Patents Represented by Attorney B. Woodrow Wyatt
  • Patent number: 4524149
    Abstract: 4-R.sub.2 -5-(Lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones (I), useful as cardiotonics, where R.sub.2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinonitrile (III), Q is CN) or corresponding 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinic acid and decarboxylating said substituted nictotinic acid to produce I. Also disclosed and claimed are cardiotonic uses of 3-Q-4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones where Q is hydrogen or cyano and R.sub.2 is hydrogen or methyl (III). Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiotonic.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: June 18, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4523679
    Abstract: This invention provides medical procedure packages comprising a pre-sterilized kit within an outer package wrap, the packages being so designed that all components of the package are sterilized using sterilization methods which are compatible with the chemical compositions of the components and their stability to such sterilization methods, and wherein the internal sterility of the package is maintained from final package sealing until the package is delivered to a sterile operating room environment.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: June 18, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Myron Paikoff, Robert W. Hain, Frederick B. Hadtke
  • Patent number: 4524049
    Abstract: Vanadium and nickel are recovered from fluid coke or fly ash concurrently with cogeneration of steam by a wet oxidation process at 500.degree.-650.degree. F. and elevated pressure, with a leaching pH of approximately 0.3 maintained by generation of sulfuric acid in situ. Vanadium products are precipitated by oxidation with for example sodium perchlorate with concurrent or subsequent pH adjustment to about pH 2. Following separation of the vanadium pentoxide, nickel powder is preferentially recovered by reduction with hydrogen and ammonia. Steam is generated by recovery of the thermal energy present in the offgases.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: June 18, 1985
    Assignee: Zimpro Inc.
    Inventor: Song-P. Sit
  • Patent number: 4522302
    Abstract: This invention provides medical procedure packages comprising a pre-sterilized kit within an outer package wrap, the package being so designed that all components of the package are sterilized using sterilization methods which are compatible with the chemical compositions of the components and their stability to such sterilization methods, and wherein the internal sterility of the package is maintained from final package sealing until the package is delivered to a sterile operating room environment.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: June 11, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Myron Paikoff
  • Patent number: 4517906
    Abstract: A two-stage starved air furnace system is controlled to simultaneously achieve desired temperatures and percent stoichiometric air operation in the primary stage by modulating transformation relay functions acting upon measured temperature deviations to change both primary combustion air and primary auxiliary burner operation. At the set-point value of percent stoichiometric air, the relay functions are modulated in reverse direction to satisfy changing heat demands.
    Type: Grant
    Filed: August 30, 1983
    Date of Patent: May 21, 1985
    Assignee: Zimpro Inc.
    Inventors: Frederick M. Lewis, George A. Berken
  • Patent number: 4518585
    Abstract: Aqueous acidic disinfecting and sterilizing compositions containing hydrogen peroxide, a surfactant and an aqueous alcoholic mixture of a tertiary amine and a fatty acid alkanolamide are non-irritating, have in-use stability and are effective for cold and warm sterilization.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: May 21, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Donald F. Greene, Virginia L. Urban
  • Patent number: 4517192
    Abstract: 3-Q-5-[4-(R'-X)phenyl]-6-R-2(1H)-pyridinones (I), where R and R' are each methyl or ethyl, X is sulfinyl when Q is hydrogen or cyano, or X is sulfonyl when Q is cyano, their preparation and cardiotonic use are shown. Also shown are intermediates 5-[4-(R'-thio)phenyl]-6-R-2(1H)-pyridinones (II) and also corresponding 3-cyano intermediates.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: May 14, 1985
    Assignee: Sterling Drug Inc.
    Inventor: George Y. Lesher
  • Patent number: 4517190
    Abstract: 1-R"-3-Q-4-R'-5-R-1,6-naphthyridin-2(1H)-ones (I) or salts thereof, where R is lower-alkyl, R' is hydrogen or methyl, R" is hydrogen or lower-alkyl, and Q is hydrogen, hydroxy, amino, cyano, carbamyl, carboxy or aminocarbamyl, are useful as cardiotonic agents (I, Q is hydrogen, hydroxy, amino, cyano or carbamyl) and/or intermediates therefor (I, Q is carboxy, aminocarbamyl, hydrogen, amino, cyano or carbamyl). Also shown are 3-Q'-4-R'-5-(RCO)-6-[2-(di-lower-alkylamino)ethenyl]-2(1H)-pyridinones (II) or salts thereof, where R and R' are as above and Q' is hydrogen or cyano, which are useful as cardiotonics (II, Q' is hydrogen) and/or intermediates (II, Q' is cyano or hydrogen). Processes for preparing the compounds of formulas I and II are shown.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: May 14, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4517191
    Abstract: Compounds of the formula ##STR1## wherein R is hydrogen or formyl; and R' and R" are hydrogen or lower-alkyl, are useful as antibacterial agents or as intermediates, and are prepared from the corresponding compounds unsubstituted in the 1-position.
    Type: Grant
    Filed: September 29, 1983
    Date of Patent: May 14, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Mark P. Wentland, Denis M. Bailey
  • Patent number: 4515971
    Abstract: Dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans, esterified dialkylamino-substituted 2-anilino-5'/6'-carboxyfluorans, 2-amino and substituted amino-5'/6'-carboxyfluorans, 1,3-dialkyl-5'/6'-carboxyfluorans and 3,3-(corresponding-substituted-diaryl)-5/6-carboxyphthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted diphenylamines to produce the phthalides which are then subjected to ring closure to produce the carboxyfluorans and by the interaction of 4/5-carboxy-2-(4-dialkylamino-substituted-2-hydroxybenzoyl)benzoic acids and substituted 4-hydroxyacetanilides or alkyl phenols which are esterified with alkyl halides or dialkyl sulfates.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: May 7, 1985
    Assignee: Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4515980
    Abstract: Novel lower-alkyl 2-(hydroxyphenylamino)benzoates, useful as inhibitors of lipoxygenase, are of the formula ##STR1## wherein R is hydrogen, lower-alkyl or lower-alkoxy; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and Alk is lower-alkyl. The compounds are prepared by de-etherification of the corresponding alkyl or benzyl ethers.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: May 7, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4515797
    Abstract: 1-R.sub.1 -3-amino-5-(3-R'-4-R"-phenyl)-6-R-2(1H)-pyridinones or salts thereof, which are useful as cardiotonics, where R.sub.1 is hydrogen, lower-alkyl, or lower-hydroxyalkyl, R is hydrogen or lower-alkyl, and, R' and R" are each hydrogen, hydroxy or amino at least one of R' or R" being other than hydrogen, are prepared by reacting the corresponding 3-carbamyl compound with a reagent capable of converting carbamyl to amino or by first reacting the corresponding 3-carbamyl compound where R' and R" are each hydrogen, nitro or lower-alkoxy at least one of R' and R" being other than hydrogen with a reagent capable of converting carbamyl to amino and then reacting the resulting 3-amino compound where R' and/or R" are/is lower-alkoxy and/or nitro with a reagent capable of converting lower-alkoxy to hydroxy and/or with a reagent capable of converting nitro to amino. Preparation of the corresponding 3-carbamyl and 3-cyano compounds is shown, the latter including cardiotonically active novel 1-R.sub.
    Type: Grant
    Filed: March 5, 1982
    Date of Patent: May 7, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Chester J. Opalka, Jr., Donald F. Page
  • Patent number: 4513891
    Abstract: A spray dispenser of the squeeze bottle type, for use in the administration of nasal sprays, comprises a squeeze bottle in combination with a spray dispenser head assembly consisting of a cap, and associated spray nozzle which functions as a two-way check valve and a dip tube for conveying liquid from the bottle to the spray nozzle. The head may optionally be fitted with an overcap for protecting the spray head from contamination when not in use.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: April 30, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Robert W. Hain, Frederick B. Hadtke, Myron Paikoff
  • Patent number: 4512993
    Abstract: Shown are 2-(NB)-4-PY-5-Q-pyrimidines (I) and 2-(NB')-5-PY-4-Q'-pyrimidines (II) or salts thereof, where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, Q and Q' are each hydrogen or methyl, NB is dimethylamino or N-(2-hydroxyethyl)methylamino and NB' is amino, dimethylamino, acetylamino or propionylamino; the preparation thereof; and, their cardiotonic use.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: April 23, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4510158
    Abstract: 4-(1-R'-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1-carboxylic acids, 4-(1'R'-2-phenyl-1H-indol-3-yl)cyclohexane-1-carboxylic acids, 4-(1-R'-2-phenyl-1H-indol-3-yl)benzoic acids, the corresponding cyclohexene- and cyclohexane-1,1-dicarboxylic acids, and lower-alkyl esters thereof, wherein R' is hydrogen or lower-alkyl, are prepared by reacting a 1-R'-2-phenyl-1H-indole with a cyclohexanone-4-carboxylic acid or -4,4-dicarboxylic acid, followed as desired by a hydrogenation or aromatization process. The compounds which are free carboxylic acids or salts thereof are useful as complement inhibitors. The corresponding esters are useful as intermediates.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: April 9, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4510139
    Abstract: Novel 2-(hydroxyphenylamino)benzamides and oxidation products thereof, useful as inhibitors of lipoxygenase, are of the formulas ##STR1## wherein R is hydrogen, lower-alkyl, halo or lower-alkoxy; R' is hydrogen or lower-alkyl; R" is hydrogen, lower-alkyl or halo; and N.dbd.Z is amino or substituted amino. The compounds of Formula I are prepared by de-etherification of the corresponding alkyl or benzyl ethers; and the compounds of Formula II are prepared by oxidation of the compounds of Formula I where R' is hydrogen and OH is in the 4-position.
    Type: Grant
    Filed: January 6, 1984
    Date of Patent: April 9, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4507483
    Abstract: 3-[(Substituted-amino)(aryl or heteroaryl)methyl]-1H-indoles which are useful as color-formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting 3-[(arylsulfonyl)(aryl or heteroaryl)methyl]-1H-indoles with amines or precursors thereof in the presence of a base.
    Type: Grant
    Filed: March 9, 1983
    Date of Patent: March 26, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4506794
    Abstract: A child proof safety container and closure is provided in which only a minimal portion of the top of the closure element, of the plug type, is exposed, and removal is effected by upward pressure against the plug only when cooperating release means in the closure and the container are in alignment.
    Type: Grant
    Filed: April 27, 1983
    Date of Patent: March 26, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Frank Wilson
  • Patent number: 4505210
    Abstract: A multiple hearth furnace chamber where each arched or conical hearth is independently supported by the outer metal shell. An expansion joint below each hearth allows for vertical movement of the interior refractory wall panels without significant vertical movement of the hearths. The expansion joint comprises an insulating refractory material which absorbs the expansion of the inner refractory (firebrick) wall panels without significant permanent deformation.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: March 19, 1985
    Assignee: Zimpro Inc.
    Inventors: Jack K. Schuck, Neal J. Adams
  • Patent number: 4506075
    Abstract: 3-Methyl-4-(4-pyridinyl)benzeneamines, useful as cardiotonic agents, are prepared by reaction of pyridine, benzoyl chloride and an appropriate 3-methyl-N,N-di-lower-alkylbenzeneamine in the presence of copper powder and decomposing the reaction mixture with alkali and, if desired, reacting a resulting 3-methyl-4-(4-pyridinyl)N,N-di-lower-alkylbenzeneamine with hydrogen bromide and pyridine to obtain 3-methyl-4-(4-pyridinyl)benzeneamine.
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: March 19, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh