Chalcogen Attached Indirectly To The Hetero Ring By Acyclic Nonionic Bonding Patents (Class 549/495)
  • Patent number: 4615725
    Abstract: Tetrahydrofuran-2-ylmethylamines of the formula ##STR1## in which R.sup.1 represents optionally substituted naphthyl, optionally substituted cycloalkyl or cycloalkenyl, optionally substituted phenyl, or alkyl which is substituted by in each case optionally substituted phenyl, phenoxy or phenylthio,R.sup.2 represents hydrogen or methyl,R.sup.3 represents alkyl andR.sup.4 represents alkyl, alkenyl, alkinyl or optionally substituted aralkyl, orR.sup.3 and R.sup.4, together with the nitrogen atom to which they are bonded, represent an optionally substituted heterocyclic radical, which can contain further hetero-atoms,excluding the compounds in which R.sup.3 and R.sup.4 both represent methyl, R.sup.1 represents unsubstituted phenyl and R.sup.2 at the same time represents hydrogen, or plant-tolerated addition products thereof with acids or metal salts, which possess fungicidal and plant growth regulating activities.
    Type: Grant
    Filed: April 8, 1985
    Date of Patent: October 7, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Weissmuller, Wolfgang Kramer, Dieter Berg, Paul Reinecke, Wilhelm Brandes, Gerd Hanssler, Klaus Lurssen
  • Patent number: 4614742
    Abstract: A fluorinated isophthalonitrile compound having the general formula ##STR1## wherein Y is --O, --S, or --N(R'), R and R' are independently hydrogen, an alkyl group, an alkyl group, an alkynyl group, a haloalkyl group, an alkoxyl group, alkoxyalkyl group, a phenyl group which may be substituted, a tetrahydrofurfuryl group, or a cycloalkyl group, provided that, in the case of Y=--N(R'), R and R' or Y may be a tetrahydrofurfuryl group, or a cycloalkyl group, a heterocyclic compound residue.This fluorinated isophthalonitrile compound is suitable for use as an agricultural fungicide.
    Type: Grant
    Filed: August 29, 1985
    Date of Patent: September 30, 1986
    Assignee: S.D.S. Biotech K.K.
    Inventors: Nobuo Ishikawa, Akio Takaoka, Takashi Isono, Masatoshi Motoyoshi, Kazuhiro Kojima
  • Patent number: 4567188
    Abstract: Compounds of the formula ##STR1## in which R.sup.1 is an optionally substituted aryl or heteroaryl radical,R.sup.2 is an alkyl or alkenyl radical which is optionally substituted by alkoxy or cycloalkyl, or an optionally substituted aryl or heteroaryl radical, and X is an optionally aklyl-substituted methylene radical or a direct bond, but if X is a direct bond R.sup.2 is not aryl,or physiologically acceptable acid addition salts thereof, exhibit activity on the circulation system particularly as hypotensive agents.
    Type: Grant
    Filed: August 10, 1983
    Date of Patent: January 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ekkehard Niemers, Andreas Knorr, Bernward Garthoff
  • Patent number: 4564628
    Abstract: Novel compounds useful as dopamine receptor agonists for the treatment of various diseases of the central nervous system such as Parkinson's disease and related disorders having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H, and OA; A is H or ##STR2## R.sub.5 is selected from the group consisting of alkyl and aromatic residues; n is 2 or 3; and R.sub.1 is selected from the group consisting of 3-hydroxyphenyl, 4-hydroxyphenyl, 3-pyridyl, 4-pyridyl, ##STR3## where X is S, O or NH; and pharmaceutically acceptable salts thereof. Also disclosed is a method for inducing a dopaminergic response in a patient by adminstering a pharmacologically-effective amount of one of the foregoing compounds.
    Type: Grant
    Filed: August 13, 1984
    Date of Patent: January 14, 1986
    Assignee: Nelson Research & Development Co.
    Inventor: Alan S. Horn
  • Patent number: 4549992
    Abstract: Compounds of the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are independently hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, or cycloalkyl,n is an integer from 0 to 4 inclusive,M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycyclo-alkyl-alkyl, aryl, aryalkyl, heteroaryl, heteroaryl-alkyl, hetero-cycloalkyl, hetero-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, dialkylaminoalkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused hetero-aryl-cycloalkyl, or fused heteroaryl-cycloalkyl-alkyl,Y is hydroxy, alkoxy, amino, or substituted amino, amino-alkanoyl, aryloxy, aminoalkoxy, or hydroxyalkoxy, andR.sub.7 is a group of the formula ##STR2## wherein X is a branched alkane or cycloalkyl; and where Y is hydroxy their non-toxic, pharmaceutically acceptable alkali metal, alkaline earth metal, and amine salts.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 29, 1985
    Assignee: USV Pharmaceutical Corp.
    Inventors: John T. Suh, Jerry W. Skiles, Bruce E. Williams, Alfred Schwab
  • Patent number: 4548752
    Abstract: Improved rigid urethane and isocyanurate foam compositions having improved fire resistance are described. The urethane foams are based on furan compositions and are chiefly made from adding propylene oxide to bis(hydroxymethyl)furan.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: October 22, 1985
    Assignee: QO Chemicals, Inc.
    Inventor: William J. Pentz
  • Patent number: 4539416
    Abstract: A process for making N-furfurylthioalkyl carboxamide by reacting an oxaz(ol)ine with furfurylmercaptan in the absence of a transition metal catalyst. The carboxamide may then be hydrolyzed to form the 2-furfurylthioalkylamine.
    Type: Grant
    Filed: June 10, 1983
    Date of Patent: September 3, 1985
    Assignee: The Dow Chemical Company
    Inventors: Harold G. Fravel, Jr., Michael J. Fazio
  • Patent number: 4539332
    Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: September 3, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
  • Patent number: 4521431
    Abstract: A novel crystal form of ranitidine (N-[2-[[[5-(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl-N'-methyl-2- nitro-1,1-ethenediamine) hydrochloride, designated Form 2, and having favorable filtration and drying characteristics, is characterized by its infra-red spectrum and/or by its x-ray powder diffraction patterns.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: June 4, 1985
    Assignee: Glaxo Group Limited
    Inventor: Derek L. Crookes
  • Patent number: 4515806
    Abstract: New furan derivatives and the addition salts thereof having the formula: ##STR1## where R is a straight or branched alkylene chain having 1 to 6 carbon atoms, the processes for the preparation of said derivatives and the salts thereof and the pharmaceutical compositions containing them. These furan derivatives and the addition salts thereof are applicable for the treatment of gastroduodenal ulcer and all syndromes sustained or accompanied by acid secretion.
    Type: Grant
    Filed: March 23, 1983
    Date of Patent: May 7, 1985
    Assignee: Inke, S.A.
    Inventors: Jose M. Caldero Ges, Eusebio M. Faba
  • Patent number: 4506084
    Abstract: N-Heterocyclylmethyl amides of the formula (I) ##STR1## wherein R.sup.1 is an optionally substituted alkyl, alkenyl, aryl, or heterocyclyl radical;R.sup.2 is hydrogen, or an optionally substituted C.sub.1-4 alkyl, or C.sub.3-4 alkenyl group;E is --CN, --CSNH.sub.2, alkoxycarbonyl, or a --CONR.sup.4 R.sup.5 group wherein R.sup.4 and R.sup.5 may each be hydrogen or an optionally substituted alkyl or alkenyl radical;X is oxygen or sulphur, andR.sup.3 represents hydrogen or one or more substituents which may be for example methyl or chlorine.The compounds are herbicidally and fungicidally active.
    Type: Grant
    Filed: November 28, 1983
    Date of Patent: March 19, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ian T. Kay, Robert A. Noon
  • Patent number: 4503051
    Abstract: Compounds of the formula ##STR1## wherein R.sup.12 is a leaving group, Z is S, O or CH.sub.2 and A is a phenyl, furyl, thienyl or pyridyl ring substituted by a ##STR2## moiety, in which R.sup.8 and R.sup.9 are various substituents or, when taken together with the nitrogen, may be a specified heterocyclic ring, are intermediates in the preparation of histamine H.sub.2 -antagonist anti-ulcer agents of the formula ##STR3## in which R.sup.1 and R.sup.2 are any of several specified substituents.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: March 5, 1985
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4497961
    Abstract: The invention relates to a process for the preparation of ranitidine of formula (I) ##STR1## which comprises reacting a thiol of formula (II) ##STR2## with an alkylating agent of formula (III) ##STR3## where L is a leaving group, preferably halogen.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: February 5, 1985
    Assignee: Glaxo Group Limited
    Inventor: John W. Clitherow
  • Patent number: 4494983
    Abstract: Novel chloroacetic acid cyclohexylamides of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 have the meanings given in the description, their preparation and their use as herbicides.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: January 22, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Eicken, Norbert Goetz, Bruno Wuerzer
  • Patent number: 4457930
    Abstract: 3-Iodopropargyl-sulphamides of the formula ##STR1## in which R represents hydrogen, alkyl, optionally substituted cycloalkyl, optionally substituted phenylalkyl, optionally substituted heterocyclylalkyl or optionally substituted phenyl, andR.sup.1 and R.sup.2 are identical or different and represent alkyl, orR.sup.1 and R.sup.2 represent an alkylene bridge which, together with the nitrogen atom at which they are located, form a ring which can be interrupted by further hetero atoms,which are microbicidally active.
    Type: Grant
    Filed: August 26, 1983
    Date of Patent: July 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Schmitt, Wilfried Paulus, Hermann Genth, Wilhelm Brandes, Paul Reinecke, Hans Scheinpflug
  • Patent number: 4440938
    Abstract: The invention relates to a process for the preparation of ranitidine of formula (I) ##STR1## which comprises reacting a thiol of formula (II) ##STR2## with an alkylating agent of formula (III) ##STR3## The ethyleneimino derivative of formula (III) is a novel compound.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: April 3, 1984
    Assignee: Glaxo Group Limited
    Inventor: John Bradshaw
  • Patent number: 4427685
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: a is 1 to 3;b is 0 to 2;c is 2 to 4;d is 1 to 5;X is sulphur, oxygen or --CH.sub.2 --;Y is oxygen, sulphur, NR.sub.4 or CHR.sub.5 wherein R.sub.4 is hydrogen, C.sub.1-4 alkyl, NO.sub.2 or CN, C.sub.1-4 alkylsulphonyl or phenylsulphonyl optionally substituted in the phenyl moiety by one or two substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, fluorine, chlorine or bromine, and R.sub.5 is NO.sub.2, C.sub.1-4 alkylsulphonyl or optionally substituted phenylsulphonyl as defined for R.sub.4 ;R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-4 alkyl, or C.sub.3-6 cycloalkyl; or R.sub.1 and R.sub.2 taken together with the nitrogen to which they are attached represent a pyrrolidino or piperidino ring;R.sub.6 and R.sub.7 are independently hydrogen or C.sub.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: January 24, 1984
    Assignee: Beecham Group P.L.C.
    Inventor: Geoffrey Stemp
  • Patent number: 4419363
    Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: December 6, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventor: Leslie H. Smith
  • Patent number: 4413135
    Abstract: The invention relates to a process for the preparation of ranitidine of formula (I) ##STR1## which comprises reacting a thiol of formula (II) ##STR2## with an alkylating agent of formula (III) ##STR3## where L is a leaving group, preferably halogen. The invention also relates to novel intermediates, the thiol of formula (II) ##STR4## in the form of a stable acid addition salt, and the isothiourea of formula (IV) ##STR5## and stable acid additions salts thereof.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: November 1, 1983
    Assignee: Glaxo Group Limited
    Inventor: John W. Clitherow
  • Patent number: 4399294
    Abstract: Ranitidine is prepared by treating an aldehyde of formula (II) ##STR1## with dimethylamine and a reducing agent which is capable of effecting reductive alkylation to introduce the group Me.sub.2 NCH.sub.2 -- but which does not reduce the nitroethene group. The reaction is carried out in a suitable solvent, preferably in the presence of an acid or followed by treatment with an acid. Suitable reducing agents include, diborane, aluminium hydride and alkali or alkaline earth metal borohydrides.The aldehyde (II) may be generated in situ from an acetal of formula (III) ##STR2## where R.sub.1 and R.sub.2 are both alkyl groups or R.sub.1 OCHOR.sub.2 forms a cyclic acetal.
    Type: Grant
    Filed: December 30, 1981
    Date of Patent: August 16, 1983
    Assignee: Glaxo Group Limited
    Inventors: David E. Bays, John W. Clitherow, Duncan B. Judd
  • Patent number: 4394516
    Abstract: Ranitidine is prepared by reacting cystamine of formula (II) ##STR1## either with a nitroethenamine of formula (III) ##STR2## where L is a leaving group such as alkylthio, e.g. methylthio, or with a compound of formula (IV) ##STR3## where L is a leaving group as defined above, followed by reaction with methylamine, to give a disulphide of formula (V) ##STR4## which is then reacted with 5-[(dimethylamino)methyl]-2-furanmethanol under acid conditions.
    Type: Grant
    Filed: May 7, 1982
    Date of Patent: July 19, 1983
    Assignee: Glaxo Group Limited
    Inventor: John W. Clitherow
  • Patent number: 4381305
    Abstract: New derivatives of 1,2-ethylenediamine and salts thereof endowed with vascular antispasmodic and antiallergic activity; processes for preparing them, some new intermediates useful in their preparation and pharmaceutical compositions containing them.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: April 26, 1983
    Assignee: Simes S.p.A.
    Inventors: Cesare Casagrande, Giorgio Ferrari
  • Patent number: 4355177
    Abstract: Novel substituted 11-amino-undeca-4,8-dienal and 11-amino-undecanal aldehyde-derivatives of the formulae Ia ##STR1## in which R.sub.1 to R.sub.6, Y and m are as defined in patent claim 1, and processes for their preparation are described. The compounds of the formulae Ia and Ib can be catalytically hydrogenated to novel 1,11-diaminoundecanes, which, in turn, can be used, for example, for the preparation of polycondensation products, in particular transparent polyamides, or as curing agents for epoxide resins.
    Type: Grant
    Filed: January 30, 1981
    Date of Patent: October 19, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Reinehr, Josef Pfeifer