Chalcogen Attached Indirectly To The Hetero Ring By Acyclic Nonionic Bonding Patents (Class 549/495)
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Patent number: 4615725Abstract: 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: GrantFiled: April 8, 1985Date of Patent: October 7, 1986Assignee: Bayer AktiengesellschaftInventors: Joachim Weissmuller, Wolfgang Kramer, Dieter Berg, Paul Reinecke, Wilhelm Brandes, Gerd Hanssler, Klaus Lurssen
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Patent number: 4614742Abstract: 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: GrantFiled: August 29, 1985Date of Patent: September 30, 1986Assignee: S.D.S. Biotech K.K.Inventors: Nobuo Ishikawa, Akio Takaoka, Takashi Isono, Masatoshi Motoyoshi, Kazuhiro Kojima
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Patent number: 4567188Abstract: 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: GrantFiled: August 10, 1983Date of Patent: January 28, 1986Assignee: Bayer AktiengesellschaftInventors: Ekkehard Niemers, Andreas Knorr, Bernward Garthoff
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Patent number: 4564628Abstract: 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: GrantFiled: August 13, 1984Date of Patent: January 14, 1986Assignee: Nelson Research & Development Co.Inventor: Alan S. Horn
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Patent number: 4549992Abstract: 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: GrantFiled: March 8, 1982Date of Patent: October 29, 1985Assignee: USV Pharmaceutical Corp.Inventors: John T. Suh, Jerry W. Skiles, Bruce E. Williams, Alfred Schwab
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Patent number: 4548752Abstract: 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: GrantFiled: November 14, 1983Date of Patent: October 22, 1985Assignee: QO Chemicals, Inc.Inventor: William J. Pentz
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Patent number: 4539416Abstract: 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: GrantFiled: June 10, 1983Date of Patent: September 3, 1985Assignee: The Dow Chemical CompanyInventors: Harold G. Fravel, Jr., Michael J. Fazio
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Patent number: 4539332Abstract: 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: GrantFiled: November 14, 1983Date of Patent: September 3, 1985Assignee: Merck & Co., Inc.Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
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Patent number: 4521431Abstract: 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: GrantFiled: August 9, 1982Date of Patent: June 4, 1985Assignee: Glaxo Group LimitedInventor: Derek L. Crookes
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Patent number: 4515806Abstract: 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: GrantFiled: March 23, 1983Date of Patent: May 7, 1985Assignee: Inke, S.A.Inventors: Jose M. Caldero Ges, Eusebio M. Faba
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Patent number: 4506084Abstract: 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: GrantFiled: November 28, 1983Date of Patent: March 19, 1985Assignee: Imperial Chemical Industries PLCInventors: Ian T. Kay, Robert A. Noon
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Patent number: 4503051Abstract: 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: GrantFiled: June 13, 1983Date of Patent: March 5, 1985Assignee: Bristol-Myers CompanyInventors: Aldo A. Algieri, Ronnie R. Crenshaw
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Patent number: 4497961Abstract: 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: GrantFiled: December 9, 1982Date of Patent: February 5, 1985Assignee: Glaxo Group LimitedInventor: John W. Clitherow
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Patent number: 4494983Abstract: 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: GrantFiled: June 1, 1982Date of Patent: January 22, 1985Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Norbert Goetz, Bruno Wuerzer
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Patent number: 4457930Abstract: 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: GrantFiled: August 26, 1983Date of Patent: July 3, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Schmitt, Wilfried Paulus, Hermann Genth, Wilhelm Brandes, Paul Reinecke, Hans Scheinpflug
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Patent number: 4440938Abstract: 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: GrantFiled: September 30, 1982Date of Patent: April 3, 1984Assignee: Glaxo Group LimitedInventor: John Bradshaw
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Patent number: 4427685Abstract: 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: GrantFiled: February 3, 1982Date of Patent: January 24, 1984Assignee: Beecham Group P.L.C.Inventor: Geoffrey Stemp
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Patent number: 4419363Abstract: 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: GrantFiled: June 4, 1982Date of Patent: December 6, 1983Assignee: Imperial Chemical Industries PLCInventor: Leslie H. Smith
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Patent number: 4413135Abstract: 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: GrantFiled: June 4, 1982Date of Patent: November 1, 1983Assignee: Glaxo Group LimitedInventor: John W. Clitherow
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Patent number: 4399294Abstract: 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: GrantFiled: December 30, 1981Date of Patent: August 16, 1983Assignee: Glaxo Group LimitedInventors: David E. Bays, John W. Clitherow, Duncan B. Judd
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Patent number: 4394516Abstract: 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: GrantFiled: May 7, 1982Date of Patent: July 19, 1983Assignee: Glaxo Group LimitedInventor: John W. Clitherow
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Patent number: 4381305Abstract: 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: GrantFiled: June 5, 1981Date of Patent: April 26, 1983Assignee: Simes S.p.A.Inventors: Cesare Casagrande, Giorgio Ferrari
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Patent number: 4355177Abstract: 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: GrantFiled: January 30, 1981Date of Patent: October 19, 1982Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Josef Pfeifer