Ortho Fused Rings In Acid Moiety Patents (Class 560/10)
  • Patent number: 4283538
    Abstract: In one embodiment, the present invention is concerned with novel triarylmethane compounds possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety and a phenyl moiety substituted in the ortho-position to the central carbon atom with the group ##STR1## wherein R is an alkyl group or a phenyl group, unsubstituted or substituted with a solubilizing group; R' is selected from ##STR2## wherein R" is methyl, unsubstituted or substituted with one or two halo groups or substituted with a phenyl, alkoxy or phenoxy group and ##STR3## wherein Y is an electron-withdrawing group; and R and R' taken with said ##STR4## represents ##STR5## In another embodiment the present invention is concerned with a method of synthesizing the aforementioned compounds by reacting, e.g., a 2-R'-3-(4'-hydroxy-1'-phenyl/naphthyl)-3-(phenyl/naphthyl)-2,3-dihydrobenz [d]isothiazole-1,1-dioxide with an alkylation reagent in the presence of base.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: August 11, 1981
    Assignee: Polaroid Corporation
    Inventor: James W. Foley
  • Patent number: 4283414
    Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: August 11, 1981
    Assignee: ICI Australia Limited
    Inventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
  • Patent number: 4282375
    Abstract: Halogenated-naphthalenetriyltris(sulfonylimino)-aryl multicarboxylic acids and salts thereof useful as complement inhibitors.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: August 4, 1981
    Assignee: American Cyanamid Company
    Inventors: Seymour Bernstein, John F. Poletto
  • Patent number: 4281150
    Abstract: The present invention provides novel 19-hydroxy-19-methyl-6a-carba-PGI.sub.1 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: July 28, 1981
    Assignee: The Upjohn Company
    Inventor: John C. Sih
  • Patent number: 4275240
    Abstract: 2,2'-Bisphenol sulfoxides are prepared by oxidizing 2,2'-bisphenol sulfides with hydrogen peroxide in the presence of such an organic solvent as not to form any organic peracids under reaction conditions.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: June 23, 1981
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Akihiro Yamaguchi, Keizaburo Yamaguchi, Hisamichi Murakami, Tadashi Kobayashi
  • Patent number: 4266074
    Abstract: Substituted acetate compounds represented by the formula ##STR1## which are useful as pesticides and pesticidal composition containing the substituted acetate compounds as active ingredients, as well as processes for preparing the compounds and the compositions are disclosed.
    Type: Grant
    Filed: July 16, 1975
    Date of Patent: May 5, 1981
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Keimei Fujimoto, Nobuo Ohno, Yoshitoshi Okuno, Toshio Mizutani, Isao Ohno, Masachika Hirano, Nobushige Itaya, Takashi Matsuo
  • Patent number: 4266077
    Abstract: Naphthalenetetrayltetrakis(sulfonylimino)-aryl multicarboxylic acids and salts thereof useful as complement inhibitors.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: May 5, 1981
    Assignee: American Cyanamid Company
    Inventors: Ransom B. Conrow, Seymour Bernstein
  • Patent number: 4261897
    Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.
    Type: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4262015
    Abstract: A novel class of chemical compounds useful as pesticides consists of N-alkylthio- and N-arylthiosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4260816
    Abstract: This disclosure describes pharmaceutical compositions having hypolipidemic and/or hypoglycemic activity which contain a substituted naphthyloxyalkylaminobenzoic acid or salt or ester thereof.
    Type: Grant
    Filed: July 20, 1979
    Date of Patent: April 7, 1981
    Assignee: American Cyanamid Company
    Inventors: Jay D. Albright, Thomas G. Miner, Robert G. Shepherd
  • Patent number: 4258058
    Abstract: Phenoxyalkylcarboxylic acid compounds of the formula ##STR1## wherein R is hydrogen or lower alkylR.sub.1 is alkyl or aryl, aralkyl or aralkenyl radical, the aryl moiety of which can be substituted one or more times by halogen, hydroxyl, trifluoromethyl or lower alkyl, alkoxy or acylR.sub.2 and R.sub.3 are individually selected from hydrogen or lower alkyl, andn is 0, 1, 2 or 3and the physiologically acceptable salts, esters and amides thereof; are outstandingly effective in inhibiting thrombocyte aggregation.
    Type: Grant
    Filed: February 26, 1979
    Date of Patent: March 24, 1981
    Assignee: Boehringer Mannheim GmbH
    Inventors: Ernst-Christian Witte, Hans P. Wolff, Max Thiel, Karlheinz Stegmeier, Egon Roesch
  • Patent number: 4243678
    Abstract: Compounds of the formula ##STR1## wherein R is (a) optionally-substituted and optionally-hydrogenated biphenylyl, (b) optionally-substituted and optionally-hydrogenated bicyclic aryl having from 8 to 12 ring carbon atoms or (c) a radical of the formula ##STR2## R.sup.1 is aliphatic hydrocarbyl, alicyclic hydrocarbyl or optionally-substituted phenyl;R.sup.2 is --H or lower aliphatic hydrocarbyl;R.sup.3 is --H, lower alkyl, cycloalkyl, optionally-substituted phenyl or, with R.sup.4, alkylene;R.sup.4 is lower alkyl, cycloalkyl, optionally-substituted phenyl, optionally-(nuclearly)-substituted phenalkyl or, with R.sup.3, alkylene;or R.sup.2,R.sup.3 and R.sup.4, together with the carbon to which each is bound, are adamantyl; andn is 3, 4 or 5;and salts thereof with a base are pharmacologically active. Esters thereof are valuable intermediates for the preparation of the pharmacologically-active compounds. Physiologically-acceptable embodiments are administered, e.g.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: January 6, 1981
    Assignee: Byk Gulden Lomberg Chemische Fabrik GmbH
    Inventor: Walter Krastinat
  • Patent number: 4227006
    Abstract: N.sup.2 -dansyl-L-arginine esters and amides or the acid addition salts thereof with a pharmaceutically acceptable acid have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: October 7, 1980
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Yoshikuni Tamao, Shinji Tonomura, Kazuo Ohkubo
  • Patent number: 4224341
    Abstract: 5-Substituted indan-2-carboxylic acids and functional derivatives thereof having inflammation-reducing properties have the general formula ##STR1## in which R is a phenyl, phenyl-lower alkenyl, phenyl-lower alkyl, phenyl substituted by at least one of the halogens, lower alkyl, lower alkoxy, acetamido, amino, lower dialkylamino, nitro, phenyl, lower alkylsulfonyl, lower dialkylaminosulfonyl and sulfamido, cyclohexyl, furyl, lower alkylfuryl, thienyl, halothienyl, lower alkylthienyl, or pyridyl group and R' is a hydroxyl, lower alkoxy, lower dialkylaminoalkoxy, cinnamoylamido lower alkoxy, 2-hydroxyethylamino, amino or lower dialkylaminoalkyl amino group. Besides the esters and amides, the functional derivatives of the acids include the pharmacologically acceptable salts of the above compounds. The compounds are also of low toxicity, have analgesic activity and exert an antipyretic effect.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: September 23, 1980
    Assignee: Lipha, Lyonnaise Industrielle Pharmaceutique
    Inventors: Michel Bayssat, Francis Sautel, Jean-Claude Depin, Annie Betbeder Matibet
  • Patent number: 4224418
    Abstract: The instant invention is directed to compounds having an average molecular weight of from 300 to 12,000, containing: at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group and a method for their preparation. The process is characterized as a process for the preparation of compounds having a number average molecular weight of from 300 to 12,000 having at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group, comprising: reacting at from 0.degree. to 190.degree. C.(A) compounds having a molecular weight of from 62 to 10,000 having at least two hydroxyl groups; with(B) aromatic isocyanato sulfonic acids, wherein the equivalent ratio of the total quantity of isocyanate groups (including any isocyanate groups present in dimerized form) to sulfonic acid groups is from 0.5:1 to 50:1 and the equivalent ratio of the sum of hydroxyl groups in (A) to NCO groups is from 1.5:1 to 30:1. The invention is also directed to the product by the process.
    Type: Grant
    Filed: June 15, 1979
    Date of Patent: September 23, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Dieterich, Gerhard Balle, Hans G. Schmelzer
  • Patent number: 4207241
    Abstract: 2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, antipyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: June 10, 1980
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 4185155
    Abstract: A process for an acid catalyzed esterification of a mercapto-carboxylic acid followed by an in situ S-alkylation of the mercapto-ester by slow addition of aqueous base to a mixture of said ester and an alkylating agent.
    Type: Grant
    Filed: October 28, 1977
    Date of Patent: January 22, 1980
    Assignee: Polaroid Corporation
    Inventors: Henry Bader, Susan J. Pavelko
  • Patent number: 4174434
    Abstract: The instant invention is directed to compounds having an average molecular weight of from 300 to 12,000, containing: at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group and a method for their preparation. The process is characterized as a process for the preparation of compounds having a number average molecular weight of from 300 to 12,000 having at least one hydroxyl group and at least one urethano-aryl-sulfonic acid group, comprising: reacting at from 0.degree. to 190.degree. C.(A) compounds having a molecular weight of from 62 to 10,000 having at least two hydroxyl groups; with(B) aromatic isocyanato sulfonic acids, wherein the equivalent ratio of the total quantity of isocyanate groups (including any isocyanate groups present in dimerized form) to sulfonic acid groups is from 0.5:1 to 50:1 and the equivalent ratio of the sum of hydroxyl groups in (A) to NCO groups is from 1.5:1 to 30:1. The invention is also directed to the product by the process.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: November 13, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Dieterich, Gerhard Balle, Hans G. Schmelzer
  • Patent number: 4168385
    Abstract: This invention discloses .alpha.-aryloxy or .alpha.-arylthio para substituted phenyl acetic acid compounds that are useful in lowering sterol and triglyceride serum levels.
    Type: Grant
    Filed: February 17, 1977
    Date of Patent: September 18, 1979
    Assignee: American Cyanamid Company
    Inventors: Ronald I. Trust, Francis J. McEvoy, Jay D. Albright
  • Patent number: 4165310
    Abstract: A novel class of N-sulfenyl derivatives of di(carbamic acid esters) are described. The new compounds inhibit premature vulcanization of rubber.
    Type: Grant
    Filed: September 27, 1978
    Date of Patent: August 21, 1979
    Assignee: Monsanto Company
    Inventor: Eiichi Morita
  • Patent number: 4140681
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: June 7, 1977
    Date of Patent: February 20, 1979
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4125604
    Abstract: N.sup.2 -Arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: June 7, 1977
    Date of Patent: November 14, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4125619
    Abstract: N.sup.2 -naphthalenesulfonyl-L-arginine esters and amides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: November 14, 1978
    Assignees: Mitsubishi Chemical Industries, Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • Patent number: 4125729
    Abstract: This invention discloses .alpha.-aryloxy para substituted phenyl acetic acid compounds that are useful in lowering sterol and triglyceride serum levels.
    Type: Grant
    Filed: February 17, 1977
    Date of Patent: November 14, 1978
    Assignee: American Cyanamid Company
    Inventors: Ronald I. Trust, Francis J. McEvoy, Jay D. Albright
  • Patent number: 4113876
    Abstract: Sulfonic acid-N'-methylamido-N'-sulfenyl-N-methyl-carbamic acid esters of the formula ##STR1## in which R.sup.1 is dialkylamino with 1-4 carbon atoms in each alkyl group, phenyl substituted in the o- or m-position by halogen or by alkyl with 1-4 carbon atoms, or phenyl substituted in the o-, m- or p-position by NO.sub.2, CF.sub.3 or CN, andR.sup.2 is phenyl, naphthyl, benzodioxolanyl or indanyl; phenyl, naphthyl, benzodioxolanyl or indanyl substituted by trihalogenomethyl, halogen, nitro, cyano, formamidino, dioxanyl or dioxolanyl, or by alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto or dialkylamino wherein each hydrocarbon portion has 1-4 carbon atoms; cycloalkyl of 5-7 carbon atoms, or ##STR2## in which R.sup.3 and R.sup.4 each independently is cyano or alkyl, alkoxy, alkylthio or alkoxycarbonyl with 1-4 carbon atoms in each alkyl group, or R.sup.3 and R.sup.4 together form a ring, or, provided that R.sup.1 is a NO.sub.2 -substituted phenyl, R.sup.
    Type: Grant
    Filed: July 2, 1975
    Date of Patent: September 12, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Siegle, Engelbert Kuhle, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz
  • Patent number: 4101653
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: July 18, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4097472
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: June 27, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuno Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • 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: 4093712
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: June 6, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuno Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4093447
    Abstract: New N-arylcarbamic acid esters of the formula ##STR1## in which R is lower aliphatic hydrocarbyl, optionally substituted,R.sup.1, r.sup.2 and R.sup.3, which may be identical or different, are each hydrogen, alkyl, cycloalkyl, alkoxy, haloalkyl or halogen,R.sup.4 is alkyl, alkenyl, alkynyl, cycloalkenyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl or alkylthioalkyl, acylalkyl (i.e., alkanoyloxyalkyl), alkoxycarbonylalkyl, carbalkoxyalkyl, carbalkoxyalkenyl, or an optionally substituted cycloalkyl, aryl, aralkyl, aryloxyalkyl or arylthioalkyl radical, or the grouping ##STR2## wherein R.sup.4' is hydrogen or is defined as R.sup.4 is defined above, andY and Y' are oxygen or sulfur.Are outstanding effective in regulating the growth of plants, i.e., to inhibit, stimulate or alter the growth of plants.
    Type: Grant
    Filed: November 17, 1975
    Date of Patent: June 6, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Carl Metzger, Gerhard Jager, Klaus Lurssen
  • Patent number: 4090862
    Abstract: Phenoxycarboxylic acid aryloxy(thio)carbonylaminomethyl ester compound of the formula ##STR1## wherein R.sup.1 is phenyl, substituted phenyl, benzyl, substituted benzyl, naphthyl or substituted naphthyl,R.sup.2 is hydrogen or alkyl of from 1 to 4 carbon atoms,R.sup.3 is phenyl or substituted phenyl,X is oxygen or sulfur, andn is 0, 1 or 2 exhibit outstanding plant growth regulant properties.
    Type: Grant
    Filed: December 22, 1976
    Date of Patent: May 23, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Thomas, Klaus Lurssen
  • Patent number: 4087613
    Abstract: 1,3,5- or 1,3,6-naphthalenetriyltris(sulfonylimino)aryl acids and salts, useful as complement inhibitors, and 1,3,5- or 1,3,6-naphthalenetriyltris(sulfonylimino)aryl acid esters which are intermediates, and the method for their preparation.
    Type: Grant
    Filed: March 28, 1977
    Date of Patent: May 2, 1978
    Assignee: American Cyanamid Company
    Inventors: Ransom Brown Conrow, Seymour Bernstein
  • Patent number: 4081598
    Abstract: This invention is directed to novel halogen-containing polythiols which impart improved flame retardancy to radiation cured thiol-ene compositions.
    Type: Grant
    Filed: May 16, 1977
    Date of Patent: March 28, 1978
    Assignee: W. R. Grace & Co.
    Inventors: Charles R. Morgan, David E. Kramm
  • Patent number: 4081554
    Abstract: 1-Oxo-2,2-disubstituted-5-indanyloxy(or thio)alkanoic acids and their salt, ester, anhydride, amide and 5-tetrazolyl derivatives are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. The acid products are prepared by treating a 2,2-disubstituted-5-hydroxy(or mercapto)-1-indanone with an haloalkanoic acid or ester thereof and, if the ester is employed, hydrolyzing the ester.
    Type: Grant
    Filed: July 13, 1976
    Date of Patent: March 28, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4080458
    Abstract: 13-Thiaprostanoic acid derivatives of the formula ##STR1## wherein A is --CO-- or --CHOH--, B is --CH.sub.2 --CH.sub.2 -- or --CH=CH--, R.sup.1 is H or alkyl of 1 to 4 carbon atoms, m is a whole number from 0 to 5, n is a whole number from 0 to 3 or, when B is --CH=CH--, additionally 4, 5, 6, 7, 8 or 9, R.sup.2 is alkoxy of 1 to 4 carbon atoms, phenoxy, pyridyl, thienyl, naphthyl, phenyl substituted by F, Cl, Br, OH, OCH.sub.3 or OF.sub.3 or phenoxy substituted by F, Cl, Br, OH, OCH.sub.3, CH.sub.3 or CF.sub.3 or, when B is --CH=CH--, additionally hydrogen, phenyl or tolyl, R.sup.3 is H, methyl or ethyl, possess pharmacological activity, including blood pressure lowering activity.
    Type: Grant
    Filed: May 9, 1975
    Date of Patent: March 21, 1978
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Hans-Eckart Radunz, Josef Kramer, Manfred Baumgarth, Dieter Orth
  • Patent number: 4076952
    Abstract: There are provided certain substituted-1,2,3,4-tetrahydro-4-imino-1-naphthylureas, methods of preparation thereof, and methods of use of said naphthylureas for enhancing feed efficiency and for promoting the growth rate of veterinary homothermic animals.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: February 28, 1978
    Assignee: American Cyanamid Company
    Inventors: Goro Asato, Terence James Bentley
  • Patent number: 4073936
    Abstract: The compounds are 4-aryl substituted buta-2,3-dienoic acids and esters thereof which may also be lower alkyl-substituted at any of the 2- and 4- positions, e.g., 4-(p-methoxyphenyl)-2-methyl-buta-2,3-dienoic acid. The compounds are useful as pharmaceuticals, e.g., as antiinflammatory agents and hypolipidemic agents.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: February 14, 1978
    Assignee: Sandoz, Inc.
    Inventors: Eugene E. Galantay, Faizulla G. Kathawala
  • Patent number: 4070539
    Abstract: [1-Oxo-2-halo(or hydrogen)indanyloxy(or thio)]-alkanoic acid products and salts, esters and amide derivatives where the indanyl ring may be further substituted with from 2 to 5 nuclear substituents. The [1-oxo-2-haloindanyloxy-(or thio)]alkanoic acids are prepared (1) via the halogenation of a [1-oxoindanyloxy(or thio)]alkanoic acid or (2) via the addition of halogen to a [1-oxoindenyloxy(or thio)]-alkanoic acid. The [1-oxoindanyloxy(or thio)]alkanoic acids are prepared (1) via cyclialkylation of a (2-alkylideneacyl)-phenoxy(or thio)alkanoic acid or (2) via etherification of a hydroxy(or mercapto)-2-alkyl-1-indanone. The [1-oxo-2-halo(or hydrogen)indanyloxy(or thio)]alkanoic acids are diuretics and saluretics. In addition, some of these compounds are also able to maintain the uric acid concentration in the body at pretreatment level or to cause a decrease in uric acid concentration.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: January 24, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4070387
    Abstract: Tetrafluoro derivatives of 10,11-dihydrodibenzo[a,d]cyclohepten-5-aminomethyl compounds and the corresponding N-substituted derivatives thereof, useful as antiarrhythmic agents, are prepared from tetrafluoro derivatives of 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one by reduction to the corresponding 5-ol compound and subsequently converting said 5-ol compound to the corresponding 5-halo and the 5-aminomethyl derivatives by reactions known in the prior art.
    Type: Grant
    Filed: October 4, 1976
    Date of Patent: January 24, 1978
    Assignee: Merck & Co., Inc.
    Inventor: Marcia Elizabeth Christy
  • Patent number: 4069323
    Abstract: N.sup.2 -substituted-L-arginine esters and amides, and the pharmaceutically acceptable acid addition salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: July 8, 1976
    Date of Patent: January 17, 1978
    Assignees: Mitsubishi Chemical Industries Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4069329
    Abstract: N.sup.2 -naphthalenesulfonyl-L-arginine esters and amides having the formula ##STR1## or the acid addition salts thereof with a pharmaceutically acceptable acid, wherein R is selected from the class consisting of (1) alkoxy, alkenyloxy, cycloalkoxy and halogenated alkoxy, aralkyloxy, and alkoxy substituted with an alkoxy group; ##STR2## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: January 17, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Yoshikuno Tamao, Kazuo Ohkubo, Shinji Tonomura
  • Patent number: 4066758
    Abstract: N.sup.2 -naphthalenesulfonyl-L-arginine esters and amides having the formula ##STR1## or the acid addition salts thereof with a pharmaceutically acceptable acid, wherein R is selected from the class consisting of (1) alkoxy, alkenyloxy, cycloalkoxy and halogenated alkoxy, respectively containing not more than 10 carbon atoms, aralkyloxy of not more than 15 carbon atoms, and alkoxy of not more than 10 carbon atoms substitured with an alkoxy group of not more than 10 carbon atoms; ##STR2## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: March 29, 1976
    Date of Patent: January 3, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Shinji Tonomura, Yoshikuni Tamao, Tohru Tezuka, Akiko Hijikata
  • Patent number: 4066759
    Abstract: N.sup.2 -naphthalenesulfonyl-L-arginine esters and amides having the formula ##STR1## or the acid addition salts thereof with a pharmaceutically acceptable acid, wherein R is selected from the class consisting of (1) alkoxy, alkenyloxy, cycloalkoxy and halogenated alkoxy, respectively containing not more than 10 carbon atoms, aralkyloxy of not more than 15 carbon atoms, and alkoxy of not more than 10 carbon atoms substituted with an alkoxy group of not more than 10 carbon atoms; ##STR2## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: January 19, 1977
    Date of Patent: January 3, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuno Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4062963
    Abstract: N.sup.2 -naphthalenesulfonyl-L-arginine esters and amides having the formula ##STR1## or the acid addition salts thereof with a pharmaceutically acceptable acid, wherein R is selected from the class consisting of (1) alkoxy, alkenyloxy, cycloalkoxy and halogenated alkoxy, respectively containing not more than 10 carbon atoms, aralkyloxy of not more than 15 carbon atoms, and alkoxy of not more than 10 carbon atoms substituted with an alkoxy group of not more than 10 carbon atoms; ##STR2## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: March 29, 1976
    Date of Patent: December 13, 1977
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Shinji Tonomura, Yoshikuni Tamao
  • Patent number: 4055636
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-arginiamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis, and are prepared by reacting N.sup.2 -alkoxynaphthalenesulfonyl-L-arginyl halide with a secondary amine.
    Type: Grant
    Filed: December 9, 1975
    Date of Patent: October 25, 1977
    Assignees: Mitsubishi Chemical Industries Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • Patent number: 4046876
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: February 10, 1976
    Date of Patent: September 6, 1977
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • Patent number: 4041156
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: February 6, 1976
    Date of Patent: August 9, 1977
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • Patent number: RE30578
    Abstract: New N-arylcarbamic acid esters of the formula ##STR1## in which R is lower aliphatic hydrocarbyl, optionally substituted,R.sup.1, R.sup.2 and R.sup.3, which may be identical or different, are each hydrogen, alkyl, cycloalkyl, alkoxy, haloalkyl or halogen,R.sup.4 is alkyl, alkenyl, cycloalkenyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl or alkylthioalkyl, acylalkyl (i.e., alkanoyloxyalkyl), alkoxycarbonylalkyl, carbalkoxyalkyl, carbalkoxyalkenyl, or an optionally substituted cycloalkyl, aryl, aralkyl, aryloxyalkyl or arylthioalkyl radical, or the grouping ##STR2## wherein R.sup.4' is hydrogen or is defined as R.sup.4 is defined above, andY and Y' are oxygen or sulfur,are outstandingly effective in regulating the growth of plants, i.e., to inhibit, stimulate or alter the growth of plants.
    Type: Grant
    Filed: November 22, 1977
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Carl Metzger, Gerhard Jager, Klaus Lurssen