Carboxyl, Or Salt Thereof, Bonded Directly To A Ring Patents (Class 562/458)
  • Patent number: 4514573
    Abstract: This invention relates to new isoprenylamine derivatives and acid addition salts thereof, which are useful for controlling virus infection of vertebrate animals.
    Type: Grant
    Filed: May 12, 1982
    Date of Patent: April 30, 1985
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
  • Patent number: 4476132
    Abstract: Quinolinone derivatives of the formula (I) ##STR1## in which X represents oxy or a direct bond, R.sub.1 represents an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclic-aliphatic radical or hydrogen, Ph represents an optionally additionally substituted 1,2-phenylene radical containing the group R.sub.1 --X--C(O)--, and one of the radicals R.sub.2 and R.sub.3 represents an optionally esterified or amidated carboxy group R.sub.4 and the other represents hydrogen or an aliphatic radical or, in the case of a radical R.sub.3, hydroxy, and in which either R.sub.A and R.sub.B together represent oxo, R.sub.C and R.sub.D together represent an additional bond, or, when R.sub.2 represents a radical R.sub.4, R.sub.C is hydrogen and R.sub.3 and R.sub.D together represent oxo, and R.sub.E represents a radical R.sub.5 which represents hydrogen or an aliphatic, cycloaliphatic, araliphatic heterocyclic-aliphatic radical, or R.sub.A represents an optionally etherified hydroxy group and R.sub.
    Type: Grant
    Filed: March 19, 1982
    Date of Patent: October 9, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard Goschke, Pier G. Ferrini, Alfred Sallmann
  • Patent number: 4476318
    Abstract: A process for the preparation of 1,3-propanediol bis(p-aminobenzoate) is described, comprising reacting a p-aminobenzoic acid alkali metal salt with dihalogenated propane in an aprotic polar solvent. In accordance with this process, diesterification proceeds under mild conditions without causing any undesirable side reactions and, therefore the desired 1,3-propanediol bis(p-aminobenzoate) can be obtained in high purity and high yield.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: October 9, 1984
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Takao Harada, Chihiro Yazawa
  • Patent number: 4440940
    Abstract: This disclosure describes 2- or 3-[(unsaturated or cyclopropylated alkyl)amino]phenyl compounds and derivatives useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: April 3, 1984
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4407823
    Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein n is an integer of 2 to 5; ##STR2## R.sub.1 is hydrogen, halogen, trifluoromethyl, nitro or amino; R.sub.2 and R.sub.3 each independently is hydrogen or lower alkyl; or together form an ethylene group;X.sub.1 represents two hydrogen atoms or an oxo group; andY.sub.1 is cyano, hydroxyamidocarbonyl, carbamoyl, 5-tetrazolyl or carboxyl;and for derivatives wherein Y is carboxyl, salts thereof with physiologically compatible bases, esters thereof from physiologically acceptable alcohols and amides thereof from physiologically acceptable amines have valuable pharmacological activity, e.g., as antiinflammatory agents.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: October 4, 1983
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerald Kirsch, Joachim-Friedrich Kapp, Clemens Rufer
  • Patent number: 4386080
    Abstract: Novel 3,4-disubstituted-N-acylanilines of the formula: ##STR1## wherein R.sup.1, R.sup.2 and ring A are defined in claim 1; wherein R.sup.3 is hydrogen or alkyl of up to 4 carbon atoms, or is joined to R.sup.5 as stated below;wherein R.sup.4 is alkyl of 2 to 4 carbon atoms, or has the formula --CX.sup.1 X.sup.2 X.sup.3 wherein X.sup.1, X.sup.2 and X.sup.3, which may be the same or different, each is hydrogen, fluorine or chlorine; wherein R.sup.5 is hydrogen, hydroxy or alkoxy or acyloxy each of up to 15 carbon atoms, or is joined to R.sup.3 to form an oxycarbonyl group such that together with the ##STR2## part of the molecule it forms an oxazolidinedione group; and wherein R.sup.6 is hydrogen or halogen. These compounds possess antiandrogenic activity and are useful for the treatment of androgen dependent or prostatic diseases. Representative of the compounds is 3,4-dichloro-N-(2-hydroxy-2-p-nitrophenylpropionyl)aniline.
    Type: Grant
    Filed: May 21, 1981
    Date of Patent: May 31, 1983
    Assignee: Imperial Chemical Industries Limited
    Inventors: Neville S. Crossley, Alasdair T. Glen, Leslie R. Hughes
  • Patent number: 4377536
    Abstract: Novel compositions comprising unsaturated polyhemi-amic acid compositions and processes for their preparation are disclosed herein. These new compositions are primarily derivatives of anhydride-terminated aromatic polyimides from which they are prepared by amidation to provide unsaturated amide groups having terminal --CH.dbd.CH.sub.2 groups as hemi-amic acid groups or their derivatives. These new compositions are more tractable than the original anhydride-terminated polyimides and can be converted at appropriate lower temperatures to crosslinked, insoluble, infusible polymers without by-product formation thereby extending greatly the applications for which the aromatic polyimides can be employed. Also included are monomeric compounds containing unsaturated amide groups derived from monomeric tetracarboxylic dianhydrides. These are particularly useful as crosslinking agents.
    Type: Grant
    Filed: November 16, 1981
    Date of Patent: March 22, 1983
    Assignee: Plastics Engineering Company
    Inventors: Phillip A. Waitkus, Gaetano F. D'Alelio
  • Patent number: 4371694
    Abstract: Compounds of Formula I or Formula II ##STR1## where A is an electron withdrawing group and B is a secondary or tertiary amino group or the group OD where D is H, aryl or an aliphatic group are made by reacting a corresponding compound of Formula Ia or Formula IIa ##STR2## in a solvent with a reagent selected from organic primary and secondary amines and compounds of the formula MOD where M is an alkali metal and A and D are as defined above. In this process the nitro group and the group B in Formula I and Ia are in the 2- or 4- position and the compounds of Formula I, Ia, II and IIa may optionally be further substituted. Preferably a primary or secondary amine is reacted with a compound of formula Ia, preferably using dimethylformamide as solvent. The process can result in the production of novel compounds, including (1) Compounds of Formula III wherein each group A is CO.sub.
    Type: Grant
    Filed: July 1, 1980
    Date of Patent: February 1, 1983
    Assignee: Brent Chemicals International Limited
    Inventors: Michael S. Alexiou, Philip I. Brittain, John H. P. Tyman
  • Patent number: 4371547
    Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.
    Type: Grant
    Filed: August 21, 1981
    Date of Patent: February 1, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
  • Patent number: 4348399
    Abstract: This disclosure describes novel 4-(monoalkylamino)phenyl alkane, alkene and alkyne carbinols, aldehydes, carboxylic acids and derivatives useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: February 2, 1978
    Date of Patent: September 7, 1982
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4304929
    Abstract: Preparation of 4-(n-hexadecylamino)-benzoic acid or salt thereof employing as catalyst quaternary ammonium or phosphonium salt.
    Type: Grant
    Filed: March 7, 1980
    Date of Patent: December 8, 1981
    Assignee: LEK tovarna farmacevtskih in kemicnih izdelkov, n.sol.o.
    Inventors: Branko Jenko, Natasa Hafner-Milac, Joza Habjan, Anton Prosen, Igor Langof
  • Patent number: 4276295
    Abstract: Novel 3-aromatic moiety substituted-4(3H)-quinazolinone derivatives useful as a vasodilators, hypotensive and antiatherosclerotic agents having the formula of ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Q are as defined in the accompanying specification or its acid addition salt; and a process for producing the same.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: June 30, 1981
    Assignee: Masayuki Ishikawa
    Inventors: Masayuki Ishikawa, Hiromichi Tanaka, Yukuo Eguchi, Shigeru Ito, Yoshimi Takashima, Masahiko Kobayashi
  • Patent number: 4276433
    Abstract: A process for the continuous preparation of anthranilic acid by a two-stage reaction of an alkali metal phthalamate and/or an alkali metal phthalimidate with an alkali metal hypohalite, the first stage being carried out substantially adiabatically and both stages being carried out at high flow rates and different temperatures, wherein first the phthalimide and/or phthalamic acid is dissolved in a defined excess amount of alkali metal hydroxide solution and the solution is only then mixed, and reacted, with the hypohalite, without further addition of excess alkali. The products are starting materials for the preparation of dyes and scents.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: June 30, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Kilpper, Johannes Grimmer
  • Patent number: 4246279
    Abstract: Dichloromaleic acid diamides of the formula ##STR1## in which R represents an optionally substituted aliphatic radical with up to 8 carbon atoms, a cycloalkyl radical with 3 to 6 carbon atoms or a substituted phenyl radical,which possess fungicidal properties, are produced by reacting a dichloromaleic halide of the formula ##STR2## in which X is halogen,with an amine of the formulaH.sub.2 N--Rin a diluent and in the presence of an acid-binding agent.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: January 20, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Heinz U. Blank, Wilhelm Brandes, Paul Volker
  • Patent number: 4245120
    Abstract: This disclosure describes the monoalkylaminobenzene multi-carboxylic acids, derivatives and salts thereof useful as hypolipidemic and anti-atherosclerotic agents.
    Type: Grant
    Filed: September 27, 1977
    Date of Patent: January 13, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4245119
    Abstract: This disclosure describes the monoalkylaminobenzene multi-carboxylic acids, derivatives and salts thereof useful as hypolipidemic and anti-atherosclerotic agents.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: January 13, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4243819
    Abstract: Esters and thiolesters of amino acids, intermediates therefor, synthesis thereof, and the use of said esters and thiolesters and compositions for the control of pests.
    Type: Grant
    Filed: February 16, 1978
    Date of Patent: January 6, 1981
    Assignee: Zoecon Corporation
    Inventors: Clive A. Henrick, Barbara A. Garcia
  • Patent number: 4233458
    Abstract: N,N-Dimethylaminobenzoic acids are prepared by a two-step process of reductively alkylating nitrobenzoic acid in methanol in the presence of a palladium catalyst.
    Type: Grant
    Filed: July 28, 1978
    Date of Patent: November 11, 1980
    Assignee: American Cyanamid Company
    Inventors: John H. Bright, Joseph L. Schmitt, Jr.
  • Patent number: 4233459
    Abstract: Anthranilic acid is manufactured continuously by reacting an alkali metal phthalamate and/or phthalimidate with an alkali metal hypohalite in a reaction tube, the resulting anthranilic acid being treated, during or after the reaction, with reducing agents in two steps, the reducing agents employed in the two steps being different from one another, and an alkali metal dithionite or alkali metal formaldehyde-sulfoxylate being used as the reducing agent in the second treatment step. The product is a starting material for the preparation of dyes, crop protection agents and scents.
    Type: Grant
    Filed: March 28, 1979
    Date of Patent: November 11, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Kilpper, Johannes Grimmer
  • Patent number: 4230878
    Abstract: This disclosure describes 4-[(unsaturated or cyclopropylated alkyl)amino]benzoic acids and derivatives useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: March 8, 1978
    Date of Patent: October 28, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4221815
    Abstract: Acyl-aminoalkyl-benzoic acid and derivates thereof show a blood sugar lowering effect upon oral administration and can be used as orally applicable hypoglycemiants.
    Type: Grant
    Filed: January 2, 1976
    Date of Patent: September 9, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Werner Pfaff
  • Patent number: 4211883
    Abstract: Process for the production of p-(N-methyl)-amino-benzoyl-L-glutamic acid. The process includes introducing a formyl group into p-(N-methyl)-amino-benzoic acid, with p-(N-methyl-N-formyl)-aminobenzoic acid being formed. The p-(N-methyl-N-formyl)-aminobenzoic acid is chlorinated with a chloridizing agent, such as, sulfonyl chloride or thionyl chloride, with p-(N-methyl-N-formyl)-aminobenzoic acid chloride forming. The p-(N-methyl-N-formyl)-aminobenzoic acid chloride is reacted with L-glutamic acid in the presence of a base as an acid acceptor, with p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid forming. The p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid is converted into p-(N-methyl)-amino benzoyl-L-glutamic acid by alkaline hydrolysis in a 2.5 to 3.5 normal caustic soda solution at 30.degree. to 70.degree. C. Intermediates which are obtained include: p-(N-methyl-N-formyl)-aminobenzoic acid; p-(N-methyl-N-formyl)-aminobenzoic acid chloride; and p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: July 8, 1980
    Assignee: Lonza, Ltd.
    Inventor: Enrico Catalucci
  • Patent number: 4205085
    Abstract: This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: March 9, 1978
    Date of Patent: May 27, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4185036
    Abstract: Process, batch or continuous, for hydrogenating a mixture of an aromatic mononitro-non-amino compound and an aromatic dinitro and/or an aromatic mononitromonoamino compound, which process comprises reacting hydrogen and a homogeneous or heterogeneous liquid mixture of at least 25 weight % of an aromatic mononitro-non-amino compound and at least 25 weight % of at least one compound selected from aromatic dinitro compounds and aromatic mononitromonoamino compounds, for example, a 25:75 weight % mixture of p-nitroaniline and o-nitrotoluene, with vigorous mixing, in the presence of 0.05-1.0 weight % of an hydrogenation catalyst derived from a metal of Group VIII of the Periodic Chart of the Elements, at a temperature of 75.degree.-225.degree. C. and a pressure of 50-800 p.s.i.g.
    Type: Grant
    Filed: September 28, 1977
    Date of Patent: January 22, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Karl F. Cossaboon
  • Patent number: 4159278
    Abstract: Compounds represented below ##STR1## and pharmaceutical compositions thereof, the compositions including the non-substituted phenylene dioxamates are useful in the prophylactic treatment of sensitized mammals for allergy and all anaphylactic reactions of a reagin or non-reagin mediated nature.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: June 26, 1979
    Assignee: The Upjohn Company
    Inventors: Charles M. Hall, John B. Wright
  • Patent number: 4140703
    Abstract: Novel phthalic acid derivatives, especially phthalic anhydrides, which are substituted by alkenylamino groups, and a process for their preparation are described. The novel phthalic acid derivatives are valuable intermediates for the preparation of corresponding esters, ester-amides or imides, which, in turn, are used in hot-curable mixtures which are stable on storage and have improved processing characteristics, in particular a prolonged pot life, for the production of mouldings of various types. Phthalic anhydrides substituted by alkenylamino groups, according to the invention, are also suitable as curing agents for epoxide resins. Products or materials cured therewith are distinguished by good mechanical and/or electrical properties.
    Type: Grant
    Filed: December 5, 1977
    Date of Patent: February 20, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Hubert Meindl
  • Patent number: 4126619
    Abstract: New crosslinkable bis-imidyl derivatives are described which can be produced by reaction of imidylphthalic acid derivatives, such as maleimidyl-phthalic acid anhydrides, with monomeric, oligomeric or polymeric diamines. The new crosslinkable bis-imidyl derivatives can be used for producing crosslinked polymers which are distinguished, in particular, by their stability to oxidation and to heat.
    Type: Grant
    Filed: December 6, 1976
    Date of Patent: November 21, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland Darms, Vratislav Kvita, Gerd Greber
  • Patent number: T100403
    Abstract: Hypolipidemic and anti-atherosclerotic 2- or 3-(monosubstituted-amino) phenyl compounds of the formulae: ##STR1## wherein R.sub.1 is a saturated or unsaturated hydrocarbon radical of 8-19 carbon atoms which may be branched or unbranched and which may contain one or more radicals selected from the group consisting of saturated or unsaturated cycloalkyl, substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl; J is ##STR2## wherein Z is inter alia hydrogen, loweralkyl, hydroxy, loweralkoxy and loweralkoxyalkoxy, or J is carboxyloweralkyl, carboxyloweralkenyl, carboxyloweralkynyl, carboalkoxyloweralkyl, carboalkoxyloweralkenyl or carboalkoxyloweralkynyl.
    Type: Grant
    Filed: October 17, 1979
    Date of Patent: March 3, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd