Substituent Q Is Monocyclic Patents (Class 564/90)
  • Patent number: 4737309
    Abstract: Quaternary ammonium salts are disclosed which are highly effective as complexing agents for the extraction of hydrogen ion and anions such as nitrate from an aqueous feed solution via a coupled ion transport mechanism employing supported liquid membranes.
    Type: Grant
    Filed: August 29, 1986
    Date of Patent: April 12, 1988
    Assignee: Regents of the University of Minnesota
    Inventors: Maurice M. Kreevoy, Ann T. Kotchevar
  • Patent number: 4734521
    Abstract: .beta.,.gamma.-Unsaturated non-epoxide ethers react with carboxylic acids, carbamates or sulfonamides to form the corresponding .beta.,.gamma.-unsaturated esters, carbamates or sulfonamides. The reaction is catalyzed with sulfonated polystyrene beads and is promoted by copper (I) chloride.
    Type: Grant
    Filed: August 5, 1987
    Date of Patent: March 29, 1988
    Assignee: The Dow Chemical Company
    Inventor: Kevin A. Frazier
  • Patent number: 4727187
    Abstract: The present invention relates to a novel process for the preparation of an .alpha.,.alpha.-difluoroalkyl phenyl ether of formula I ##STR1## wherein R.sup.1 is hydrogen, halogen, amino, nitro, --SO.sub.2 --R.sup.4, --S--R.sup.5, --SO--R.sup.6 or --S--S--R.sup.7,R.sup.2 is hydrogen, halogen, nitro, hydroxy or --SO.sub.2 --R.sup.8,R.sup.3 is C.sub.1 -C.sub.5 haloalkyl,X is oxygen, sulfur, --SO-- or --SO.sub.2 --,R.sup.4 is hydroxy, halogen, amino, --N.dbd.C.dbd.O, --NH--CO--Cl, --NH--CO--Br, --NR.sup.9 R.sup.10, benzyl, phenyl, C.sub.1 -C.sub.4 alkyl or --NH'CO--NR.sup.11 R.sup.12,R.sup.5 and R.sup.6 are C.sub.1 -C.sub.4 alkyl, phenyl or benzyl,R.sup.7 is C.sub.1 -C.sub.4 alkyl, phenyl or benzyl,R.sup.8 is hydroxy or halogen,R.sup.9 and R.sup.10 are each independently of the other C.sub.1 -C.sub.4 alkyl or benzyl andR.sup.11 and R.sup.12 are each independently of the other hydrogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: June 5, 1985
    Date of Patent: February 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Urs Siegrist, Jean Indermuhle, Peter Baumeister
  • Patent number: 4720580
    Abstract: This invention provides a group of anti-arrhythmic agents of the formula: ##STR1## in which R.sup.1 is hydrogen, hydroxy, alkoxy or halo;R.sup.2 is hydrogen, alkoxy, halo or trifluoromethyl, with the proviso that R.sup.2 is not hydrogen when R.sup.1 is hydrogen;R.sup.3 is alkyl or, when R.sup.2 is trifluoromethyl and R.sup.1 is hydrogen, R.sup.3 may be hydrogen;R.sup.4 is alkyl, cycloalkyl or cycloalkylmethyl;R.sup.5 is hydrogen or alkyl;n is 2-4;or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: January 19, 1988
    Assignee: American Home Products Corporation
    Inventor: George C. Buzby, Jr.
  • Patent number: 4713489
    Abstract: N-substituted arylsulfonamides which comprises the steps of (a) reacting an aryl hydrocarbon with chlorosulfonic acid to form a crude chlorosulfonation reaction product, (b) adding said crude reaction product to a mixture comprising an aliphatic amine, an alkali or alkaline earth metal hydroxide and water to form an amidation reaction mixture, (c) maintaining the temperature of the amidation reaction mixture at between about 50.degree. C. and 100.degree. C. and the pH at above about 7 with stirring for a period of time of up to about 2 hours, and optionally (d) separating the resulting N-substituted arylsulfonamide from the amidation reaction product.
    Type: Grant
    Filed: January 16, 1986
    Date of Patent: December 15, 1987
    Assignee: Akzo America Inc.
    Inventors: Gail H. Birum, Richard F. Jansen
  • Patent number: 4683330
    Abstract: A compound of the formula ##STR1## and intermediates useful in preparing same.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: July 28, 1987
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4668814
    Abstract: A compound of the formula ##STR1## and intermediates useful in preparing same.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: May 26, 1987
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4606862
    Abstract: A process for preparing insecticidal N-acyl-tetrahydro-2-nitromethylene-2H-1,3-thiazines, intermediates involved therein and certain of the products.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: August 19, 1986
    Assignee: Shell Oil Company
    Inventor: Martin Harris
  • Patent number: 4582855
    Abstract: Novel compounds of the general formula ##STR1## wherein Ar represents a substituted or unsubstituted aromatic or heterocyclic group; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NR.sub.2 COR.sub.1, --NR.sub.2 CONR.sub.1 R.sub.3, --NR.sub.2 SO.sub.2 R.sub.1, --NR.sub.2 SO.sub.2 NR.sub.1 R.sub.3, or --NR.sub.2 COOR.sub.1 wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.1 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.1 or --NR.sub.2 COOR.sub.1, or R.sub.1 and R.sub.3 may together with N form a 5 to 7 momoered heterocyclic group; and the pharmaceutically acceptable salts thereof. These compounds exhibit .beta.-adrenergic blocking activity and are also useful in the treatment of glaucoma.
    Type: Grant
    Filed: November 12, 1981
    Date of Patent: April 15, 1986
    Assignee: American Hospital Supply Corporation
    Inventors: Sheung T. Kam, William L. Matier
  • Patent number: 4505859
    Abstract: 2-Haloethylamides are prepared by reaction of 2-oxazolidinone or C.sub.1-6 alkyl or phenyl derivatives thereof with an acid halide.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: March 19, 1985
    Assignee: The Dow Chemical Company
    Inventor: Graham S. Poindexter
  • Patent number: 4499303
    Abstract: This invention relates to novel N-benzoylsulfamates, N-benzylsulfamates and benzylsulfonamides and pharmacologically acceptable salts thereof, a method for lowering serum levels in mammals by administration of said compounds, and pharmaceutical compositions thereof.
    Type: Grant
    Filed: September 27, 1983
    Date of Patent: February 12, 1985
    Assignee: Research Corporation
    Inventors: Steven D. Wyrick, Iris H. Hall, Agnes Dubey
  • Patent number: 4486598
    Abstract: Novel compounds of the following general formula: ##STR1##
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: December 4, 1984
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4474600
    Abstract: Substituted phenylsulfonylurea-derivatives of the general formula ##STR1## wherein X represents an oxygen atom or a direct bond, Y and Z each represents a halogen atom, a lower alkyl group, a lower alkoxy group or a nitro group, R represents a group: ##STR2## wherein R.sup.1 and R.sup.2 each represents a lower alkyl group or a lower alkoxy group, m and n each represents 0, 1 or 2 with the proviso that m and n do not represent 0 at the same time, are novel and find use as herbicides. Corresponding substituted benzenesulfonyl isocyanates are novel intermediate compounds for use in preparing compounds of formula (I).
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: October 2, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Masahiro Aya, Junichi Saito, Kazuomi Yasui, Kozo Shiokawa, Norihisa Morishima, Toshio Goto
  • Patent number: 4456768
    Abstract: Prostaglandin and prostacyclin compounds which are fluorine substituted in any one or more of the following positions 4,4; 7,7; 10,10; and 5.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: June 26, 1984
    Assignee: The University of Chicago
    Inventor: Josef Fried
  • Patent number: 4353828
    Abstract: Fluorinated alkenylamines of the Formula V ##STR1## wherein n represents 0, 1, 2 or 3; R.sub.1 represents hydrogen or C.sub.1 -C.sub.10 alkyl and Y represents (a), when n represents O, CH.sub.2 F, (b), when n represents 1, CH.sub.2 F or CHF.sub.2, or (c) when n represents 2 or 3, CH.sub.2 F, CHF.sub.2 or CF.sub.3 are novel process intermediates. They are obtained by hydrolysis and subsequent reduction of the corresponding alkenyl fluorinated methyl ketimine magnesium halides, which are novel compounds resulting from reaction of the corresponding alkenyl magnesium halides with the corresponding fluorinated acetonitriles. The fluorinated alkenylamines of Formula V are oxidized while the amino group is protected to provide, after removal of the amine protecting group, the corresponding fluorinated methyl aminoalkanoic acids which are useful pharmacological or anti-bacterial agents.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: October 12, 1982
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Fritz Gerhart, Viviane Van Dorsselaer
  • Patent number: 4349689
    Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: September 14, 1982
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4330542
    Abstract: The invention relates to novel aniline derivatives of the formula: ##STR1## wherein R.sub.1 and R.sub.2 represent a hydrogen or chlorine atom, an allyloxy, acetamide or carboxamide group, R.sub.3 represents a methyl or an optionally substituted phenyl group, R.sub.4 represents a hydrogen atom and R.sub.5 an isopropyl, terbutyl, 2-phenoxy-ethyl or 3-phenyl-propyl group or R.sub.3 and R.sub.5 taken together form with the nitrogen atom a substituted heterocyclic group.The compounds of the invention are useful for the treatment of angina pectoris.
    Type: Grant
    Filed: May 16, 1980
    Date of Patent: May 18, 1982
    Assignee: Sanofi
    Inventors: Marcel Descamps, Charles Goldenberg
  • Patent number: 4310545
    Abstract: This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: January 12, 1982
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4309425
    Abstract: Sulfonamides, such as N-[N-(2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-(trifluoromethy l)phenyl]aminothio]-N,4-dimethylbenzenesulfonamide, are useful for control of arthropod pests of plants and animals and fungus disease of plants.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: January 5, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Jiin-Duey Cheng
  • Patent number: 4306076
    Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 15, 1981
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4306075
    Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet antiaggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.
    Type: Grant
    Filed: December 22, 1980
    Date of Patent: December 15, 1981
    Assignee: The Upjohn Company
    Inventor: Paul A. Aristoff
  • Patent number: 4268669
    Abstract: The present invention particularly relates to novel 9-deoxy-9-methylene-5,6-didehydro-PGF.sub.1 amides and methods for their preparation in pharmacological use.
    Type: Grant
    Filed: January 28, 1980
    Date of Patent: May 19, 1981
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy