Cyano Containing Patents (Class 544/163)
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Patent number: 4277471Abstract: Biphenylylalkylamines which have anti-arrhythmic activity have been prepared. Pharmaceutical formulations containing such compounds and a method of treating cardiac arrhythmias are provided.Type: GrantFiled: February 22, 1980Date of Patent: July 7, 1981Assignee: Eli Lilly and CompanyInventors: William B. Lacefield, Richard L. Simon
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Patent number: 4269775Abstract: 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: GrantFiled: August 24, 1979Date of Patent: May 26, 1981Assignee: Ciba-Geigy CorporationInventors: Henry Szczepanski, Henry Martin, Werner Fory, Georg Pissiotas
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Patent number: 4264775Abstract: 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: GrantFiled: October 27, 1976Date of Patent: April 28, 1981Assignee: Eli Lilly and CompanyInventor: William A. White
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Patent number: 4263037Abstract: 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: GrantFiled: July 27, 1979Date of Patent: April 21, 1981Assignee: Fisons LimitedInventors: Peter S. Gates, Derek Baldwin, Carol A. Wilson, John Gillon
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Patent number: 4247476Abstract: 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: GrantFiled: June 1, 1978Date of Patent: January 27, 1981Assignee: Ciba-Geigy CorporationInventors: Jaroslav Haase, Ulrich Horn, Hans-Ulrich Berendt
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Patent number: 4246260Abstract: 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: GrantFiled: March 19, 1979Date of Patent: January 20, 1981Assignee: Bayer AktiengesellschaftInventors: Heinrich Kolling, Ekkehard Niemers, Hartmund Wollweber, Herbert Thomas
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Patent number: 4237132Abstract: 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: GrantFiled: June 4, 1976Date of Patent: December 2, 1980Assignee: Nippon Shinyaku Co., Ltd.Inventors: Hiromu Murai, Katsuya Ohata, Hiroshi Enomoto, Shoichi Chokai, Mitsuhiro Maehara, Katsuhide Saito, Takayuki Ozaki
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Patent number: 4233060Abstract: 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: GrantFiled: November 20, 1978Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Otto Rohr, Hermann Rempfler, Georg Pissiotas
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Patent number: 4232152Abstract: 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: GrantFiled: October 23, 1978Date of Patent: November 4, 1980Assignee: Air Products and Chemicals, Inc.Inventors: Ibrahim S. Bechara, Rocco L. Mascioli, Philip J. Zaluska
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Patent number: 4226799Abstract: 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: GrantFiled: October 16, 1978Date of Patent: October 7, 1980Assignee: BASF AktiengesellschaftInventors: Wolfgang Bewert, Wolfgang Littmann
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Patent number: 4204062Abstract: 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: GrantFiled: October 23, 1978Date of Patent: May 20, 1980Assignee: Air Products & Chemicals, Inc.Inventors: Ibrahim S. Bechara, Rocco L. Mascioli, Philip J. Zaluska
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Patent number: 4199466Abstract: 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: GrantFiled: August 21, 1978Date of Patent: April 22, 1980Assignee: Shell Oil CompanyInventor: Herbert L. Benson, Jr.
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Patent number: 4191765Abstract: 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: GrantFiled: August 10, 1978Date of Patent: March 4, 1980Assignee: Hoechst AktiengesellschaftInventors: Werner Fritsch, Ulrich Stache, Ernst Lindner
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Patent number: 4153797Abstract: 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: GrantFiled: May 1, 1978Date of Patent: May 8, 1979Assignee: G. D. Searle & Co.Inventors: Jerry J. Renbarger, Peter K. Yonan
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Patent number: 4146558Abstract: 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: GrantFiled: October 6, 1977Date of Patent: March 27, 1979Assignee: Sterling Drug Inc.Inventors: Patrick J. Jefferies, Nathan N. Crounse
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Patent number: 4146713Abstract: 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: GrantFiled: September 20, 1974Date of Patent: March 27, 1979Assignee: Burroughs Wellcome Co.Inventors: Ronald M. Cresswell, John W. Mentha, Russell Seaman
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Patent number: 4134889Abstract: 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: GrantFiled: May 2, 1977Date of Patent: January 16, 1979Assignee: BASF AktiengesellschaftInventors: Harry Distler, Erwin Hartert, Helmut Schlecht
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Patent number: 4133827Abstract: 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: GrantFiled: May 13, 1977Date of Patent: January 9, 1979Assignee: Lonza Ltd.Inventor: Karl-Josef Boosen
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Patent number: 4126691Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.Type: GrantFiled: December 6, 1976Date of Patent: November 21, 1978Assignee: Ciba-Geigy CorporationInventors: Richard W. J. Carney, George DEStevens
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.alpha.-Aryl-.alpha.,.alpha.-bis[.omega.-(disubstituted amino)alkyl]acetamides and related compounds
Patent number: 4107205Abstract: 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: GrantFiled: March 11, 1977Date of Patent: August 15, 1978Assignee: G. D. Searle & Co.Inventors: Jerry J. Renbarger, Peter K. Yonan -
Patent number: 4098791Abstract: 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: GrantFiled: July 29, 1977Date of Patent: July 4, 1978Assignee: The Upjohn CompanyInventors: Thomas A. Hylton, Muniraj D. Pillai
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Patent number: 4096267Abstract: [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: GrantFiled: June 10, 1975Date of Patent: June 20, 1978Assignee: Merck & Co., Inc.Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
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Patent number: 4093446Abstract: 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: GrantFiled: August 31, 1976Date of Patent: June 6, 1978Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
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Patent number: 4087606Abstract: 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: GrantFiled: May 26, 1977Date of Patent: May 2, 1978Assignee: American Home Products CorporationInventors: Dieter H. Klaubert, John H. Sellstedt, Charles J. Guinosso
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Patent number: 4080452Abstract: 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: GrantFiled: February 9, 1976Date of Patent: March 21, 1978Assignee: Science Union et Cie, Societe Francaise de Recherche MedicaleInventors: Charles Malen, Pierre Roger, Xavier Pascaud
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Patent number: 4064270Abstract: 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: GrantFiled: September 13, 1974Date of Patent: December 20, 1977Assignee: Bayer AktiengesellschaftInventors: Hartmund Wollweber, Ekkehard Niemers, Hans Peter Schulz, Herbert Thomas, Peter Andrews
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Patent number: 4054591Abstract: 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: GrantFiled: August 4, 1976Date of Patent: October 18, 1977Assignee: American Home Products CorporationInventors: Dieter H. Klaubert, John H. Sellstedt, Charles J. Guinosso
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Patent number: 4051242Abstract: 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: GrantFiled: August 22, 1974Date of Patent: September 27, 1977Assignee: Byk Gulden Lomberg Chemische Fabrik GmbHInventors: Kurt Klemm, Erhard Langenscheid
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Patent number: 4046798Abstract: 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: GrantFiled: September 29, 1975Date of Patent: September 6, 1977Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
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Patent number: 4044131Abstract: 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: GrantFiled: November 24, 1975Date of Patent: August 23, 1977Assignee: American Home Products CorporationInventors: Andre A. Asselin, Leslie G. Humber
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Patent number: T972001Abstract: 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: GrantFiled: January 25, 1977Date of Patent: July 4, 1978Assignee: Eastman Kodak CompanyInventors: Wayne Woodrow Weber, II, Donald Warren Heseltine