Chalcogen Bonded Directly To The 2- And 5- Positions Of The Thiadiazole Ring Patents (Class 548/142)
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Patent number: 4851406Abstract: The present invention provides indole derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl, alkenyl, cycloalkyl, cycloalkenyl, carboxyl, cyano, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl or aryl radical, R.sub.2 is a hydrogen atom or an alkyl, trihalogenomethyl, hydroxyl, cycloalkyl, cyano, carboxyl, alkoxycarbonyl, alkylcarbonyl, aminocarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl radical; R.sub.2 is a heterocyclic five-membered ring containing 1 to 4 heteroatoms or a heterocyclic six-membered ring containing 1 to 5 heteroatoms, the heteroatoms of the five- and six-membered rings being the same or different and being nitrogen, oxygen or sulphur and one or more of the nitrogen atoms optionally carrying an oxygen atom, the said five- and six-membered rings optionally being substituted by one or more alkyl, alkoxy, alkylthio, oxo, hydroxyl, nitro, amino, halogen or cyano groups; or R.sub.Type: GrantFiled: September 4, 1986Date of Patent: July 25, 1989Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Wolfgang von der Saal, Walter-Gunar Friebe, Bernd Muller-Beckmann, Gisbert Sponer
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Patent number: 4831032Abstract: The present invention provides benzimidazoles of the general formula: ##STR1## wherein R.sub.1, X, A, and R.sub.2 are as defined in the specification. The present invention also provides processes for the preparation of these new benzimidazoles and pharmaceutical compositions containing them, as well as intermediates for the preparation thereof.The new benzimidazoles are useful to treat heart or circulatory diseases which respond to a lowering of blood pressure, a positive inotropic action and/or an improvement in microcirculation.Type: GrantFiled: July 3, 1986Date of Patent: May 16, 1989Assignee: Boehringer Mannheim GmbHInventors: Wolfgang von der Saal, Alfred Mertens, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein
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Patent number: 4803211Abstract: This invention relates to novel heterocyclic compounds structurally characterized by containing a specific heterocyclic group and by the presence of --CH.sub.2 --S-- directly bound to the specific heterocyclic group. These heterocyclic compounds are useful as medicines, particularly as antagonists of SRS-A (slow reacting substance of anaphylaxis).Type: GrantFiled: July 14, 1986Date of Patent: February 7, 1989Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Toshiyasu Mase, Ryuji Tsuzuki, Hiromu Hara, Kiyoshi Murase, Kenichi Tomioka
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Patent number: 4761482Abstract: Disclosed are reaction products of terpene compounds and 2,5-dimercapto-1,3,4-thiadiazole. The reaction products are useful as antiwear agents and antioxidants in lubricating compositions.Type: GrantFiled: April 23, 1987Date of Patent: August 2, 1988Assignee: R. T. Vanderbilt Company, Inc.Inventor: Thomas J. Karol
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Patent number: 4734504Abstract: 1-Alkylated diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3, have the meanings as defined in the specification.Type: GrantFiled: May 14, 1986Date of Patent: March 29, 1988Assignee: Eli Lilly and CompanyInventor: Richard E. Holmes
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Patent number: 4734505Abstract: 1-(Alkylated)-2-(acylated)diazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds. The instant compounds have the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as defined in the specification.Type: GrantFiled: May 14, 1986Date of Patent: March 29, 1988Assignee: Eli Lilly and CompanyInventor: Richard E. Holmes
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Patent number: 4711915Abstract: Surface coating compositions having improved resistance to attack by fungi and other microorganisms contain a biocidally effective amount of an antimicrobially active compound having the structural formula ##STR1## wherein R.sup.1 and R.sup.2 each represent an alkyl group having 1-8 carbon atoms.Type: GrantFiled: April 7, 1986Date of Patent: December 8, 1987Assignee: R. T. Vanderbilt Company, Inc.Inventor: Lester A. Doe, Jr.
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Patent number: 4695567Abstract: The present invention provided pyrrolobenzimidazoles or tautomer thereof, of the general formula: ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.3 -C.sub.7 cycloalkyl;R.sub.2 is hydrogen, cyano, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, or a carbonyl group substituted by hydroxyl, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyoxy, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.2 -C.sub.12 dialkylamino or hydrazino, orR.sub.2 and R.sub.1 together with the carbon to which they are attached form a C.sub.3 -C.sub.8 spirocycloalkyl ring, or R.sub.1 and R.sub.2 together form C.sub.3 -C.sub.7 alkylidene or C.sub.3 -C.sub.7 cycloalkylkidene,X is a valency bond, C.sub.1 -C.sub.Type: GrantFiled: January 17, 1986Date of Patent: September 22, 1987Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein, Egon Roesch
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Patent number: 4678789Abstract: Compounds of the general formula: ##STR1## wherein Ar is naphthyl, biphenylyl, phenyl or substituted phenyl; n is 0, 1 or 2; and Het is a heterocyclic group which may optionally be substituted or fused to a phenyl, substituted phenyl or further heterocyclic ring; and their pharmaceutically acceptable salts are antifungal agents useful in combatting fungal infections in animals, including humans.Type: GrantFiled: March 28, 1983Date of Patent: July 7, 1987Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Peter J. Whittle
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Patent number: 4661273Abstract: Zinc/phosphorus-free antiwear agents and antioxidants are provided by reaction products of 2,5-dimercapto-1,3,4-thiadiazole with mercaptans and thionyl chloride.Type: GrantFiled: December 30, 1985Date of Patent: April 28, 1987Assignee: Mobil Oil CompanyInventors: Gerassimo Frangatos, Robert H. Davis
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Patent number: 4657942Abstract: A photopolymerizable composition is described, comprising an addition polymerizable compound having at least two ethylenically unsaturated bonds in the molecule, at least one photopolymerization initiator, and at least one of 2-mercapto-5-substituted thiadiazole compounds represented by formulae (I) and (II) ##STR1## wherein R represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkylthio group, or a substituted or unsubstituted aralkylthio group; and R' represents a substituted or unsubstituted alkylene group. The composition has a remarkably good photosensitivity.Type: GrantFiled: January 27, 1986Date of Patent: April 14, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Masayuki Iwasaki, Minoru Maeda, Sadao Fujikura
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Patent number: 4656176Abstract: 2,3-Unsaturated nitrogen-containing heterocyclic compounds with a 3-nitro group and a 2-heterocyclyl alkylamino group. The alkyl group of 2-position substituents is preferably interrupted by sulfur or oxygen. The compounds of the invention are preferably dihydropyrroles or tetrahydropyrridines or pyrimidines. The compounds of the invention are histamine H.sub.2 -receptor antagonists.Type: GrantFiled: March 21, 1985Date of Patent: April 7, 1987Assignee: SmithKline & French Laboratories LimitedInventors: Michael L. Roantree, Rodney C. Young
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Patent number: 4648897Abstract: Compounds of the formula ##STR1## wherein Ar is aryl, R.sup.1 is halomethyl, R.sup.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, haloalkyl, alkylthio, alkenylthio, alkynylthio, aryl or NR.sup.5 R.sup.6 wherein R.sup.5 and R.sup.6 individually are hydrogen, alkyl, alkenyl or alkynyl, R.sup.3 is hydrogen or alkyl, n is 1 or 2, Y is O, S or NR wherein R is hydrogen, alkyl, alkenyl or alkynyl, have been found to be useful herbicides. The compounds are prepared by acylation of the corresponding N-heterocyclealkylene-N-arylamine.Type: GrantFiled: July 21, 1980Date of Patent: March 10, 1987Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4636505Abstract: Acylanilides of the formula ##STR1## wherein R.sup.1 and R.sup.2, the same or different, each is cyano, carbamoyl, nitro, halogeno, perfluoroalkyl or other defined substituents;R.sup.3 is hydrogen or halogen;R.sup.4 is hydrogen or alkyl, or is joined to R.sup.5 ;R.sup.5 is hydrogen, hydroxy, alkoxy or acyloxy or is joined to R.sup.4 ;R.sup.6 is alkyl or halogenoalkyl, or has the formula --A.sup.3 --R.sup.8 or --A.sup.4 --X.sup.2 --A.sup.5 --R.sup.9 ;A.sup.1 and A.sup.4, the same or different, each is alkylene;A.sup.2, A.sup.3 and A.sup.5, the same or different, each is a direct link or alkylene;X.sup.1 and X.sup.2, the same or different, each is oxygen, sulphur, sulphinyl, sulphonyl, imino or alkylimino;R.sup.7 and R.sup.9, the same or different, each is alkyl, alkenyl, hydroxyalkyl, cycloalkyl, phenyl optionally substituted, naphthyl or heterocyclic optionally substituted;and R.sup.8 is phenyl, naphthyl or heterocyclic as defined above for R.sup.7 or R.sup.Type: GrantFiled: July 15, 1983Date of Patent: January 13, 1987Assignee: Imperial Chemical Industries PLCInventor: Howard Tucker
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Patent number: 4632927Abstract: A class of bicyclic nitrogen heterocyclic ether and thioether compounds exhibiting pharmacological activity including cytoprotective, H.sub.2 -antagonist, anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions are disclosed.Type: GrantFiled: March 20, 1984Date of Patent: December 30, 1986Assignee: William H. Rorer, Inc.Inventors: Henry F. Campbell, Donald E. Kuhla, William L. Studt, Stuart A. Dodson
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Patent number: 4617136Abstract: This invention relates to novel dicocoamine derivatives of 2-(octyldithio)-5-mercapto-1,3,4-thiadiazole. The compounds are suitable for use as corrosion inhibitors in lubricating compositions.Type: GrantFiled: August 16, 1985Date of Patent: October 14, 1986Assignee: R. T. Vanderbilt Company, Inc.Inventor: Lester A. Doe, Jr.
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Patent number: 4606831Abstract: Galactomannan gum-thickened aqueous compositions are stabilized with a dimercaptothiadiazole.Type: GrantFiled: June 17, 1985Date of Patent: August 19, 1986Assignee: Monsanto CompanyInventors: Gary H. Kegeler, Howard L. Vandersall
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Patent number: 4604132Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: A, B and D are selected from CH and N;E is selected from oxygen and sulfur;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, alkanoyloxy, benzyloxy, substituted benzyloxy, phenyl, substituted phenyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;R.sup.Type: GrantFiled: April 27, 1984Date of Patent: August 5, 1986Assignee: ICI Australia LimitedInventors: Richard J. Conway, Keith G. Watson, Graeme J. Farquharson
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Patent number: 4599425Abstract: Bis-[2,5-dithio-1,3,4-thiadiazole] corresponding to the following formula: ##STR1## is obtained by reacting 2,5-dimercapto-1,3,4-thiadiazole and hydrogen peroxide in the absence of other reactants.Type: GrantFiled: October 18, 1984Date of Patent: July 8, 1986Assignee: Rhein-Chemie Rheinau GmbHInventors: Peter Hugo, Rainer Noack
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Patent number: 4591645Abstract: 2-(Hydrocarbyldithio)-5-mercapto-1,3,4-thiadiazoles are obtained by reacting bis-(2,5-dithio-1,3,4-thiadiazole with a tert.-hydrocarbyl mercaptan of which the hydrocarbyl moiety contains from 4 to 60 carbon atoms.Type: GrantFiled: August 14, 1984Date of Patent: May 27, 1986Assignee: Rhein-Chemie Rheinau GmbHInventors: Peter Hugo, Rainer Noack
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Patent number: 4584114Abstract: Mercaptothiadiazole adducts of unsaturated esters such as jojoba oil or pentaerythritol tetraoleate are highly effective multifunctional friction reducing and copper strip passivating additives for various lubricants.Type: GrantFiled: December 20, 1982Date of Patent: April 22, 1986Assignee: Mobil Oil CorporationInventors: Robert M. Gemmill, Andrew G. Horodysky, Phillip S. Landis
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Patent number: 4562260Abstract: An improved process for the production of certain 1,3,4-thiadiazole-5-sulfonamides, specifically the precursor to 5-[[(dimethylamino)-carbonyl]methylamino]-N,N-dimethyl-1,3,4-thiadiazole-2 -sulfonamide.Type: GrantFiled: July 3, 1984Date of Patent: December 31, 1985Assignee: Union Carbide CorporationInventors: Roger L. McDaniel, Jr., Jeffrey W. Portzer, Edward J. Zaiko
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Patent number: 4539408Abstract: Quaternary sulfoalkyl or sulfoalkenyl salts of tertiary amine bases are prepared by reacting the tertiary amine bases at elevated temperatures with a hydroxy alkane sulfonic acid or a hydroxyalkene sulphonic acid.Type: GrantFiled: April 28, 1978Date of Patent: September 3, 1985Assignee: Agfa-Gevaert AktiengesellschaftInventors: Helmut Kampfer, Marie Hase, Max Glass
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Patent number: 4535092Abstract: Acylanilides of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are substituents defined in claim 1; wherein R.sup.4 is hydrogen or alkyl of up to 4 carbon atoms, or is joined to R.sup.5 as stated below;wherein R.sup.5 is hydrogen, hydroxy, or alkoxy or acyloxy each of up to 15 carbon atoms, or is joined to R.sup.4 to form an oxycarbonyl group such that together with the --N--CO--C-- part of the molecule it forms an oxazolidinedione group;wherein R.sup.6 is alkyl or halogenoalkyl of up to 4 carbon atoms;and wherein R.sup.7 is 5- or 6- membered saturated or unsaturated heterocyclic which contains one, two or three hetero atoms selected from oxygen, nitrogen and sulphur, which heterocyclic may be a single ring or may be fused to a benzo-ring, and which heterocyclic is unsubstituted or bears one or two substituents defined in claim 1;processes for their manufacture and pharmaceutical compositions containing them. The compounds possess antiandrogenic activity.Type: GrantFiled: November 1, 1982Date of Patent: August 13, 1985Assignee: Imperial Chemical Industries PLCInventor: Leslie R. Hughes
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Patent number: 4487706Abstract: A metal deactivator especially useful in lubricating oil is made by reacting 2,5-dimercapto-1,3,4-thiadiazole, an olefin and sulfur dichloride in the mole ratio of about 1:0.9-2.5 0.9-2.5.Type: GrantFiled: February 15, 1983Date of Patent: December 11, 1984Assignee: Edwin Cooper, Inc.Inventor: William Y. Lam
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Patent number: 4432847Abstract: Poly sulfoxides of the general formula ##STR1## where each R is a monovalent aliphatic radical bound to a sulfoxy group. Each R is defined as being individually selected from the group consisting of ##STR2## wherein R', R" and R"' are individually selected from the group consisting of alkyl moieties containing 1 to 22 carbon atoms, and aralkyl moieties, alkylated aryl moieties, heterocyclic alkyl moieties, cycloalkyl moieties containing 4 to 40 carbon atoms wherein the said moieties are joined to the sulfoxy group through the alkyl chain, the said moieties being unsubstituted and substituted, said substitutions being individually selected from the group consisting of halogen moieties, nitro moieties, alkoxy moieties, alkyl moieties, and dialkylamino moieties.Type: GrantFiled: July 29, 1976Date of Patent: February 21, 1984Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4414153Abstract: Substituted 1,3-dithietane-2-carboxylic acid derivatives useful as intermediates for the preparation of highly effective penicillin and cephalosporin derivatives and the preparation thereof.Type: GrantFiled: September 23, 1981Date of Patent: November 8, 1983Assignee: Yamanouchi Pharmaceutical Co. Ltd.Inventors: Masaru Iwanami, Tetsuya Maeda, Yoshinobu Nagano, Masaharu Fujimoto, Noriaki Nagano, Atsuki Yamazaki, Kazaharu Tamazawa, Kiyoshi Murase, Tadao Shibanuma
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Patent number: 4410703Abstract: Lubricants are stabilized against wear and corrosion by adding an additive amount of a novel substituted thiadiazole. These are derived from 2,5-dimercapto-1,3,4-thiadiazole and other moieties, as for example, an isocyanate moiety.Type: GrantFiled: August 10, 1981Date of Patent: October 18, 1983Assignee: Mobil Oil CorporationInventor: Abraham O. M. Okorodudu
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Patent number: 4388319Abstract: The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. A compound of this invention is N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-N"-[2-(2-thiazolyl methylthio)ethyl]guanidine.Type: GrantFiled: December 11, 1980Date of Patent: June 14, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin
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Patent number: 4382869Abstract: Dimercaptothiadiazole adducts of hydroxyl-containing unsaturated compounds and their borated analogues provide effective multifunctional friction reducing and corrosion inhibiting properties to various lubricating fluids when incorporated therein.Type: GrantFiled: June 18, 1981Date of Patent: May 10, 1983Assignee: Mobil Oil CorporationInventors: Andrew G. Horodysky, Phillip S. Landis, Robert M. Gemmill, Jr.
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Patent number: 4372963Abstract: Bisamidines carrying one unsaturated nitrogen heterocyclo-containing substituent, representative of which i; 1-[N'-(2-(5-methyl-4-imidazolyl)methylthio)ethyl)guanidino]-8-[N'-methylgu anidino]octane, are histamine H.sub.2 -antagonists.Type: GrantFiled: March 27, 1981Date of Patent: February 8, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Peter D. Miles
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Patent number: 4369185Abstract: A method for production of novel antifungal 1,3,4-thiadiazole derivatives having a composition of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are independently alkyl with from 1 to 6 carbon atoms, alkenyl with from 2 to 6 carbon atoms, alkinyl with from 2 to 6 carbon atoms or cycloalkyl with from 3 to 6 carbon atoms is provided. 1,3,4-thiadiazole derivatives of a composition of the general formula ##STR2## are reacted with a compound having the composition of the general formula R.sub.1 -SH resulting in compounds of a composition having the formula ##STR3## which in turn are oxidized with an organic or inorganic oxidant.Type: GrantFiled: August 12, 1980Date of Patent: January 18, 1983Assignee: Schering AktiengesellschaftInventors: Ludwig Nuesslein, Dietrich Baumert, Georg-Alexander Hoyer, Ernst A. Pieroh
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Patent number: 4364769Abstract: The invention relates to novel 1,3,4-thiadiazolyloxyphenylureas which possess herbicidal properties and which have good selectivity in different crops of cultivated plants. The novel phenylureas have the general formula I ##STR1## wherein X is hydrogen, halogen or trifluoromethyl,Y is hydrogen, C.sub.1 -C.sub.6 alkyl which can be interrupted by oxygen or substituted by halogen or cyano; C.sub.3 -C.sub.6 cycloalkyl, cyclopropylmethyl, phenyl which is unsubstituted or substituted by chlorine or C.sub.1 -C.sub.4 alkyl; or is C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylsulfinyl or C.sub.1 -C.sub.4 alkylsulfonyl, or a sulfamoyl group --SO.sub.2 NR.sub.2 R.sub.3,R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl which can be interrupted by oxygen or substituted by halogen or cyano, or is C.sub.3 -C.sub.6 alkenyl or C.sub.3 -C.sub.6 alkynyl, or C.sub.3 -C.sub.6 cycloalkyl, has the same meaning as R.sub.2 or is C.sub.1 -C.sub.6 alkoxy, orR.sub.Type: GrantFiled: July 7, 1980Date of Patent: December 21, 1982Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Otto Rohr, Haukur Kristinsson
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Patent number: 4358597Abstract: A thiocarbamate compound selected from the group of thiocarbamate compounds consisting of 1,3,4-thiadiazole-2-thiol-5- monothiocarbamate; 1,3,4-thiadiazole-2,5-dithiocarbamate; 1,3,4-thiadiazole-2-thiol-5-mono(dithiocarbamate) and 1,3,4-thiadiazole-2,5-di(dithiocarbamate). These thiocarbamate compounds can be represented by the general formula ##STR1## where R' is a monovalent radical individually selected from the group consisting of a hydrogen radical and the radical ##STR2## wherein X is selected from the group consisting of .dbd.O and .dbd.Type: GrantFiled: September 20, 1976Date of Patent: November 9, 1982Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4351945Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4 thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.Type: GrantFiled: February 5, 1979Date of Patent: September 28, 1982Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4351946Abstract: Fluorinated-alkyl sulfides represented by [R.sub.f (CH.sub.2).sub.n S].sub.z Q where R.sub.f is fluoroalkyl, n is 2 or 3, z is 1 or 2, and Q is an aryl, alkylaryl, alkyl heterocyclic or heterocyclic radical, are useful as surfactants or as intermediates for the preparation of salt-type, quaternary-salt, or amphoteric surfactants.This application is a division of co-pending application Ser. No. 61,567 filed July 30, 1979, now U.S. Pat. No. 4,254,266, which is a division of Ser. No. 587,794 filed June 17, 1975, now U.S. Pat. No. 4,177,351 issued Dec. 4, 1979, which is a division of Ser. No. 396,649 filed Sept. 12, 1973, now U.S. Pat. No. 3,933,819 issued Jan. 20, 1976, which is a continuation-in-part of Ser. No. 171,325 filed Aug. 21, 1971, now abandoned.Type: GrantFiled: November 14, 1980Date of Patent: September 28, 1982Assignee: Pennwalt CorporationInventors: Sameeh S. Toukan, Murray Hauptschein
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Patent number: 4331668Abstract: 3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 -receptor antagonists. The 2- position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.Type: GrantFiled: June 16, 1980Date of Patent: May 25, 1982Assignee: Smith Kline & French Laboratories LimitedInventors: Michael L. Roantree, Rodney C. Young
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Patent number: 4316040Abstract: Substituted pyrazole ether derivatives, and salts thereof, having a herbicidal action, herbicides containing these compounds as active ingredients, and processes for controlling the growth of unwanted plants with these compounds.Type: GrantFiled: January 14, 1981Date of Patent: February 16, 1982Assignee: BASF AktiengesellschaftInventors: Peter Plath, Wolfgang Rohr, Bruno Wuerzer, Rainer Becker
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Patent number: 4301019Abstract: Mercaptothiadiazole is reacted with hydroxyl-containing unsaturated esters, or their borated derivatives, to yield a product that is useful as a friction reducing additive in lubricants.Type: GrantFiled: October 29, 1980Date of Patent: November 17, 1981Assignee: Mobil Oil CorporationInventors: Andrew G. Horodysky, Phillip S. Landis
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Patent number: 4286096Abstract: Azole and azoline disulfides useful as corrosion inhibitors and antiwear agents are prepared by the halogen-induced coupling of a thiol reactant e.g., hydrocarbyl mercaptans, with a metal azole thiolate, e.g. the potassium salt of 3,5-bis-mercapto 1,2,4-thiadiazole or 2,5-bis-mercapto 1,3,4-thiadiazole in a 2-phase reaction medium comprising a mixture of a hydrocarbon and water.Type: GrantFiled: December 18, 1978Date of Patent: August 25, 1981Assignee: Exxon Research & Engineering Co.Inventors: Stanley J. Brois, Antonio Gutierrez
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Patent number: 4282234Abstract: 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-imidazolymethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolymethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.Type: GrantFiled: May 14, 1979Date of Patent: August 4, 1981Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
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Patent number: 4269984Abstract: Novel biocidal compounds having the general structural formula ##STR1## wherein R is selected from the group consisting of C.sub.1 --C.sub.4 alkyl, including methyl, ethyl, propyl and butyl, ##STR2## phenyl, substituted phenyl wherein the substituents are selected from the group comprising --CH.sub.3, --CF.sub.3, --NO.sub.2, bromine and chlorine.Type: GrantFiled: July 25, 1980Date of Patent: May 26, 1981Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4254266Abstract: Fluorinated-alkyl sulfides represented by [R.sub.f (CH.sub.2).sub.n S].sub.z Q where R.sub.f is fluoroalkyl, n is 2 or 3, z is 1 or 2, and Q is an aryl, alkylaryl, alkyl heterocyclic or heterocyclic radical, are useful as surfactants or as intermediates for the preparation of salt-type, quaternary-salt, or amphoteric surfactants.Type: GrantFiled: July 30, 1979Date of Patent: March 3, 1981Assignee: Pennwalt CorporationInventors: Sameeh S. Toukan, Murray Hauptschein
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Patent number: 4246126Abstract: A novel nitrogen and sulfur composition is prepared by the reaction of 2,5-dimercapto-1,3,4-thiadiazole with a peroxide, preferably hydrogen peroxide. This nitrogen and sulfur composition may be reacted with polysulfides, mercaptans and amino compounds (especially oil-soluble, nitrogen-containing dispersants) to produce lubricant additives having decreased copper activity and a decreased tendency for "lead paint" deposition.Type: GrantFiled: May 29, 1979Date of Patent: January 20, 1981Assignee: The Lubrizol CorporationInventors: Arthur N. Arakelian, Kirk E. Davis
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Patent number: 4209522Abstract: The novel compounds corresponding to the formula ##STR1## or of the formula ##STR2## wherein R is a thiadiazole radical. These compounds exhibit utility in the control and kill of bacteria and fungi.Type: GrantFiled: June 28, 1978Date of Patent: June 24, 1980Assignee: The Dow Chemical CompanyInventors: Craig E. Mixan, George A. Burk
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Patent number: 4205166Abstract: Cephalosporanic acid derivatives and preparation thereof having the following formula ##STR1## wherein R.sub.1 is hydrogen or acyl, and R.sub.2 is aminoalkyl-, acylaminoalkyl-, sulfoalkylaminoalkyl-, or hydroxyalkyl-substituted, N- or N and S-containing heterocyclic groups.Type: GrantFiled: February 18, 1975Date of Patent: May 27, 1980Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takashi Kamiya, Kunihiko Tanaka, Tsutomu Teraji, Keiji Hemmi
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Patent number: 4198339Abstract: Substituted 1,3-dithietane-2-carboxylic acid derivatives useful as intermediates for the preparation of highly effective penicillin and cephalosporin derivatives and the preparation thereof.Type: GrantFiled: June 7, 1978Date of Patent: April 15, 1980Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Masaru Iwanami, Tetsuya Maeda, Yoshinobu Nagano, Masaharu Fujimoto, Noriaki Nagano, Atsuki Yamazaki, Kazaharu Tamazawa, Kiyoshi Murase, Tadao Shibanuma
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Patent number: 4193882Abstract: Lubricant compositions containing, in an amount sufficient to inhibit metal corrosion, the reaction product of oleic acid and 2,5-dimercapto-1,3,4-thiadiazole.Type: GrantFiled: October 19, 1978Date of Patent: March 18, 1980Assignee: Mobil Oil CorporationInventor: Robert M. Gemmill, Jr.
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Patent number: 4188299Abstract: Compounds having the structures: ##STR1## wherein B is A or a hydrogen and A is R--X; wherein X is ##STR2## M is a Group II metal cation and R is a hydrocarbyl group having about 1 to 100 carbon atoms.Type: GrantFiled: May 17, 1978Date of Patent: February 12, 1980Assignee: Standard Oil Company (Indiana)Inventor: Gunter Caspari