Cyano Containing Patents (Class 544/163)
  • Patent number: 4277471
    Abstract: Biphenylylalkylamines which have anti-arrhythmic activity have been prepared. Pharmaceutical formulations containing such compounds and a method of treating cardiac arrhythmias are provided.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: July 7, 1981
    Assignee: Eli Lilly and Company
    Inventors: William B. Lacefield, Richard L. Simon
  • Patent number: 4269775
    Abstract: The invention relates to oximes of the formula ##STR1## wherein n is 0, 1 or 2 and m is 0 or 1, and wherein Ar is a phenyl radical ##STR2## a naphthyl radical substituted by R.sub.2 and R.sub.3, a 5- to 10-membered heterocyclic radical which contains not more than 3 identical or different heteroatoms N, O and/or S, and which is substituted by R.sub.2, R.sub.3 and R.sub.4 and can be substituted by oxo or thiono, or, if m is 0, Ar is a radical R--CO--, wherein R is a radical --OR.sub.5, and Q is a radical C.sub.a H.sub.2a --R.sub.8, wherein a is an integer between 1 and 6, while R and R.sub.8 are as defined in the description of the specification.These compounds can be used for protecting plant crops from the action of aggressive agrochemicals.
    Type: Grant
    Filed: August 24, 1979
    Date of Patent: May 26, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Szczepanski, Henry Martin, Werner Fory, Georg Pissiotas
  • Patent number: 4264775
    Abstract: A simple process for the preparation of .beta.-aminostyrenes proceeds from anilines by successively diazotizing, reacting with a vinyl ester, and reacting with a secondary amine without purification of the intermediate products. The compounds are reactive enamines useful in organic synthesis.
    Type: Grant
    Filed: October 27, 1976
    Date of Patent: April 28, 1981
    Assignee: Eli Lilly and Company
    Inventor: William A. White
  • Patent number: 4263037
    Abstract: The invention provides herbicidally-active 2,3-dihydro-5-cyanobenzofurans of the formula: ##STR1## (wherein: R.sup.1 and R.sup.2 together represent .dbd.O or R.sup.1 represents hydrogen and R.sup.2 represents hydrogen, hydroxy, alkoxy, acyloxy, alkoxycarbonyloxy, alkylthiocarbonyloxy, halogen, isothiocyanato, amino, alkylamino, dialkylamino, arylamino, acylamino, alkoxycarbonylamino, alkylthiocarbonylamino, N-bonded heterocyclyl, cyano or alkylthio; R.sup.3 and R.sup.4 together represent alkylene or each represent hydrogen or alkyl; and R.sup.5, R.sup.6 and R.sup.7, which may be the same or different, each represent hydrogen, halogen, alkyl, alkoxy, acyl or cyano), processes for their preparation and herbicidal compositions containing them.
    Type: Grant
    Filed: July 27, 1979
    Date of Patent: April 21, 1981
    Assignee: Fisons Limited
    Inventors: Peter S. Gates, Derek Baldwin, Carol A. Wilson, John Gillon
  • Patent number: 4247476
    Abstract: Disclosed are novel polymeric quaternary ammonium salts containing specific di-tertiary amino substituted cationic recurring units. Said salts are useful as dyeing and finishing agents, especially for dyeing textile materials, such as polyacrylonitrile fiber materials, as dispersing agents and emulsifiers, as antistatic, antimicrobial and flocculating agents and as precipitants.
    Type: Grant
    Filed: June 1, 1978
    Date of Patent: January 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jaroslav Haase, Ulrich Horn, Hans-Ulrich Berendt
  • Patent number: 4246260
    Abstract: The invention relates to new substituted o-phenylenediamine derivatives of the general formula ##STR1## in which R represents optionally substituted alkyl, optionally substituted alkenyl or optionally substituted alkinyl,X represents O, S, SO or SO.sub.2 andR.sup.1 and R.sup.2 are different from one another and individually represent ##STR2## in which R.sup.3 and R.sup.4 are identical or different and represent alkyl andR.sup.5 represents hydrogen, optionally substituted alkyl or optionally substituted alkoxy, and salts thereof.Also included in the invention are (1) methods for preparing the above-described compounds, (2) compositions containing the above-described compounds and (3) methods for the treatment of helminthiasis.
    Type: Grant
    Filed: March 19, 1979
    Date of Patent: January 20, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Kolling, Ekkehard Niemers, Hartmund Wollweber, Herbert Thomas
  • Patent number: 4237132
    Abstract: A series of new 4,6-disubstituted 2-morpholinone derivatives were prepared either by a reaction of corresponding epoxide derivatives with phenylglycine derivatives or by the reaction of isopropanol derivatives with carboxylic acid derivatives. The new morpholinone derivatives are useful for the prevention or the treatment of arteriosclerosis.
    Type: Grant
    Filed: June 4, 1976
    Date of Patent: December 2, 1980
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Hiromu Murai, Katsuya Ohata, Hiroshi Enomoto, Shoichi Chokai, Mitsuhiro Maehara, Katsuhide Saito, Takayuki Ozaki
  • Patent number: 4233060
    Abstract: The present invention concerns new .alpha.-phenoxy-thiolpropionic acids and salts of the formula ##STR1## wherein R is hydrogen a metal cation or the cation of an amino- or ammonio-group, Z is a substituted phenyl or a substituted pyrid-2-yl radical.These compounds have herbicidal activity by themselves but can be used as intermediats for the synthesis of more active derivatives.
    Type: Grant
    Filed: November 20, 1978
    Date of Patent: November 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Otto Rohr, Hermann Rempfler, Georg Pissiotas
  • Patent number: 4232152
    Abstract: Amine salts of tertiary amino acids have been found to be effective as catalysts for polyurethane synthesis and they have been found to exhibit delayed action, in many instances, in the polymerization of urethanes. Typically, the amine salts of tertiary amino acids are formed by initially reacting a primary or secondary amine with an aldehyde and disubstituted acid to form a Mannich adduct and then reacting the resulting Mannich acid adduct with an amine.
    Type: Grant
    Filed: October 23, 1978
    Date of Patent: November 4, 1980
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ibrahim S. Bechara, Rocco L. Mascioli, Philip J. Zaluska
  • Patent number: 4226799
    Abstract: An improved method of manufacture of 2-methyl-4-amino-5-formylaminomethylpyrimidine (II), wherein a N-substituted or unsubstituted .alpha.-aminomethylene-.beta.-formylaminopropionitrile (I) is reacted with acetamidine.Compound II is an intermediate for the manufacture of vitamin B.sub.1.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: October 7, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Bewert, Wolfgang Littmann
  • Patent number: 4204062
    Abstract: Amine salts of tertiary amino acids have been found to be effective as catalysts for polyurethane synthesis and they have been found to exhibit delayed action, in many instances, in the polymerization of urethanes. Typically, the amine salts of tertiary amino acids are formed by initially reacting a primary or secondary amine with an aldehyde and disubstituted acid to form a Mannich adduct and then reacting the resulting Mannich acid adduct with an amine.
    Type: Grant
    Filed: October 23, 1978
    Date of Patent: May 20, 1980
    Assignee: Air Products & Chemicals, Inc.
    Inventors: Ibrahim S. Bechara, Rocco L. Mascioli, Philip J. Zaluska
  • Patent number: 4199466
    Abstract: A process for the activation of peroxide-based bleaches comprising conjointly incorporating into an aqueous medium a peroxide-based bleach, sufficient buffering agent to maintain the aqueous medium under alkaline conditions, and a cyanoamine of the general formula ##STR1## as a peroxide activator. Stable peroxide-based bleaching and detergent compositions are also disclosed.
    Type: Grant
    Filed: August 21, 1978
    Date of Patent: April 22, 1980
    Assignee: Shell Oil Company
    Inventor: Herbert L. Benson, Jr.
  • Patent number: 4191765
    Abstract: Compounds of formula I ##STR1## wherein R.sup.1 and R.sup.1' are identical or different and represent hydrogen, an alkyl radical or alkoxy radical having 1-4 carbon atoms, the allyl group, a halogen atom or the nitro group, R.sup.2 represents an acrylic acid radical or an acrylic acid nitrile radical of the formulae ##STR2## wherein R.sup.5 represents hydrogen, an alkyl radical having 1-5 carbon atoms, an aryl radical or aryl-lower alkyl radical either unsubstituted or substituted by lower alkyl or alkoxy, R.sup.6 represents hydrogen or an alkyl radical having 1-8 carbon atoms, R.sup.7 represents hydrogen, a lower alkyl radical or an aryl-lower alkyl radical, R.sup.3 and R.sup.4 represent together with the nitrogen atom a heterocyclic ring with 5-7 members being optionally substituted by C.sub.1 -C.sub.4 alkyl, in which ring one carbon atom may be replaced by one oxygen atom, sulfur atom or one further nitrogen atom, the latter may be substituted, or wherein R.sup.3 represents hydrogen and R.sup.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: March 4, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Fritsch, Ulrich Stache, Ernst Lindner
  • Patent number: 4153797
    Abstract: Novel .alpha.-aryl-.alpha.,.alpha.-bis[.omega.-(disubstituted amino)alkyl]-acetamides are described herein. The compounds are useful as anti-arrhythmic agents. The compounds are prepared by reacting an appropriate disubstituted acetonitrile with an appropriate haloalkyl amine and subsequently hydrolyzing the resulting nitrile with concentrated sulfuric acid.
    Type: Grant
    Filed: May 1, 1978
    Date of Patent: May 8, 1979
    Assignee: G. D. Searle & Co.
    Inventors: Jerry J. Renbarger, Peter K. Yonan
  • Patent number: 4146558
    Abstract: Water-soluble cationic dyestuffs of the formulae ##STR1## WHEREIN R.sup.0 is hydrogen, lower-alkyl or hydroxy-lower-alkyl;R.sup.1 is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl;R.sup.2 is lower-alkyl, lower-alkenyl, hydroxy-lower-alkyl or -(lower-alkylene)-NR.sup.0 Y or R.sup.1 and R.sup.2 together with the nitrogen atom, are pyrrolidino, piperidino or 4-lower-alkanoyl piperazino;Y is hydrogen or ##STR2## wherein R is hydrogen, lower-alkyl, lower-alkenyl, phenyl or phenyl-lower-alkyl;A is a member selected from the group consisting of an aromatic azo dyestuff residue attached to the quaternary ammonium nitrogen atom through a lower-alkylene bridge.K is a small integer whose value is dependent on the nature of A such that it has a range from one to two;R.sup.8 is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl;R.sup.9 is lower-alkyl, hydroxy-lower-alkyl or NH.sub.2 ;R.sup.10 is lower-alkyl or lower-alkenyl;A.sup.
    Type: Grant
    Filed: October 6, 1977
    Date of Patent: March 27, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Patrick J. Jefferies, Nathan N. Crounse
  • Patent number: 4146713
    Abstract: A compound ##STR1## where R' is hydrogen or lower alkyl, the compound being usable as an intermediate in the preparation of 4-hydroxypyrazolo [3,4-d]pyrimidine (Allopurinol) and its useful relatives.A method of preparing ##STR2## which comprises reacting R'C(OR).sub.3, morpholine and cyanoacetamide where R' is hydrogen or lower alkyl and R' is lower alkyl.
    Type: Grant
    Filed: September 20, 1974
    Date of Patent: March 27, 1979
    Assignee: Burroughs Wellcome Co.
    Inventors: Ronald M. Cresswell, John W. Mentha, Russell Seaman
  • Patent number: 4134889
    Abstract: Manufacture of glycinonitriles by reacting amines with carbonyl compounds and hydrogen cyanide under specific reaction conditions in respect of the temperature, reaction time and hydrogen cyanide concentration.The glycinonitriles obtainable by the process of the invention are antioxidants and valuable starting materials for the manufacture of dyes, fungicides, bactericides, textile auxiliaries and inhibitors for use in antifreezes.
    Type: Grant
    Filed: May 2, 1977
    Date of Patent: January 16, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Harry Distler, Erwin Hartert, Helmut Schlecht
  • Patent number: 4133827
    Abstract: Process for the production of an .alpha.-cyano-.gamma.-halo acetoacetic compound of the general formula: ##STR1## wherein X is halogen, R is --NR.sub.1 R.sub.2, --NHR.sub.3 or --O--R.sub.4, R.sub.1 and R.sub.2 are each alkyl having 1 to 18 carbon, or R.sub.1 and R.sub.2 form a morpholino or piperidino heterocyclic group with the N in --NR.sub.1 R.sub.2, R.sub.3 is alkyl having 1 to 18 carbon atoms or aryl, and R.sub.4 is alkyl having 1 to 10 carbon atoms or aryl. The process includes reacting an alkali metal alcoholate and the haloacetoacetic compound of the formula: ##STR2## wherein X and R are the same as defined above. A metal salt of the haloacetoacetic compound of the formula: ##STR3## wherein X and R are the same as defined above and wherein the metal in the metal salt is an alkali metal, results. Then the metal salt of the haloacetoacetic compound and a halo cyanogen in an inert solvent are reacted.
    Type: Grant
    Filed: May 13, 1977
    Date of Patent: January 9, 1979
    Assignee: Lonza Ltd.
    Inventor: Karl-Josef Boosen
  • Patent number: 4126691
    Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.
    Type: Grant
    Filed: December 6, 1976
    Date of Patent: November 21, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard W. J. Carney, George DEStevens
  • Patent number: 4107205
    Abstract: Novel .alpha.-aryl-.alpha.,.alpha.-bis[.omega.-(disubstituted amino)alkyl]acetamides are described herein. The compounds are useful as anti-arrhythmic agents. The compounds are prepared by reacting an appropriate disubstituted acetonitrile with an appropriate haloalkyl amine and subsequently hydrolyzing the resulting nitrile with concentrated sulfuric acid.
    Type: Grant
    Filed: March 11, 1977
    Date of Patent: August 15, 1978
    Assignee: G. D. Searle & Co.
    Inventors: Jerry J. Renbarger, Peter K. Yonan
  • Patent number: 4098791
    Abstract: An improved multistep process for the production of intermediates for hypotensive compounds, which intermediates are of the formula V: ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl of 1 to 4 carbon atoms, inclusive, alkenyl of 3 or 4 carbon atoms, cycloalkyl from 3 to 7 carbon atoms, phenylalkyl in which the alkyl group is defined as above, or the group ##STR2## is a heterocyclic moiety of 4 to 8 ring members, e.g., azetidinyl, piperidino, pyrrolidinyl, hexahydroazepinyl, or heptamethyleneimino, each of which can be substituted by one or two methyl groups, N-alkylpiperazino, wherein alkyl is defined as above, morpholino, or thiomorpholino, and wherein R.sub.3 is hydrogen or alkyl of 1 to 4 carbon atoms, inclusive, starts with the corresponding secondary amine I ##STR3## wherein R.sub.1 and R.sub.2 have the significance of above.
    Type: Grant
    Filed: July 29, 1977
    Date of Patent: July 4, 1978
    Assignee: The Upjohn Company
    Inventors: Thomas A. Hylton, Muniraj D. Pillai
  • Patent number: 4096267
    Abstract: [1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]aklanoic acid, derivatives thereof, their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. Also disclosed are processes for the preparation of such [1-oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids, pharmaceutical compositions comprising therapeutically effective amounts of such compounds and methods of treatment comprising administering such compounds and compositions.
    Type: Grant
    Filed: June 10, 1975
    Date of Patent: June 20, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4093446
    Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a substituted alkoxy group,And compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: August 31, 1976
    Date of Patent: June 6, 1978
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
  • Patent number: 4087606
    Abstract: The 2-cyano-3-or 4-(substituted amino) oxanilic acid derivatives of the formula: ##STR1## in which the group ##STR2## appears in the designated 3- or 4- position and R is --H; an alkali metal; .sup.+ NH.sub.4 ; alkyl of 1 to 6 carbon atoms, inclusive; aralkyl of 7 or 8 carbon atoms; or cycloalkyl of 5 or 6 carbon atoms;R.sup.1 is --H or alkyl of 1 to 9 carbon atoms;R.sup.2 is --H, alkyl of 1 to 9 carbon atoms or cycloalkyl of 3 to 6 carbon atoms;R.sup.1 and R.sup.2, together, with the nitrogen atom to which they are attached, are aziridinyl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, 4-lower alkyl-piperazinyl, morpholino or thiomorpholino;And pharmaceutically acceptable acid addition salts thereof are anti-allergic agents.
    Type: Grant
    Filed: May 26, 1977
    Date of Patent: May 2, 1978
    Assignee: American Home Products Corporation
    Inventors: Dieter H. Klaubert, John H. Sellstedt, Charles J. Guinosso
  • Patent number: 4080452
    Abstract: This invention relates to novel N-acyl anilines, to a process for their preparation and to pharmaceutical compositions containing them. The N-acyl anilines are obtained by condensing a substituted aniline with an aminolower alkyl carboxylic acid or a functional derivative thereof.The compounds of the invention have therapeutic utility namely in the gastro-enterologic field.
    Type: Grant
    Filed: February 9, 1976
    Date of Patent: March 21, 1978
    Assignee: Science Union et Cie, Societe Francaise de Recherche Medicale
    Inventors: Charles Malen, Pierre Roger, Xavier Pascaud
  • Patent number: 4064270
    Abstract: A new class of N'-(aminoacylaminophenyl) acetamidines: ##STR1## in which R.sup.1 and R.sup.2 are the same or different and represent hydrogen, alkyl, aryl or the substituted derivatives thereof or, together with the nitrogen atom to which they are attached, an heterocyclic ring; and R.sup.3 is hydrogen, alkyl, aryl, aralkyl, or a heterocyclic moiety including the substituted derivatives thereof. The products have utility as anthelmintics.The products are obtained by treating a suitable amino-acid or a carbonyl-activated amino-acid, with the appropriate N'-(4-aminophenyl)-N,N-dimethylacetamidine. In addition, the products are obtained by treating a suitable N'-(haloacylaminophenylacetamidine with an appropriate amine.
    Type: Grant
    Filed: September 13, 1974
    Date of Patent: December 20, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmund Wollweber, Ekkehard Niemers, Hans Peter Schulz, Herbert Thomas, Peter Andrews
  • Patent number: 4054591
    Abstract: The 2-cyano-3-or 4-(substituted amino)oxanilic acid derivatives of the formula: ##STR1## in which the group ##STR2## appears in the designated 3- or 4- position and R is -H; an alkali metal; .sup.+ NH.sub.4 ; alkyl of 1 to 6 carbon atoms, inclusive; aralkyl of 7 or 8 carbon atoms; or cycloalkyl of 5 or 6 carbon atoms;R.sup.1 is --H or alkyl of 1 to 9 carbon atoms;R.sup.2 is --H, alkyl of 1 to 9 carbon atoms or cycloalkyl of 3 to 6 carbon atoms;R.sup.1 and R.sup.2, together, with the nitrogen atom to which they are attached, are aziridinyl, azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, 4-lower alkyl-piperazinyl, morpholino or thiomorpholino; and pharmaceutically acceptable acid addition salts thereof are anti-allergic agents.
    Type: Grant
    Filed: August 4, 1976
    Date of Patent: October 18, 1977
    Assignee: American Home Products Corporation
    Inventors: Dieter H. Klaubert, John H. Sellstedt, Charles J. Guinosso
  • Patent number: 4051242
    Abstract: Therapeutically-active and pharmacologically-acceptable N-acyl-N" -(3-amino-2-cyanoacryloyl)-formamidrazones and their pharmaceutically-acceptable acid-addition salts inhibit xanthine oxidase and are useful as the active ingredient in medicaments for the treatment of gout.
    Type: Grant
    Filed: August 22, 1974
    Date of Patent: September 27, 1977
    Assignee: Byk Gulden Lomberg Chemische Fabrik GmbH
    Inventors: Kurt Klemm, Erhard Langenscheid
  • Patent number: 4046798
    Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a hydroxy group, an alkoxy group, and alkyl group, a halogen atom, an amino group, an alkylthio group, a cyano group, a carboxy group, a carbalkoxy group, a carboxyalkyl group, a carbalkoxyalkyl group, an alkanoyloxy group, or a carbamoyloxy group,And compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: September 29, 1975
    Date of Patent: September 6, 1977
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
  • Patent number: 4044131
    Abstract: 2-Morpholinol derivatives characterized by having an aryloxymethyl radical attached to the 6 position and an alkyl or alkynyl radical attached to the nitrogen at the 4 position are disclosed. The derivatives may be optionally substituted at the 2 position with an alkyl or aryl group and the hydroxyl function at position 2 may be replaced with an alkoxy group. The 2-morpholinol derivatives of this invention are useful .beta.-adrenergic blocking and antifungal agents. Methods for the preparation and use of these derivatives are also described.
    Type: Grant
    Filed: November 24, 1975
    Date of Patent: August 23, 1977
    Assignee: American Home Products Corporation
    Inventors: Andre A. Asselin, Leslie G. Humber
  • Patent number: T972001
    Abstract: 1-Amino-4-cyano-1,3-butadiene compounds of the formula ##STR1## WHEREIN N IS 1 OR 2; WHEN N IS 1, R.sub.1 and R.sub.2 are the same or different and represent hydrogen, alkyl including substituted alkyl, aryl including substituted aryl or cyclic alkyl groups, except that both R.sub.1 and R.sub.2 cannot be hydrogen, or taken together R.sub.1 and R.sub.2 represent the elements necessary to complete a cyclic amino group and, when n is 2, at least one of R.sub.1 and R.sub.2 is alkylene or arylene; G represents an electron withdrawing group. The compounds are especially useful in photographic elements as UV absorbers.
    Type: Grant
    Filed: January 25, 1977
    Date of Patent: July 4, 1978
    Assignee: Eastman Kodak Company
    Inventors: Wayne Woodrow Weber, II, Donald Warren Heseltine