Chalcogen Attached Indirectly To The Six-membered Hetero Ring By Nonionic Bonding (e.g., Sulfato Betaines, Etc.) Patents (Class 546/339)
  • Patent number: 4642199
    Abstract: A novel pyridine derivative capable of increasing the dielectric anisotropy value (.DELTA..epsilon.) or optical anisotropy value (.DELTA.n) of liquid crystal compositions including the derivative and lowering the driving voltages of liquid crystal display elements using the composition, and also a liquid crystal composition containing the pyridine derivative are provided, which pyridine derivative is expressed by the formulaR--X--COO--Y--CH.sub.2 CH.sub.2 --Z--Awherein R represents an alkyl group or an alkoxy group each of 1-10 carbon atoms; X represents ##STR1## Y represents ##STR2## when Y is ##STR3## Z represents ##STR4## and A represents F, Cl or cyano group; and when Y is ##STR5## Z represents ##STR6## and A represents an alkyl group or an alkoxy group each of 1-10 carbon atoms.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: February 10, 1987
    Assignee: Chisso Corporation
    Inventors: Shigeru Sugimori, Kazunori Nigorikawa
  • Patent number: 4631279
    Abstract: This invention provides certain pyridazinone derivatives, their pharmaceutical formulations, and their use as positive inotropic agents.
    Type: Grant
    Filed: October 15, 1984
    Date of Patent: December 23, 1986
    Assignee: Eli Lilly and Company
    Inventor: David W. Robertson
  • Patent number: 4626593
    Abstract: Vinyl pyridines including vinyl stilbazole materials and vinyl styrylpyridine oligomer materials are disclosed. These vinylpyridines form copolymers with bismaleimides which copolymers have good fire retardancy and decreased brittleness. The cure temperatures of the copolymers are substantially below the cure temperatures of the bismaleimides alone. Reinforced composites made from the cured copolymers are disclosed as well.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: December 2, 1986
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John A. Parker, Alvin H. Heimbuch, Ming-Ta S. Hsu, Timothy S. Chen
  • Patent number: 4607035
    Abstract: There are described 1-phenoxy(phenylthio)-4-aryl-alkynyloxy-benzene derivatives endowed with a juvenile hormonic activity towards insects and with an acaricide activity. The use of these compounds for controlling insects infestations in both the agrarian and civil field and the processes for preparing said compounds are described too.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: August 19, 1986
    Assignee: Montedison S.p.A.
    Inventors: Franco Bettarini, Pietro Massardo, Paolo Piccardi, Franca Reggiori, Angelo Longoni
  • Patent number: 4606757
    Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.
    Type: Grant
    Filed: October 2, 1984
    Date of Patent: August 19, 1986
    Assignee: The Dow Chemical Company
    Inventors: Sudarshan K. Malhotra, Ingrid L. Evoy
  • Patent number: 4598080
    Abstract: The invention relates to new pyridine derivatives of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms,and acid addition and quaternary ammonium salts thereof.According to another aspect of the invention there are provided processes for the preparation of these compounds.The compounds of the formula (I) are pharmacologically active. In particular, they inhibit the microsomal monooxigenase enzyme system of the liver. Pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: July 1, 1986
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Edit Toth, Jozsef Torley, Eva Palosi, Szabolcs Szebereneyi, Laszlo Szporny, Sandor Gorog, Istvan Hajdu
  • Patent number: 4579862
    Abstract: Compounds of the general formula ##STR1## and pharmaceutically acceptable salts thereof have antithrombotic activity. Het represents 1-[1H-imidazolyl], 1-N-morpholinyl or pyridyl. A representative compound is 6-[2-(1H-Imidazol-1-yl)-1-yl-1-[[(4-methoxyphenyl)methoxy]methyl]ethoxy]he xanoic acid.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: April 1, 1986
    Assignee: G. D. Searle & Co.
    Inventors: Paul W. Manley, Lai M. Fook
  • Patent number: 4579952
    Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3.2.1]octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl]-7-oxa-2-azabicyclo[3.2.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p-MeC.sub.6 H.sub.4 SO.sub.3 -- and MeSO.sub.3 --.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: April 1, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Engelbert Ciganek, Ashokkumar B. Shenvi
  • Patent number: 4563526
    Abstract: Novel substituted 2-(arylmethoxy)phenol compounds having the structural formula: ##STR1## where X is selected from the group consisting of: (a) napthyl, pyridyl, quinolyl and 2-benzimidazolyl; and(b) a substituted alkyl or alkoxy phenyl.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: January 7, 1986
    Assignee: Forsyth Dental Infirmary for Children
    Inventor: Floyd E. Dewhirst
  • Patent number: 4540699
    Abstract: This invention relates to N-substituted pyridinone compounds which have histamine H.sub.2 -antagonist activity. A specific compound of this invention is 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(1-methyl-2-oxopyridin -4-ylmethyl)pyrimidin-4-one.
    Type: Grant
    Filed: November 29, 1983
    Date of Patent: September 10, 1985
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Derek A. Rawlings
  • 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: 4537963
    Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3,2.1]-octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl]-7-oxa-2-azabicyclo[3.3.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p--MeC.sub.6 H.sub.4 SO.sub.3 -- and MeSO.sub.3 --.
    Type: Grant
    Filed: August 11, 1983
    Date of Patent: August 27, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ashokkumar B. Shenvi
  • Patent number: 4535086
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--, --O-- or --S--; R.sup.1 is a group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is a group --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is a group--CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl and R.sup.4 is hydrogen, hydroxy, amino, lower alkylamino, di-(lower alkyl)amino or lower-alkyl; at least one ring of the molecule being heterocyclic, salts thereof, processes for their preparation, rodenticidal compositions containing these compounds as the active ingredient and methods of use of the rodenticidal compositions are disclosed.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: August 13, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
  • Patent number: 4535084
    Abstract: A series of 4-(2-hydroxyethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable acid addition salts, having immunoregulatory activity are disclosed. Preferred compounds include 4-(2-hydroxyethylthiomethyl)pyridine itself, as well as 4-(2-hydroxy-1-propylthiomethyl)pyridine, 4-(3-hydroxy-2-butylthiomethyl)pyridine, the acetate esters corresponding to the above compounds, and 4-(2,3-dihydroxy-1-propylthiomethyl)pyridine.
    Type: Grant
    Filed: March 18, 1983
    Date of Patent: August 13, 1985
    Assignee: Pfizer Inc.
    Inventors: Joseph G. Lombardino, Charles A. Harbert
  • Patent number: 4533666
    Abstract: This invention provides for certain novel 2,3,6-triaryl pyridine derivatives, their pharmaceutical formulations, and a method of treating pain, fever, thrombosis, inflammation, and arthritis.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: August 6, 1985
    Assignee: Eli Lilly and Company
    Inventors: Ken Matsumoto, John S. Ward
  • Patent number: 4526968
    Abstract: A aqueous electroplating bath for nickel, cobalt, nickel-cobalt, nickel-iron, cobalt-iron or nickel-cobalt-iron is described which contains, as a brightening agent, a quaternary amine sulfobetaine of the formula ##STR1## wherein N.sup.+ is a heterocyclic tertiary amine group,R is a halogen or lower alkyl group,R' is a hydrogen, lower alkyl or R"C(O)-- groupR" is a lower alkyl group anda is 0-5.These brighteners may be prepared by the reaction of a heterocyclic tertiary amine with an alkali metal halohydrin sulfonate.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: July 2, 1985
    Assignee: M&T Chemicals Inc.
    Inventors: Kenneth W. Lemke, Maynard W. McNeil
  • Patent number: 4525360
    Abstract: The present invention relates to novel phenylindene derivatives having interesting pharmacodynamic properties which make them useful as psychopharmacologicals in the treatment especially of psychoses such as schizophrenia, having a low degree of undesired side effects such as cataleptic effects, methods for the preparation of said phenylindene derivatives, pharmaceutical compositions containing same, and methods for the treatment of psychic disorders, such as psychoses and depressions and pain, by administering a therapeutically active amount of one of said derivatives to a living animal body, including human beings.
    Type: Grant
    Filed: October 5, 1983
    Date of Patent: June 25, 1985
    Assignee: Kefalas A/S
    Inventor: Jens K. Perregaard
  • Patent number: 4518600
    Abstract: 1-Phenoxy-2-pyridinyl(pyrimidinyl)-alkanols of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl,X represents a nitrogen atom or the CH group,Y represents halogen, alkyl, cycloalkyl, alkoxy, halogenoalkyl, alkylthio, or an optionally substituted phenyl, phenoxy, phenylalkoxy or phenylalkyl radical, andn represents 0 or an integer from 1 to 5, the Y's being selected independently of one another when n is 2, 3, 4 or 5,in the form of the free base, a salt or a metal salt complex thereof, which possess fungicidal properties.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: May 21, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Paul-Ernst Frohberger, Wilhelm Brandes, Volker Paul
  • Patent number: 4512995
    Abstract: 3-[2-aryloxy-3-hydroxy-3-phenyl or 3-t-butylprop-1-enyl]pyridine and derivatives thereof are disclosed. These compounds are useful as fungicides, especially agricultural fungicides.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: April 23, 1985
    Assignee: Chevron Research Company
    Inventor: Allan F. Rose
  • Patent number: 4513137
    Abstract: Mono- or bis(iodonium salts) are produced in neutral organic solvents by the reaction of an [hydroxy (organosulfonyloxy)iodo]arene with a bis(triorganosilyl)arene, a bis(trihalosilyl)arene, or with a mono- or bis(triorganosilyl)heterocyclic compound, or a mono- or bis(trihalosilyl)heterocyclic. The iodonium salts are made under conditions of regiospecific control.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: April 23, 1985
    Assignee: The University of Akron
    Inventors: Gerald F. Koser, Carol S. Carman
  • Patent number: 4500535
    Abstract: A series of 4-(2-carboxymethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable salts, are disclosed as having immunoregulatory activity. Preferred compounds include 4-(2-carboxymethylthiomethyl)pyridine [alternatively named 2-(4-picolylthio)acetic acid] and (C.sub.1 -C.sub.4)alkyl esters thereof, and 4-(1-formylmethylthiomethyl)-pyridine [alternatively named 2-(4-picolylthio)acetaldehyde] and bis(C.sub.1 -C.sub.4)alkyl or cyclic acetals thereof. These acids, esters, aldehydes and acetals also have utility as intermediates in the synthesis of the corresponding 4-(2-hydroxyethylthiomethyl)pyridines.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: February 19, 1985
    Assignee: Pfizer Inc.
    Inventors: Joseph G. Lombardino, Charles A. Harbert
  • Patent number: 4474602
    Abstract: Substituted pyridyl compounds, e.g. 2,6-dichloro-4(2-(2,2,2-trichloroethyl)oxiranyl) pyridine; herbicidal compositions containing such compounds and method for the control of undesired vegetation using these compositions.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: October 2, 1984
    Assignee: The Dow Chemical Company
    Inventors: Lowell D. Markley, John M. Soper
  • Patent number: 4435330
    Abstract: Amphoteric branched sulfatobetaines of the formula ##STR1## wherein R.sub.f is perfluoroalkyl or perfluoroxyperfluoroalkyl; R.sub.1 is a direct bond or a divalent connecting group; R.sub.2, R.sub.3, and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5, R.sub.6 and R.sub.7 are independently lower alkyl, and R.sub.6 may additionally represent aralkyl, and R.sub.6 and R.sub.7 taken together with the nitrogen to which they are attached may also represent piperidino or morpholino and R.sub.5, R.sub.6 and R.sub.7 taken together may also represent pyridyl, acridyl or quinolyl and salts thereof, their preparation and use as surfactants are disclosed.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: March 6, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk
  • Patent number: 4430171
    Abstract: An aqueous electroplating bath for nickel, cobalt, nickel-cobalt, nickel-iron, cobalt-iron or nickel-cobalt-iron is described which contains, as a brightening agent, a quaternary amine sulfobetaine of the formula ##STR1## wherein N.sup.+ is a heterocyclic tertiary amine group,R is a halogen or lower alkyl group,R' is a hydrogen, lower alkyl or R"C(O)--groupR" is a lower alkyl group anda is 0-5.These brighteners may be prepared by the reaction of a heterocyclic tertiary amine with an alkali metal halohydrin sulfonate.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: February 7, 1984
    Assignee: M&T Chemicals Inc.
    Inventors: Kenneth W. Lemke, Maynard W. McNeil
  • Patent number: 4429162
    Abstract: The instant invention relates to compounds of the formula ##STR1## wherein each R.sub.f is independently straight or branched chain perfluoroalkyl of 2 to 18 carbon atoms or perfluoroalkoxy-perfluoroalkyl of 4 to 18 carbon atoms;each R.sub.1 is independently straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, chloro, bromo, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 additionally may, together with the carbon atoms to which they are attached, form a fused benzo ring;R.sub.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: January 31, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas W. Cooke, Robert A. Falk
  • Patent number: 4421916
    Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3.2.1]-octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl-7-oxa-2-azabicyclo[3.2.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p-MeC.sub.6 H.sub.4 SO.sub.3 -- and MeSO.sub.3 --.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: December 20, 1983
    Assignee: E. I. Du Pont de Nemours & Co.
    Inventor: Ashokkumar B. Shenvi
  • Patent number: 4415579
    Abstract: The invention relates to a pharmaceutical composition comprising an anti-ulcer effective amount of a compound of formula I ##STR1## wherein R represents hydrogen, lower alkyl, phenyl, halophenyl, loweralkylphenyl, loweralkoxyphenyl, or aralkyl of 7 to 12 carbon atoms, R.sup.1 represents hydrogen or lower alkoxy, R.sup.2 represents hydrogen, chlorine or trifluoromethyl and n is 1 or 2, or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier.A method of treating ulcers or hypersecretion in a mammal which comprises administering a compound of formula I is also disclosed. Some compounds of formula I are novel and within the scope of the invention.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: November 15, 1983
    Assignee: John Wyeth and Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4407806
    Abstract: 3-Pyridyl ethers of this invention possess good fungicidal, herbicidal and plantgrowth regulating activity.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: October 4, 1983
    Assignee: Chevron Research Company
    Inventor: Richard E. Cherpeck
  • Patent number: 4408057
    Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substituted-vinylcyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: October 4, 1983
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4394509
    Abstract: The invention provides a compound of formula I ##STR1## wherein R represents hydrogen, lower alkyl, phenyl, halophenyl, loweralkylphenyl, loweralkoxyphenyl or aralkyl of 7 to 12 carbon atoms, R.sup.1 represents hydrogen or fluorine, R.sup.2 represents hydrogen, fluorine, chlorine or trifluoromethyl, n is 1 or 2 or pharmaceutically acceptable acid addition salt thereof.Pharmaceutical compositions containing the compounds are also covered as are methods of treating ulcers or hypersecretion using the compounds. Corresponding thiocompounds, useful as intermediates, are also disclosed.
    Type: Grant
    Filed: January 21, 1982
    Date of Patent: July 19, 1983
    Assignee: John Wyeth and Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4371696
    Abstract: A series of 4-(2-carboxymethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable salts, are disclosed as having antiinflammatory and immunoregulatory activity. Preferred compounds include 4-(2-carboxymethylthiomethyl)pyridine [alternatively named 2-(4-picolylthio)acetic acid] and (C.sub.1 -C.sub.4)alkyl esters thereof, and 4-(1-formylmethylthiomethyl)pyridine [alternatively named 2-(4-picolylthio)-acetaldehyde] and bis(C.sub.1 -C.sub.4)alkyl or cyclic acetals thereof. These acids, esters, aldehydes and acetals also have utility as intermediates in the synthesis of the corresponding 4-(2-hydroxyethylthiomethyl)pyridines.
    Type: Grant
    Filed: June 26, 1981
    Date of Patent: February 1, 1983
    Assignee: Pfizer Inc.
    Inventors: Joseph G. Lombardino, Charles A. Harbert
  • Patent number: 4368205
    Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcylopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2-dichlorocyclopropanecarbonyl group, or a substituted-vinyl-cyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: September 17, 1981
    Date of Patent: January 11, 1983
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4358594
    Abstract: Compounds are prepared corresponding to the formula ##STR1## wherein Y represents chloro or R'; R represents ##STR2## wherein X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkyl sulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro or bromo; n represents an integer of 0 to 2 or X.sub.n represents 3,4-methylenedioxy and R' represents R with the proviso that R and R' can be the same or different. The compounds are useful as intermediates for the preparation of insecticidal substituted pyridine methyl esters of cyclopropane carboxylic acids.
    Type: Grant
    Filed: October 30, 1981
    Date of Patent: November 9, 1982
    Assignee: The Dow Chemical Co.
    Inventor: Sudarshan K. Malhotra
  • Patent number: 4355034
    Abstract: Mercaptoalkylpyridines carrying an ethenyl or ethynyl substituent are prepared from known pyridine compounds, principally pyridoxine, by known chemical procedures, and are useful in the treatment of rheumatoid arthritis and related inflammatory diseases.
    Type: Grant
    Filed: July 25, 1980
    Date of Patent: October 19, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Tsung-Ying Shen, Howard Jones, Conrad P. Dorn
  • Patent number: 4351943
    Abstract: Compounds are prepared corresponding to the formula ##STR1## wherein Y represents chloro or R'; R represents ##STR2## wherein X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkyl sulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro or bromo; n represents an integer of 0 to 2 or X.sub.n represents 3,4-methylenedioxy and R' represents R with the proviso that R and R' can be the same or different. The compounds are useful as intermediates for the preparation of insecticidal substituted pyridine methyl esters of cyclopropane carboxylic acids.
    Type: Grant
    Filed: October 30, 1981
    Date of Patent: September 28, 1982
    Assignee: The Dow Chemical Co.
    Inventor: Sudarshan K. Malhotra
  • Patent number: 4350518
    Abstract: Substituted alkylammonium salts of the formula ##STR1## where Ar denotes substituted phenyl, X denotes oxygen or sulfur, n denotes one of the integers 0, 1 and 2, B denotes bicyclic quinuclidine, bicyclic pyrrolizidine or substituted ammonium, and Z denotes the anion of a nonphytotoxic acid, the manufacture of these compounds, and their use as plant growth regulators.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: September 21, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Bernd Zeeh, Ernst Buschmann, Johann Jung
  • Patent number: 4338316
    Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.
    Type: Grant
    Filed: September 26, 1979
    Date of Patent: July 6, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter R. Marsham
  • Patent number: 4337259
    Abstract: The invention relates to a pharmaceutical composition comprising an anti-ulcer effective amount of a compound of formula I ##STR1## wherein R represents hydrogen, lower alkyl, phenyl, halophenyl, loweralkylphenyl, loweralkoxyphenyl, or aralkyl of 7 to 12 carbon atoms, R.sup.1 represents hydrogen or lower alkoxy, R.sup.2 represents hydrogen, chlorine or trifluoromethyl and n is 1 or 2, or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable carrier.A method of treating ulcers or hypersecretion in a mammal which comprises administering a compound of formula I is also disclosed. Some compounds of formula I are novel and within the scope of the invention.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: June 29, 1982
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4331602
    Abstract: Compounds having the formula ##STR1## wherein ##STR2## R.sub.1 is hydrogen, benzyl or alkanoyl, X is C.sub.2-4 alkylene; andZ-W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: May 25, 1982
    Assignee: Pfizer Inc.
    Inventors: Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4327102
    Abstract: The invention provides a compound of formula I ##STR1## wherein R represents hydrogen, lower alkyl, phenyl, halophenyl, loweralkylphenyl, loweralkoxyphenyl or aralkyl of 7 to 12 carbon atoms, R.sup.1 represents hydrogen or fluorine, R.sup.2 represents hydrogen, fluorine, chlorine or trifluoromethyl, n is 1 or 2 or pharmaceutically acceptable acid addition salt thereof.Pharmaceutical compositions containing the compounds are also covered as are methods of treating ulcers or hypersecretion using the compounds. Corresponding thiocompounds, useful as intermediates, are also disclosed.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: April 27, 1982
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4324896
    Abstract: Compounds are prepared corresponding to the formula ##STR1## wherein Y represents chloro or R'; R represents ##STR2## wherein X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkyl sulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro or bromo; n represents an integer of 0 to 2 or X.sub.n represents 3,4-methylenedioxy and R' represents R with the proviso that R and R' can be the same or different. The compounds are useful as intermediates for the preparation of insecticidal substituted pyridine methyl esters of cyclopropane carboxylic acids.
    Type: Grant
    Filed: September 18, 1980
    Date of Patent: April 13, 1982
    Assignee: The Dow Chemical Company
    Inventor: Sudarshan K. Malhotra
  • Patent number: 4311703
    Abstract: Novel azacycloalkanes, azacycloalkenes and derivatives thereof and methods of preparing same are described. These compounds are useful as antidepressants, anticonvulsants, tranquilizers and analgetics.
    Type: Grant
    Filed: August 1, 1980
    Date of Patent: January 19, 1982
    Assignee: American Hoechst Corporation
    Inventors: Lawrence L. Martin, Helen H. Ong, Vernon B. Anderson, Charles A. Crichlow
  • Patent number: 4284635
    Abstract: 4-Phenylpiperidines bearing substituents at the 1,2,4 and 5-positions are potent analgesics. Pharmaceutical formulations containing such compounds and a method for effecting analgesia are provided.
    Type: Grant
    Filed: November 29, 1978
    Date of Patent: August 18, 1981
    Assignee: Eli Lilly and Company
    Inventor: Dennis M. Zimmerman
  • Patent number: 4278797
    Abstract: Phenylmorphans having substituents at the 2, 3 and 7 positions and intermediates thereof are disclosed. The compounds exhibit potent analgesic activity. Formulations and a method of relieving pain are provided.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: July 14, 1981
    Assignee: Eli Lilly and Company
    Inventor: Dennis M. Zimmerman
  • Patent number: 4277608
    Abstract: 4a-Arylhexahydro-1H-2-pyrindines and 4a-aryloctahydroquinolines analgesic agonists and antagonists are prepared doubly alkylating a 4-aryltetrahydropyridine with an .alpha.,.omega.-dihaloalkane.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: July 7, 1981
    Assignee: Eli Lilly and Company
    Inventors: Dennis M. Zimmerman, Roger L. Robey
  • Patent number: 4270987
    Abstract: This invention is directed to N-(2,3-dihydroxypropyl)-pyridinium sulfates of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are a hydrogen atom or a methyl radical; X is the acid radical SO.sub.4.sup.= or HSO.sub.4.sup.- ; and n is 1 or 2. This invention is also directed to the preparation of these compounds and their use in acid galvanic nickel baths.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: June 2, 1981
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Wolf-Dieter Willmund, Heinz Wagner
  • Patent number: 4262000
    Abstract: 3-Substituted pyridine derivatives of the formula ##STR1## in which A is --CO-- or --CH(OH)--,R is alkyl or optionally substituted phenyl,X each independently is halogen, alkyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, optionally substituted phenyl, optionally substituted phenoxy, optionally substituted phenylalkyl or optionally substituted phenylalkoxy,n is 0, 1, 2 or 3, andm is 0 or 1,or a physiologically acceptable acid addition salt or metal salt complex thereof, which possess fungicidal activity.
    Type: Grant
    Filed: February 15, 1980
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Graham Holmwood, Paul-Ernst Frohberger
  • Patent number: 4255428
    Abstract: The compounds are substituted 2-amino-4-pyrimidones with a 5-(hydroxypyridylalkyl) substituent which are histamine H.sub.2 -antagonists. Two specific compounds are 2-[2-(3-bromo-2-pyridylmethylthio)ethylamino]-5-(2-hydroxy-4-pyridylmethyl )-4-pyrimidone and 2-[4-(3-methoxy-2-pyridyl)butylamino]-5-(2-hydroxy-4-pyridylmethyl)-4-pyri midone.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: March 10, 1981
    Assignee: Smith Kline & French Laboratories Limited
    Inventors: Thomas H. Brown, Graham J. Durant, Charon R. Ganellin
  • Patent number: 4246263
    Abstract: A series of 4-(2-hydroxyethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable acid addition salts, having antiinflammatory and immunoregulatory activity are disclosed. Preferred compounds include 4-(2-hydroxyethylthiomethyl)pyridine itself, as well as 4-(2-hydroxyphenylthiomethyl)pyridine, 4-(2-hydroxy-1-propylthiomethyl)pyridine, 4-(3-hydroxy-2-butylthiomethyl)pyridine, 4-(2-hydroxyethylthiomethyl)pyrimidine, the acetate esters corresponding to the above compounds, and 4-(2,3-dihydroxy-1-propylthiomethyl)pyridine.
    Type: Grant
    Filed: October 15, 1979
    Date of Patent: January 20, 1981
    Assignee: Pfizer Inc.
    Inventors: Joseph G. Lombardino, Charles A. Harbert
  • Patent number: RE31624
    Abstract: A method of treating inflammation and inhibiting prostaglandin synthesis employing substituted 2-(arylmethoxy)phenol compounds.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: July 3, 1984
    Assignee: Forsyth Dental Infirmary for Children
    Inventor: Floyd E. Dewhirst