Hydroxy, Bonded Directly To Carbon, Or Ether In Substituent Q (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/170)
  • Patent number: 4608391
    Abstract: New dopamine derivatives are disclosed, which are tertiary amines and which exhibit especially dopaminergic properties, and which have the formula ##STR1## wherein R.sub.1 signifies an alkyl group containing at least 4 carbon atoms, a cycloalkyl alkyl group, a cycloalkyl group or a phenylalkyl group and R.sub.2 signifies an alkyl group, a cycloalkyl alkyl group, a cycloalkyl group, or a phenylalkyl group.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: August 26, 1986
    Assignee: Cornell Research Foundation Inc.
    Inventors: James Z. Ginos, George C. Cotzias
  • Patent number: 4562201
    Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 31, 1985
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4550192
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: September 1, 1983
    Date of Patent: October 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4549015
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: October 22, 1985
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4536346
    Abstract: This disclosure describes novel substituted aralkanamidobenzoic acids and analogs thereof. These compounds are useful pharmaceutical agents for ameliorating atherosclerosis by inhibiting the formation and development of atherosclerotic lesions in the arterial wall of mammals.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: August 20, 1985
    Assignee: American Cyanamid Company
    Inventors: Robert G. Shepherd, Janis Upeslacis
  • Patent number: 4532343
    Abstract: Aromatic retinoic acid analogues of the formula ##STR1## where X is hydrogen or fluorine, Y is hydrogen, halogen of atomic number 9 or 17, hydroxy, alkyl of 1 to 2 carbon atoms or alkoxy of 1 to 2 carbon atoms and R is hydroxy, alkoxy, aroxy, or NR.sup.1 R.sup.2 where R.sup.1 is hydrogen, alkyl, or aryl and R.sup.2 is alkyl or aryl, with the proviso that when Y is hydrogen, X is fluorine. These retinoids are useful as chemopreventive agents for inhibiting tumor promotion in epithelial cells and for treating nonmalignant skin disorders.
    Type: Grant
    Filed: November 19, 1982
    Date of Patent: July 30, 1985
    Assignee: SRI International
    Inventors: Marcia I. Dawson, Peter D. Hobbs
  • Patent number: 4532249
    Abstract: New acyl derivatives of p-aminophenol and esters of same useful as pharmacologically active ingredients and process for their preparation.
    Type: Grant
    Filed: October 28, 1982
    Date of Patent: July 30, 1985
    Inventors: Francois Molnar, Suzanne Szabo, Peter R. Statkov, Manuel Armijo, Carlos Sunkel, Fernando Cillero
  • Patent number: 4529556
    Abstract: The invention bis((aryl)vinyl)benzenes wherein the aryl and benzene moieties may be substituted, and the vinyl carbon alpha to the central benzene ring may be further substituted with an aliphatic group.
    Type: Grant
    Filed: August 19, 1983
    Date of Patent: July 16, 1985
    Assignee: The Dow Chemical Company
    Inventor: Kenneth J. Bruza
  • Patent number: 4518789
    Abstract: Therapeutic as well as preventive measures to alleviate the symptoms of dermatologic and other conditions and disorders with phenyl alpha-acyloxyacetamide derivatives is disclosed. Dermatologic and other conditions and disorders in humans in which the compounds may be useful include pruritus, atopic dermatitis, eczema, psoriasis, acne, dry skin, dandruff, malodors of integumental areas; and various aches, pains and discomforts of skin, joints and other body parts. The phenyl alpha-acyloxyacetamide derivatives include, for example, N-ethyl phenyl alpha-acetoxyacetamide, N-benzyl phenyl-alpha-acetoxyacetamide, N-phenethyl phenyl-alpha-acetoxyacetamide, N-benzyl diphenyl-alpha-acetoxyacetamide and N-phenethyl diphenyl-alpha-acetoxyacetamide. The compositions containing the active ingredients are also useful for treatment of skin conditions or disorders, and musculoskeletal disorders, of domestic animals, for example dogs, such as dry skin, scurf, eczema, mange, prurigo, malodors, arthritis or myositis.
    Type: Grant
    Filed: May 17, 1983
    Date of Patent: May 21, 1985
    Inventors: Ruey J. Yu, Eugene J. Van Scott
  • Patent number: 4502883
    Abstract: N-(.alpha.,.alpha.-dimethylbenzyl)-phenylacetamide compounds represented by the following general formula: ##STR1## wherein X is a chlorine atom or a bromine atom. This invention also provides herbicidal compositions comprising at least one of said compounds and a herbicidal carrier.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: March 5, 1985
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Tetsuo Takematsu, Nobuyuki Kikkawa, Hideaki Ogawa
  • Patent number: 4496762
    Abstract: An improved method for preparing a compound having the formula ##STR1## which is an intermediate in the preparation of dextromethorphan, the improved method comprises the steps of(A) hydrogenating a compound having the formula ##STR2## in the presence of a hydrogenation catalyst to obtain a compound having the formula ##STR3## (B) hydrogenating the product of Step (A) in the presence of a hydrogen treated rhodium catalyst to obtain a compound having the formula ##STR4## (C) reacting the product of Step (B) with 4-methoxyphenylacetic acid to obtain a mixture of compounds comprising ##STR5## (D) dehydrating the product mixture of Step (C).
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: January 29, 1985
    Assignee: Eastman Kodak Company
    Inventor: David S. Kashdan
  • Patent number: 4493844
    Abstract: 2,2'-Bridged[1,1'-biphenyl]-3-ylmethyl carboxamides and insecticidal compositions containing these carboxamides are useful for the control of a broad range of insects and acarids.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: January 15, 1985
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4484942
    Abstract: A compound of the formula: ##STR1## wherein X and Y, which may be same or different, are each a C.sub.1 -C.sub.3 alkyl group, a halogen atom, a trifluoromethyl group, a nitro group or a C.sub.1 -C.sub.3 alkoxy group, m is an integer of 0 to 3 and n is an integer of 1 or 2, which is useful as a herbicide.
    Type: Grant
    Filed: August 2, 1983
    Date of Patent: November 27, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Osamu Kirino, Shunichi Hashimoto, Hiroshi Matsumoto, Hiromichi Oshio
  • Patent number: 4484000
    Abstract: New hydroquinones having the formula: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2; R is a residue of formula: ##STR2## wherein Q is selected from the residues --COZR.sub.4 wherein Z is 0 or NR.sub.5, --OX wherein X is R.sub.5 or --COR.sub.7, --NR.sub.8 R.sub.9, --PO(OR.sub.10)[O].sub.x R.sub.11 wherein x is 0 or 1, --SO.sub.2 R.sub.12 or --CN, and salts thereof with organic or inorganic acid bases.The groups, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, k and n are defined hereafter.These compounds are used as stabilizers in photographic materials.
    Type: Grant
    Filed: June 18, 1982
    Date of Patent: November 20, 1984
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4448730
    Abstract: Di, tri and tetrahydroxybenzohydroxamic acids, amides and the corresponding di, tri and tetrahydroxy substituted phenylalkanohydroxamic acids, amides and phenyl esters, ribonucleotide reductase inhibitors.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: May 15, 1984
    Inventors: Bartholomeus van't Riet, Howard L. Elford, Galen L. Wampler
  • Patent number: 4425357
    Abstract: Acyl anilines are disclosed having the formula ##STR1## wherein R and R.sup.1 (like or unlike each other)=H; CH.sub.3 ; C.sub.2 H.sub.5 ; n.C.sub.3 H.sub.7 ; --CH.sub.2 --CH.dbd.CH.sub.2 ; --CH.dbd.CH--CH.sub.3 ;R.sup.3 and R.sup.4 (like or unlike each other)=H; alkyl C.sub.1 -C.sub.3 ; halomethyl; Cl; F; CN; O-alkyl; S-alkyl; alkoxymethyl; orR.sup.3 and R.sup.4 together are (CH.sub.2 .dbd.) ##STR2## n=0,1 Z=phenyl optionally substituted; ##STR3## And R.sup.2 =H, CH.sub.3 ; m=1,2; Y=alkynyl C.sub.2 -C.sub.8 ; phenyl optionally substituted; phenyl-acetyl; furyl, thienyl; pyridyl; heterocyclic groups containing 2 or 3 heteroatoms, one of them different from nitrogen;R.sup.8 =CH.sub.3 ; alkoxymethyl; halomethyl; O-alkyl.The compounds of formula I are endowed with a high fungicidal activity and with a low phytotoxicity.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: January 10, 1984
    Assignee: Montedison S.p.A.
    Inventors: Enrico Bosone, Giovanni Camaggi, Lambertus de Vries, Carlo Garavaglia, Luigi Garlaschelli, Franco Gozzo, Jan C. Overeem, Simone Lorusso
  • Patent number: 4424205
    Abstract: A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein R is a linear or branched C.sub.3 -C.sub.11 alkyl, alkynyl or aralkyl group, a linear or branched C.sub.3 -C.sub.22 alkenyl group, or an unbranched or branched C.sub.6 -C.sub.11 cycloalkyl or cycloalkenyl group; and wherein one of R.sub.1 and R.sub.2 is OH, the other being OH or H. These hydroxyphenylacetamides have analgesic and/or anti-irritant activity when administered either topically or systemically.
    Type: Grant
    Filed: March 18, 1982
    Date of Patent: January 3, 1984
    Assignee: The Procter & Gamble Company
    Inventors: Thomas R. LaHann, Brian L. Buckwalter
  • Patent number: 4418077
    Abstract: Fluorinated aminobutyric acid and diaminobutane compounds in vivo are inhibitors of gamma-aminobutyric acid transaminase and have the following formula: ##STR1## wherein: Y represents hydrogen or fluorine;Z represents --CH.sub.2 NR.sub.1 R.sub.2, where R.sub.1 and R.sub.2 are as defined below, or --COR.sub.3 where R.sub.3 is as defined below;R.sub.a represents hydrogen or R.sub.4, where R.sub.4 is as defined below;R.sub.1 represents hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl-(C.sub.1 -C.sub.4 alkyl);R.sub.2 represents hydrogen, C.sub.1 -C.sub.6 alkyl, phenyl-(C.sub.1 -C.sub.4 alkyl) or, when R.sub.a is hydrogen, R.sub.4, where R.sub.4 is as defined below;R.sub.3 represents hydroxy, or when R.sub.a is hydrogen, C.sub.1 -C.sub.8 alkoxy, --NR.sub.5 R.sub.6, where R.sub.5 and R.sub.6 are as defined below, or an aminocarboxylic acid residue derived by removal of an hydrogen atom from the amino moiety of an L-aminocarboxylic acid;each R.sub.4, independently, represents C.sub.2 -C.sub.
    Type: Grant
    Filed: August 21, 1981
    Date of Patent: November 29, 1983
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Fritz Gerhart, Michel Jung, Daniel Schirlin
  • Patent number: 4409397
    Abstract: Tetra-substituted olefinic acids and derivatives of the formula ##STR1## wherein R is --COOM in which M is a cation forming a soluble salt or --COOR.sup.4 or --CON(R.sup.4).sub.2 in which each R.sup.4 is independently a hydrogen atom or an alkyl group; R.sup.1 is an optionally substituted alkyl, cycloalkyl, aryl or heterocyclic group; and R.sup.2 or R.sup.3 each independently is an optionally substituted alkyl or cycloalkyl group or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a carbocyclic ring, are asymmetrically hydrogenated in the presence of a coordinated complex of rhodium, iridium, or ruthenium in combination with a chiral metallocenylphosphine or pyrrolidinylphosphine ligand.
    Type: Grant
    Filed: May 6, 1982
    Date of Patent: October 11, 1983
    Assignee: Shell Oil Company
    Inventor: Timm E. Paxson
  • Patent number: 4402981
    Abstract: N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols are disclosed which possess ulcer-inhibiting activities.Further disclosed are pharmaceutical compositions which are effective in the treatment and prophylaxis of ulcers and which comprise as a pharmacologically active ulcus-inhibiting ingredient N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols, or a pharmaceutically acceptable acid addition salt thereof, and a pharmaceutically acceptable diluent.Further disclosed are processes for the preparation of the N.sub.1 -acyl-N.sub.2 -phenyl-1,3-diaminopropan-2-ols.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: September 6, 1983
    Assignee: Kali-Chemie Pharma, GmbH
    Inventors: Hans Liepmann, Rolf Hueschens, Wolfgang Milkowski, Horst Zeugner, Henning Heinemann, Klaus-Ullrich Wolf, Insa Hell, Reinhard Hempel
  • Patent number: 4401832
    Abstract: Disclosed herein are .alpha.-[(alkylamino)methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.
    Type: Grant
    Filed: August 10, 1981
    Date of Patent: August 30, 1983
    Assignee: American Home Products Corporation
    Inventors: Dong H. Kim, Stanley C. Bell
  • Patent number: 4387247
    Abstract: In the reduction of di- or polynitro aromatic compounds by gaseous H.sub.2 S over a solid catalyst, addition of CO gas promotes formation of amino groups from all nitro groups in the molecule. A preferred embodiment is reduction of 2,4- and/or 2,6-dinitrotoluene in vapor phase at 325.degree. C. over a supported iron or supported cobalt catalyst on a support comprising alumina. The amino products are useful for production of polyurethane resins.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: June 7, 1983
    Assignee: Allied Corporation
    Inventors: Charles T. Ratcliffe, Geza Pap
  • 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: 4381305
    Abstract: New derivatives of 1,2-ethylenediamine and salts thereof endowed with vascular antispasmodic and antiallergic activity; processes for preparing them, some new intermediates useful in their preparation and pharmaceutical compositions containing them.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: April 26, 1983
    Assignee: Simes S.p.A.
    Inventors: Cesare Casagrande, Giorgio Ferrari
  • Patent number: 4376868
    Abstract: Cresylic acid ethoxylation is catalyzed by basic compounds and salts of alkaline earth metals. Ethoxylates from such reactions have narrow ethylene oxide distributions, lower pour points and lower by-products as compared to alkali base catalyzed ethoxylation. Suitable catalysts include strontium-containing and barium-containing materials. The catalyst also includes co-catalyst combinations using these materials with one or more promoters including polyols, amines, amides, carboxylic acids and phenols. The co-catalyst combinations can be preformed prior to introduction into the reaction mixture.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: March 15, 1983
    Assignee: Conoco Inc.
    Inventors: Gerald L. Nield, Kang Yang, Paul H. Washecheck
  • Patent number: 4370497
    Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.
    Type: Grant
    Filed: August 7, 1980
    Date of Patent: January 25, 1983
    Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
  • Patent number: 4355045
    Abstract: The invention relates to topically anti-inflammatory 1-phenylethanolamine derivatives of the general formula I: ##STR1## or acid-addition salts thereof, to pharmaceutical compositions thereof, and to analogy processes for their manufacture. A representative compound is 1-(4-amino-3,5-dichlorophenyl)-2-[1,1-dimethyl-2-(2-phenylacetamido)ethyla mino]ethanol. The derivatives are useful in particular for the treatment of inflammatory diseases or conditions of the skin.
    Type: Grant
    Filed: August 3, 1978
    Date of Patent: October 19, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: John Preston, Austin J. Reeve
  • Patent number: 4352760
    Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 5, 1982
    Assignee: The Upjohn Company
    Inventor: Kirk M. Maxey
  • Patent number: 4348534
    Abstract: 2-Aryloxy-2-halopropionic acid compounds are prepared by reacting 2-aryloxypropionic acid compounds with N-halocarboxylic acid imides in the presence of aliphatic halohydrocarbons as solvents, and of from 0.0001 to 0.001 mole of halogen per mole of N-halocarboxylic acid imide, from 0.005 to 0.05 per cent by weight of water, based on N-halocarboxylic acid imide, and from 0.0005 to 0.005 mole of azo-bis-isobutyronitrile and/or dibenzoyl peroxide, per mole of N-halocarboxylic acid imide.The end products obtainable by the process of the invention are valuable starting materials for the preparation of drugs, crop protection agents and dyes.
    Type: Grant
    Filed: June 17, 1981
    Date of Patent: September 7, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerd Husslein, Gerhard Hamprecht
  • Patent number: 4342875
    Abstract: Compounds of the formula ##STR1## are prepared and are used as ultraviolet light and weathering stabilizers for polymers, preferably polypropylene. In the formula R is alkoxyphenyl, dialkoxyphenyl or alkylene dioxyphenyl, the alkoxy groups have 1 to 8 carbon atoms and the alkylene group has 1 to 4 carbon atoms, q is 1 to 6, and Z is ##STR2## where R' is H or a 1 to 4 carbon alkyl, R.sup.7 is hydrogen or ##STR3## where R.sup.8 is hydrocarbyl, m is 1 to 4, n is 0 or 1 and m+n is 1 to 4; ##STR4## where R.sup.12 is lower alkyl and G is H or ##STR5## and where at least one of the n's is zero. ##STR6## where s is 1 to 3 and t is from 0 to 2, the total of s and t being not over 3; ##STR7## where u is 2 to 4; ##STR8## where v and w are each 1 to 4 and p is 2 to 4; ##STR9## where R" and R"' are 1 to 8 carbon atom alkyl or where R.sup.11 and R.sup.111 together with the oxygen atoms attached thereto and the adjacent carbon atoms of the benzene ring form a 5 or 6 membered heterocyclic ring and R.sup.
    Type: Grant
    Filed: January 9, 1974
    Date of Patent: August 3, 1982
    Assignee: Cincinnati-Milacron, Inc.
    Inventor: Robert G. Gough
  • Patent number: 4341718
    Abstract: Disclosed herein are .alpha.-[(alkylamino)-methyl]-.beta.-aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R.sub.1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such .alpha.-hydroxy-.beta.-aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: July 27, 1982
    Assignee: American Home Products Corporation
    Inventors: Dong H. Kim, Stanley C. Bell
  • Patent number: 4335054
    Abstract: Compounds of the formula I ##STR1## in which p, m, Z, R, R' and Y are as defined in claim 1, can be obtained in a simple and economical manner by a novel process which comprises reacting a halide of the formula ##STR2## with the corresponding acrylic acid derivative, in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I), and functional derivatives prepared therefrom, are useful for the preparation of photocrosslinkable polymers, which can in particular be employed as (so-called) photoresists.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
  • Patent number: 4332961
    Abstract: .alpha.-[4-(4-Trifluoromethylphenoxy)phenoxy]alkanecarboxylic acids (the "4-trifluoromethylphenoxy group" of which may contain one chlorine atom as a substituent) and derivatives thereof useful as a herbicide, a herbicidal composition containing the compound, methods of controlling weeds and production thereof.
    Type: Grant
    Filed: April 15, 1977
    Date of Patent: June 1, 1982
    Assignee: Ishihara Sangyo Kaisha, Ltd.
    Inventors: Ryohei Takahashi, Kanichi Fujikawa, Isao Yokomichi, Sinzo Someya, Nobuyuki Sakashita
  • Patent number: 4322553
    Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl)acylamides by reacting the corresponding N-(alkoxymethyl)acylamide with thionyl chloride or thionyl bromide in the presence of a Lewis Acid catalyst.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: March 30, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4318915
    Abstract: A compound of the formula ##STR1## wherein R.sup.1 is chlorine, bromine, or methoxy; and R.sup.2, R.sup.3, and R.sup.4 are individually hydrogen or methyl, at least one of R.sup.2, R.sup.3, and R.sup.4 being hydrogen; or R.sup.2 and R.sup.3 together are an ethylene group and R.sup.4 is hydrogen, or a pharmaceutically acceptable acid addition salt thereof. Such compounds are useful as anti-hypertensive agents. Methods of preparation and certain novel intermediates are also disclosed.
    Type: Grant
    Filed: July 14, 1980
    Date of Patent: March 9, 1982
    Assignee: Beiersdorf Aktiengesellschaft
    Inventors: Erich Cohnen, Ben Armah, Eva Hofferber
  • Patent number: 4313956
    Abstract: Novel, transient prodrug forms of the phenolic dihydroxy sympathomimetic amines have (i) the structural formula (I): ##STR1## wherein X is O, S or NR.sup.5 ; n is 1 or 2; R.sup.1 is the monodehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 1, and the didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 2; R.sup.
    Type: Grant
    Filed: December 28, 1979
    Date of Patent: February 2, 1982
    Assignee: INTERx Research Corp.
    Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
  • Patent number: 4311706
    Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.
    Type: Grant
    Filed: January 22, 1980
    Date of Patent: January 19, 1982
    Assignee: INTERx Research Corporation
    Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
  • Patent number: 4311858
    Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl) acylamides by reacting the corresponding N-(alkoxymethyl) acetamide with a hydrogen halide.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: January 19, 1982
    Assignee: Monsanto Company
    Inventor: John P. Chupp
  • Patent number: 4307072
    Abstract: Nonionic triiodobenzoyl amino acyl derivatives of polyhydroxy amines. Such amines are useful as nonionic X-ray contrast agents. For Example 2-(3-acetamido-2,4,6-triiodo-5-N-methylacetamidobenzoyl glycylamino)-2-deoxy-D-glucitol is especially useful in angiography.
    Type: Grant
    Filed: July 19, 1977
    Date of Patent: December 22, 1981
    Assignee: Mallinckrodt, Inc.
    Inventor: Kenneth R. Smith
  • Patent number: 4307112
    Abstract: 9-deoxy-9A-methylene-isosteres of PGI.sub.2, including processes for their preparation and pharmaceutical and veterinary compositions containing same, are disclosed. The compounds are useful as therapeutic agents, for example as anti-aggregating agents, disaggregating agents, and as vasodilators.
    Type: Grant
    Filed: February 26, 1980
    Date of Patent: December 22, 1981
    Assignee: Farmitalia Carlo Erba S.p.A.
    Inventors: Carmelo Gandolfi, Carlo Passarotti, William Fava, Angelo Fumagalli, Franco Faustini, Roberto Ceserani
  • Patent number: 4288621
    Abstract: The present invention relates to halo-substituted 2,2 dimethylcyclopropaneamides, useful as intermediates for the preparation of imidates having pesticidal properties.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: September 8, 1981
    Assignee: Zoecon Corporation
    Inventors: Gustave K. Kohn, Ted A. Baer
  • Patent number: 4284813
    Abstract: A herbicidal composition comprises a novel compound of benzamide derivative having the formula ##STR1## wherein R represents a straight or branched chain alkyl group; a straight or branched chain alkoxy group; or amino group.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: August 18, 1981
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Tetsuo Takematsu, Masaaki Hoya
  • Patent number: 4283556
    Abstract: A process for the manufacture of a substantially isomerically pure acylanilide of the structure ##STR1## where R is hydrogen, lower alkyl, hydroxy-lower alkyl or lower alkoxy-lower alkyl;R.sub.1 is lower alkyl, phenyl, lower alkylphenyl, lower alkoxy, lower alkoxyphenyl, chlorophenyl, nitrophenyl, dichlorophenyl, chloro-lower alkyl, cyano-lower alkyl, lower alkyl amino, sulfamoylphenyl, carbamoylphenyl or lower alkoxy-lower alkyl; andX is --CO-- or --SO.sub.2 --;comprising the step of treating an alcohol solution of a diamino compound of the structure ##STR2## with an acylating agent, to give an alcohol solution of the acylanilide, wherein substantially equivalent amounts of the acylating agent and the diamino compound are used and wherein the treatment is carried out by the slow, drop-wise addition of the acylating agent at a temperature in the range of about 0.degree. to 5.degree. C.
    Type: Grant
    Filed: February 7, 1980
    Date of Patent: August 11, 1981
    Assignee: Toms River Chemical Corporation
    Inventor: Philip C. Lang
  • Patent number: 4283420
    Abstract: The chemical compounds of the invention are useful as the active compound in drugs because of their anticonvulsant and/or antianoxic activity. They have the general formula ##STR1## wherein Z is a hydroxyl group; a group--OM wherein M is an alkali metal atom or an equivalent atom fraction of an alkaline-earth metal or an amino group such as --NH.sub.2, and R is a linear or branched alkyl group containing from 1 to 9 carbon atoms, and optionally substituted by one or more halogen atoms; a linear or branched alkenyl or alkynyl, alkoxyalkyl, or acylalkyl group containing from 2 to 9 carbon atoms and optionally substituted by one or more halogen atoms; an aryl or arylalkyl or aryloxyalkyl group comprising at least one aromatic radical and an alkyl chain having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: August 11, 1981
    Assignee: Labaz
    Inventors: Charles Pigerol, Jean-Claude Vernieres, Pierre Eymard, Jacques Simiand, Madeleine Broll, Jean-Yves Lacolle
  • Patent number: 4246198
    Abstract: A phenol of the formulae I, II or III ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl or C.sub.7 -C.sub.9 -aralkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 -cycloalkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.6 cycloalkyl, or R.sub.4 and R.sub.5, or R.sub.6 and R.sub.7, together with the C atom which links them, form a 5-12-membered ring, R.sub.8, R.sub.9 and R.sub.10 are independent of one another and one of these is C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl or C.sub.7 -C.sub.9 -aralkyl and the others are hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: January 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Rosenberger, Andreas Schmidt
  • Patent number: 4232014
    Abstract: Aminoalkylindans of the formula ##STR1## wherein A represents an alkylene group having 2 to 5 carbons in a straight chain, R.sub.1 represents a lower alkyl having 1 to 3 carbons or is a lower alkoxy having 1 to 3 carbons, B represents --CH.sub.2 -- or ##STR2## and R.sub.2 represents phenyl or phenyl-lower alkyl and the phenyl group in such substituents is unsubstituted or is substituted with 1 to 3 lower alkoxy groups, and acid addition salts of the amines.The compounds have hypotensive activity.
    Type: Grant
    Filed: January 12, 1979
    Date of Patent: November 4, 1980
    Assignee: Marion Laboratories, Inc.
    Inventors: Ian W. Mathison, William E. Solomons