Oxy In Acid Moiety Patents (Class 560/42)
  • Patent number: 4199597
    Abstract: Omega-[4-(polyfluoro-2-hydroxy-2-propyl)-2,3,6-substituted-phenoxy and phenylthio]alkanoic acids and compounds related thereto having antihypertensive activity are preparable by reaction of the appropriate 2,3,6-substituted-4-(polyfluoro-2-hydroxy-2-propyl)phenol or thiophenol with an alkyl ester of a bromoalkanoic acid, followed by hydrolysis to the free acid.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: April 22, 1980
    Assignee: Schering Corporation
    Inventors: Bernard R. Neustadt, Elijah H. Gold
  • Patent number: 4193926
    Abstract: 4-(Polyalkoxyphenyl)-2-pyrrolidones of the formula ##STR1## wherein R.sub.1 and R.sub.2 each are hydrocarbon of up to 18 carbon atoms at least one being other than methyl, a heterocyclic ring, or alkyl of 1-5 carbon atoms substituted by halogen, OH, COOH, alkoxy, alkoxycarbonyl or an amino group; R' is H, alkyl, aryl or acyl; and X is O or S; possess neuropsychotropic activity. The compounds wherein X is O can be produced by saponifying and decarboxylating a corresponding 2-pyrrolidone-3-carboxylic acid alkyl ester or cyclizing a corresponding 3-phenyl-4-amino-butyric acid or alkyl ester thereof. The pyrrolidones can be converted to the corresponding thiopyrrolidones by reaction with phosphorous pentasulfide in the presence of base.
    Type: Grant
    Filed: February 18, 1976
    Date of Patent: March 18, 1980
    Assignee: Schering Aktiengesellschaft
    Inventors: Ralph Schmiechen, Reinhard Horowski, Dieter Palenschat, Gert Paschelke, Helmut Wachtel, Wolfgang Kehr
  • 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: 4182775
    Abstract: Benzoic acids of the general formula I ##STR1## in which R, R.sup.1, R.sup.2 and Y have the meanings as mentioned in the following, and which in the form of the free compounds or in the form of the physiologically tolerated salts and esters possess valuable pharmacological properties, processes for preparing them, pharmaceutical preparations containing them, and their use as or in medicaments.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: January 8, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudi Weyer, Volker Hitzel, Ernold Granzer
  • Patent number: 4165338
    Abstract: A compound of the formula: ##STR1## WHEREIN Q is a hydrogen atom, --CH.sub.2 CH(OH)CH.sub.2 Rf or a hydrocarbon residue having a valence corresponding to m which may contain one or more of --O--, --COO--, --NH--, --N.dbd. and ##STR2## IN THE CHAIN, R is a hydrogen atom, a hydrocarbon residue or --CH.sub.2 CH(OH)CH.sub.2 Rf and m is an integer of not less than 1, Rf being a perfluoroalkyl group, an .omega.-hydro-perfluoroalkyl group o an .differential.-chloro-erfluoroalkylgroup having 4 to 20 carbon atoms, which is useful as an agent for rendering fibrous materials oleophobic and anti-soiling and may be prepared by reacting a perfluoroalkylpropylene oxide of the formula: ##STR3## wherein Rf is the same as defined above, with a reagent of the formula:Q'(NHR').sub.mwherein Q' is a hydrogen atom or a hydrocarbon residue having a valence corresponding to m which may contain one or more of --O--, --COO--, --NH-- and --N.dbd.
    Type: Grant
    Filed: June 16, 1977
    Date of Patent: August 21, 1979
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Atsuo Katsushima, Iwao Hisamoto, Shoshin Fukui, Chiaki Maeda, Akitoshi Iwatani, Takahisa Kato, Masayuki Nagai, Hiroyuki Shinkai, Masayuki Asaoka
  • Patent number: 4159330
    Abstract: 3,4-Dihydro-4-oxo-quinazoline derivatives substituted in the 2-position by a substituted phenyl group are disclosed. The derivatives possess anti-allergy properties and can be used for the treatment of allergic conditions.
    Type: Grant
    Filed: December 2, 1977
    Date of Patent: June 26, 1979
    Assignee: Carlo Erba S.p.A.
    Inventors: Gianfederico Doria, Ciriaco Romeo, Piernicola Giraldi, Francesco Lauria, Maria L. Corno, Piero Sberze, Marcello Tibolla
  • Patent number: 4154952
    Abstract: Substituted cyclopropane derivatives are prepared in one step by interreacting an aldehyde, an active methylene compound, a sulfoxonium or sulfonium bromide or iodide, and a strong base in a reaction-inert organic solvent.
    Type: Grant
    Filed: January 31, 1977
    Date of Patent: May 15, 1979
    Inventor: Harry W. Schultz
  • Patent number: 4153728
    Abstract: Novel phenoxyalkylcarboxylic acid compounds of the formula ##STR1## wherein B is a valency bond or a straight-chained or branched, saturated or unsaturated hydrocarbon radical containing up to 3 carbon atoms;N is 1 or 2 andR.sub.1, r.sub.2 and R.sub.3 are hydrogen or lower alkyl; and the pharmacologically compatible salts thereof; have been found to be outstandingly effective in lowering the serum lipid level and the cholesterol level in mammals without inducing undesired side effects and to possess excellent thrombocyte-aggregation inhibiting activity.
    Type: Grant
    Filed: October 18, 1976
    Date of Patent: May 8, 1979
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Max Thiel, Harald Stork, Egon Roesch
  • Patent number: 4151303
    Abstract: Novel phenoxyalkylcarboxylic acid compounds of the formula ##STR1## wherein A is aryl, aryloxy, substituted aryl or substituted aryloxy, wherein the substituents are selected from lower alkyl, lower alkoxy, halogen and haloalkyl;B is a straight-chained or branched, saturated or unsaturated hydrocarbyl containing up to 5 carbon atoms;N is 1, 2 or 3 andR.sub.1, r.sub.2 and R.sub.3, which may be the same or different, are hydrogen or lower alkyl;And the pharmacologically compatible salts thereof; have been found to be outstandingly effective in depressing serum-lipid and triglycerides in the serum of mammals.
    Type: Grant
    Filed: September 1, 1976
    Date of Patent: April 24, 1979
    Assignee: Boehringer Mannheim GmbH
    Inventors: Ernst-Christian Witte, Hans P. Wolff, Kurt Stach, deceased, Wolfgang Schaumann, Karlheinz Stegmeier
  • Patent number: 4146638
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is halogen, hydroxyl, amino, alkyl, alkoxy or acylamido,R.sub.2 is hydrogen, hydroxyl, alkyl, alkoxy or carboxamido,R.sub.3 is hydrogen, halogen, alkyl or alkoxy,R.sub.4 is hydrogen, methyl or ethyl, andR.sub.5 and R.sub.6 are each hydrogen, halogen, alkyl, alkoxy, benzyloxy, hydroxyl, amino, cyano, carboxyl, carbalkoxy, carboxamido, alkylenecarboxamido or acylamido,Provided, however, that, when R.sub.1 is 4-hydroxyl or 4-chloro, R.sub.2 and R.sub.3 are hydrogen, R.sub.4 is methyl and R.sub.5 is halogen or 2-halo, R.sub.6 is other than 4-hydroxyl or 4-benzyloxy; and nontoxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as cardiotonics, vasodilators, hypotensives and antiarrhythmics.
    Type: Grant
    Filed: May 15, 1978
    Date of Patent: March 27, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Ernst-Otto Renth, Anton Mentrup, Kurt Schromm, Herbert Koppe, Richard Reichl
  • Patent number: 4141893
    Abstract: 2-Substituted-5a-aryl-decahydrocyclopent[c]azepines are useful as analgesics having mixed narcotic antagonist and agonist properties.
    Type: Grant
    Filed: November 2, 1976
    Date of Patent: February 27, 1979
    Assignee: Eli Lilly and Company
    Inventor: Dennis M. Zimmerman
  • Patent number: 4107286
    Abstract: This invention relates to compounds of the formula: ##STR1## in which: R.sub.1 represents a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical,R.sub.2 represents a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical,A represents a group of the formula: ##STR2## in which: R.sub.3 represents a hydrogen atom, a group of the formula ##STR3## in which R.sub.5 and R.sub.6 represent each a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, or a group of the formula ##STR4## in which R.sub.7 represents a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical and R.sub.8 represents a hydrogen atom, a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical,a is 0 or 1 and n is an integer from 1 to 5 inclusive,R.sub.4 represents a hydrogen atom or a C.sub.1-4 alkyl radical or a C.sub.1-4 hydroxyalkyl radical, their methyl and ethyl esters and their salts with pharmaceutically acceptable bases.Said compounds are useful as X-ray contrast media.
    Type: Grant
    Filed: March 29, 1977
    Date of Patent: August 15, 1978
    Assignee: Guerbet S.A.
    Inventors: Guy Tilly, Michel Jean-Charles Hardouin, Jean Lautrou
  • Patent number: 4105790
    Abstract: The invention concerns .alpha.-aminoacyl derivatives of phenyl-, phenoxy-, thiophenoxy- and phenylsulphinylalkanoic acids together with their amides, esters and pharmaceutically acceptable salts; processes for their preparation; and pharmaceutical compositions for therapeutic use in inhibiting the formation of thrombi and also in reducing the persistence of thrombi formed in the blood of warm blooded animals. Representative compounds of the invention are methyl 4-(aminoacetyl)phenoxyacetate, 4-(aminoacetyl)phenoxyacetic acid and methyl 4-(aminoacetyl)-thiophenoxyacetate, preferably as their hydrochlorides.
    Type: Grant
    Filed: November 9, 1976
    Date of Patent: August 8, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: Clifford R. Hughes, Stephen J. Jackson, John Preston, Peter L. Walton
  • 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: 4094966
    Abstract: The present invention provides new iodobenzene derivatives which have at least two benzene nuclei and one carboxylic group.These derivatives possess a low toxicity and may be used as X-ray contrast media.
    Type: Grant
    Filed: December 7, 1976
    Date of Patent: June 13, 1978
    Assignee: Laboratoires Andre Guerbet
    Inventors: Guy Tilly, Michel Jean Charles Hardouin, Jean Lautrou
  • Patent number: 4092480
    Abstract: Cephalosporin compounds having a substituted phenylglycyl substituent at the 7-position and any of a variety of groups at the 3-position are prepared by acylation of a 7-aminocephalosporanic acid. The compounds have anti-bacterial activity.
    Type: Grant
    Filed: April 28, 1977
    Date of Patent: May 30, 1978
    Assignee: SmithKline Corporation
    Inventor: John Gerald Gleason
  • Patent number: 4073797
    Abstract: A novel class of dithiane and disulfone compound is described. These compounds are pharmaceutically active as coronary dilating agents and thus can be used therapeutically in cases of insufficient cardiac blood supply, i.e., in the treatment of angina pectoris. A preferred compound is N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)-N-methyl-m-dithiane-2-p ropylamine-1,1-3,3-tetraoxide.
    Type: Grant
    Filed: October 1, 1976
    Date of Patent: February 14, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Henri Ramuz
  • Patent number: 4072672
    Abstract: Disclosed are basic dyes, e.g., azo dyes and anthraquinone dyes free from sulphonic acid groups and which contain, as characteristic group, a group of the formula ##STR1## in which R and R.sub.1, independently, are substituted or unsubstituted C.sub.1-4 alkyl or are linked to form a ring, orOne of R and R.sub.1 is --NH.sub.2 or C.sub.1-4 alkoxy, the other substituted or unsubstituted alkyl,R.sub.2 and R.sub.3, independently, are hydrogen or C.sub.1-4 alkyl,Y is a bridging group,Q is unsubstituted or substituted phenyl, biphenylyl, naphthyl or ##STR2## in which R.sub.7 is ##STR3## where R.sub.8 ic C.sub.1-4 alkyl, andA.sup.- is an anion. These dyes are useful for the dyeing and printing of polymers and copolymers of acrylonitrile and asymmetrical dicyanoethylene as well as polyesters and polyamides modified to contain acid groups. The dyes build-up well and exhibit good pH stability and stability to boiling.
    Type: Grant
    Filed: November 28, 1975
    Date of Patent: February 7, 1978
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi
  • Patent number: 4070178
    Abstract: Diphenyl ethers of the formula ##STR1## whereinR.sup.1 is hydrogen or halogen,R.sup.2 is hydrogen, halogen, or cyano,R is ##STR2## wherein R.sup.3 is hydrogen, halogen, nitro, alkyl, or alkoxy,R.sup.4 is a divalent alkylene radical, andR.sup.5 is cyano or -COR.sup.6, wherein R.sup.6 is alkoxy, hydroxy or salt thereof, allyloxy, alkoxyalkoxy, amino, alkyl or dialkyl amino, aminoalkoxy, or alkyl or dialkylaminoalkoxy,And diphenyl sulfides, sulfoxides, and sulfones of the formula ##STR3## wherein R.sup.8 is hydrogen, halogen, cyano, nitro, alkyl, alkoxy, or trifluoromethyl,R.sup.2 is hydrogen, halogen or cyano,X is sulfur, sulfinyl, or sulfonyl, andR is as defined above,And compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: July 30, 1976
    Date of Patent: January 24, 1978
    Assignee: Rohm and Haas Company
    Inventors: Wayne O. Johnson, Roy Y. Yih
  • Patent number: 4069343
    Abstract: Anti-allergic agents of aromatic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-dichlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy (lower)alkoxy, 2-(oxalyloxy) ethoxy, benzyloxy, N-mono- and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono and di lower alkylamino, carboxy, lower alkylcarbonyl, carb(lower)alkoxy, phenoxy(lower)alkoxy, and oxalamidophenoxy radicals;And pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: March 23, 1976
    Date of Patent: January 17, 1978
    Assignee: American Home Products Corporation
    Inventors: John H. Sellstedt, Charles J. Guinosso, Albert J. Begany
  • Patent number: 4065553
    Abstract: The present invention provides new iodo benzene derivatives which have at least two benzene nuclei and one carboxylic group.These derivatives possess a low toxicity and may be used as X-ray contrast media.
    Type: Grant
    Filed: December 3, 1976
    Date of Patent: December 27, 1977
    Assignee: Laboratoires Andre Guerbet
    Inventors: Guy Tilly, Michel Jean Charles Hardouin, Jean Lautrou
  • Patent number: 4065554
    Abstract: The present invention provides new iodo benzene derivatives which have at least two benzene nuclei and one carboxylic group.These derivatives possess a low toxicity and may be used as X-ray contrast media.
    Type: Grant
    Filed: December 6, 1976
    Date of Patent: December 27, 1977
    Assignee: Laboratoires Andre Guerbet
    Inventors: Guy Tilly, Michel Jean Charles Hardouin, Jean Lautrou
  • Patent number: 4063024
    Abstract: Novel polyoxyalkylene fluoroalkyltrimellitate compounds are disclosed that are useful for improving the soil release properties of textiles. These compounds may be conveniently prepared by reacting a fluorinated alkyl thiol or amine with trimellitic anhydride monoacid chloride to form a fluorinated trimellitic anhydride intermediate product which is then reacted with a polyoxyalkylene derivative.
    Type: Grant
    Filed: September 10, 1976
    Date of Patent: December 13, 1977
    Assignee: Pennwalt Corporation
    Inventor: Stanley Robert Sandler
  • Patent number: 4057571
    Abstract: This disclosure describes 11-deoxy-11-substituted members of the E.sub.2, F.sub.2, E.sub.1, F.sub.1, dihydro E.sub.1 and dihydro F.sub.1 prostaglandin series which are useful as hypotensive agents and as anti-ulcer agents.
    Type: Grant
    Filed: February 24, 1975
    Date of Patent: November 8, 1977
    Assignee: American Cyanamid Company
    Inventors: Charles Vincent Grudzinskas, Martin Joseph Weiss
  • Patent number: RE29628
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.
    Type: Grant
    Filed: December 2, 1976
    Date of Patent: May 9, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann