Chalcogens Bonded Directly At 2- And 5-positions Of The Oxazole Ring Patents (Class 548/227)
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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: 4689336Abstract: Hypoglycemic 5-chromanyl, 2,3-dihydro-5-benzo[b]-furanyl, 5-pyridyl, 5-quinolyl, 5-pyrrolyl, 5-indolyl, 5-thiazolyl, 5-oxazolyl, 5-isothiazolyl and 5-isoxazolyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.Type: GrantFiled: October 3, 1985Date of Patent: August 25, 1987Assignee: Pfizer Inc.Inventor: Rodney C. Schnur
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Patent number: 4686295Abstract: This invention relates to new compounds of the formula ##STR1## wherein A is a hydroxy, lower alkoxy, lower alkenoxy, diloweralkylamino lower alkoxy, acylamino lower alkoxy, acyloxy, lower alkoxy, aryloxy, arloweralkyloxy, amino, loweralkylamino, diloweralkylamino, aryloweralkylamino, hydroxyamino, or substituted aryloxy, or substituted arloweralkoxy wherein the substituent is methyl, halo or methoxy;R.sub.1, R.sub.2, and R.sub.Type: GrantFiled: March 7, 1983Date of Patent: August 11, 1987Assignee: USV Pharmaceutical CorporationInventors: Raymond D. Youssefyeh, Jerry W. Skiles, John T. Suh, Howard Jones
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Patent number: 4663341Abstract: This invention relates to N-aryl-3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.Type: GrantFiled: January 11, 1985Date of Patent: May 5, 1987Assignee: Rohm and Haas CompanyInventor: Richard M. Jacobson
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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: 4578388Abstract: The compounds are C.sub.2 -C.sub.8 straight chain alkanes terminally substituted, symmetrically or unsymmetrically, by N-(N'-substituted guanidino), N-(N',N"-disubstituted guanidino). N-(N'-substituted thioureido), N-(nitromethylene amidino) or S-(N-substituted isothioureido) groups. Two compounds of the invention are 1,3-bis-[N'-(2-(5-methyl-4-imidazolylmethylthio)ethyl)guanidino]propane and 1,3-bis-[S-(N-2-(5-methyl-4-imidazolylmethylthio)ethyl)isothioureido]p ropane. The compounds of this invention are inhibitors of H-2 histamine receptors.Type: GrantFiled: June 30, 1983Date of Patent: March 25, 1986Assignee: SmithKline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin
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Patent number: 4565820Abstract: Hypoglycemic 5-chromanyl, 2,3-dihydro-5-benzo[b]-furanyl, 5-pyridyl, 5-quinolyl, 5-pyrrolyl, 5-indolyl, 5-thiazolyl, 5-oxazolyl, 5-isothiazolyl and 5-isoxazolyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.Type: GrantFiled: January 26, 1984Date of Patent: January 21, 1986Assignee: Pfizer Inc.Inventor: Rodney C. Schnur
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Patent number: 4539323Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be identical to or different from each other, are each independently hydrogen, straight or branched alkyl of 1 to 8 carbon atoms or arylmethyl; orR.sub.1 and R.sub.2, together with each other, are --(CH.sub.2).sub.4 or --(CH.sub.2).sub.5 --; andR.sub.3 and R.sub.4, which may be identical to or different from each other, are each independently hydrogen, straight or branched alkyl of 1 to 4 carbon atoms or arylmethyl; orR.sub.3 and R.sub.4, together with each other, are --CH.sub.3 -- or --CH.sub.2 --CH.sub.2 --;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful for the treatment of cardiovascular diseases, especially hypertension.Type: GrantFiled: September 14, 1983Date of Patent: September 3, 1985Assignee: Boehringer Ingelheim KGInventors: Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Wolfram Gaida
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Patent number: 4499101Abstract: The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. Two compounds of this invention are N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea and N,N'-bis[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-N"-cyanoguanidine.Type: GrantFiled: February 4, 1983Date of Patent: February 12, 1985Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin
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Patent number: 4465504Abstract: An N-(2,2,2-trifluoroethyl)-N-alkyl-azolyloxyacetic acid amides of the formula ##STR1## in which R and R.sup.1 have the meaning given in the description, a process for the production of which is described, find use as herbicides. The intermediate products of the general formulae ##STR2## in which R.sup.1 in each case has the same meaning as in formula (I), for the preparation of the compounds (I) are also new.Type: GrantFiled: February 19, 1982Date of Patent: August 14, 1984Assignee: Bayer AktiengesellschaftInventors: Heinz Forster, Volker Mues, Bernd Baasner, Hermann Hagemann, Ludwig Eue, Robert Schmidt
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Patent number: 4459239Abstract: Chloroformates of alkyl esters of C-alkyl or C-haloalkyl tartronic acids of the general formula: ##STR1## in which: R represents an alkyl or haloalkyl group having from 1 to 5 carbon atoms, andR.sup.1 represents an alkyl group having from 1 to 5 carbon atoms,may be prepared by reaction of phosgene in an inert solvent with the corresponding ester of the C-alkyl-tartronic acid of the desired compound at a temperature of from 0.degree. to 20.degree. C. in the presence of at least a stoichiometric amount of a tertiary amine.Type: GrantFiled: January 11, 1982Date of Patent: July 10, 1984Assignee: Montedison S.p.A.Inventors: Vincenzo Di Toro, Franco Gozzo, Pier M. Boschi
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Patent number: 4458078Abstract: The invention relates to novel intermediates for the preparation of peptides of pharmacological activity, said intermediates being of the formulas: ##STR1## wherein R.sub.2.sup.Type: GrantFiled: May 13, 1982Date of Patent: July 3, 1984Assignee: Fujisawa Pharmaceutical Company, Ltd.Inventors: Yoshihiko Kitaura, Osamu Nakaguchi, Keiji Hemmi, Matsuhiko Aratani, Hidekazu Takeno, Satoshi Okada, Hirokazu Tanaka, Masashi Hashimoto, Yoshio Kuroda, Eiko Iguchi, Masanobu Kohsaka, Hatsuo Aoki, Hiroshi Imanaka
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Patent number: 4430337Abstract: Hypoglycemic oxazolidine-2,4-diones, substituted at the 5-position with a (C.sub.5 -C.sub.9) unsaturated monocyclic, saturated bicyclic or unsaturated bicyclic hydrocarbon radical; methods for their preparation; and method for their use in the treatment of hyperglycemic mammals.Type: GrantFiled: June 23, 1982Date of Patent: February 7, 1984Assignee: Pfizer Inc.Inventor: Gerald F. Holland
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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: 4293691Abstract: A method for preparing image-forming color couplers containing a thioether group at the coupling active position is disclosed which comprises reacting a compound of the formula A-H where A is a cyan, magenta or yellow coupler residue in which a hydrogen atom at the coupling off position is removed with a disulfide of the formula (IIa) or (IIb): ##STR1## where R is a straight chain, branched chain or cyclic alkyl group, a cyclic alkenyl group, or an aralkyl group or a ##STR2## group, B is Y, -D-Y or ##STR3## where D is an oxygen atom or >N--R.sub.4, R.sub.4 is a hydrogen atom, an alkyl group or an aryl group, Y is a straight chain, branched chain or cyclic alkyl group, a straight chain, branched chain or cyclic alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group, Q is a non-metallic atomic group necessary for completing a 5- or 6-membered nitrogen-containing heterocyclic group and R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: August 10, 1979Date of Patent: October 6, 1981Assignee: Fuji Photo Film Co., Ltd.Inventors: Nobuo Furutachi, Nobuo Seto
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Patent number: 4267344Abstract: N-Substituted N-carboxyanhydrides of .alpha.-amino acids, useful in peptide syntheses, and peptide synthesis process using such compounds, are disclosed. The N-substituent is penta(lower alkoxy)benzyl, or optionally substituted 9-xanthyl, 9-thioxanthyl or 9-selenoxanthyl.Type: GrantFiled: November 20, 1978Date of Patent: May 12, 1981Assignee: Proteinkemisk Institut. tilknyttet Akademiet for de tekniske VidenskaberInventors: John B. Halstrom, Karoly G. Kovacs
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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: 4251665Abstract: Amino resins, e.g., urea-formaldehyde and melamine-formaldehyde thermosetting resin systems, are cured with thermally-decomposable adducts of aromatic sulfonic acids and oxa-azacyclopentanes. The resin products cured with these adducts provide surface coatings having superior water resistance properties. The cured compositions can include other conventional ingredients capable of co-reacting with the amino resins, such as polyols, polyacids, alkyd resins, polyester resins, epoxies, acrylics and the like, to provide compositions curable to products having a wide range of properties.Type: GrantFiled: October 5, 1979Date of Patent: February 17, 1981Assignee: King Industries, Inc.Inventor: Leonard J. Calbo
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Patent number: 4244969Abstract: This invention relates to novel compounds of the general formula ##STR1## Representative compounds within the scope of the invention are ##STR2## The compounds are disclosed as being useful for treating symptoms and signs of cardiac failure by stimulating the .beta.-receptors of the heart. Methods of treatment using these compounds are discussed.Type: GrantFiled: February 13, 1975Date of Patent: January 13, 1981Assignee: Aktiebolaget HassleInventors: Enar I. Carlsson, Nils H. A. Persson, Gustav B. R. Samuelsson, Kjell I. L. Wetterlin
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Patent number: 4221584Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo, R.sup.2, R.sup.3 and R.sup.4 are independently selected from hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo; R.sup.5 and R.sup.Type: GrantFiled: February 9, 1979Date of Patent: September 9, 1980Assignee: Chevron Research CompanyInventor: Stephen D. Ziman