Chalcogen Bonded Directly To The 2- And 5- Positions Of The Thiadiazole Ring Patents (Class 548/142)
  • Patent number: 4851406
    Abstract: 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: Grant
    Filed: September 4, 1986
    Date of Patent: July 25, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Mertens, Wolfgang von der Saal, Walter-Gunar Friebe, Bernd Muller-Beckmann, Gisbert Sponer
  • Patent number: 4831032
    Abstract: 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: Grant
    Filed: July 3, 1986
    Date of Patent: May 16, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Wolfgang von der Saal, Alfred Mertens, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein
  • Patent number: 4803211
    Abstract: 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: Grant
    Filed: July 14, 1986
    Date of Patent: February 7, 1989
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Toshiyasu Mase, Ryuji Tsuzuki, Hiromu Hara, Kiyoshi Murase, Kenichi Tomioka
  • Patent number: 4761482
    Abstract: 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: Grant
    Filed: April 23, 1987
    Date of Patent: August 2, 1988
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventor: Thomas J. Karol
  • Patent number: 4734504
    Abstract: 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: Grant
    Filed: May 14, 1986
    Date of Patent: March 29, 1988
    Assignee: Eli Lilly and Company
    Inventor: Richard E. Holmes
  • Patent number: 4734505
    Abstract: 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: Grant
    Filed: May 14, 1986
    Date of Patent: March 29, 1988
    Assignee: Eli Lilly and Company
    Inventor: Richard E. Holmes
  • Patent number: 4711915
    Abstract: 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: Grant
    Filed: April 7, 1986
    Date of Patent: December 8, 1987
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventor: Lester A. Doe, Jr.
  • Patent number: 4695567
    Abstract: 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: Grant
    Filed: January 17, 1986
    Date of Patent: September 22, 1987
    Assignee: Boehringer Mannheim GmbH
    Inventors: Alfred Mertens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein, Egon Roesch
  • Patent number: 4678789
    Abstract: 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: Grant
    Filed: March 28, 1983
    Date of Patent: July 7, 1987
    Assignee: Pfizer Inc.
    Inventors: Kenneth Richardson, Peter J. Whittle
  • Patent number: 4661273
    Abstract: 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: Grant
    Filed: December 30, 1985
    Date of Patent: April 28, 1987
    Assignee: Mobil Oil Company
    Inventors: Gerassimo Frangatos, Robert H. Davis
  • Patent number: 4657942
    Abstract: 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: Grant
    Filed: January 27, 1986
    Date of Patent: April 14, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Minoru Maeda, Sadao Fujikura
  • Patent number: 4656176
    Abstract: 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: Grant
    Filed: March 21, 1985
    Date of Patent: April 7, 1987
    Assignee: SmithKline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Patent number: 4648897
    Abstract: 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: Grant
    Filed: July 21, 1980
    Date of Patent: March 10, 1987
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4636505
    Abstract: 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: Grant
    Filed: July 15, 1983
    Date of Patent: January 13, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventor: Howard Tucker
  • Patent number: 4632927
    Abstract: 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: Grant
    Filed: March 20, 1984
    Date of Patent: December 30, 1986
    Assignee: William H. Rorer, Inc.
    Inventors: Henry F. Campbell, Donald E. Kuhla, William L. Studt, Stuart A. Dodson
  • Patent number: 4617136
    Abstract: 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: Grant
    Filed: August 16, 1985
    Date of Patent: October 14, 1986
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventor: Lester A. Doe, Jr.
  • Patent number: 4606831
    Abstract: Galactomannan gum-thickened aqueous compositions are stabilized with a dimercaptothiadiazole.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: August 19, 1986
    Assignee: Monsanto Company
    Inventors: Gary H. Kegeler, Howard L. Vandersall
  • Patent number: 4604132
    Abstract: 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: Grant
    Filed: April 27, 1984
    Date of Patent: August 5, 1986
    Assignee: ICI Australia Limited
    Inventors: Richard J. Conway, Keith G. Watson, Graeme J. Farquharson
  • Patent number: 4599425
    Abstract: 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: Grant
    Filed: October 18, 1984
    Date of Patent: July 8, 1986
    Assignee: Rhein-Chemie Rheinau GmbH
    Inventors: Peter Hugo, Rainer Noack
  • Patent number: 4591645
    Abstract: 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: Grant
    Filed: August 14, 1984
    Date of Patent: May 27, 1986
    Assignee: Rhein-Chemie Rheinau GmbH
    Inventors: Peter Hugo, Rainer Noack
  • Patent number: 4584114
    Abstract: 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: Grant
    Filed: December 20, 1982
    Date of Patent: April 22, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Robert M. Gemmill, Andrew G. Horodysky, Phillip S. Landis
  • Patent number: 4562260
    Abstract: 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: Grant
    Filed: July 3, 1984
    Date of Patent: December 31, 1985
    Assignee: Union Carbide Corporation
    Inventors: Roger L. McDaniel, Jr., Jeffrey W. Portzer, Edward J. Zaiko
  • Patent number: 4539408
    Abstract: 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: Grant
    Filed: April 28, 1978
    Date of Patent: September 3, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Helmut Kampfer, Marie Hase, Max Glass
  • Patent number: 4535092
    Abstract: 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: Grant
    Filed: November 1, 1982
    Date of Patent: August 13, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventor: Leslie R. Hughes
  • Patent number: 4487706
    Abstract: 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: Grant
    Filed: February 15, 1983
    Date of Patent: December 11, 1984
    Assignee: Edwin Cooper, Inc.
    Inventor: William Y. Lam
  • Patent number: 4432847
    Abstract: 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: Grant
    Filed: July 29, 1976
    Date of Patent: February 21, 1984
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4414153
    Abstract: 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: Grant
    Filed: September 23, 1981
    Date of Patent: November 8, 1983
    Assignee: Yamanouchi Pharmaceutical Co. Ltd.
    Inventors: Masaru Iwanami, Tetsuya Maeda, Yoshinobu Nagano, Masaharu Fujimoto, Noriaki Nagano, Atsuki Yamazaki, Kazaharu Tamazawa, Kiyoshi Murase, Tadao Shibanuma
  • Patent number: 4410703
    Abstract: 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: Grant
    Filed: August 10, 1981
    Date of Patent: October 18, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Abraham O. M. Okorodudu
  • Patent number: 4388319
    Abstract: 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: Grant
    Filed: December 11, 1980
    Date of Patent: June 14, 1983
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin
  • Patent number: 4382869
    Abstract: 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: Grant
    Filed: June 18, 1981
    Date of Patent: May 10, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Phillip S. Landis, Robert M. Gemmill, Jr.
  • Patent number: 4372963
    Abstract: 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: Grant
    Filed: March 27, 1981
    Date of Patent: February 8, 1983
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Peter D. Miles
  • Patent number: 4369185
    Abstract: 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: Grant
    Filed: August 12, 1980
    Date of Patent: January 18, 1983
    Assignee: Schering Aktiengesellschaft
    Inventors: Ludwig Nuesslein, Dietrich Baumert, Georg-Alexander Hoyer, Ernst A. Pieroh
  • Patent number: 4364769
    Abstract: 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: Grant
    Filed: July 7, 1980
    Date of Patent: December 21, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Otto Rohr, Haukur Kristinsson
  • Patent number: 4358597
    Abstract: 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: Grant
    Filed: September 20, 1976
    Date of Patent: November 9, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventor: Ellis K. Fields
  • Patent number: 4351945
    Abstract: 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: Grant
    Filed: February 5, 1979
    Date of Patent: September 28, 1982
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4351946
    Abstract: 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: Grant
    Filed: November 14, 1980
    Date of Patent: September 28, 1982
    Assignee: Pennwalt Corporation
    Inventors: Sameeh S. Toukan, Murray Hauptschein
  • Patent number: 4331668
    Abstract: 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: Grant
    Filed: June 16, 1980
    Date of Patent: May 25, 1982
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Michael L. Roantree, Rodney C. Young
  • Patent number: 4316040
    Abstract: 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: Grant
    Filed: January 14, 1981
    Date of Patent: February 16, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Plath, Wolfgang Rohr, Bruno Wuerzer, Rainer Becker
  • Patent number: 4301019
    Abstract: 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: Grant
    Filed: October 29, 1980
    Date of Patent: November 17, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Phillip S. Landis
  • Patent number: 4286096
    Abstract: 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: Grant
    Filed: December 18, 1978
    Date of Patent: August 25, 1981
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4282234
    Abstract: 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: Grant
    Filed: May 14, 1979
    Date of Patent: August 4, 1981
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Graham J. Durant, Charon R. Ganellin, Rodney C. Young
  • Patent number: 4269984
    Abstract: 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: Grant
    Filed: July 25, 1980
    Date of Patent: May 26, 1981
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4254266
    Abstract: 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: Grant
    Filed: July 30, 1979
    Date of Patent: March 3, 1981
    Assignee: Pennwalt Corporation
    Inventors: Sameeh S. Toukan, Murray Hauptschein
  • Patent number: 4246126
    Abstract: 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: Grant
    Filed: May 29, 1979
    Date of Patent: January 20, 1981
    Assignee: The Lubrizol Corporation
    Inventors: Arthur N. Arakelian, Kirk E. Davis
  • Patent number: 4209522
    Abstract: 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: Grant
    Filed: June 28, 1978
    Date of Patent: June 24, 1980
    Assignee: The Dow Chemical Company
    Inventors: Craig E. Mixan, George A. Burk
  • Patent number: 4205166
    Abstract: 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: Grant
    Filed: February 18, 1975
    Date of Patent: May 27, 1980
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takashi Kamiya, Kunihiko Tanaka, Tsutomu Teraji, Keiji Hemmi
  • Patent number: 4198339
    Abstract: 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: Grant
    Filed: June 7, 1978
    Date of Patent: April 15, 1980
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Masaru Iwanami, Tetsuya Maeda, Yoshinobu Nagano, Masaharu Fujimoto, Noriaki Nagano, Atsuki Yamazaki, Kazaharu Tamazawa, Kiyoshi Murase, Tadao Shibanuma
  • Patent number: 4193882
    Abstract: 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: Grant
    Filed: October 19, 1978
    Date of Patent: March 18, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Robert M. Gemmill, Jr.
  • Patent number: 4188299
    Abstract: 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: Grant
    Filed: May 17, 1978
    Date of Patent: February 12, 1980
    Assignee: Standard Oil Company (Indiana)
    Inventor: Gunter Caspari