Cyano Bonded Directly To The Six-membered Hetero Ring Patents (Class 546/286)
  • Patent number: 4532248
    Abstract: 1,4-Dihydropyridines of the formula ##STR1## in which n is 0,1 or 2, andR.sup.1 to R.sup.7 can have a wide variety of meanings, which possess inotropic action, and many of which are new, are useful in increasing the influx of Ca.sup.++ into cells, particularly in combatting coronary and vascular diseases, hypertension swelling in the mucous membranes and diseases involving increased blood sugar or an incorrect salt and fluid balance.
    Type: Grant
    Filed: July 14, 1982
    Date of Patent: July 30, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Franckowiak, Horst Boshagen, Friedrich Bossert, Siegfried Goldmann, Horst Meyer, Egbert Wehinger, Jurgen Stoltefuss, Matthias Schramm, Gunter Thomas, Robertson Towart
  • Patent number: 4482719
    Abstract: The gaseous mixture resulting from the catalytic reaction of 3-methylpyridine with ammonia and oxygen is treated with water to recover 3-cyanopyridine. The treatment takes place in two steps. In the first step there is used a temperature of about 30.degree. to 60.degree. C. and in the second step at a temperature about 10.degree. to 30.degree. C. lower than in the first step.
    Type: Grant
    Filed: June 23, 1982
    Date of Patent: November 13, 1984
    Assignee: Degussa Aktiengesellschaft
    Inventors: Beschke Helmut, Dahm Ludwig, Friedrich Heinz
  • Patent number: 4443456
    Abstract: This invention relates to a novel class of amidinourea and amidinothiourea compounds wherein the urea nitrogen atom is substituted by a heterocyclic alkylene group, and their use in pharmaceutical preparations which are useful for producing anti-ulcerogenic, antisecretory, antispasmodic, antihypertensive, anesthetic, anti-arrhythmic, antidiarrheal and antiparasitic action.
    Type: Grant
    Filed: May 12, 1981
    Date of Patent: April 17, 1984
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, William L. Studt, Stuart A. Dodson, Harry K. Zimmerman
  • Patent number: 4426385
    Abstract: Novel bicyclooxyphenyl ureas, such as 1-(bicyclooxyphenyl)-benzoyl ureas, are provided which exhibit pesticidal activity. The compositions are conveniently prepared by reacting an isocyanate with either an amide or a bicyclooxyaniline.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: January 17, 1984
    Assignee: Union Carbide Corporation
    Inventor: Paul A. Cain
  • Patent number: 4421670
    Abstract: This invention relates to new liquid crystal dihydrophenanthrene substances for utilization in electro-optical devices for the modulation of light as well as the representation of numerals, signs and images. It has been found that new liquid-crystal 7-n-alkyl-8, 10-dihydrophenanthrene-2-carboxylic acid esters of the general formula ##STR1## alone, in mixture with each other and/or in mixtures with other liquid crystal or non liquid crystal substances, yield good results when they are used in electro-optical components.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: December 20, 1983
    Assignee: VEB Werk fur Fernsehelektronik Berlin im VEB Kombinat Mikroelektronik
    Inventors: Hans-Joachim Deutscher, Sabine Richter, Horst Zaschke, Dietrich Demus, Ute Boettger
  • Patent number: 4418198
    Abstract: The invention is directed to the novel 2-(((substituted pyridinyl)carbonyl)amino)ethyl esters of 2-methyl-2-propenoic acid and their method of preparation. The compounds are prepared by reacting an appropriately substituted pyridinol, pyridinethiol, aminopyridine, or hydroxyalkyloxypyridine with isocyanatoethyl methacrylate in an appropriate solvent in the presence of an activating agent. These compounds may be utilized as herbicides, fungicides, or both.
    Type: Grant
    Filed: November 16, 1981
    Date of Patent: November 29, 1983
    Assignee: The Dow Chemical Company
    Inventor: Chester E. Pawloski
  • Patent number: 4414218
    Abstract: The novel compounds of this invention are pyridinyl cyano carbonates corresponding to the formula ##STR1## wherein: R is alkyl or aryl of up to 20 carbons;X is hydrogen, halo, cyano, nitro, R or OR; andn is 1, 2, 3 or 4.
    Type: Grant
    Filed: March 3, 1982
    Date of Patent: November 8, 1983
    Assignee: The Dow Chemical Company
    Inventor: Andrew T. Au
  • Patent number: 4412856
    Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: November 1, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
  • Patent number: 4393070
    Abstract: 1,4-dihydropyridine derivatives of the general formula: ##STR1## having vasodilating and anti-hypertensive activity, processes for preparing same, and pharmaceutical compositions thereof for treating cardiovascular diseases.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: July 12, 1983
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Yoshinari Sato, Tsutomu Teraji
  • Patent number: 4393212
    Abstract: Novel substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts, certain intermediates and their preparation are disclosed. These pyridines have pharmaceutically useful properties such as .beta.-adrenergic blocking activity.
    Type: Grant
    Filed: May 13, 1981
    Date of Patent: July 12, 1983
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4388469
    Abstract: Diphenylalkanoether and diphenylalkanone oxime-ether derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each independently an aryl group optionally substituted with 1 to 3 substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro, cyano, di(C.sub.1 -C.sub.4)alkylamino, amino, benzyloxy, hydroxyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkanoylamino, C.sub.1 -C.sub.4 alkylamino and N-(C.sub.1 -C.sub.4)alkyl-N-(C.sub.1 -C.sub.4)alkanoylamino, Z.sup.1 is a group of the formula: ##STR2## (wherein R.sup.3 and R.sup.4 are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or an ar(C.sub.1 -C.sub.
    Type: Grant
    Filed: April 2, 1980
    Date of Patent: June 14, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiichi Ono, Hajime Kawakami, Junki Katsube
  • Patent number: 4374140
    Abstract: The present application discloses certain 2-substituted propoxy-3-cyano-5-hydroxypyridines. The compounds have pharmaceutical activity e.g. as antihypertensives.
    Type: Grant
    Filed: February 10, 1981
    Date of Patent: February 15, 1983
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello, Stanley Vickers, Alfred Steuerwald
  • Patent number: 4367336
    Abstract: A 2-substituted-5-trifluoromethylpyridine compound represented by Formula (I): ##STR1## wherein X is a hydrogen atom or a halogen atom, and Y is a cyano group or a carboxy group, provided that Y is a cyano group, then X is a halogen atom, or a salt thereof, and a process for the production of the same. This compound is useful as an intermediate for the production of various fine chemicals.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: January 4, 1983
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Takahiro Haga, Toru Koyanagi
  • Patent number: 4338322
    Abstract: This invention relates to 2-or 6-cyano or cyano(lower)alkyl-4-phenyl or (substituted phenyl)1,4-dihydropyridine-3,5-dicarboxylates and derivatives which have vasodilating and hypertensive activity, processes for their preparation, pharmaceutical compositions for containing same and for methods of treating hypertension and cardiovascular diseases.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: July 6, 1982
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventor: Yoshinari Sato
  • Patent number: 4336205
    Abstract: Aromatic nitriles can be produced in high yields by ammoxidation of an alkyl-substituted aromatic compound in the presence of a catalyst containing oxides of (1) vanadium, (2) antimony and (3) at least one of uranium and chromium, even when concentration of the starting aromatic compound in the starting gas is high or mixing ratio of ammonia to the starting aromatic compound is reduced to the neighborhood of the stoichiometric equivalent.
    Type: Grant
    Filed: March 31, 1981
    Date of Patent: June 22, 1982
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Isatsugu Onishi, Itsuo Furuoya, Ichiro Minato
  • Patent number: 4336384
    Abstract: In a new method of producing 4-amino-3,5,6-trichloropicolinic acid 3,4,5,6-tetrachloropicolinonitrile is reacted with ammonium hydroxide, preferably at about 130.degree. C. to about 160.degree. C. The free acid is precipitated upon acidification of the reaction mixture and may be recovered therefrom.
    Type: Grant
    Filed: April 23, 1981
    Date of Patent: June 22, 1982
    Assignee: The Dow Chemical Company
    Inventors: Edwin R. Henson, David J. Koranek
  • Patent number: 4328168
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of a cyclic polyether compound and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Richard G. Fayter, Jr.
  • Patent number: 4328169
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: May 4, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Allen L. Hall
  • Patent number: 4307103
    Abstract: This invention relates to a dihydropyridine derivative and a salt thereof. More particularly, it relates to a new dihydropyridine derivative and a pharmaceutically acceptable salt thereof which have vasodilating and anti-hypertensive activities, to processes for the preparation thereof, and to pharmaceutical composition comprising the same for therapeutical treatment of cardiovascular disorder and hypertension in human being.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: December 22, 1981
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Yoshinari Sato, Tsutomu Teraji
  • Patent number: 4302591
    Abstract: Iminobenzyl dihydropyridines of the formula ##STR1## wherein, each R is alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, sulfonamido, halogen, alkoxy, alkenyloxy, alkynyloxy, cyano, hydroxy, acyloxy, nitro, amino, alkylmercapto, alkylamino, alkanoylamino, carbalkoxyamino, carboxy, methanesulfonyl, carbalkoxy or trifluoromethyl;each R.sub.4 is lower alkoxy;each R.sub.2 is lower alkyl;and R.sub.3 is alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic or ##STR2## wherein R is as previously defined; have anti-hypertensive activity.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: November 24, 1981
    Assignee: USV Pharmaceutical Corporation
    Inventors: James R. Shroff, Bernard Loev
  • Patent number: 4294969
    Abstract: Novel substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts, certain intermediates and their preparation are disclosed. These pyridines have pharmaceutically useful properties such as .beta.-adrenergic blocking activity.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: October 13, 1981
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4289876
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, hydroxy, cyano, (lower)alkyl, (lower)alkoxy, halogen or amino; n is 2 or 3; X is NR.sup.3 or CHR.sup.3 ; R.sup.3 is cyano, nitro, SO.sub.2 Ar; or SO.sub.2 (lower)alkyl; R.sup.12 is hydrogen or (CH.sub.2).sub.p NR.sup.13 R.sup.14 ; p is an integer of from 1 to 4, inclusive; R.sup.13 and R.sup.14 each are independently hydrogen or (lower)alkyl; and Ar is phenyl or phenyl containing 1 or 2 substituents independently selected from halogen and (lower)alkyl; and nontoxic, pharmaceutically acceptable salts thereof, are potent anti-ulcer agents.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: September 15, 1981
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4284634
    Abstract: 1,4-dihydropyridine derivatives of the general formula ##STR1## having vasodilating and anti-hypertensive activity, processes for preparing same, and pharmaceutical compositions thereof for treating cardiovascular diseases.
    Type: Grant
    Filed: May 17, 1979
    Date of Patent: August 18, 1981
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventor: Yoshinari Satu
  • Patent number: 4284781
    Abstract: Vanadia supported on a silica-alumina or gamma-alumina support in an amount to provide a vanadia to support weight ratio ranging from about 0.3:1 to about 3:1 substantially entirely within the pores of the support, the vanadia having been placed in molten form substantially within the pores of a support having a surface area greater than about 50 m.sup.2 gram, a porosity greater than about 0.4 cc/gram which further includes an alkali metal, with the vanadium metal to alkali metal mole ratio being from 2:1 to 30:1. At least a portion of the alkali metal is preferably in the form of alkali metal vanadate. The catalyst is used for the production of nitriles from a compound containing at least one alkyl group.
    Type: Grant
    Filed: March 2, 1978
    Date of Patent: August 18, 1981
    Assignee: The Lummus Company
    Inventor: Morgan C. Sze
  • Patent number: 4282363
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, hydroxy, cyano, (lower)alkyl, (lower)alkoxy, halogen or amino; n is 2 or 3; X is NR.sup.3 or CHR.sup.3 ; R.sup.3 is cyano, nitro, SO.sub.2 Ar; or SO.sub.2 (lower)alkyl; R.sup.12 is hydrogen or (CH.sub.2).sub.p NR.sup.13 R.sup.14 ; p is an integer of from 1 to 4, inclusive; R.sup.13 and R.sup.14 each are independently hydrogen or (lower)alkyl; and Ar is phenyl or phenyl containing 1 or 2 substituents independently selected from halogen and (lower)alkyl; and nontoxic, pharmaceutically acceptable salts thereof, are potent anti-ulcer agents.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: August 4, 1981
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4279639
    Abstract: Plant growth and suppression regulators of the N-(2-substituted-4-pyridyl)urea and thiourea type are provided, which exhibit excellent cytokinin-like activities and are thus useful for regulating plant growth in various fashions, such as acceleration of growth when used in flowering or fruiting at a controlled time when used in small amounts, and controlling compositions such as sugar, alkaloids, etc. of plants, or suppression of plant growth when used in an amount higher than optimal for growth acceleration, etc.
    Type: Grant
    Filed: August 1, 1979
    Date of Patent: July 21, 1981
    Assignees: Toshihiko Okamoto, Yo Isogai, Koichi Shudo, Susumu Sato
    Inventors: Toshihiko Okamoto, Yo Isogai, Koichi Shudo, Soshiro Takahashi
  • Patent number: 4267317
    Abstract: A phenoxyalkene derivative having the formula ##STR1## wherein R represents a hydrogen atom, ##STR2## and Y and Z are the same or different and respectively represent a hydrogen atom, trifluoromethyl group, a halogen atom, a lower alkyl group, nitro group or cyano group; R.sub.1 represents a hydrogen atom or a lower alkyl group and R.sub.2 represents carboxyl, hydroxymethyl, allyloxycarbonyl, a lower alkoxycarbonyl, a lower haloalkoxycarbonyl, a S-lower alkylthiocarbonyl, carbamoyl, a N-lower alkylcarbamoyl or a N-phenylcarbamoyl group is produced by reacting a phenol compound having the formula ##STR3## with a dihalogen compound having the formula ##STR4## wherein R, R.sub.1 and R.sub.2 are defined above and X.sub.1 represents a halogen atom and X.sub.2 and X.sub.
    Type: Grant
    Filed: October 12, 1979
    Date of Patent: May 12, 1981
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Wataro Koike, Tadashi Sasuga, Chihiro Yazawa
  • Patent number: 4260766
    Abstract: (Dichloromethyl) substituted pyridines are prepared from (trichloromethyl) substituted pyridines by the reaction thereof under reductive dechlorination conditions with metallic iron or a ferrous iron compound and an acid.
    Type: Grant
    Filed: December 4, 1979
    Date of Patent: April 7, 1981
    Assignee: The Dow Chemical Company
    Inventor: Leo R. Morris
  • Patent number: 4247456
    Abstract: Water-insoluble monoazo dyes of the formula ##STR1## produced by reacting a diazotized amine of the benzene, naphthalene, diphenyl, diphenylmethane or heterocyclic series which is free from water solubilizing groups with the appropriate 6-hydroxy-2-pyridone and the utility thereof for the dyeing and printing of synthetic fabric materials to yellow to red shades having excellent fastness to light and sublimation.
    Type: Grant
    Filed: November 19, 1976
    Date of Patent: January 27, 1981
    Assignee: Cassella Aktiengesellschaft
    Inventors: Hanswilli von Brachel, Ernst Heinrich, Otto Grawinger, Karl Hintermeier, Horst Kindler
  • Patent number: 4246417
    Abstract: Waste water recovered from a nitrile production effluent, containing ammonia, hydrogen cyanide, carbon dioxide and water soluble polymers is stripped of ammonia, carbon dioxide and hydrogen cyanide to produce an aqueous stream containing the water soluble polymer. At least a portion of this stream is introduced into a steam scrubber to generate steam therefrom, with scrubber bottoms and any remaining water from the stripping operation being introduced into a reboiler to provide steam for the stripping and an aqueous concentrate of the water soluble polymer. Heat for the reboiler can be provided by indirect heat transfer with steam from the scrubber which produces a condensate suitable as feed water for steam generation.
    Type: Grant
    Filed: May 15, 1978
    Date of Patent: January 20, 1981
    Assignee: The Lummus Company
    Inventor: Utah Tsao
  • Patent number: 4225716
    Abstract: The process for the manufacture of a compound of the formula ##STR1## comprising reacting in the presence of a basic nitrogen compound at elevated temperature phosphorus oxychloride with a compound of the formula ##STR2## in the molar ratio of phosphorus oxychloride to hydroxypyridine of 1:1 to 1.3:1 whereinR.sup.1 is hydrogen, alkyl having 1 to 8 carbon atoms, phenyl, carbalkoxy having 2 to 5 total carbon atoms, carbalkoxymethyl having 3 to 6 total carbon atoms or substituted phenyl having a substituent selected from the group consisting of chloro, bromo, methyl, ethyl, methoxy, ethoxy, cyano and nitro and R.sup.2 is hydrogen, cyano, nitro or acetyl.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: September 30, 1980
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Ernst Heinrich
  • Patent number: 4225491
    Abstract: Azo pyridone dyestuffs containing at least one reactive phosphoric or phosphonic acid group. The dyestuffs are characterized by the formula:A -- N .dbd. N -- Rwherein A is an aromatic radical containing at least one phosphoric or phosphonic acid group and R is a monovalent radical derived from a pyridone coupling component by removing a hydrogen atom attached to a ring carbon atom of the pyridone ring. The aromatic radical A is preferably a phenyl or naphthyl group. In addition to its phosphonic or phosphoric acid group or groups, radical A may be substituted with one or more halogen, alkyl, alkoxy, nitro, sulfonic acid or carboxylic acid groups. Cellulosic textiles, e.g., cotton or cotton/polyester blends, may be reactively dyed with these dyestuffs in an acid, neutral or alkaline bath using dicyandiamide or the equivalent. The phosphoric or phosphonic acid groups and the cellulosic material react to fix the dye through an ester linkage.
    Type: Grant
    Filed: September 12, 1977
    Date of Patent: September 30, 1980
    Assignee: ICI United States, Inc.
    Inventor: Donald R. Gauthier
  • Patent number: 4223142
    Abstract: The new amino derivatives of pyrido[2,3-d]pyridazine carboxylic esters and acids have the general formula ##STR1## They are useful as analgesic, anti-inflammatory agents and central nervous system depressants. In addition, this type of compound increases the intracellular concentration of adenosine-3',5'-cyclic monophosphate.
    Type: Grant
    Filed: June 16, 1976
    Date of Patent: September 16, 1980
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Theodor Denzel, Hans Hoehn
  • Patent number: 4213899
    Abstract: A dyestuff of the formula ##STR1## where D is a chromophoric residuen is 1 or 2Z is ##STR2## where R is H, C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by OH, OSO.sub.3 H, CN or SO.sub.3 H or is phenyleach hal independently represents a chlorine or fluorine atom occupying one of the remaining 2-, 4- and 6-positions of the pyridine nucleusX is F, Cl, CN or NO.sub.2Y is H, F, Cl, CN or NO.sub.2.These dyestuffs reactively dye cellulose at low temperatures and are less prone to "acid bleeding" than some known reactive dyes.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: July 22, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Duncan A. S. Phillips, Brian Anderson, Neville Jackson, Cecil V. Stead, Alan T. Costello
  • Patent number: 4210759
    Abstract: Certain sulfonamido pyridines, pyrimidines, benzothiazoles and oxazoles, metal complexes thereof and solutions of said compounds in essentially water-immiscible, liquid hydrocarbon solvents are disclosed. The sulfonamide compounds have the structural formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are as defined in the specification and claims hereof. Particular metal values are recovered from their aqueous solutions by using heterocyclic sulfonamide compounds dissolved in essentially water-immiscible, liquid hydrocarbon solvents. The extraction process generally comprises contacting the metal value containing aqueous solution with the solution of the sulfonamide compound in an essentially water-immiscible liquid hydrocarbon solvent and stripping the metal values from the loaded organic phase.
    Type: Grant
    Filed: May 24, 1978
    Date of Patent: July 1, 1980
    Assignee: Henkel Corporation
    Inventor: Michael J. Virnig
  • Patent number: 4182887
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is mono- or di-substituted amino, where the substituents are selected from the group consisting of alkyl of 1 to 6 carbon atoms, cyclohexyl, allyl and benzyl; unsubstituted, mono-substituted or di-substituted pyrrolidino, piperidino, hexamethyleneimino, morpholino, piperazino, thiomorpholino, 1-oxido-thiomorpholino or 1,1-dioxido-thiomorpholino, where the substituents are selected from the group consisting of methyl, hydroxymethyl, hydroxyl, phenyl and benzyl; 1,2,5,6-tetrahydropyridino; 1,2,3,4-tetrahydroisoquinolino; indolino; or 3,6-ethylene-hexamethyleneimino;R.sub.2 is hydrogen, methyl or benzyl; andR.sub.3 is hydrogen, halogen, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiphlogistics and antithrombotics.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: January 8, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
  • Patent number: 4158093
    Abstract: A process for dequaternizing a 2-(2-pyridyl)ethyl or 2-(4-pyridyl)ethyl quaternary salt of a pyridine or bipyridine base comprising the step of heating or reacting the pyridylethyl quaternary salt with a caustic material such as sodium hydroxide. Also included is a process for preparing a second pyridine base (or a bipyridine base) in which a first pyridine base is initially selected and its 2-(2-pyridyl)ethyl or 2-(4-pyridyl)ethyl quaternary salt or its acid salt prepared. An electrophilic, nucleophilic or coupling reaction can then be performed on the quaternary salt to change the substituent or to form the bipyridyl coupling and the resultant salt dequaternized with a caustic material, such as sodium hydroxide, to produce a second pyridine or a bipyridine base.
    Type: Grant
    Filed: December 15, 1977
    Date of Patent: June 12, 1979
    Assignee: Reilly Tar & Chemical Corporation
    Inventors: Thomas D. Bailey, Charles K. McGill
  • Patent number: 4155909
    Abstract: The invention relates to 2-alkyl nicotinoids and improved methods for producing them.
    Type: Grant
    Filed: June 13, 1977
    Date of Patent: May 22, 1979
    Assignee: Philip Morris Incorporated
    Inventors: Edward B. Sanders, Henry V. Secor, Jeffrey I. Seeman
  • Patent number: 4156086
    Abstract: Trisaminopyridines of the formula ##STR1## are prepared by reacting a pyridinium salt of the formula ##STR2## with an organic amine having the formula R.sub.3 NH.sub.2 at a temperature of 110.degree. C. to 130.degree. C.;in whichX is --CN, --CONQ.sub.1 Q.sub.2 or --COOQ.sub.3 ;R is substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl;R.sub.1 is substituted or unsubstituted alkyl, aralkyl or aryl;Q.sub.1 and Q.sub.2 independently of one another are hydrogen, alkyl, cycloalkyl, aralkyl or aryl; or conjointly with the nitrogen atom form a 5-membered or 6-membered heterocyclic structure; andQ.sub.3 is alkyl or aralkyl.Where X is --CONQ.sub.1 Q.sub.2 or --COOQ.sub.3, the --CN group in the starting pyridinium salt is subsequently converted in the known manner to --CONQ.sub.1 Q.sub.2 or --COOQ.sub.3. The trisaminopyridines are useful as intermediates for preparation of azo dyestuffs by coupling with diazo components in the known manner.
    Type: Grant
    Filed: January 16, 1978
    Date of Patent: May 22, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl L. Moritz, Karl H. Schundehutte
  • Patent number: 4152437
    Abstract: Novel cyano substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts and their preparation are disclosed. The pyridines are vasodilators having antihypertensive activity of rapid onset and extended duration and reduced tendency to cause undesirable tachychardia; they are also .beta.-adrenergic blocking agents.
    Type: Grant
    Filed: January 27, 1978
    Date of Patent: May 1, 1979
    Assignee: Merck & Co., Inc.
    Inventor: John J. Baldwin
  • Patent number: 4145432
    Abstract: This invention relates to 1,4-dihydropyridine derivatives. More particularly, it relates to new 1,4-dihydropyridine derivatives thereof which have vasodilating and anti-hypertensive activity, to processes for the preparation thereof, and to pharmaceutical composition comprising the same for therapeutical treatment in cardiovascular diseases and hypertension in human being.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: March 20, 1979
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventor: Yoshinari Sato
  • Patent number: 4141977
    Abstract: A treatment to alleviate the symptoms of psoriasis consisting of topical application of a cream, ointment or lotion containing, as the principal active ingredient, one or more 6-substituted nicotinamides and or 2-substituted pyrazinamides is disclosed. The therapeutic composition may include a single member of the above active ingredients present in a total amount of from 0.01 to 5 percent by weight of the total composition, or a plurality thereof present in a preferred concentration range of from 0.02 to 2 percent by weight of the total composition. Topical application of the therapeutic composition in a cream, ointment, or a water or alcohol solution has been found to achieve from substantial to complete remissions of psoriasis in humans.
    Type: Grant
    Filed: August 17, 1976
    Date of Patent: February 27, 1979
    Inventors: Ruey J. Yu, Eugene J. Van Scott
  • Patent number: 4138488
    Abstract: Disclosed herein are substituted diphenylmethyl picolinic acids, pharmaceutically acceptable salts, amides and esters thereof. The compounds disclosed are useful as topical anti-acne agents.
    Type: Grant
    Filed: January 10, 1977
    Date of Patent: February 6, 1979
    Assignee: Schering Corporation
    Inventors: Margaret H. Sherlock, Heide Roebke
  • Patent number: 4132711
    Abstract: A process for the preparation of aromatic nitriles which comprises reacting an organic carboxylic acid with an aromatic o-dinitrile whereby the nitrile of the acid is obtained with cyclic imide by-product and the imide by-product is converted to dinitrile and recycled to the reaction.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: January 2, 1979
    Assignee: Suntech, Inc.
    Inventor: Richard V. Norton