Patents Represented by Attorney Raymond M. Speer
  • Patent number: 4390537
    Abstract: 1-(Substituted-aminoalkoxyphenyl)-2-methylene-1-alkanones, a class of compounds possessing anti-allergic properties for use in the treatment of allergic conditions, such as asthma prepared by etherifying an alkanoylphenol with an aminoalkyl halide, converting the ether formed to a salt of Mannich base by reacting it with a salt of a secondary amine in the presence of formaldehyde or paraformaldehyde and treating the Mannich salt with a weak base to deaminate the same and form the final product.
    Type: Grant
    Filed: May 19, 1982
    Date of Patent: June 28, 1983
    Assignee: Merck & Co., Inc.
    Inventor: Edward J. Cragoe, Jr.
  • Patent number: 4388310
    Abstract: Disclosed are 6-amido-2-S-oxides of substituted 2-organothio-pen-2-em-3-carboxylic acids (I) which are useful as antibiotics and as intermediates in the synthesis of substituted pen-2-em-3-carboxylic acids: ##STR1## wherein: R.sup.1 is H or acyl; R.sup.2 is hydrogen or methoxyl; R.sup.3 is alkyl having from 1-6 carbon atoms; phenylalkyl having 7-12 carbon atoms; and cycloalkyl having 3-6 carbon atoms; and R.sup.4 is hydrogen, a removable protecting group or a pharmaceutically acceptable salt or ester moiety.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: June 14, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Burton G. Christensen, Frank P. DiNinno, David A. Muthard, Ronald W. Ratcliffe
  • Patent number: 4386030
    Abstract: Disclosed are 6-(1'-hydroxyethyl)-2-substituted-pen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein R is, inter alia, hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, or heterocylcyl; n is 0 or 1; when n=1 R is as defined but not --SR. Such compounds and their pharmaceutically acceptable salt and ester derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
    Type: Grant
    Filed: November 12, 1981
    Date of Patent: May 31, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Burton G. Christensen, Frank P. DiNinno
  • Patent number: 4384994
    Abstract: Renin inhibitory peptides of the formula:Leu--Stav--Val--Phe (I.)and analogs thereof inhibit renin and are useful for treating various forms of renin-associated hypertension and hyperaldosteronism.
    Type: Grant
    Filed: October 8, 1981
    Date of Patent: May 24, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Daniel F. Veber, Daniel H. Rich
  • Patent number: 4379791
    Abstract: 4-(Substituted thiazolyl)-3-hydroxy-3-pyrroline-2,5-diones of the formula: ##STR1## are inhibitors of glycolic acid oxidase useful in treating or preventing calcium oxalate kidney or bladder stones.
    Type: Grant
    Filed: June 1, 1981
    Date of Patent: April 12, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Clarence S. Rooney, Haydn W. R. Williams
  • Patent number: 4377588
    Abstract: Novel 4-(substituted thiazolyl)-3-hydroxy-3-pyrroline-2,5-diones are disclosed which inhibit glycolic acid oxidase and thus are useful in the treatment and prevention of calcium oxalate renal lithiasis.
    Type: Grant
    Filed: September 11, 1979
    Date of Patent: March 22, 1983
    Assignees: Merck Sharp & Dohme (I.A.) Corp., Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Clarence S. Rooney, Haydn W. R. Williams
  • Patent number: 4368190
    Abstract: Immunologically active compounds of the formula: ##STR1## wherein: R.sub.1 is C.sub.1-7 alkyl; substituted C.sub.1-7 alkyl; phenyl; or substituted phenyl;R.sub.2 is hydrogen; C.sub.1-7 alkyl; substituted C.sub.1-7 alkyl; phenyl; substituted phenyl; phenyl C.sub.1-4 alkyl; or substituted phenyl C.sub.1-4 alkyl;R.sub.3 and R.sub.4 may be the same or different and are each independently hydrogen, provided that R.sub.3 and R.sub.4 may not both be hydrogen; or ##STR2## where X is --O--; --S--; or ##STR3## R.sub.10 is hydrogen; C.sub.1-30 alkyl; C.sub.2-30 alkenyl; C.sub.1-30 alkoxy; phenyl; C.sub.1-20 alkylsulfonyl; or cholesteryl;R.sub.11, R.sub.12, R.sub.13, R.sub.14, and R.sub.15 may be the same or different and are each independently hydrogen; C.sub.1-20 alkyl; C.sub.1-20 alkylcarbonyloxy; amino; benzyl; C.sub.1-20 alkoxymethyl; C.sub.1-20 alkylamido; or ##STR4## r is 0 or 1; s is 0 or 1; and t is 0 to 20; provided that s may only be 0 when both r and t are greater than 0 or when r is 0 and R.sub.
    Type: Grant
    Filed: April 17, 1980
    Date of Patent: January 11, 1983
    Assignee: Merck & Co., Inc.
    Inventors: Tsung-Ying Shen, Philippe L. Durette, Conrad P. Dorn, Jr., James B. Doherty, Richard T. Dean
  • Patent number: 4366170
    Abstract: Antimicrobial compounds of the formulas: ##STR1## where R.sup.1 and R.sup.2 are hydrogen; halo; C.sub.1-4 alkyl; C.sub.1-4 alkoxy; hydroxy; nitro; cyano; or trifluoromethyl;m is 0 or 1; andn is 1 or 2.
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: December 28, 1982
    Assignee: Merck & Co., Inc.
    Inventors: John E. Engelhart, Marshall R. Angeles, Michael J. D'Errico
  • Patent number: 4362724
    Abstract: Novel pyrazinyl -1,2,4-oxadiazoles of the formulas: ##STR1## are useful in treating edema and hypertension, and particularly may be combined with kaliuretic diuretics such as hydrochlorothiazide and indacrinone.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: December 7, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Mark G. Bock, Edward J. Cragoe, Jr., Robert L. Smith
  • Patent number: 4362877
    Abstract: 2,4-Disubstituted-1,2,5-thiadiazol-3(2H)-one antimicrobials have broad spectrum antibacterial and antifungal activity. They are found to be especially useful in agriculture to protect plants against diseases such as leaf, stem, and fruit spotting, internal discoloration and decay of fruits and vegetables. These compounds are particularly active against diseases caused by the genera Pseudomonas, Xanthomonas, Erwinia, and Corynebacterium.
    Type: Grant
    Filed: April 21, 1980
    Date of Patent: December 7, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Richard A. Dybas, Bruce E. Witzel, Nathaniel Grier
  • Patent number: 4355034
    Abstract: Mercaptoalkylpyridines carrying an ethenyl or ethynyl substituent are prepared from known pyridine compounds, principally pyridoxine, by known chemical procedures, and are useful in the treatment of rheumatoid arthritis and related inflammatory diseases.
    Type: Grant
    Filed: July 25, 1980
    Date of Patent: October 19, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Tsung-Ying Shen, Howard Jones, Conrad P. Dorn
  • Patent number: 4349561
    Abstract: Novel 4-substituted-3-hydroxy-3-pyrroline-2,5-diones are disclosed which inhibit glycolic acid oxidase and thus are useful in the treatment and prevention of calcium oxalate kidney stone formation. A novel process for their preparation is also disclosed.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: September 14, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Clarence S. Rooney, Haydn W. R. Williams
  • Patent number: 4342776
    Abstract: Novel 4-substituted-3-hydroxy-3-pyrroline-2,5-diones are disclosed which inhibit glycolic acid oxidase and thus are useful in the treatment and prevention of calcium oxalate kidney stone formation. A novel process for their preparation is also disclosed.
    Type: Grant
    Filed: November 5, 1979
    Date of Patent: August 3, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Clarence S. Rooney, Haydn W. R. Williams
  • Patent number: 4342872
    Abstract: Antimicrobial agents suitable for use in aqueous systems for their prservation against biodeterioration include substitutedpiperidinomethylpropenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaledehyde: the propane derivatives therefrom by nucleophilic addition.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: August 3, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
  • Patent number: 4342782
    Abstract: 1-(Substituted-aminoalkoxyphenyl)-2-methylene-1-alkanones, a class of compounds possessing antiallergic propertiesfor use in the treatment of allergic conditions, such as asthma prepared by etherifying an alkanoylphenol with an aminoalkyl halide, converting the ether formed to a salt of Mannich base by reacting it with a salt of a secondary amine in the presence of formaldehyde or paraformaldehyde and treating the Mannich salt with a weak base todeaminate the same and form the final product.
    Type: Grant
    Filed: November 16, 1978
    Date of Patent: August 3, 1982
    Assignee: Merck & Co., Inc.
    Inventor: Edward J. Cragoe, Jr.
  • Patent number: 4342873
    Abstract: Antimicrobial agents suitable for use in aqueous systems for their preservation against biodeterioration include substitutedpiperidinomethyl-propenenitriles and propanenitriles. The unsaturated compounds are prepared by reaction of a suitable piperidine with cyano acetic acid and formaldehyde: the propane derivatives therefrom by nucleophilic addition.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: August 3, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
  • Patent number: 4341904
    Abstract: Novel amino derivatives of 2-hydroxy-6,9-methano-11-amino-5,6,7,8,9,10-hexahydro-benzocyclooctenes, methods for their preparation, and their use as effective analgesic agents is described.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: July 27, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Patrice C. Belanger, Robert N. Young
  • Patent number: 4339453
    Abstract: 4-Amino- and 2,4-diaminopyrimidines with a quaternized ring nitrogen and an oxygen bearing substituent such as hydroxyalkyl, alkoxyalkyl, or alkanoyl on one of the exo- or endocyclic nitrogens and a C.sub.6-18 alkyl on another, are highly active antimicrobial agents with a relatively low acute mammalian toxicity.
    Type: Grant
    Filed: July 23, 1979
    Date of Patent: July 13, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Nathaniel Grier, Elbert E. Harris, Henry Joshua, Arthur A. Patchett, Bruce E. Witzel, Richard A. Dybas
  • Patent number: 4338334
    Abstract: The invention relates to 1-[4-(4-sulfanilyl)phenyl] urea and derivatives thereof in pharmaceutical compositions and in methods of treating rheumatoid arthritis and immune complex diseases such as dermatitis herpetiformis.
    Type: Grant
    Filed: February 29, 1980
    Date of Patent: July 6, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Norman P. Jensen, David P. Jacobus, Howard Jones
  • Patent number: 4337258
    Abstract: 2,4-Dioxo-4-substituted-1-butanoic acid derivatives of the formula: ##STR1## where R is hydrogen or C.sub.1-4 alkyl; andL is a lipophilic group consisting essentially of(1) ##STR2## where R' is (a) hydrogen; (b) C.sub.1-3 alkyl; (c) benzyl; (d) pyridyl C.sub.1-3 alkyl; or (e) (3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl) methyl; provided that positions 2 and 6 of the substituted phenyl moiety may not be substituted; or(2) ##STR3## where R' has the same meaning as above; or a pharmaceutically acceptable salt thereof; useful in treating urinary tract, especially renal calcium oxalate lithiasis.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: June 29, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Clarence S. Rooney, Haydn W. R. Williams, Edward J. Cragoe, Jr., Arthur A. Patchett