-minoxidil compound and compositions are disclosed which are useful in the treatment of hair growth and cardiovascular disorders. The 5-fluoro-minoxidil compounds have been shown to have increased transdermal transport than minoxidil and therefore can be used in decreased amounts to achieve the same pharmacological efficacy of minoxidil.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: December 13, 1994
    Assignee: The Upjohn Company
    Inventor: Heinrich J. Schostarez
  • Patent number: 5371062
    Abstract: The present invention relates to new substituted azines, of the general formula (I) ##STR1## in which n, Q.sup.1, Q.sup.2, Q.sup.3, R.sup.1, R.sup.2, R.sup.3, X, Y and Z have the meanings given in the description, to a plurality of processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: December 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andreee, Mark W. Drewes, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5364937
    Abstract: Compounds of the formula I or salts thereof, ##STR1## in which X 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) ##STR2## where R.sup.7 and R.sup.8 are H, a quarternary ammonium ion or one equivalent of a metal cation.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: November 15, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gunter Schlegel
  • Patent number: 5360804
    Abstract: Multicomponent agent or kit for preparing the sulpho-conjugated form of pyridino, pyrimidino or triazino N-oxide compounds and method of use.The present invention relates to a multicomponent agent or kit for preparing the sulpho-conjugated form of pyridino, pyrimidino or triazino N-oxide compounds,comprising at least one compound of the pyridino, pyrimidino or triazino N-oxide type, on the one hand,and a sulphating agent, on the other hand.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: November 1, 1994
    Assignee: L'Oreal
    Inventors: Quintino Gaetani, Andre Rougier, Albert Duranton, Michel Hocquaux
  • Patent number: 5358945
    Abstract: The present invention relates to pyrimidine compounds represented by the formula ##STR1## (wherein X is a substituted or a cyclic amino group and Y is a substituted amino group or a substituted carbonyl group) or their pharmaceutically acceptable salts, and a therapeutic agent for neurological diseases comprising the compounds.These compounds are useful for treatment of various disorders in nervous systems since they are effective on growth of neurons and promotion of the formation and elongation of neutrites.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: October 25, 1994
    Assignees: Mitsui Petrochemical Industries, Ltd., Mitsui Pharmaceuticals, Inc.
    Inventors: Akira Mizuchi, Ken Ikeda, Yuichiro Kokubun, Kazutoshi Horikomi, Tadayuki Sasaki, Akira Awaya, Ikuo Tomino, Masaharu Ishiguro, Takumi Kitahara, Noriaki Kihara
  • Patent number: 5356862
    Abstract: The invention relates to herbicidal sulfonylurea compounds, agriculturally suitable compositions thereof and a method for their use as general or selective preemergent or postemergent herbicides or plant growth regulants.
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: October 18, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William T. Zimmerman
  • Patent number: 5350851
    Abstract: Intermediates and a process for the synthesis of 6-monosubstituted tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolic acid. The intermediates are shown in their two enantiomeric forms as follows: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and represent hydrogen, methyl, hydroxy, amino, alkyl or dialkylamino, alkoxy, benzyloxy, or benzylthio; R.sub.3 represents an alkene, alkyne, cycloalkyl, benzyl, alkyl (substituted with hydroxy, acetoxy, benzyloxy, alkoxy, alkylthio, amino, carboxy, oxo, or phosphate), a protected aldehyde, or ##STR2## wherein n=1 or 2, R.sub.4 is hydrogen, formyl, methyl, or propargyl, and ZZ represents an amino acid or amino acid polymer.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: September 27, 1994
    Assignee: South Alabama Medical Science Foundation
    Inventors: Steven W. Bailey, June E. Ayling
  • Patent number: 5330989
    Abstract: Biphenyl derivatives of cyclobutene-1,2-dione of formula 1 are angiotensin II antagonists and are useful for the treatment of hypertension and congestive heart failure ##STR1## wherein: Y is O, NR.sup.7, NCOR.sup.7 ; or R.sup.5 and Y taken together represent a linking chain of N.dbd.CR.sup.8 N; or R.sup.5 and Y taken together represent a linking chain of (CR.sup.9 R.sup.10).sub.n CON where n=1,2,3,4, or 5;X is N, CR.sup.7 ;Z is N, CR.sup.7 ;R.sup.1 is H, alkyl, benzyl, alkoxyalkyl, phenyl;R.sup.2 is H, alkyl, benzyl, alkoxyalkyl, phenyl, alkoxy, alkyl-OH, perfluoroalkyl, F, Cl, Br, I, NR.sup.7 R.sup.8 ;R.sup.3 is H, alkyl, benzyl, alkoxyalkyl, phenyl, alkoxy, alkyl-OH, perfluoroalkyl, F, Cl, Br, I, NR.sup.7 R.sup.8 ;R.sup.4 is H, NR.sup.7 R.sup.8, OR.sup.1, CN, F, Cl, I, Br, perfluoroalkyl, alkyl, phenyl, alkoxy, alkyl-OH, alkoxyalkyl, --(CH.sub.2).sub.n CO.sub.2 R.sup.1, --(CH.sub.2).sub.n CONR.sup.7 R.sup.8 where n=1, 2, 3, 4, or 5;R.sup.5, R.sup.
    Type: Grant
    Filed: September 11, 1992
    Date of Patent: July 19, 1994
    Assignee: American Home Products Corporation
    Inventors: Richard M. Soll, William A. Kinney
  • Patent number: 5324710
    Abstract: Compounds of the formula I or their salts ##STR1## in which R.sup.1 to R.sup.6, W, X, a and b are as defined in claim 1 and L is a heterocyclic or isocyclic aromatic radical having 5 to 6 ring atoms, which can be condensed with an aromatic or non-aromatic 5- or 6-membered ring, where the radical can be unsubstituted or substituted, and a, b and c independently of one another are 0 or 1, are suitable as herbicides, plant growth regulators and fungicides. They can be prepared by the processes defined herein, it being possible in some cases to use novel intermediates.
    Type: Grant
    Filed: April 21, 1992
    Date of Patent: June 28, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Oswald Ort, Lothar Willms, Klaus Bauer, Hermann Bieringer, Arno Schulz, Burkhard Sachse, Peter Braun
  • Patent number: 5317021
    Abstract: Amino acid compounds of the formula: ##STR1## wherein the various symbols are as hereinafter described, which have inhibiting effect on enkephalinase.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: May 31, 1994
    Assignee: ONO Pharmaceutical Co., Ltd.
    Inventors: Masanori Kawamura, Yoshinobu Arai, Hideki Aishita
  • Patent number: 5312919
    Abstract: This invention relates to novel photooxidation products, and derivatives thereof, of Merocyanine 540, their preparation and their uses as anticancer and antiviral agents.
    Type: Grant
    Filed: June 12, 1992
    Date of Patent: May 17, 1994
    Assignee: Baylor Research Institute
    Inventors: Kirpal S. Gulliya, Burchard Franck, J. Lester Matthews, Udo Schneider
  • Patent number: 5306693
    Abstract: N-phenylsulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of formula I ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, COO--R.sub.2 or A--R.sub.3 ;R.sub.2 is C.sub.1 -C.sub.5 alkyl;R.sub.3 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl or C.sub.1 -C.sub.5 haloalkyl;X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen;A is oxygen, sulfur, SO or SO.sub.2 ;Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: August 18, 1992
    Date of Patent: April 26, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Meyer
  • Patent number: 5284820
    Abstract: Herbicidal substituted cycloalkenes of the formula ##STR1## in which A is a straight-chain or branched, optionally substituted alkanediyl group,X is O, S, N--R.sup.8 or CR.sup.9 R.sup.10,Y is O, S, NH or N-alkyl,Z is N or R.sup.11, andR.sup.1 to R.sup.11 represent various organic radicals.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: February 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark-Wilhelm Drewes, Peter Muller, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5280009
    Abstract: Pyrimidine derivatives of the Formula Ia or Ib ##STR1## where the substituents have the following meanings: R.sup.1 is hydrogen or alkyl;A is a substituted or unsubstituted bi- or tricyclic carbo- or heterocyclic radical which may contain one or several double bonds;R.sup.5 is H or alkyl;X is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or haloalkylthio; and addition salts thereof with organic or inorganic acids and the use of said pyrimidine derivative to control undesirable plant growth.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: January 18, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Klaus Ditrich, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
  • Patent number: 5252575
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein R.sub.1 is hydrogen or hydroxy; andR.sub.2 is C.sub.1-6 alkyl;which are pro-drugs for 9-(3-hydroxyprop-1-oxy)guanine having antiviral activity, a process for their preparation and their use as pharmaceuticals.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: October 12, 1993
    Assignee: Beecham Group p.l.c.
    Inventors: Michael R. Harnden, Paul G. Wyatt, Leslie J. A. Jennings
  • Patent number: 5252567
    Abstract: This invention concerns compounds of the formula I: ##STR1## wherein R.sup.1 is (1-10C)alkyl, (3-8C)cycloalkyl, (3-8C)cycloalkyl-(1-4C)-alkyl, phenyl or phenyl(1-4C)alkyl, the phenyl moiety of the latter two optionally bearing one or more substituents; R.sup.2 is hydrogen, (1-4C)alkyl, amino or (1-4C)alkylamino; R.sup.6 is (1-4C)alkyl, amino or (1-4C)alkylamino; Q is a group of formula II, in which case R.sup.3 and R.sup.4 are independently hydrogen, (1-4C)alkyl, phenyl or benzyl the phenyl moiety of the latter two optionally bearing one or two substituents; R.sup.5 is hydrogen, (1-4C)alkyl or (2-4C)alkenyl; A and B are independently ethylene or trimethylene; Z is a direct bond between A and B, or an oxy, thio, carbonyl, methylene, ethylenedioxymethylene, ethylidene, or isopropylidene link, or Z is a group of the formula .dbd.N.
    Type: Grant
    Filed: December 18, 1990
    Date of Patent: October 12, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stuart D. Mills, Rodney B. Hargreaves, Bernard J. McLoughlin
  • Patent number: 5250685
    Abstract: A process for the preparation of an S-alkyl-isothioureidoazine of the formula ##STR1## in which R is alkyl,X and Y each independently is selected from the group consisting of hydrogen, halogen, and alkyl, halogenoalkyl, alkoxyalkyl, halogenoalkoxy, alkoxy, alkylthio, halogenoalkylthio, alkylamino or dialkylamino, each of which is optionally substitued, andZ is nitrogen or CHwhich comprises in a first step reacting an thioureidoazine of the formula ##STR2## with a dialkyl sulphate of the formulaRO--SO.sub.2 --ORat a temperature between about 20.degree. C. and 150.degree. C., thereby to form an adduct of the formula ##STR3## and in a second step reacting the adduct with an acid acceptor in the presence of an aprotic polar diluent at a temperature between about 0.degree. C. and 50.degree. C.
    Type: Grant
    Filed: September 21, 1992
    Date of Patent: October 5, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Jochem Riebel
  • Patent number: 5227493
    Abstract: N-fluoro perfluoroheterocyclic sulfonamides of the following Formula I ##STR1## wherein Het.sub.f represents an aromatic perfluoroheterocyclic radical of valency n and each R independently represents a substituted or unsubstituted C.sub.1 -C.sub.30 alkyl, C.sub.6 -C.sub.14 aryl substituted C.sub.1 -C.sub.10 alkyl, C.sub.6 -C.sub.14 aryl, or C.sub.1 -C.sub.10 alkyl substituted C.sub.6 -C.sub.14 aryl group, are novel electrophilic fluorinating agents. Preferably Het.sub.f is a perfluorinated nitrogen-containing aromatic group, especially pyridyl, pyrimidinyl, pyrazinyl or 1,3,5-triazinyl; n is 1; and R is perfluorinated, especially trifluoromethyl.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: July 13, 1993
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Ronald E. Banks
  • Patent number: 5225555
    Abstract: The present invention involves two processes for the purification of a mixture of 2,4-di(1-pyrrolidinyl)-6-chloropyrimidine (III) ##STR1## and 4,6-di(1-pyrrolidinyl)-2-chloropyrimidine (IV) ##STR2## to where <1.0% of 4,6-di(1-pyrrolidinyl)-2-chloropyrimidine (IV) is present. In addition also disclosed is a process which not only purifies 2,4-di(1-pyrrolidinyl)-6-chloropyrimidine (III) but produces the commercially important 2,4-di(1-pyrrolidinyl)-6-(1-piperazinyl)pyrimidine (IX) directly.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: July 6, 1993
    Assignee: The Upjohn Company
    Inventors: Bruce A. Pearlman, Amphlett G. Padilla
  • Patent number: 5223017
    Abstract: Compounds of formula (I) or salts thereof, ##STR1## in which J is a radical of the formula R.sup.1 SO.sub.2 --CR.sup.2 R.sup.3 --, R.sup.4 R.sup.5 N--SO.sub.2 --CR.sup.2 R.sup.3 --, or ##STR2## and wherein the radicals R.sup.1, R.sup.2, R.sup.3, R.sup.6, R.sup.7, R.sup.8, R.sup.*, A, W, m, n and 0 are defined as set forth in the specification, are suitable as selective herbicides and plant growth regulators.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: June 29, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz Kehne, Lothar Willms, Klaus Bauer, Hermann Bieringer
  • Patent number: 5223505
    Abstract: This invention concerns novel aminopyrimidinium salts of the formula I: ##STR1## in which R.sup.1 is alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl or cycloalkyl-alkyl; one of R.sup.2 and R.sup.6 is a basic group selected from amino, alkylamino, dialkylamino of up to eight carbon atoms, pyrrolidino, piperidino and morpholino; and the other of R.sup.2 and R.sup.6 is hydrogen, alkyl, alkenyl, alkoxyalkyl, phenyl, phenylalkyl, cycloalkyl or cycloalkyl-alkyl; or both of R.sup.2 and R.sup.6 are basic groups as mentioned above; and R.sup.5 is hydrogen, (1-4C)alkyl or (3-6C)alkenyl; or R.sup.2 is a basic group as mentioned above, and R.sup.5 and R.sup.6 together form alkylene or, together with the appendant carbon atoms of the pyrimidine ring, complete a benzene ring; R.sup.4 is hydrogen, alkyl, cycloalkyl-alkyl, alkenyl, alkynyl or phenylalkyl; or R.sup.4 is an optionally substitutued alkylene or alkenylene linked to the nitrogen atom of the group Q.A.
    Type: Grant
    Filed: April 20, 1990
    Date of Patent: June 29, 1993
    Assignee: Imperial Chemical Industries Plc
    Inventors: Rodney B. Hargreaves, Paul W. Marshall, Bernard J. McLoughlin, Stuart D. Mills
  • Patent number: 5217522
    Abstract: Herbicidal sulphonylguanidinoazines of the formula ##STR1## in which n represents the numbers 1 or 2,A represents nitrogen or a C-X group, where X represents hydrogen or halogen.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: June 8, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Jochem Riebel, Christa Fest, Ernst R. F. Gesing, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Klaus Lurssen, Hans-Joachim Santel, Robert E. Schmidt
  • Patent number: 5213608
    Abstract: Herbicidal substituted sulphonylamidinohydrazones of the formula ##STR1## in which R.sup.1 represents in each case optionally substituted aryl, aralkyl or heteroaryl,R.sup.2 represents hydrogen, or represents in each case optionally substituted alkyl, aryl or aralkyl,R.sup.3 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, alkadienyl, alkinyl, (hetero)aryl, aralkyl, aralkenyl, alkoxy, alkoxycarbonyl or dialkylamino, or together with R.sup.2 represents optionally substituted alkanediyl,R.sup.4 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxyalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,X represents nitrogen or a --CH group,Y represents nitrogen or a --CR.sup.5 group whereR.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl, andZ represents nitrogen or a --CR.sup.6 group whereR.sup.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: May 25, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Ernst R. F. Gesing, Rolf Kirsten, Joachim Kluth, Reinhard Lantzsch, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Frank Rosenfeldt, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5176716
    Abstract: Hair dye composition for oxidative dyeing of human or animal hair containing as developing substances alone or in admixture with other developing substances, a hydroxytriaminopyrimidine, preferably 6-OH-2,4,5-triaminopyrimidine (4-OH-2,5,6-triaminopyrimidine) or 2-OH-4,5,6-triaminopyrimidine and/or a dihydroxydiaminopyrimidine, preferably 2,6-dihydroxy-4,5-diamino-pyrimidine or 4,6-dihydroxy-2,5-diaminopyrimidine.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: January 5, 1993
    Assignee: Goldwell AG
    Inventors: Heribert Lorenz, Frank Kufner, Jurgen Tennigkeit
  • Patent number: 5175292
    Abstract: A therapeutic method is provided, employing an antiviral compound of the general formula: ##STR1## wherein Z is H, OR' or N(R) .sub.2, wherein R' is H, (C.sub.1 -C.sub.4)alkyl, aryl, CHO, (C.sub.1 -C.sub.16)alkanoyl or O.dbd.P(OH) .sub.2, Y is CH or N, and X is selected from the group consisting of H, N(R) .sub.2, SR, OR' or halogen, wherein R is H, lower (C.sub.1 -C.sub.4)alkyl, aryl or mixtures thereof, and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: June 5, 1991
    Date of Patent: December 29, 1992
    Assignee: Regents of the University of Minnesota
    Inventors: Robert Vince, Mei Hua
  • Patent number: 5169856
    Abstract: The present invention relates to unsaturated carboxylic acid amide derivatives of the formula ##STR1## wherein ring A stands for an optionally substituted aromatic ring; R.sup.1 stands for a hydrogen atom or an optionally substituted hydrocarbon residue or forms an optionally substituted carbocyclic ring with the adjacent group --CH.dbd.C-- together with two carbon atoms constituting the ring A; R.sup.2 stands for a hydrogen atom, an optionally substituted hydrocarbon residue or an optionally substituted acyl group; R.sup.3 stands for an optionally substituted hydrocarbon residue; and n denotes an integer ranging from 2 to 6, and salts thereof, as well as the production thereof.The compounds of the present invention act on the central nervous system of mammals and has a strong anti-cholinesterase activity, which can be used for the prophylaxis and therapy of, for example, senile dementia, Alzheimer's diseases, Huntington's chorea, et., and are useful as medicines.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: December 8, 1992
    Assignee: Takeda Chemical Industries, Inc.
    Inventors: Giichi Goto, Akinobu Nagaoka
  • Patent number: 5166206
    Abstract: Substituted pyrimidines, pyrimidinones and pyridopyrimidines of formula (I) are as angiotensin II antagonists useful in the treatment of hypertension, ocular hypertension and certain CNS ailments: ##STR1## wherein K is --N(R.sup.8a)--C(.dbd.M) or --N.dbd.C(R.sup.8b) where M is O or NR.sup.22.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: November 24, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Eric E. Allen, William J. Greenlee, Malcolm MacCoss, Arthur A. Patchett
  • Patent number: 5163996
    Abstract: N-phenyl-sulfonyl-N'-pyrimidinyl- and -triazinyl-ureas of formula I ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, COO--R.sub.2 or A--R.sub.3 ;R.sub.2 is C.sub.1 -C.sub.5 alkyl;R.sub.3 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl or C.sub.1 -C.sub.5 haloalkyl;X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkoxy mono- to tri-substituted by halogen;A is oxygen, sulfur, SO or SO.sub.2 ;Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl mono- to tri-substituted by halogen; C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: November 17, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Meyer
  • Patent number: 5160363
    Abstract: The novel compounds of Formula I are active as pre-emergent and/or post-emergent herbicides or plant growth regulants. Some of the compounds of the invention show safety to sugarbeets.
    Type: Grant
    Filed: November 2, 1990
    Date of Patent: November 3, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Robert T. Dean
  • Patent number: 5157119
    Abstract: This invention relates to a process for the preparation of a benzene sulfonylurea herbicide by reacting a sulfonyl chloride with a cyanate salt in the presence of a heterocyclic amine, a base and a solvent.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: October 20, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Onorato Campopiano, Marcus P. Moon
  • Patent number: 5157121
    Abstract: Known herbicides of the formula (I) ##STR1## in which R.sup.1 is alkyl, alkenyl or alkynyl, which are optionally substituted by halogen, alkoxy or alkoxycarbonyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 and R.sup.4 are H or alkyl,R.sup.5 and R.sup.6 are H, alkyl or alkoxy, each of which can be substituted by halogen, alkoxy or alkylthio, or are halogen, alkylthio, alkylamino or dialkylamino,or, if R.sup.2 or R.sup.3 is H, their salts with bases, can be obtained when compounds of the formula IIR.sup.1 --SO.sub.2 --NR.sup.2 --SO.sub.2 --NR.sup.3 --CO--OR.sup.7(II)in whichR.sup.1, R.sup.2 and R.sup.3 are as defined above,are reacted with compounds of the formula III ##STR2## in which R.sup.4, R.sup.5 and R.sup.6 are as defined above andR.sup.7 is alkyl, haloalkyl or optionally substituted phenyl,in an inert organic solvent, to give the compounds of the formula I.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: October 20, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Stephen Lachhein, Lothar Willms
  • Patent number: 5155222
    Abstract: Known herbicides of the formula (I) ##STR1## in which R.sup.1 is alkyl, alkenyl or alkynyl, which are optionally substituted by halogen, alkoxy or alkoxycarbonyl,R.sup.2 is H, alkyl, alkenyl, alkynyl or cycloalkyl,R.sup.3 and R.sup.4 are H or alkyl,R.sup.5 and R.sup.6 are H, alkyl or alkoxy, each of which can be substituted by halogen, alkoxy or alkylthio, or are halogen, alkylthio, alkylamino or dialkylamino,or, if R.sup.2 or R.sup.3 is H, their salts with bases, can be obtained when compounds of the formula IIR.sup.1 -SO.sub.2 -NR.sup.2 -SO.sub.2 -NHR.sup.3 (II)in whichR.sup.1, R.sup.2 and R.sup.3 are as defined above,are reacted with compounds of the formula III ##STR2## in which R.sup.4, R.sup.5 and R.sup.6 are as defined above andR.sup.7 is alkyl, haloalkyl or optionally substituted phenyl,in an inert organic solvent, to give the compounds of the formula I.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: October 13, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Stephen Lachhein, Lothar Willms