Nitrogen Attached Indirectly To The Thiocarbonyl By Nonionic Bonding Patents (Class 564/27)
  • Patent number: 5055582
    Abstract: This invention relates to a process for preparing useful thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)thioxomethyl]hydrazono]ethyl]-1.alpha. ,4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha.,7a.alpha.-4.alpha.,7.alpha.-meth ano-2H-inden-2-ones.
    Type: Grant
    Filed: December 13, 1988
    Date of Patent: October 8, 1991
    Assignee: National Research Development Corporation
    Inventors: Robert B. Garland, Masateru Miyano
  • Patent number: 5045565
    Abstract: The present invention relates to beta-aminoethyl-substituted phenyl compounds, especially beta-aminoethoxy-substituted phenyl compounds. The present invention also relates to pharmaceutical compositions comprising a safe and effective amount of a compound of the present invention and a pharmaceutically-acceptable carrier. The present invention further relates to methods for producing analgesia and reducing inflammation, in humans and lower animals, by administering the compounds or compositions of the present invention. In addition, the present invention relates to methods for making compounds of the present invention and intermediates useful in these synthesis methods.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: September 3, 1991
    Assignee: The Procter & Gamble Company
    Inventors: Joseph H. Gardner, Gerald B. Kasting, Thomas L. Cupps, Richard S. Echler, Thomas W. Gibson, Joel I. Shulman
  • Patent number: 5030653
    Abstract: Certain N-2,6-dialkyl- or N-2,6-dialkoxyphenyl-N'-arylalkylurea compounds are potent inhibitors of the enzyme acyl CoA:cholesterol acyltransferase (ACAT), and are thus useful agents for the treatment of hypercholesterolemia or atherosclerosis.
    Type: Grant
    Filed: October 23, 1990
    Date of Patent: July 9, 1991
    Assignee: Warner-Lambert Company
    Inventor: Bharat K. Trivedi
  • Patent number: 5026730
    Abstract: The invention relates to novel substituted anilinophenylthioureas, anilinophenylisothioureas and anilinophenylcarbodiimides of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by one or more halogen atoms and/or C.sub.1 -C.sub.6 alkoxy groups; C.sub.3 -C.sub.8 cycloalkyl, unsubstituted or substituted by one or more C.sub.1 -C.sub.3 alkyl groups; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 and R.sub.3 are each C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen, methyl or --CHO,R.sub.5 is halogen; C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted by one or more halogen atoms; C.sub.1 -C.sub.4 alkoxy, unsubstituted or substituted by one or more halogen atoms; or is a --CH.dbd.CH--.sub.2, --CH.sub.2--3 or --CH.sub.2--4 bridge in 2,3- or 3,4-position,n is 0, 1, 2, 3 or 4,Z is --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N--; andR.sub.6 is C.sub.1 -C.sub.
    Type: Grant
    Filed: August 11, 1988
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek, Josef Ehrenfreund
  • Patent number: 5026910
    Abstract: The invention relates to polyfluoroaklyl nitrogen compounds of general formula:R.sub.F --(CH.sub.2).sub.2 --Xin which X denotes an isothiocyanate --N.dbd.C.dbd.S, carbodiimide --N.dbd.C.dbd.N(CH.sub.2).sub.2 --R'.sub.F or thiourea --NH--CS--A group, A denoting an optionally substituted amino group, and each of the symbols R.sub.F and R'.sub.F denotes a perfluoroalkyl radical.these compounds, prepared from the corresponding axides R.sub.F (CH.sub.2).sub.2 N.sub.3 or amines R.sub.F(CH.sub.2).sub.2 NH.sub.2, can be used as surface-active agents or precursors of such agents.
    Type: Grant
    Filed: May 22, 1990
    Date of Patent: June 25, 1991
    Assignee: Societe Atochem
    Inventors: Eric Bollens, Francois Szonyi, Aime Cambon
  • Patent number: 5021429
    Abstract: Compounds of the general formula: ##STR1## and physiologically acceptable salts, and hydrates, N-oxides and bioprecursors of such compounds and such salts in whichR.sub.1 and R.sub.2, which may be the same or different, represent hydrogen or lower alkyl, cycloalkyl, aralkyl or lower alkenyl groups, or lower alkyl groups interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl; or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached form a heterocyclic ring which may contain the hetero functions --O-- and ##STR3## R.sub.3 represents hydrogen, lower alkyl, alkenyl or alkoxyalkyl; X represents --O--, --S-- or --CH.sub.2 -- or ##STR4## where R.sub.5 is hydrogen or lower alkyl; Y represents .dbd.S, .dbd.O, .dbd.NR.sub.6 or .dbd.CHR.sub.7 ;in which R.sub.6 represents hydrogen, nitro, cyano, lower alkyl, aryl, arylsulphonyl or lower alkylsulphonyl; R.sub.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: June 4, 1991
    Assignee: Allen & Hansburys Limited
    Inventor: Michael Martin-Smith
  • Patent number: 5015644
    Abstract: Certain substituted urea, thiourea, carbamate, and thiocarbamate compounds are potent inhibitors of the enzyme acyl-CoA: cholesterol acyltransferase and are thus useful agents for inhibiting the intestinal absorption of cholesterol, and for lowering blood plasma cholesterol.
    Type: Grant
    Filed: June 1, 1989
    Date of Patent: May 14, 1991
    Assignee: Warner-Lambert Company
    Inventors: Bruce D. Roth, Bharat K. Trivedi
  • Patent number: 4997980
    Abstract: Disclosed are novel compounds of the formula: ##STR1## wherein: X=--NR.sub.5 R.sub.6, or --OR.sub.7 ;R.sub.1 and R.sub.2 are independently hydrogen, substituted or unsubstituted alkyl, haloalkyl, hydroxyalkyl alkoxyalkyl, alkylaminoalkyl or arylalkyl having up to 18 carbons, cycloalkyl; phenyl or naphthyl; alkylphenyl, cyanophenyl, halophenyl or alkoxyphenyl substituents;R.sub.3 is hydrogen, benzyl, alkoxybenzyl, halobenzyl or alkylbenzyl, provided that if neither R.sub.1 nor R.sub.2 is hydrogen, then R.sub.3 is hydrogen;R.sub.4 is a divalent aromatic group which is substituted or unsubstituted;R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen, alkyl, hydroxyalkyl, haloalkyl, alkoxyalkyl, alkylaminoalkyl, acylaminoalkyl, aminoalkyl or phenylalkyl having up to 12 carbons; a cycloalkyl substitutent; phenyl or naphthyl; an alkylphenyl, cyanophenyl, halophenyl or alkoxyphenyl substituent;Furthermore, either R.sub.1 and R.sub.3 or R.sub.1 and R.sub.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: March 5, 1991
    Assignee: Anitec Image Corporation
    Inventors: Bruce M. Resnick, Allan J. Wexler
  • Patent number: 4997981
    Abstract: An amine substituion process for 2-(1-pentyl-3-guanidino)-4-(2-methyl-4-imidazolyl)thiazole, for precursor N-(pentylamidino)thiourea, and for analogs thereof of said compounds.
    Type: Grant
    Filed: April 20, 1989
    Date of Patent: March 5, 1991
    Assignee: Pfizer Inc.
    Inventors: Paul D. Hill, William M. Snyder, Stanley W. Walinsky
  • Patent number: 4950789
    Abstract: Aromatic polyalkyleneoxy polyamines which are the reaction products of an aminocarbonyl, a polyalkyleneoxy polyamine, and aromatic diamines are useful in reaction injection molding processes to enhance the physical properties of the products produced. In addition, the polyamines of this invention are also useful as compatiblilizing agents in RIM systems to compatibilize mixtures of high molecular weight and low molecular weight polyols.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: August 21, 1990
    Assignee: The Dow Chemical Company
    Inventor: Benny G. Barron
  • Patent number: 4873357
    Abstract: Potent dopamine-.beta.-hydroxylase inhibitors having the Formula: ##STR1## which are useful to inhibit dopamine-.beta.-hydroxylase activity, pharmaceutical compositions including these inhibitors, and methods of using these inhibitors to inhibit dopamine-.beta.-hydroxylase activity in mammals. Also disclosed are novel intermediates useful in preparing the presently invented inhibitors.
    Type: Grant
    Filed: October 8, 1987
    Date of Patent: October 10, 1989
    Assignee: SmithKline Beckman Corporation
    Inventors: Carl Kaiser, Lawrence I. Kruse, Stephen T. Ross
  • Patent number: 4868210
    Abstract: Certain N-2,6-dialkyl- or N-2,6-dialkoxyphenyl-N'-arylalkylurea compounds are potent inhibitors of the enzyme acyl CoA:cholesterol acyltransferase (ACAT), and are thus useful agents for the treatment of hypercholesterolemia or atherosclerosis.
    Type: Grant
    Filed: March 30, 1988
    Date of Patent: September 19, 1989
    Assignee: Warner-Lambert Company
    Inventor: Bharat K. Trivedi
  • Patent number: 4810725
    Abstract: 1-Aryloxy-3-(substituted aminoalkylamino)-2-propanols and pharmaceutically acceptable salts thereof have .beta.-adrenergic blocking activity with some cardioselectivity and hence are useful as anti-hypertensive, antianginal, antiarrhythmic and cardioprotective agents and in the treatment of elevated intraocular pressure such as glaucoma.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: March 7, 1989
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello, Sandor L. Varga
  • Patent number: 4760178
    Abstract: A process for producing compounds containing hydroxy alkyl amide groups by the reaction of a bicyclic amide acetal with a member selected from the group consisting of urea, biuret, thiourea, thiobiuret, alkyl substituted ureas, aryl substituted ureas, alkyl substituted thioureas, aryl substituted thioureas, alkylene ether ureas, arylene ether ureas, alkylene ether tioureas and arylene ether thioureas is disclosed.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: July 26, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4752615
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: June 21, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4657929
    Abstract: There are provided pharmaceutical compounds useful in treating hypertension, heart diseases and renal failure. These compounds are 4-hydroxy phenethylamines wherein the 3 position on the phenyl nucleus is occupied by either an amino, amide, carbamyl, urea sulfonamide, substituted alkyl or fluorine atom, and the amine group is further linked to another phenyl radical through an alkylene radical which may contain nitrogen, oxygen, sulfur or cyclic hydrocarbon radicals as intervening groups.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: April 14, 1987
    Assignee: Fisons plc
    Inventors: Francis Ince, Alan C. Tinker
  • Patent number: 4634713
    Abstract: Certain 3-(ureidocyclohexyleneamino)propane-1,2-diol derivatives, such as the compounds of formula III below, represent novel and useful pharmaceutical agents, e.g. potent antihypertensive and cardioactive agents demonstrating both .alpha.- and .beta.-adrenergic blocking activity. ##STR1## R.sub.3 is hydrogen or lower alkyl; R.sub.7 is cyano, lower alkoxycarbonyl, pyrrolyl, morpholino, alkenyloxy of 3 to 6 carbon atoms, alkynyloxy of 3 to 6 carbon atoms, alkoxy of 1 to 3 carbon atoms substituted by cyclopropyl.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: January 6, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Lincoln H. Werner, Neville Ford
  • Patent number: 4597902
    Abstract: N-(arylthioalkyl)-N'-(aminoalkyl)ureas and thioureas and oxidation derivatives having the formula ##STR1## wherein B is thio, sulfinyl or sulfonyl; R.sup.1 and R.sup.2 are hydrogen, loweralkyl, cycloalkyl, 2-furanyl, phenyl, substituted phenyl or phenyl-loweralkyl and R.sup.3 and R.sup.4 are hydrogen, loweralkyl, phenyl or phenyl-loweralkyl wherein phenyl is optionally substituted, or R.sup.3 and R.sup.4 taken with the adjacent nitrogen form a heterocyclic residue.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: July 1, 1986
    Assignee: A. H. Robins Company, Incorporated
    Inventors: James R. Shanklin, Jr., Christopher P. Johnson, III
  • Patent number: 4558155
    Abstract: N-(Aryloxyalkyl)-N'-(aminoalkyl)ureas and thioureas having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen, loweralkyl, cycloalkyl, phenyl or phenyllower alkyl, and R.sup.3 and R.sup.4 are hydrogen, loweralkyl, phenyl and phenylalkyl or R.sup.3 and R.sup.4 taken together with the adjacent nitrogen form a heterocyclic residue are disclosed in a method of suppressing cardiac arrhythmias.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: December 10, 1985
    Assignee: A. H. Robins Company, Incorporated
    Inventors: James R. Shanklin, Jr., Christopher P. Johnson, III
  • Patent number: 4532348
    Abstract: 1-(Substituted phenylthiocarbamyl) 3,3-disubstituted formamidine compounds having the structural formula ##STR1## wherein n is 1, 2 or 3,R is alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, alkylthio having 1 to 4 carbon atoms, halogen, nitro, acyl having 1 to 4 carbon atoms, hydroxyl and ##STR2## wherein R.sup.3 and R.sup.4 have the same meaning as R.sup.1 and R.sup.2 defined below,R.sup.1 and R.sup.2 are the same or different and are alkyl having 1 to 6 carbon atoms, or taken together represent the chain --(CH.sub.2).sub.p --(X).sub.m --(CH.sub.2).sub.q and forming a ring structure with the nitrogen to which they are bound wherein p is 1, 2 or 3, q is 2 or 3, X represents --O--, --S--, --SO--, --SO.sub.2 --, --NR.sup.3 --, R.sup.3 is hydrogen or alkyl having 1 to 6 carbon atoms, and m is 0 or 1 and their use as pharmaceutical agents.
    Type: Grant
    Filed: July 16, 1980
    Date of Patent: July 30, 1985
    Assignee: Stauffer Chemical Company
    Inventors: Ferenc M. Pallos, Jack R. DeBaun, Eugene G. Teach
  • Patent number: 4504305
    Abstract: A compound having the general formula ##STR1## wherein R.sub.1 is alkyl having 1-3 carbon atoms;R.sub.2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; andA is selected from the group consisting of ##STR2## wherein R.sub.3 is --SO.sub.2 R.sub.6 group, ##STR3## R.sub.4 is hydrogen, alkyl having 1-6 carbon atoms; phenyl or halophenyl; R.sub.5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R.sub.6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R.sub.7 is hydrogen or alkyl having 1-4 carbon atoms; R.sub.8 is hydrogen, alkyl having 1-6 carbon atoms; propenyl or methoxy; R.sub.9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above.The compound is useful as a herbicide.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: March 12, 1985
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Isao Iwataki, Akira Nakayama, Minoru Kaeriyama, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
  • Patent number: 4492658
    Abstract: This invention relates to Thioureylene prepared by reacting an oxyalkylated polyamine with thiourea and to uses of such Thioureylene for example in removing oils, solids, and combinations thereof from aqueous systems, etc.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: January 8, 1985
    Assignee: Petrolite Corporation
    Inventor: Thomas J. Bellos
  • Patent number: 4427685
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: a is 1 to 3;b is 0 to 2;c is 2 to 4;d is 1 to 5;X is sulphur, oxygen or --CH.sub.2 --;Y is oxygen, sulphur, NR.sub.4 or CHR.sub.5 wherein R.sub.4 is hydrogen, C.sub.1-4 alkyl, NO.sub.2 or CN, C.sub.1-4 alkylsulphonyl or phenylsulphonyl optionally substituted in the phenyl moiety by one or two substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, fluorine, chlorine or bromine, and R.sub.5 is NO.sub.2, C.sub.1-4 alkylsulphonyl or optionally substituted phenylsulphonyl as defined for R.sub.4 ;R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-4 alkyl, or C.sub.3-6 cycloalkyl; or R.sub.1 and R.sub.2 taken together with the nitrogen to which they are attached represent a pyrrolidino or piperidino ring;R.sub.6 and R.sub.7 are independently hydrogen or C.sub.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: January 24, 1984
    Assignee: Beecham Group P.L.C.
    Inventor: Geoffrey Stemp
  • Patent number: 4427699
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, and R.sub.2 is C.sub.1 -C.sub.4 alkyl, which are useful for controlling tobacco budworm.
    Type: Grant
    Filed: August 23, 1982
    Date of Patent: January 24, 1984
    Assignee: Stauffer Chemical Company
    Inventor: David L. Lee
  • Patent number: 4418209
    Abstract: This invention describes a new class of 1-amidino-3-phenylthiourea and N'-phenylamidinothiourea compounds wherein the phenyl group is ortho substituted, and processes for their preparation. The phenylamidinothiourea compounds may be incorporated into pharmaceutical preparations which are useful for producing anti-ulcerogenic, antisecretory, antispasmodic, antihypertensive, anti-arrhythmic, anesthetic, antidiarrheal and antiparasitic action.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: November 29, 1983
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, Julius Diamond, William L. Studt, Stuart A. Dodson
  • Patent number: 4320142
    Abstract: Compounds of formula (I) are pesticides active against arthropods. ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 are H, alkyl, alkoxy, halo, CN or CF.sub.3 or two are linked to form a 3 or 4 carbon atom group;X is O or NA where A is H or alkyl;R is H or alkyl;R.sup.4 is H or optionally substituted alkyl, aryl, aralkyl, alkenyl or alkynyl; andR.sup.5 is --CB. R.sup.6 where B is O, S or NR.sup.7 where R.sup.7 is H, alkyl, alkoxy, or optionally substituted aryl or aralkyl;R.sup.6 is H, R.sup.8, OR.sup.8, SR.sup.8 or NR.sup.9 R.sup.10 where R.sup.8 is alkyl, alkenyl or optionally substituted aryl, aralkyl or aryloxyalkyl; and R.sup.9 and R.sup.10 are H, alkyl or optionally substituted aryl or aralkyl;The invention also comprises processes for the preparation of compounds (I), formulations containing them, and their use as pesticides.
    Type: Grant
    Filed: May 15, 1980
    Date of Patent: March 16, 1982
    Inventors: Malcolm H. Black, Alexander D. Frenkel, Peter T. Roberts
  • Patent number: 4317819
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: March 2, 1982
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry J. Price, John Bradshaw, Michael Martin-Smith
  • Patent number: 4294919
    Abstract: A direct positive silver halide photographic light-sensitive material is described, comprising a support having coated thereon a light-sensitive silver halide photographic emulsion layer and a hydrophilic colloid layer, at least one of said layers containing a compound represented by the formula (I): ##STR1## wherein R.sup.1 represents R.sup.6 or R.sup.6 CO--; and R.sup.6 represents an aliphatic group, an aromatic group, a heterocyclic aromatic group or hydrogen; R.sup.2 and R.sup.4, which may be the same or different, each represents an aliphatic group, an aromatic group, a heterocyclic aromatic group or a hydrogen atom; or R.sup.1 and R.sup.2 together can form a ring; R.sup.3 represents hydrogen or an aliphatic group; R.sup.5 represents Y or X--A--Y wherein X and Y, which may be the same or different, each represents a divalent aromatic group; and A represents a divalent group selected from --CONH--, --NHCONH--, --SO.sub.2 NH--, --B--CONH-- and --B--SO.sub.
    Type: Grant
    Filed: June 6, 1980
    Date of Patent: October 13, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuyuki Tsujino, Shigeo Hirano
  • Patent number: 4289903
    Abstract: There are provided certain p-phenylalkoxy phenylurea and thiourea compounds useful for the control of undesirable plants in the presence of agronomic crops and to methods for the preparation of said phenylalkoxy phenylurea and thiourea compounds.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: September 15, 1981
    Assignee: American Cyanamid Company
    Inventors: David M. Spatz, Barrington Cross
  • Patent number: 4279911
    Abstract: The invention relates to compounds of the general formula (I) ##STR1## and physiologically acceptable salts, N-oxides, hydrates and bioprecursors thereof, in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, aryl, lower alkylsulphonyl or arylsulphonyl; R.sub.1 and R.sub.2, which may be the same or different, each represent hydrogen lower alkyl, cycloalkyl, lower alkenyl, aralkyl, hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amine, lower alkylamino or dialkylamino, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a 5 to 7 membered heterocyclic ring which may contain other heteroatoms or the group ##STR2## where R.sub.
    Type: Grant
    Filed: June 6, 1980
    Date of Patent: July 21, 1981
    Assignee: Glaxo Group Limited
    Inventors: Michael Martin-Smith, Barry J. Price, John Bradshaw, John W. Clitherow
  • Patent number: 4276364
    Abstract: Novel 3,3-disubstituted acylhydrazinophenylthiourea nucleating agents are disclosed as well as silver halide photographic emulsions and elements containing silver halide grains capable of forming an internal latent image having the nucleating agents adsorbed to the surface of the silver halide grains. Imaging processes in which these materials participate are also disclosed.
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: June 30, 1981
    Assignee: Eastman Kodak Company
    Inventor: Ronald E. Leone
  • Patent number: 4266013
    Abstract: A light-sensitive silver halide photographic material comprising a support having thereon a layer containing a compound represented by the formula (I): ##STR1## wherein R.sub.1 represents an aliphatic or aromatic residue; R.sub.2 represents a hydrogen atom, an aliphatic or an aromatic residue; and X.sub.1 and X.sub.2, which may be the same or different, each represents a divalent aromatic group; and a method of forming a direct positive image which comprises processing a light-sensitive silver halide photographic material having a support carrying thereon an internal latent image type silver halide emulsion layer in the presence of the compound represented by the said formula (I). The compound is particularly effective in combination with diffusible dye releasing (DRR) compounds having o-hydroxyarylsulfamoyl groups.
    Type: Grant
    Filed: November 17, 1978
    Date of Patent: May 5, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Adachi, Shigeo Hirano, Nobuyuki Tsujino
  • Patent number: 4264614
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, =CHNO.sub.2 or =NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: April 28, 1981
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry J. Price, John Bradshaw
  • Patent number: 4255511
    Abstract: A direct positive light-sensitive silver halide photographic material comprising a support having thereon a layer containing a compound represented by the formula (I): ##STR1## wherein R.sub.1 represents an aliphatic residue or an aromatic residue; R.sub.2 represents a hydrogen atom, an aliphatic residue, or an aromatic residue; X.sub.1 and X.sub.2, which may be the same or different, each represents a divalent aromatic residue; and Y represents --R--, --O--R or --S--R-- wherein R represents a divalent aliphatic residue and the O or S is bonded to X.sub.1. The compound is particularly effective in combination with a diffusible dye releasing dye image providing compound having an o-hydroxyarylsulfamoyl group.
    Type: Grant
    Filed: April 4, 1979
    Date of Patent: March 10, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigeo Hirano, Keiichi Adachi, Nobuyuki Tsujino
  • Patent number: 4245037
    Abstract: A direct positive light-sensitive silver halide photographic material comprising a support having thereon a layer containing a compound represented by the formula (I): ##STR1## wherein R.sub.1 represents an aliphatic residue or an aromatic residue; R.sub.2 represents a hydrogen atom, an aliphatic residue, or an aromatic residue; X.sub.1 and X.sub.2, which may be the same or different, each represents a divalent aromatic residue; and Y represents ##STR2## or a direct bond wherein the O or S is bonded to X.sub.1 ; R represents a divalent aliphatic residue and R.sub.3 represents an aliphatic residue or an aromatic residue. The compound is particularly effective in combination with a diffusible dye releasing dye image providing compound having an o-hydroxyarylsulfamoyl group.
    Type: Grant
    Filed: October 25, 1979
    Date of Patent: January 13, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuyuki Tsujino, Shigeo Hirano, Keiichi Adachi
  • Patent number: 4234513
    Abstract: An improved process for the preparation of monoaryl thiourea compounds, in which a salt of an arylamine is reacted with ammonium rhodanide or an alkali metal rhodanide in an aqueous medium; the improvement consists in that the reaction is carried out in a reaction mixture which at the start contains a higher amount by weight of the salt of the arylamine than of water and contains 1 to 1.25 times the equivalent amount of the rhodanide calculated on the arylamine, and which does not contain any excess acid, and that the reaction is carried out at a temperature which is below the boiling point of the reaction mixture by at least 5.degree. C. It is advantageous, but not compulsory, to effect the reaction while using from 5 to 10 mol % of hydrogeno-sulfite ions, in order to remove sulfur-containing by-products which are formed as a consequence of the acid spontaneous decomposition of the rhodanide in an inevitable side reaction.
    Type: Grant
    Filed: May 7, 1979
    Date of Patent: November 18, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Theodor Papenfuhs
  • Patent number: 4233302
    Abstract: The invention relates to compounds of the general formula (I) ##STR1## and physiologically acceptable salts, N-oxides, hydrates and bioprecursors thereof, in whichY represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, aryl, lower alkylsulphonyl or arylsulphonyl;R.sub.1 and R.sub.2, which may be the same or different, each represent hydrogen lower alkyl, cycloalkyl, lower alkenyl, aralkyl, hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amine, lower alkylamino or dialkylamino, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a 5 to 7 membered heterocyclic ring which may contain other heteroatoms or the group ##STR2## where R.sub.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: November 11, 1980
    Assignee: Glaxo Group Limited
    Inventors: Michael Martin-Smith, Barry J. Price, John Bradshaw, John W. Clitherow