Chalcogen And Acyclic Nitrogen Bonded Directly To The Same Carbon Patents (Class 546/291)
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Patent number: 4326880Abstract: The invention relates to 5-(pyridyl-2'-oxy)-2-nitrobenzoic acid derivatives of the formula ##STR1## wherein A is the cyano group, the carboxyl group or a salt, an ester, a thioester or an amide thereof, X is halogen or a halomethyl group, Y is hydrogen, halogen or a halomethyl group. These compounds have herbicidal properties and are suitable for selectively controlling weeds in crops of useful plants, especially in soybeans, cereals and rice crops.Type: GrantFiled: August 4, 1980Date of Patent: April 27, 1982Assignee: Ciba-Geigy CorporationInventor: Hermann Rempfler
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Patent number: 4327218Abstract: New compounds having the formula ##STR1## in which n is 0 or 1; X is halogen, C.sub.1 -C.sub.3 alkyl, trifluoromethyl or carboethoxy; Y and Z are independently hydrogen, lower alkyl, halo-lower alkyl, thio(halo-lower alkyl), lower alkoxy, nitro, cyano or halogen; provided that:if X is carboethoxy, Z in halogen and Y is hydrogen or halogen; andif Y and Z are both halogen, X is halogen, trifluoromethyl or carboethoxy.These compounds have been found to exhibit herbicidal properties.Type: GrantFiled: November 28, 1980Date of Patent: April 27, 1982Assignee: Stauffer Chemical CompanyInventor: Arnold D. Gutman
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Patent number: 4325729Abstract: The present invention concerns new .alpha.-[4-(5'-trifluoromethyl-pyrid-2'-yl)oxy-phenoxy]-propionic-acid derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently are hydrogen, halogen, cyano or lower alkyl, andZ is a radical --COR.sub.3 or a 2-oxazoline group, whereby R.sub.3 is the hydroxyl group or a salt form thereof, or is an ester, thioester, amide or hydrazide group on said propionic acid.These new propionic acid derivatives have herbicidal and plant growth regulating activity and may be worked up into compositions containing them.Type: GrantFiled: November 13, 1980Date of Patent: April 20, 1982Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Rolf Schurter, Werner Fory
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Patent number: 4321388Abstract: Compounds having the formula ##STR1## wherein X represents a halogen atom, nitro, methyl, or trifluoromethyl group; Y represents a halogen or hydrogen atom or methyl group; and Z represents a halogen atom are useful as agricultural chemicals and pharmaceuticals.Type: GrantFiled: September 2, 1980Date of Patent: March 23, 1982Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Hiroyuki Mori, Yasuo Ogawa, Takahiro Haga, Kuniaki Nagatani
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Patent number: 4317827Abstract: Disclosed and claimed are a cardiac composition and a method for increasing cardiac contractility using an effective amount of a cardiotonic 4-[4-(or 3)-AcNH-phenyl]-2-R.sub.2 -3-R.sub.3 -5-R.sub.5 -6-R.sub.6 -pyridine (I) or pharmaceutically-acceptable salt thereof, where R.sub.2 is hydrogen, methyl, ethyl or hydroxyl, R.sub.6 is hydrogen, methyl or ethyl, R.sub.3 and R.sub.5 are each hydrogen or methyl, and Ac is hydrogen, hydroxyacetyl, acetoxyacetyl, .alpha.-hydroxypropionyl, .alpha.-acetoxypropionyl, methyoxyacetyl, 2-butenoyl or carbamyl or when NHAc is attached to the 4-position of the phenyl ring Ac also is formyl, n-propanoyl, 2,2-dimethyl-n-propanoyl or 3-carboxypropanoyl or when NHAc is attached to the 3-position of the phenyl ring Ac also is acetyl. Novel compounds shown and claimed are 4-[4-(or 3)-Ac'NH-phenyl]-2-R.sub.2 -3-R.sub.3 -5-R.sub.5 -6-R.sub.6 -pyridines (II) or pharmaceutically-acceptable acid-addition salts thereof, where R.sub.2, R.sub.3, R.sub.5 and R.sub.Type: GrantFiled: May 27, 1980Date of Patent: March 2, 1982Assignee: Sterling Drug Inc.Inventors: George Y. Lesher, Donald F. Page
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Patent number: 4310530Abstract: N-benzoyl N'-pyridyloxy phenyl ureas having the formula ##STR1## wherein X.sub.1 represents a hydrogen or halogen atom or methyl, trifluoromethyl or nitro group; X.sub.2 represents a hydrogen or halogen atom; X.sub.3, X.sub.4, X.sub.5 and X.sub.6 respectively represent a hydrogen or halogen atom or a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylcarbonyl group, a C.sub.1 -C.sub.4 alkoxycarbonyl group or nitro group; when X.sub.3 and X.sub.6 are both hydrogen atoms, at least one of X.sub.4 and X.sub.5 is a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylcarbonyl group, or a C.sub.1 -C.sub.4 alkoxycarbonyl group; and X.sub.7 represents a hydrogen or halogen atom; and Y represents oxygen or sulfur atom.Type: GrantFiled: September 3, 1980Date of Patent: January 12, 1982Assignee: Ishihara Sangyo Kaisha Ltd.Inventors: Ryuzo Nishiyama, Takahiro Haga, Tadaaki Toki, Tohru Koyanagi, Shigeo Murai
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Patent number: 4308053Abstract: Phenoxypyridines of the formula (I) ##STR1## possess herbicidal activity. These compounds are prepared by reacting 2-halogeno-3,5-B,A-substituted pyridine with a 3,4-C,D-substituted phenol in the presence of a base and preferably in the presence of a solvent for the reactants at a temperature in the range from 50.degree. to 150.degree. C. and recovering the compound of formula (I).Type: GrantFiled: June 2, 1980Date of Patent: December 29, 1981Assignee: Imperial Chemical Industries LimitedInventors: David Cartwright, David J. Collins
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Patent number: 4302242Abstract: Herbicidal pyridine compounds of the formula (I): ##STR1## wherein Z may be halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms, and Y may be hydrogen, halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms; X may be an OH group or an acyloxy group; a halogen atom; an amino group, a mono- or di-alkyl amino group, or an alkanoylamido group; an alkoxy group optionally substituted by hydroxy or alkoxy; or a mercapto group, an alkylthio group, or a phenylthio group. The invention also provides herbicidal compositions containing the compounds, and processes for making the compounds.Type: GrantFiled: October 12, 1979Date of Patent: November 24, 1981Assignee: Imperial Chemical Industries LimitedInventor: David Cartwright
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Patent number: 4294835Abstract: A compound represented by the formula: ##STR1## wherein R.sub.1 is hydrogen, acetyl or alkoxycarbonyl having 1-3 carbon atoms of the alkoxy, R.sub.2 is alkyl having 1-12 carbon atoms, alkoxycarbonylmethyl having 1-12 carbon atoms of the alkoxy, benzyl, 2-pyridyl, cyclohexyl phenyl or phenyl substituted by one or two members selected from the group consisting of alkyl having 1-3 carbon atoms, halogen and nitro, and n is 0 or 1, with the proviso that when n is one, R.sub.1 represents acetyl exclusively, and use thereof as a fungicide.Type: GrantFiled: February 20, 1980Date of Patent: October 13, 1981Assignee: Nippon Kayaku Kabushiki KaishaInventors: Taizo Nakagawa, Hiroshi Matsumoto, Kaoru Ohmori, Shizuo Shimano, Kengo Koike
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Patent number: 4288598Abstract: New silver dye-bleach catalysts and the process for their manufacture are provided. These compounds have the general formula ##STR1## wherein A is an electron-withdrawing group and R.sub.1 and R.sub.2 are hydrogen, optionally substituted alkyl or optionally substituted aryl.Type: GrantFiled: February 22, 1980Date of Patent: September 8, 1981Assignee: Ciba-Geigy AGInventor: William E. Long
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Patent number: 4285952Abstract: Bisamidines carrying one unsaturated nitrogen heterocycle-containing substituent, representative of which is 1-[N'-(2-(5-methyl-4-imidazolyl)methylthio)ethyl)guanidino]-8-[N'-methylgu anidino]octane, are histamine H.sub.2 -antagonists.Type: GrantFiled: November 13, 1979Date of Patent: August 25, 1981Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Peter D. Miles
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Patent number: 4281006Abstract: Compounds having the formula ##STR1## wherein A is a bond or C.sub.1-4 alkylene; R.sup.1, R.sup.2 and R.sup.3 are independently a halogen atom, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, CF.sub.3, SCF.sub.3 or OCF.sub.3 ; R.sup.4 is a hydrogen atom or C.sub.1-4 alkyl; and n, m and q are independently an integer from 0 to 3; and pharmaceutically acceptable acid addition salts thereof, are useful for the treatment of gastrointestinal hypersecretion.Type: GrantFiled: May 2, 1980Date of Patent: July 28, 1981Assignee: Richardson-Merrell Inc.Inventors: J. Martin Grisar, Norbert L. Wiech
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Patent number: 4270946Abstract: New compounds having the formula ##STR1## in which n is 0 or 1; X is halogen, C.sub.1 -C.sub.3 alkyl, trifluoromethyl or carboethoxy; Y and Z are independently hydrogen, lower alkyl, halo-lower alkyl, thio(halo-lower alkyl), lower alkoxy, nitro, cyano or halogen; provided that:if X is carboethoxy, Z is halogen and Y is hydrogen or halogen; andif Y and Z are both halogen, X is halogen, trifluoromethyl or carboethoxy.These compounds have been found to exhibit herbicidal properties.Type: GrantFiled: October 1, 1979Date of Patent: June 2, 1981Assignee: Stauffer Chemical CompanyInventor: Arnold D. Gutman
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Patent number: 4271171Abstract: Aroylureas of the formula ##STR1## where A denotes a phenyl, thienyl or pyridyl-3 radical which is mono- or polysubstituted by halogen, linear or branched alkyl of 1 to 4 carbon atoms, or linear or branched alkoxy of 1 to 4 carbon atoms, R denotes linear or branched alkyl of 1 to 4 carbon atoms or linear or branched alkoxy of 1 to 4 carbon atoms, and n denotes one of the integers 0,1 and 2, which have an insecticidal and acarididal action, and a process for combating insects and mites with these active ingredients.Type: GrantFiled: May 2, 1980Date of Patent: June 2, 1981Assignee: BASF AktiengesellschaftInventors: Annegrit Baumann, Karl Kiehs, Heinrich Adolphi, Karl-Heinz Koenig
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Patent number: 4269981Abstract: Pyridyl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.Type: GrantFiled: June 12, 1980Date of Patent: May 26, 1981Assignee: Zoecon CorporationInventor: Clive A. Henrick
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Patent number: 4260620Abstract: 5-Etherified 2-pyridinecarboxylic acids, e.g. those of the formula ##STR1## or functional derivatives thereof, are hypotensive agents.Type: GrantFiled: October 26, 1979Date of Patent: April 7, 1981Assignee: Ciba-Geigy CorporationInventors: Neville Finch, Renat H. Mizzoni
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Patent number: 4256752Abstract: There are prepared compounds corresponding to the formula ##STR1## in which X is a 5-membered or 6-membered aromatic heterocyclic radical which is attached through a carbon atom to the adjacent CH.sub.2 -group and which contains from 1 to 3 nitrogen atoms or one nitrogen atom and one oxygen or sulphur atom, and which may be substituted once or twice by substituents defined hereinbelow, each R.sup.1 represents hydrogen or a C.sub.1 -C.sub.4 -alkyl group, Alk represents a C.sub.2 -C.sub.6 -alkylene chain and Ac is defined hereinbelow and their salts.Type: GrantFiled: February 13, 1979Date of Patent: March 17, 1981Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals RoesslerInventors: Walter von Bebenburg, Norbert Schulmeyer, Istvan Szelenyi
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Patent number: 4254264Abstract: Novel imidates, intermediates therefor, synthesis thereof and the use of said imidates for the control of pests.Type: GrantFiled: December 10, 1979Date of Patent: March 3, 1981Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Ted A. Baer
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Patent number: 4253866Abstract: The present invention concerns pyridyloxy-phenoxy-alkanecarboxylic acid derivatives of the formula ##STR1## wherein A is hydrogen, halogen, alkyl, alkoxy, cyano, nitro or carbothiamideB is hydrogen, halogen, alkyl, cyano, mono- or dialkylamino, alkoxy-carbonyl or carbothiamideC is hydrogen, halogen, cyano, nitro or carbothiamideD is hydrogen, halogen, alkyl, mono- or dialkylaminoR.sub.1 is hydrogen, alkyl, alkoxyalkyl or benzylR is the rest of the acid a salt or an ester,with the proviso that if the pyridine ring is substituted by halogen and/or alkyl and C is also halogen, then the radicals A, B and D must contain no less than two halogen atoms or alkyl radicals.These derivatives have herbicidal and plant-growth regulating activity.Type: GrantFiled: November 20, 1978Date of Patent: March 3, 1981Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Hermann Rempfler
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Patent number: 4251263Abstract: This invention relates to novel herbicidal compounds having the formula ##STR1## in which X is chloro, bromo, trifluoromethyl, methyl or ethyl; R.sub.1 is hydrogen or C.sub.3 -C.sub.5 alkenyl; and R.sub.2 is (a) C.sub.3 -C.sub.5 alkenyl if R.sub.1 is C.sub.3 -C.sub.5 alkenyl; (b) C.sub.3 -C.sub.5 alkyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl if X is chloro, methyl, ethyl or trifluoromethyl and R.sub.1 is hydrogen; and (c) C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl if X is bromo and R.sub.1 is hydrogen.These compounds have been found to exhibit herbicidal properties.Type: GrantFiled: September 4, 1979Date of Patent: February 17, 1981Assignee: Stauffer Chemical CompanyInventor: Arnold D. Gutman
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Patent number: 4250316Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, hydroxy, cyano, (lower)alkyl, (lower)alkoxy, halogen or amino; n is 2 or 3; X is NR.sup.3 or CHR.sup.3 ; R.sup.3 is cyano, nitro, SO.sub.2 Ar; or SO.sub.2 (lower)alkyl; R.sup.12 is hydrogen or (CH.sub.2).sub.p NR.sup.13 R.sup.14 ; p is an integer of from 1 to 4, inclusive; R.sup.13 and R.sup.14 each are independently hydrogen or (lower)alkyl; and Ar is phenyl or phenyl containing 1 or 2 substituents independently selected from halogen and (lower)alkyl; and nontoxic, pharmaceutically acceptable salts thereof, are potent anti-ulcer agents.Type: GrantFiled: November 24, 1978Date of Patent: February 10, 1981Assignee: Bristol-Myers CompanyInventors: Aldo A. Algieri, Ronnie R. Crenshaw
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Patent number: 4246418Abstract: New chemical compounds, bis-quaternary carbamates, having the generic fora: ##STR1## wherein R and R.sub.1 are aliphatic radicals selected from the group consisting of methyl, ethyl, propyl, isopropyl, and butyl, wherein n is 1-9, wherein X is one equivalent of a monovalent or polyvalent anion, and having utility as toxic agents.Type: GrantFiled: January 5, 1968Date of Patent: January 20, 1981Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Harold Z. Sommer, George E. Wicks, Jr.
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Patent number: 4246419Abstract: A herbicidal sulphonamide compound of the formula (I): ##STR1## and salts thereof, wherein R.sup.1 is a pyridyl group of the formula: ##STR2## wherein the group X of the pyridyl group represents a fluorine, chlorine, bromine, or iodine atom, or an alkyl radical of 1 to 4 carbon atoms optionally substituted by one or more fluorine or chlorine atoms, and the group Y represents hydrogen, fluorine chlorine, bromine, or iodine or an alkyl radical of 1 to 4 carbon atoms optionally substituted by one or more fluorine or chlorine atoms; R.sup.2 represents an alkyl radical of 1 to 6 carbon atoms optionally substituted by one or more fluorine atoms; and R.sup.3 is hydrogen or an alkyl radical of 1 to 4 carbon atoms.Type: GrantFiled: February 5, 1979Date of Patent: January 20, 1981Assignee: Imperial Chemical Industries LimitedInventors: David Cartwright, Roger Salmon
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Patent number: 4243809Abstract: The invention provides compounds of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently is a hydrogen atom or a substituted or unsubstituted alkyl or aryl radical, R.sub.3 is a hydrogen atom or the carbamoyl radical, and X is a substituted or unsubstituted alkyl or alkenyl radical. A process for preparing these compounds is also disclosed.Type: GrantFiled: October 26, 1978Date of Patent: January 6, 1981Assignee: Ciba-Geigy CorporationInventor: Karl Seitz
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Patent number: 4241068Abstract: Compounds of the formula ##STR1## wherein A is .dbd.CH-- or .dbd.N--;R.sub.1 is (a) hydrogen, lower alkyl, lower alkoxy or a fused benzene ring, or (b) --CO--R.sub.4, tetrazol-5-yl or cyano in the 4- or 5-position;R.sub.2 is --CO--R.sub.4, tetrazol-5-yl, cyano or, when R.sub.1 has one of the meanings included in (b), also hydrogen, lower alkyl, lower alkoxy or a fused benzene ring;R.sub.3 is hydrogen or lower alkanoyl; andR.sub.4 is hydroxyl, amino, hydroxy-amino, tetrazol-5-yl-amino or lower alkoxy;internal salts thereof, and non-toxic salts thereof formed with a basic substance. The compounds as well as their salts are useful as antiallergics.Type: GrantFiled: August 7, 1979Date of Patent: December 23, 1980Assignee: Boehringer Ingelheim GmbHInventors: Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Volker Jacobi
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Patent number: 4241079Abstract: 2-Imino substituted isothioureidobenzene products useful as anthelmintics and fungicides are disclosed. The products may be prepared by several different methods including treating a 2-iminothioureidobenzene with a base and either an organic halide, a diester of sulfuric acid or a diester of sulfurous acid or treating a 2-aminoisothioureidobenzene with an appropriately substituted aldehyde.Type: GrantFiled: May 4, 1978Date of Patent: December 23, 1980Assignee: Rohm and Haas CompanyInventors: Edward E. Kilbourn, W. David Weir
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Patent number: 4241212Abstract: New chemical compounds, bis-quaternary carbamates, having the generic fora: ##STR1## wherein R and R' are radicals selected from the group consisting of methyl, ethyl, propyl, and hydroxyethyl, R.sub.1 and R.sub.1 ' are selected from the group consisting of hydrogen, methyl, and ethyl, n is 1 to 8, R.sub.2 and R.sub.2 ' are selected from the group consisting of hydroxyl, hydrogen, methyl, ethyl, and propyl, and X is one equivalent of a monovalent or polyvalent anion, and having utility as toxic agents.Type: GrantFiled: September 29, 1967Date of Patent: December 23, 1980Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Harold Z. Sommer, George E. Wicks, Jr.
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Patent number: 4226872Abstract: Pyridyl esters and thiolesters of amino acids, intermediates therefor, snythesis thereof and the use of said esters and thiolesters and compositions for the control of pests.Type: GrantFiled: August 24, 1979Date of Patent: October 7, 1980Assignee: Zoecon CorporationInventor: Clive A. Henrick
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Patent number: 4207341Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein A is an aryl radical optionally substituted by halogen, trifluoromethyl, alkyl, alkoxy, alkenyloxy, alkoxyalkoxy, alkyl-substituted amino or aryloxy, or a heterocyclic ring system optionally substituted by halogen, alkyl or alkoxy,Y is a valency bond or an optionally branched alkylene radical containing up to 3 carbon atoms, andR.sub.1 and R.sub.2 each independently is hydrogen or a lower alkyl radical,or a physiologically compatible salt or ester thereof, exhibit marked hypoglycaemic and hypolipidaemic activity.Type: GrantFiled: July 1, 1976Date of Patent: June 10, 1980Assignee: Boehringer-Mannheim GmbHInventors: Manfred Hubner, Hans Kuhnle, Ernst-Christian Witte, Ruth Heerdt, Rudi Weyer, Volker Hitzel
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Patent number: 4191769Abstract: The compounds are N-(heterocyclomethylthioalkyl) derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. The compounds may also have N'-lower alkyl or N'(heterocyclomethylthioalkyl) substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.Type: GrantFiled: April 17, 1978Date of Patent: March 4, 1980Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
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Patent number: 4186200Abstract: Novel nitrogen-containing heterocyclic compounds shown by the formula ##STR1## wherein one of R.sub.1 and R.sub.2 represents a lower alkyl group, a phenyl group, a halophenyl group, or a lower alkoxyphenyl group and the other of them represents a hydrogen atom, a lower alkyl group, or a phenyl lower alkyl group; said R.sub.1 and R.sub.2 may combine with each other to form a trimethylene group or a tetramethylene group; R.sub.3 represents a hydrogen atom, a lower alkyl group, a phenyl group, or a phenyl lower alkyl group; X represents an oxygen atom, a sulfur atom, an imino group, or a group shown by ##STR2## wherein m represents 1 or 2 and R.sub.4 represents a lower alkyl group, a hydroxy lower alkyl group, a cycloalkyl group or a phenyl lower alkyl group; and Y represents an ethylene group which may be substituted by lower alkyl group, a trimethylene group, a tetramethylene group, a vinylene group which may be substituted by a lower alkyl group, or ##STR3## wherein R.sub.Type: GrantFiled: February 9, 1978Date of Patent: January 29, 1980Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Kazuo Kubo, Noriki Ito, Isao Souzu, Yasuo Isomura, Hiroshige Homma, Masuo Murakami
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Patent number: 4180395Abstract: Compounds are prepared which correspond to the formula ##STR1## wherein X represents chloro, bromo or iodo; R' represents hydrogen or methyl and R represents carboxy (--COOH), the alkyl esters thereof (--COOR.sup.6 wherein R.sup.6 represents alkyl of 1 to 8 carbon atoms, (2-alkoxyethoxy)carbonyl (--COOCH.sub.2 CH.sub.2 OR.sup.2) or (1-methyl-2-alkoxyethoxy)carbonyl ##STR2## wherein R.sup.2 represents alkyl of 1 to 4 carbon atoms) or the metal salts thereof (--COOMe wherein Me represents ammonium or substituted ammonium ion (N.sup.+ H(R.sup.6).sub.3 wherein each R.sup.6 independently represents hydrogen, alkyl of 1 to 4 carbon atoms or hydroxyalkyl of 2 to 3 carbon atoms), alkali metal, alkaline earth metal, aluminum or a transition group metal); alkanoyloxymethyl (--CH.sub.2 OCOR.sup.2); (2,2-dichloropropionyloxy)methyl (--CH.sub.2 OCOC(Cl).sub.2 CH.sub.3); alkoxymethyl (--CH.sub.2 OR.sup.2); phenoxymethyl (--CH.sub.2 O.phi.); (2-alkoxyethoxy)methyl (--CH.sub.2 OCH.sub.2 CH.sub.2 OR.sup.2); hydroxyalkyl (--R.Type: GrantFiled: April 11, 1977Date of Patent: December 25, 1979Assignee: The Dow Chemical CompanyInventors: Howard Johnston, Herman O. Senkbeil
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Patent number: 4149003Abstract: Novel pyridine compounds having the formula R.sup.1 -S-S-A-Z are disclosed, in which formula R.sup.1 is 2-pyridyl, 5-nitro-2-pyridyl or 4-pyridyl, A is a hydrocarbon residue having 1-10 carbon atoms and Z is a group ##STR1## or acid addition salts of the last mentioned group, where n is 2 or 3, R.sup.1 has the same significance as R.sup.1 above and is equal thereto and R.sup.2 is methyl or ethyl. These compounds are particularly useful as bifunctional coupling agents and as thiolating agents.Type: GrantFiled: March 2, 1978Date of Patent: April 10, 1979Assignee: Pharmacia Fine Chemicals ABInventors: Jan P. E. Carlsson, Rolf E. A. V. Axen, Hakan N. Y. Drevin, Goran E. S. Lindgren
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Patent number: 4146637Abstract: There are disclosed N-acyl substituted benzamides of the general formula: ##STR1## wherein: X is carbon or nitrogen;R.sub.1 is hydrogen, alkyl, halogen, trifluoromethyl, alkoxy, phenoxy or acetoxy;Y is the radical --O--, --NH-- or --S--;Z is an alkylene group containing 1 to 5 carbon atoms, or an alkenylene group containing 1 to 5 carbon atoms, either of which group may be unsubstituted or substituted by an alkyl, alkenyl, phenyl, cycloalkyl, acetyl, amino or halogenphenoxy group;R.sub.2 is hydrogen, an alkyl group containing 1 to 4 carbon atoms, an alkenyl group containing 1 to 4 carbon atoms in which either the alkyl or the alkenyl group may be unsubstituted or substituted with a halogen, phenyl or halogenphenyl substituent; andThe value of n, m, and p may each be 0 or 1, and in the case of p=1, pharmaceutically acceptable salts thereof.Also disclosed is a method for making such compounds and pharmaceutical compositions containing such compounds.Type: GrantFiled: May 23, 1977Date of Patent: March 27, 1979Assignee: Ludwig Merckle K.G., Chem. Pharm. FabrikInventors: Gunter Metz, Manfred Specker
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Patent number: 4144342Abstract: Mercaptoalkylpyridines carrying an ethenyl or ethynyl substituent are prepared from known pyridine compounds, principally pyridoxine, by known chemical procedures, and are useful in the treatment of rheumatoid arthritis and related inflammatory diseases.Type: GrantFiled: October 17, 1977Date of Patent: March 13, 1979Assignee: Merck & Co., Inc.Inventors: Tsung-Ying Shen, Howard Jones, Conrad P. Dorn
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Patent number: 4141977Abstract: A treatment to alleviate the symptoms of psoriasis consisting of topical application of a cream, ointment or lotion containing, as the principal active ingredient, one or more 6-substituted nicotinamides and or 2-substituted pyrazinamides is disclosed. The therapeutic composition may include a single member of the above active ingredients present in a total amount of from 0.01 to 5 percent by weight of the total composition, or a plurality thereof present in a preferred concentration range of from 0.02 to 2 percent by weight of the total composition. Topical application of the therapeutic composition in a cream, ointment, or a water or alcohol solution has been found to achieve from substantial to complete remissions of psoriasis in humans.Type: GrantFiled: August 17, 1976Date of Patent: February 27, 1979Inventors: Ruey J. Yu, Eugene J. Van Scott
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Patent number: 4139626Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; ##STR2## is a 5, 6, 7 or 8 membered heterocyclic ring containing 1 to 2 hetero atoms; the ##STR3## substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.Type: GrantFiled: January 10, 1977Date of Patent: February 13, 1979Assignee: Syntex (U.S.A.) Inc.Inventor: Colin Beard
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Patent number: 4133675Abstract: The present invention concerns new pyridyloxy-phenoxy-alkanecarboxylic acid derivatives of the formula ##STR1## wherein A is hydrogen, halogen, alkyl, alkoxy, cyano, nitro or carbothiamideB is hydrogen, halogen, alkyl, cyano, mono- or dialkylamino, alkoxy-carbonyl or carbothiamideC is hydrogen, halogen, cyano, nitro or carbothiamideD is hydrogen, halogen, alkyl, mono- or dialkylaminoR.sub.1 is hydrogen, alkyl, alkoxyalkyl or benzyl R is the rest of the acid a salt or an ester,With the proviso that if the pyridine ring is substituted by halogen and/or alkyl and C is also halogen, then the radicals A, B and D must contain no less than two halogen atoms or alkyl radicals.These derivatives have herbicidal and plant-growth regulating activity.Type: GrantFiled: July 18, 1977Date of Patent: January 9, 1979Assignee: Ciba-Geigy CorporationInventors: Rolf Schurter, Hermann Rempfler
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Patent number: 4132795Abstract: Benzenesulfonyl ureas of the formula ##STR1## in which R, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and Y have the defined meanings, and the salts thereof, process for preparing them, pharmaceutical preparations containing them and their use for lowering the blood sugar level.Type: GrantFiled: May 16, 1977Date of Patent: January 2, 1979Assignee: Hoechst AktiengesellschaftInventors: Volker Hitzel, Rudi Weyer, Werner Pfaff, Karl Geisen
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Patent number: RE30633Abstract: This invention relates to new derivatives of pyridine having anti-inflammatory and diuretic properties.The new derivatives of pyridine may be represented by the following general formula: ##STR1## in which X represents an amino, C.sub.1 -C.sub.4 -alkylamino, oxy or thio group, R.sub.1 represents a group of the formula R.sub.3 NHCA (II), wherein A represents oxygen or sulfur, and R.sub.3 represents a C.sub.1 -C.sub.4 -alkyl, alkenyl, cycloalkyl, phenyl (which may be substituted) or R.sub.4 CO (III) group, R.sub.4 representing a phenyl group (which may be substituted), R.sub.2 represents hydrogen or a C.sub.1 -C.sub.4 alkyl group and Z represents a C.sub.1 -C.sub.4 -alkyl, methylfuryl, pyridyl or phenyl group (which may be substituted).This invention relates also to the N-oxides of the compounds of formula I, as well as to the acid and base addition salts of said compounds.Type: GrantFiled: February 7, 1980Date of Patent: June 2, 1981Assignee: A. Christiaens Societe AnonymeInventors: Jacques E. Delarge, Charles L. Lapiere, Andre H. Georges