Patents Assigned to Sterling Drug Inc.
  • Patent number: 4804492
    Abstract: Liquid sanitizing and cleaning compositions with diminished skin irritancy comprise a nonionic surfactant and a di-(lower-alkyl)-long-chain-alkylbenzylammonium benzoate or a di-(lower-alkyl)-di-(long-chain-alkyl)-ammonium benzoate, the latter being produced either by ion exchange of the corresponding quaternary ammonium halide with benzoate or by mixing the quaternary ammonium halide with at least about one molar equivalent of an alkali metal benzoate, in water.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: February 14, 1989
    Assignee: Sterling Drug Inc.
    Inventor: Ernest Bernarducci
  • Patent number: 4778834
    Abstract: Composites useful, for example, in dental restorative procedures comprising a mixture of particulate ceramic hydroxylapatite and a polymerizable monomer or mixture of polymerizable monomers wherein said ceramic hydroxylapatite particles, prior to mixing and polymerizing with said polymerizable monomers, are coated first with a siliceous material and then with an organosilane and a process for preparation of the same.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: October 18, 1988
    Assignee: Sterling Drug Inc.
    Inventor: Douglas G. Murray
  • Patent number: 4767788
    Abstract: The process of, and compositions, articles and packages for, inactivating or destroying viruses with glutaric acid are disclosed.
    Type: Grant
    Filed: March 29, 1982
    Date of Patent: August 30, 1988
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Patent number: 4755595
    Abstract: An improvement in the epoxidation of certain 4,5-unsaturated steroids with peracetic acid, which comprises carrying out the reaction in methanol solution.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: July 5, 1988
    Assignee: Sterling Drug Inc.
    Inventors: Karl O. Gelotte, Chester J. Opalka, Jr.
  • Patent number: 4755327
    Abstract: Stable, isotropic liquid laundry detergent and sanitizer compositions comprising a polymeric linear quaternary ammonium salt, one or more nonionic surfactants and water.
    Type: Grant
    Filed: November 26, 1986
    Date of Patent: July 5, 1988
    Assignee: Sterling Drug Inc.
    Inventors: Ernest Bernarducci, Kenneth A. Harrison
  • Patent number: 4751246
    Abstract: Alpha-(aminoalkyl)-4-hydroxy-3-(alkylsulfinyl)benzenemethanols and 2-[4-hydroxy-3-(alkylsulfinyl)phenyl]ethylamines useful as antihypertensive agents are prepared by oxidation of the corresponding alpha-(aminoalkyl)-4-hydroxy-3-(alkylthio)benzenemethanols and 2-[4-hydroxy-3-(alkylthio)phenyl]ethylamines respectively.
    Type: Grant
    Filed: July 28, 1982
    Date of Patent: June 14, 1988
    Assignee: Sterling Drug Inc.
    Inventor: Richard E. Philion
  • Patent number: 4748276
    Abstract: Improvements are shown in the successive preparations of N,N-bis(2-hydroxyethyl)benzylamine starting with benzyl chloride, its conversion to the corresponding N,N-bis(2-chloroethyl)benzylamine in substantially quantitative yield in toluene solution and using the latter by reaction with phenylacetonitrile in the presence of aqueous sodium hydroxide solution and a tetra-n-butylammonium salt, preferably the hydrogen sulfate, to produce improved over-all yields of up to over 75% (based on benzyl chloride) of 1-benzyl-4-cyano-4-phenylpiperidine hydrochloride, an intermediate for preparing meperidine.
    Type: Grant
    Filed: March 6, 1985
    Date of Patent: May 31, 1988
    Assignee: Sterling Drug Inc.
    Inventors: John R. Handley, Allen F. Dow
  • Patent number: 4725279
    Abstract: Bio-and blood compatible materials are prepared by treating the surface of a substrate to provide reactive primary or secondary amine groups sites which are activated by treatment with a dialdehyde or arylchloride for coupling to a biological in an amount sufficient to provide compatibility. The use of specific substrates, such as a compliant, and elastic material, such as a fabric-elastomer membrane matrix, results in a product having advantageous qualities as a thermal burn dressing. Detailed procedures and various products are described including gloves and sleeves and tubes with or without adhesive to facilitate formation of sheet materials into various forms and products. The products may have small holes provided therein for the rapid passage of accumulated fluid away from the wound or infusion of liquid materials to the wound site.
    Type: Grant
    Filed: May 28, 1985
    Date of Patent: February 16, 1988
    Assignee: Sterling Drug Inc.
    Inventor: E. Aubrey Woodroof
  • Patent number: 4717569
    Abstract: Pharmaceutical compositions of a polycyclic medicament having very low solubility in water and aqueous media comprise a plurality of beads, each bead comprising particles of finely divided medicament, which may have a particulate core or filler, bound together by a water soluble binder.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: January 5, 1988
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Harrison, John R. Langridge, Christopher J. Potter
  • Patent number: 4716170
    Abstract: 5-[1H-(5-membered-N-aromatic-heteryl)-1-yl]-7-R'-1,6-naphthyridin-2(1H)-one s (formula I) or salts thereof are useful as cardiotonic agents. Also shown as intermediates are 5-X-7-R'-1,6-naphthyridin-2(1H)-ones (formula II) or salts thereof, where X is bromo, chloro or hydrazino, 2-[2-(di-lower-alkylamino)ethenyl]-1,6-dihydro-6-oxo-3-pyridinecarbonitril e (formula III), and 2-[2-(di-lower-alkylamino)-2-propenyl]-6-methoxy-3-pyridinecarbonitrile (formula IIIa). Processes shown include the preparation of I from II, preparation of II from III or IIIa and the preparation of III from 1,6-dihydro-2-methyl-6-oxo-3-pyridinecarbonitrile, and the preparation of IIIa from 6-methoxy-2-methyl-3-pyridinecarbonitrile.
    Type: Grant
    Filed: October 1, 1986
    Date of Patent: December 29, 1987
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4699984
    Abstract: Shown is the process which comprises heating 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid to produce a mixture of 4-(2-fluorophenyl)-2,6-dimethylpyridine and 2,4-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one, separating the components of said mixture and nitrating 4-(2-fluorophenyl)-2,6-dimethylpyridine to produce 4-(2-fluoro-5-nitrophenyl)-2,6-dimethylpyridine. Also shown are the 3-step synthesis of 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid from 2-fluorobenzaldehyde and the five step synthesis of 1-ethyl-6-fluoro-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolin ecarboxylic acid, a highly potent antibacterial agent, starting with 4-(2-fluoro-5-nitrophenyl)-2,6-dimethylpyridine. Other intermediates shown in said five step synthesis include 3-(2,6-dimethyl-4-pyridinyl)-4-fluorobenzeneamine and diethyl 4-fluoro-3-(2,6-dimethyl-4-pyridinyl)anilinomethylenemalonate.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: October 13, 1987
    Assignee: Sterling Drug Inc.
    Inventor: Baldev Singh
  • Patent number: 4698350
    Abstract: 1-Ethyl-6-fluoro-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinoline carboxylic acid (Win 52,522) or salt thereof, a highly potent antibacterial agent, is prepared by nitrating the corresponding 6-desfluoro compound (Win 35,439) to produce the corresponding 6-nitro compound, reducing the latter compound to produce the corresponding 6-amino compound and converting the 6-amino via its diazonium salt to said 6-fluoro compound (Win 52,522). Comparative in vitro and in vivo antibacterial test data are provided to demonstrate the uniqueness of Win 52,522 as a highly potent antibacterial agent having a broad spectrum of antimicrobial activity.
    Type: Grant
    Filed: September 17, 1984
    Date of Patent: October 6, 1987
    Assignee: Sterling Drug Inc.
    Inventors: Sol J. Daum, George Y. Lesher
  • Patent number: 4697021
    Abstract: 5-[1H-(5-membered-N-aromatic-heteryl)-1-yl]-7-R'-1,6-naphthyridin-2(1H)-one s (formula I) or salts thereof are useful as cardiotonic agents. Also shown as intermediates are 5-X-7-R'-1,6-naphthyridin-2(1H)-ones (formula II) or salts thereof, where X is bromo, chloro or hydrazino, 2-[2-(di-lower-alkylamino)ethenyl]-1,6-dihydro-6-oxo-3-pyridinecarbonitril e (formula III), and 2-[2-(di-lower-alkylamino)-1-propenyl]-6-methoxy-3-pyridinecarbonitrile (formula IIIa). Processes shown include the preparation of I from II, preparation of II from III or IIIa and the preparation of III from 1,6-dihydro-2-methyl-6-oxo-3-pyridinecarbonitrile, and the preparation of IIIa from 6-methoxy-2-methyl-3-pyridinecarbonitrile.
    Type: Grant
    Filed: December 15, 1986
    Date of Patent: September 29, 1987
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4695589
    Abstract: Alpha-(aminoalkyl)-4-hydroxy-3-(alkylthio)benzenemethanols useful as intermediates and as antihypertensive agents are prepared by reduction of the corresponding aminoalkyl 4-hydroxy-3-(alkylthio)phenyl ketones.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: September 22, 1987
    Assignee: Sterling Drug Inc.
    Inventor: Richard E. Philion
  • Patent number: 4684636
    Abstract: 1'-Sulfonylsteroido[3,2-c]pyrazoles, for example, (5.alpha.,17.alpha.)-1'-(methylsulfonyl)-1'H-pregn-20-yno[3,2-c]pyrazol-17 -ol, which are useful as antiandrogenic agents, and processes for preparation, method of use and compositions thereof are disclosed.
    Type: Grant
    Filed: April 8, 1986
    Date of Patent: August 4, 1987
    Assignee: Sterling Drug Inc.
    Inventors: Robert G. Christiansen, Malcolm R. Bell, John L. Herrmann, Jr., Chester J. Opalka, Jr.
  • Patent number: 4673107
    Abstract: An inner container having a dispensing valve is situated within a flexible sack which in turn is situated within an outer container having a cover and a dispensing valve. The sack contains one package component and the inner container contains the other package component and a propellant. A further propellant is situated outside of the sack within the outer container. The inner dispensing valve is constructed as a dosage valve and issues into the interior of the outer dispensing valve. The latter is kinematically coupled with the inner dispensing valve and possesses a blocking system which blocks its interior relative to the interior of the sack when the outer dispensing valve is open. The particular construction and the flow-related coupling of both dispensing valves permits a defined dosed dispensing of both package components with a defined mixture ratio.
    Type: Grant
    Filed: August 7, 1984
    Date of Patent: June 16, 1987
    Assignee: Sterling Drug, Inc.
    Inventor: Gerhard Obrist
  • Patent number: 4666621
    Abstract: A pre-moistened wipe for cleaning hard surfaces to a shiny, substantially streak-free and lint-free finish comprising a flexible substrate of a mechanically bonded nonwoven material containing wood pulp and synthetic fibers having incorporated therein a low level of an acrylic polymer and impregnated with a liquid cleaning solution having a surface tension less than 40 dynes/cm and comprising an anionic, nonionic, cationic, zwitterionic or amphoteric surface active agent, a monohydric aliphatic alcohol of 1 to 6 carbon atoms and demineralized water.
    Type: Grant
    Filed: April 2, 1986
    Date of Patent: May 19, 1987
    Assignee: Sterling Drug Inc.
    Inventors: William A. Clark, David Pregozen
  • Patent number: 4657915
    Abstract: 5-X-7-R'-1,6-Naphthyridine-2(1H)-ones (formula II) or salts thereof, where X is bromo, chloro or hydrazino and R' is hydrogen or methyl, which are useful as cardiotonic agents.
    Type: Grant
    Filed: January 31, 1986
    Date of Patent: April 14, 1987
    Assignee: Sterling Drug Inc.
    Inventors: George Y. Lesher, Baldev Singh
  • Patent number: 4658013
    Abstract: A genus of tripeptide amides and fifteen species thereof of Examples 4-18, which are useful as analgesics and/or opiate antagonists, three processes for preparation thereof, pharmaceutical compositions thereof, and the three tripeptide amide species of Examples 1-3, which are not within the genus and are useful as analgesics and/or opiate antagonists, are disclosed.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: April 14, 1987
    Assignee: Sterling Drug Inc.
    Inventor: Barry A. Morgan
  • Patent number: RE32761
    Abstract: 3-Arylcarbonyl- and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles, useful as analgesic, anti-rheumatic and anti-inflammatory agents, are prepared by reacting a 3-arylcarbonyl- or 3-cycloalkylcarbonylindole with an aminoalkyl halide in the presence of an acid-acceptor; by reacting a 1-aminoalkyl-1H-indole with an arylcarboxylic acid halide or a cycloalkanecarboxylic acid halide in the presence of a Lewis acid; or by reacting a 3-arylcarbonyl- or 3-cycloalkanecarbonyl-1-tosyloxyalky- or haloalkyl-1H-indole with an amine.
    Type: Grant
    Filed: March 23, 1987
    Date of Patent: October 4, 1988
    Assignee: Sterling Drug Inc.
    Inventor: Malcolm R. Bell