Patents Represented by Attorney Raymond A. McDonald
  • Patent number: 4399151
    Abstract: .alpha.-Substituted amines and .alpha.-substituted-.alpha.-amino acids are described which are useful in inhibiting the growth of protozoa in animals.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: August 16, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Albert Sjoerdsma, Peter P. McCann
  • Patent number: 4391817
    Abstract: A new class of pyrrolo-diazepines with anticonvulsant and anti-anxiety activity of the general formula ##STR1## wherein R is (C.sub.1 -C.sub.4)alkyl, R.sub.1 is chloro, bromo or nitro, R.sub.2 is hydrogen or (C.sub.1 -C.sub.4)alkyl and R.sub.3 is hydrogen, chloro, bromo, fluoro, trifluoromethyl or methoxy. The new compounds are prepared starting from the corresponding compounds wherein R.sub.1 is hydrogen through halogenation or nitration. Pharmaceutical preparations containing the new compounds of formula I are also described.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: July 5, 1983
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Luigi Mariani, Giorgio Tarzia
  • Patent number: 4391807
    Abstract: Substituted tetrahydroimidazo[2,1-a]phthalazine compounds such as 6-methylamino-7,8,9,10-tetrahydroimidazo[2,1-a]phthalazine are prepared by reacting a 6-halo-7,8,9,10-tetrahydroimidazo[1,2-a]phthalazine with an appropriate amine. The compounds are useful as bronchodilators.
    Type: Grant
    Filed: July 12, 1982
    Date of Patent: July 5, 1983
    Assignee: The Dow Chemical Company
    Inventors: Catherine A. Alexander, Robert J. Cregge, Norton P. Peet
  • Patent number: 4391806
    Abstract: Substituted tetrahydropyridazino[1,6-a]benzimidazole compounds such as 2-methylamino-6,7,8,9-tetrahydropyridazino[1,6-a]benzimidazole are prepared by reacting a 2-halo-6,7,8,9-tetrahydropyridazino[1,6-a]benzimidazole with an appropriate amine. The compounds are useful as bronchodilators.
    Type: Grant
    Filed: July 12, 1982
    Date of Patent: July 5, 1983
    Assignee: The Dow Chemical Company
    Inventors: Catherine A. Alexander, Robert J. Cregge, Norton P. Peet
  • Patent number: 4391818
    Abstract: N-(1,3-dithiolan-2-ylidene)-4-alkylanilines having a hydroxy, alkoxy or alkanoyloxy substituent on the alkyl group are useful as anti-inflammatory agents, as analgesic agents and as antiasthmatic agents. The compounds involved can be prepared by the reaction of an appropriate 4-alkylaniline with a methyl(1,3-dithiolan-2-ylidene)sulfonium salt or with carbon disulfide and ethylene dibromide in the presence of a base.
    Type: Grant
    Filed: April 12, 1982
    Date of Patent: July 5, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Boyd L. Harrison, Niall S. Doherty
  • Patent number: 4388466
    Abstract: Novel halomethyl derivatives of amino acids of the following general structure ##STR1## wherein Y is FCH.sub.2 --, F.sub.2 CH.sub.2 --, F.sub.3 C--, ClCH.sub.2 -- or Cl.sub.2 CH--; R.sub.1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.11 R.sub.12 wherein each of R.sub.11 and R.sub.12 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms, ##STR2## wherein R.sub.5 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched or ##STR3## wherein R.sub.6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; each of R.sub.3 and R.sub.
    Type: Grant
    Filed: November 3, 1981
    Date of Patent: June 14, 1983
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Michel Jung
  • Patent number: 4385179
    Abstract: The present invention refers to a new process for preparing N-2,3,4,5-substituted-1H-pyrrol-1-yl)-6-substituted amino-3-pyridazineamine, known as antihypertensive agents. The process is characterized in that a suitable 3,6-dihalogenopyridazine is reacted with hydrazine hydrate or other hydrazine derivatives of formula NH.sub.2 NHR, the obtained compound is reacted with a suitable dicarbonyl compound yielding first an alcandione-bis-[6-halogen-3-pyridazininyl]hydrazone, and then a 6-halogen-3-pyrrolylpyridazineamine derivative which is in turn reacted with an amine to yield the desired compounds.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: May 24, 1983
    Assignee: Gruppo Lepetit S.p.A.
    Inventor: Elvio Bellasio
  • Patent number: 4385062
    Abstract: 1-[(2-Mercaptocycloalkyl)carbonyl]-L-proline derivatives of the formula ##STR1## wherein R, R.sup.1, and R.sup.2, each independently, represent hydrogen or a (C.sub.1 -C.sub.4)alkyl radical, n represents the integer 1, 2, 3, 4, or 5, and, in each of the n (CR'.sub.2) groups, R' represents hydrogen or (C.sub.1 -C.sub.4)alkyl, are described as well as the process for their manufacture, the intermediates for their synthesis and their use as antihypertensive agents.
    Type: Grant
    Filed: March 3, 1981
    Date of Patent: May 24, 1983
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Romeo Ciabatti, Giovanna Padova
  • Patent number: 4382946
    Abstract: The use of lofexidine and its pharmaceutically acceptable salts in alleviating the adverse symptoms of drug withdrawal is disclosed.
    Type: Grant
    Filed: December 14, 1981
    Date of Patent: May 10, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Albert Sjoerdsma
  • Patent number: 4381393
    Abstract: 1,3-Dihydro-2H-imidazol-2-ones having 5-acyl and 4-(substituted amino)methyl substituents, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate amine with a substituted 4-bromomethyl-1,3-dihydro-2H-imidazol-2-one.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: April 26, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: J. Martin Grisar, Richard A. Schnettler, Richard C. Dage
  • Patent number: 4375477
    Abstract: Beta-monofluoromethyl beta-alanine, beta-difluoromethyl beta-alanine and pharmaceutically acceptable esters and amides derived from the acid group, amides derived from the amine group, and salts thereof are novel compounds which inhibit .gamma.-aminobutyric acid transaminase (GABA-T).
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: March 1, 1983
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Michael Jung, Fritz Gerhart
  • Patent number: 4374128
    Abstract: Novel compounds of the following general Formula I are useful pharmacological agents: ##STR1## wherein: Ado represents 5'-deoxyadenosin-5'-yl;R.sub.1 represents methyl, ethyl or, preferably hydrogen;R.sub.2 represents C.sub.1 -C.sub.8 alkylene;R.sub.4 represents C.sub.1 -C.sub.8 alkylene;R.sub.5 represents hydrogen, C.sub.1 -C.sub.6 alkyl or --R.sub.6 NHR.sub.7 ;R.sub.6 represents C.sub.1 -C.sub.4 alkylene; andR.sub.7 represents hydrogen or C.sub.1 -C.sub.6 alkyl;and pharmaceutically acceptable acid addition salts thereof.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: February 15, 1983
    Assignee: Merrell Toraude et Compagnie
    Inventors: Philippe Bey, Michel Jung, Michael Kolb, Charles Danzin
  • Patent number: 4371737
    Abstract: 2,3-Dihydro-2-oxo-1H-imidazole-4-carboxylic acid derivatives having a (substituted amino)methyl substituent at the 5-position, are useful as cardiotonics, antihypertensives and antithrombotic agents. The compounds are obtained by the reaction of an appropriate amine with a 5-(bromomethyl)-2,3-dihydro-2-oxo-1H-imidazole-4-carboxylic acid ester or amide.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: February 1, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: J. Martin Grisar, Richard A. Schnettler, Richard C. Dage
  • Patent number: 4367236
    Abstract: 4-Alkanoylimidazol-2-ones of the following general structure which are useful as cardiotonics in the treatment of cardiac failure ##STR1## wherein Q and T are each an oxygen atom or a divalent sulfur atom; R is hydrogen, lower alkyl, lower alkylcarbonyl or benzoyl; R.sub.1 is hydrogen or lower alkyl; R.sub.2 is a lower aliphatic hydrocarbon radical, phenyl alkylene or heterocyclo alkylene; and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: January 4, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: J. Martin Grisar, Richard A. Schnettler, Richard C. Dage
  • Patent number: 4358457
    Abstract: Compounds of the formula ##STR1## wherein R is H or C.sub.1-5 straight or branched chain alkyl; R.sub.1 is H, C.sub.1-10 straight or branched chain alkyl, allyl or phenyl; and R.sub.2 is phenyl or phenyl substituted with F, Cl, C.sub.1-5 straight or branched chain alkyl, di-F, di-Cl or di-Br; and the pharmaceutically acceptable acid addition salts thereof; are useful as muscle relaxants, anticonvulsants and analgesics.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: November 9, 1982
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Winton D. Jones, John M. Kane, Francis P. Miller
  • Patent number: 4346110
    Abstract: 2-Amino-3-(3'-hydroxyphenyl)-3-butenoic acid or 2-amino-3-(3',4'-dihydroxyphenyl)-3-butenoic acid can be used to treat depression either alone or in combination with an extracerebrally acting AADC inhibitor.
    Type: Grant
    Filed: June 1, 1981
    Date of Patent: August 24, 1982
    Assignee: Merrell Toraude et Compagnie
    Inventors: Michael G. Palfreyman, Ian A. McDonald
  • Patent number: 4342780
    Abstract: 2-Amino-2-fluoromethyl-3-(substituted)phenyl propionic acids and derivatives thereof are coadministered with dopamine for the treatment of schizophrenia, mania, tardive dyskinesia, anxiety, or depression.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: August 3, 1982
    Assignee: Merrell-Toraude et Cie
    Inventors: Philippe Bey, Michel Jung
  • Patent number: 4336054
    Abstract: .alpha.-Substituted amines and .alpha.-substituted-.alpha.-amino acids are described which are useful in controlling the growth of algae.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: June 22, 1982
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Albert Sjoerdsma
  • Patent number: 4335098
    Abstract: This invention relates to acylated furanyl acrylic acids, salts, esters and amides, to acylated thienyl acrylic acids, salts, esters and amides, and to their use as hypolipidemic agents, and to the processes for producing said compounds.
    Type: Grant
    Filed: May 26, 1981
    Date of Patent: June 15, 1982
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Roger A. Parker
  • Patent number: 4330559
    Abstract: There is described a method for treating benign prostatic hypertrophy comprising the administration of 2,5-di-amino-2-(mono-,di-, or trifluoromethyl)pentanoic acid or derivative thereof.
    Type: Grant
    Filed: February 3, 1981
    Date of Patent: May 18, 1982
    Assignee: Merrell-Toraude et Cie
    Inventors: Philippe Bey, Michel Jung