Patents Represented by Attorney B. Woodrow Wyatt
  • Patent number: 4551740
    Abstract: 3-(R-Carbonyloxy)-7-(N-R.sup.1 -N-R.sup.2 -amino)-10-(RCO)-phenothiazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 7-(N-R.sup.1 -N-R.sup.2 -amino)phenothiazin-3-one with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with about two molecular proportions of an acylating agent.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: November 5, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4551135
    Abstract: The invention comprises a syringe for extrusion of a semi-plastic mass, or a mass having a paste-like consistency. In a preferred embodiment, the syringe is so-designed to permit mixing of two components of a plasticizable mixture within the syringe barrel. The bore of the syringe barrel is flared to facilitate extrusion of the plastic mass therefrom. The parts of the syringe ready for use are packaged in a one-piece tray which serves not only for shipping and storing of the syringe, which may be preloaded with one of the components of the plasticizable mixture, together with the associated syringe parts, but which also serves, when opened for use, as a convenient tray for handling the syringe while mixing the two components of the plasticizable mixture prior to extrusion.
    Type: Grant
    Filed: May 19, 1982
    Date of Patent: November 5, 1985
    Assignee: Sterling Drug Inc.
    Inventors: William G. Gorman, David A. Byron
  • Patent number: 4549016
    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 9, 1985
    Date of Patent: October 22, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4549192
    Abstract: 4-(N-Acylamino)-8-(N--R.sup.1 --N--R.sup.2 -amino)imidazophenoxazines useful as color formers, particularly in electrochromic recording systems, are prepared by the interaction of the corresponding 1,3-diamino-7-(N--R.sup.1 --N--R.sup.2 -amino)phenoxazinium halide with a reducing agent to obtain the corresponding leuco compound and subsequently interacting the leuco compound with at least two molecular proportions of an acylating agent.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: October 22, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: William M. Hung
  • Patent number: 4542125
    Abstract: Antimicrobial surface degerming compositions comprising a bis[4-(substituted-amino)-1-pyridinium]alkane, especially octenidine hydrochloride, as the antimicrobial agent, one or more compounds selected from the group consisting of higher-alkyldilower-alkylamine oxides, higher-alkylaminoalkanoic acids, higher-alkyldiloweralkylammoniumalkanoate betaines and quaternary nitrogen-containing cellulose ethers, and an aqueous vehicle, especially antimicrobial skin cleansing compositions and antimicrobial bovine teat dip compositions, and method of use thereof are disclosed.
    Type: Grant
    Filed: March 23, 1984
    Date of Patent: September 17, 1985
    Assignee: Sterling Drug Inc.
    Inventors: William G. Gorman, Karl F. Popp, Jennifer C. Galloway, David M. Sedlock
  • Patent number: 4540705
    Abstract: 2-(2-Naphthalenyl)alkyl-4,5-dihydro-1H-imidazoles and -tetrahydropyrimidines, the corresponding 3,4-dihydronaphthalenyl and 1,2,3,4-tetrahydronaphthalenyl compounds; and the corresponding indene and indane derivatives, useful as antidepressant or diuretic agents, are prepared by reacting the appropriate 2-(cyanoalkyl)naphthalene or -indane derivative (or the corresponding ester or imino-ether) with an alkylenediamine.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: September 10, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4540790
    Abstract: Novel 4-[4-(substituted-amino)phenyl]- or heteroaryl-2,6-bis(heteroaryl)pyridines which are useful as color formers in pressure-sensitive carbonless duplicating systems and thermal marking systems are prepared by reacting a heteroaryl methyl ketone with a 2-R.sub.4 -4-NR.sub.5 R.sub.6 -benzaldehyde or a heteroaryl aldehyde in the presence of ammonia or an ammonia-releasing agent.
    Type: Grant
    Filed: April 25, 1983
    Date of Patent: September 10, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4539327
    Abstract: 3-Q-4-R.sub.2 -5-(2-Q'-5-R.sub.3 -4-thiazolyl)-6-R.sub.1 -2(1H)-pyridinones (I), where R.sub.1 is alkyl having from one to four carbon atoms, R.sub.2 is hydrogen or methyl, R.sub.3 is hydrogen or alkyl having from one to three carbon atoms, Q is amino, carbamyl, carboxy, cyano or hydrogen, and Q' is alkyl having from one to four carbon atoms, amino or R.sub.4 NH where R.sub.4 is alkyl having from one to four carbon atoms, or acid-addition salts thereof where at least one of Q and Q' is amino or Q' is R.sub.4 NH, are useful as cardiotonics (I where Q is amino, cyano or hydrogen) and/or as intermediates (I where Q is cyano, carbamyl or carboxy). Also shown as intermediates are 1,2-dihydro-4-R.sub.2 -5-[R.sub.3 CH(Br)CO]-6-R.sub.1 -2-oxo-3-pyridinecarbonitriles (II), and, also, processes for preparing I and II.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: September 3, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4539579
    Abstract: This invention relates to mono- and bis(aryl- and/or heteroaryl)-substituted-phthalazinones, phthalimidines, pyridopyridazinones and pyrrolopyridinones useful as color-forming substances, particularly in electrochromic recording systems, which are prepared by the interaction of a mono- or bis-substituted-phthalide or furopyridinone with a substituted or unsubstituted hydrazine.
    Type: Grant
    Filed: November 5, 1982
    Date of Patent: September 3, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4539429
    Abstract: Novel lower-alkyl 2-(hydroxyphenylamino)phenyl ketones, useful as inhibitors of lipoxygenase activity, are of the formula ##STR1## wherein R is hydrogen, lower-alkyl, lower-alkoxy or halo; 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 which are in turn prepared by reacting a 2-(alkoxy- or benzyloxyphenylamino)benzoic acid with an alkyllithium.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: September 3, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Denis M. Bailey
  • Patent number: 4537971
    Abstract: This invention relates to improved processes for the manufacture of quinolinic acid run with a higher concentration of reactants in the initial step wherein quinoline is oxidized with hydrogen peroxide in an aqueous sulfuric acid solution in the presence of copper sulfate to prepare copper quinolinate, and in subsequent steps converting the copper quinolinate from the initial step to quinolinic acid by treating the copper salt with alkali to form the water soluble alkali salt form of quinolinic acid precipitating the copper as insoluble cupric oxide and thereafter treating the soluble alkali salt form with acid to obtain the quinolinic acid, the improvement whereby the reaction of the initial step is carried out in a thermally controllable and safe manner and the formation of by-products is minimized which comprises in the initial step adding separately either in portion-wise multiple and approximately equal portions or adding continuously and simultaneously over a period of time each of the following, the su
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: August 27, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Robert W. J. Rebhahn, James E. Kassner, Raymond E. Werner
  • Patent number: 4536570
    Abstract: This invention relates to novel mixtures consisting essentially of benzanilide bridged disazo compounds which are randomly substituted with x (N-substituted sulfonamido) groups, to acid-addition salts of said disazo compounds, useful as direct dyes particularly in the dyeing of cellulose, and to methods of preparation of said mixtures of (N-substituted sulfonamido) substituted disazo compounds.
    Type: Grant
    Filed: October 25, 1982
    Date of Patent: August 20, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventor: Nathan N. Crounse
  • Patent number: 4536368
    Abstract: A method for sanitizing flush toilets wherein a sanitizing agent and a triphenylmethane dyestuff are dispensed into the toilet flush water. The dyestuff is resistant to attack by the sanitizing and therefore provides an aesthetically pleasing color to the water remaining in the bowl during the time period between flushes.
    Type: Grant
    Filed: December 9, 1983
    Date of Patent: August 20, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: William M. Hung, Jack M. Knox
  • Patent number: 4536367
    Abstract: A method for sanitizing flush toilets wherein a sanitizing agent and a triphenylmethane dyestuff are dispensed separately from a dual dispensing means into the toilet flush water. The dyestuff is resistant to attack by the sanitizing agent and therefore provides an aesthetically pleasing color to the water remaining in the bowl during the time period between flushes.
    Type: Grant
    Filed: December 9, 1983
    Date of Patent: August 20, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: William M. Hung, Patrick J. Jefferies
  • Patent number: 4535172
    Abstract: This invention relates to 3-aryl or heteroaryl-3-alkoxy, phenoxy-, alkylthio- or phenylthiophthalides useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2-(disubstituted amino)phenylcarbonylbenzoic acids with an acid chloride or an anhydride of an alkanoic acid in the first step and a further reaction of the product of the first step with an alcohol, a thioalcohol, a phenol or a thiophenol in a second step.
    Type: Grant
    Filed: January 8, 1982
    Date of Patent: August 13, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4533657
    Abstract: A genus of dipeptide amides including as the preferred subgenus the dipeptide amides having the structural formula HTyrD-AlaNR.sub.2 R.sub.3 wherein R.sub.2 is phenylalkyl or substituted-phenylalkyl and R.sub.3 is hydrogen, alkyl, phenylalkyl, substituted-phenylalkyl or X-alkyl wherein X is an electronegative moiety are prepared by condensing the dipeptide with the amine or the amino acid with the amino acid amide and are useful as analgesics.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: August 6, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Barry A. Morgan
  • Patent number: 4533655
    Abstract: A genus of dipeptide amides including as the preferred subgenus the dipeptide amides having the structural formula R.sub.1 TyrR.sub.2 D-AlaNHR.sub.4 wherein R.sub.1 and R.sub.2 are each hydrogen or alkyl provided that at least one of them is other than hydrogen and R.sub.4 is phenylalkyl or substituted-phenylalkyl are prepared by condensing the dipeptide with the amine or the amino acid with the amino acid amide and are useful as analgesics.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: August 6, 1985
    Assignee: Sterling Drug Inc.
    Inventor: Barry A. Morgan
  • Patent number: 4532247
    Abstract: 4-R'-5-Q-1,6-naphthyridin-2(1H)-ones (I), where R' is hydrogen or methyl and Q is hydroxymethyl, 1-hydroxyethyl alkanoyloxymethyl or 1-alkanoyloxyethyl, are produced by first reacting 4-R'-5-acetyl(or n-propanoyl)-6-[2-(di-lower-alkylamino]-2(1H)-pyridinone [III] with hydroxylamine or salt thereof to produce 4-R'-5-Q'-1,6-naphthyridin-2(1H)-one-6-oxide (II), where R' is defined as above and Q' is methyl or ethyl; next reacting II with an alkanoic anhydride to produce I where Q is alkanoyloxymethyl or 1-alkanoyloxyethyl; and, then hydrolyzing said alkanoyloxymethyl or -ethyl compound to produce I where Q is hydroxymethyl or 1-hydroxyethyl. Also shown is the cardiotonic use of II and I where Q is hydroxymethyl, 1-hydroxyethyl or alkanoyloxymethyl.
    Type: Grant
    Filed: August 8, 1983
    Date of Patent: July 30, 1985
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4532066
    Abstract: A stable mildly acidic aqueous polishing cleanser for removing stains from hard surfaces comprising by weight from about 8 to 20% of a polishing agent having an average particle size of about 2 to 10 microns and a particle size distribution from about 1 to 40 microns, from about 1 to 5% of a nonionic surfactant, from about 1 to 2.25% of a thickening agent comprising smectite clay and xanthan gum in a ratio of about 2:1 respectively, from about 1.25 to 6.25% of an oxalate salt selected from ammonium bioxalate or a mixture of ammonium bioxalate and ammonium oxalate, and from about 68 to 89% of water, said cleanser having a pH of about 3.0 to 4.5. Preparation of the cleanser and its properties are given.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: July 30, 1985
    Assignee: Sterling Drug Inc.
    Inventors: Leon E. Paszek, Ernest Bernarducci
  • Patent number: 4528136
    Abstract: Process comprises the combination of the two steps of condensing Y-benzaldehyde with N-R.sup.2 -N-R.sup.3 -aniline and 3-N-R-N-R.sup.1 -benzoic acid, under acidic conditions to produce 2-[(Y-phenyl) (4-N-R.sup.2 -N-R.sup.3 -aminophenyl)methyl]-5-N-R-N-R.sup.1 -aminobenzoic acid, and oxidizing said benzoic acid to produce 3-(Y-phenyl)-3-(4-N-R.sup.2 -N-R.sup.3 -aminophenyl)-6-N-R-N-R.sup.1 -aminophthalide.
    Type: Grant
    Filed: April 14, 1983
    Date of Patent: July 9, 1985
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Paul J. Schmidt, Patrick J. Jefferies