Patents Examined by Paul M. Coughlan, Jr.
  • Process and intermediates for the preparation of 3(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-ones
    Patent number: 4474953
    Abstract: A process for preparing compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group consisting of H, an alkyl group containing 1 to about 4 carbon atoms, an alkoxy group containing 1 to about 4 carbon atoms and halogen. The process involves reacting together a 2-aminopyridine, an alkyl tetrazol-5-ylacetate, and a trialkyl orthoformate and cyclizing the resulting intermediate.
    Type: Grant
    Filed: September 9, 1982
    Date of Patent: October 2, 1984
    Assignee: Riker Laboratories, Inc.
    Inventor: James J. Wade
  • Process for the preparation of indoles
    Patent number: 4473698
    Abstract: A process for the preparation of indole and derivatives thereof wherein an aniline is reacted with a 1,2-glycol in the vapor phase, the liquid phase or a mixed vapor-liquid phase. A salt of a metal of group IIa of the periodic table, a salt of iron, a salt of cobalt and/or a salt of nickel are used as the catalyst for this reaction. The present invention makes it possible to prepare indole and derivatives thereof in a single step by using inexpensive compounds as the starting materials.
    Type: Grant
    Filed: April 22, 1981
    Date of Patent: September 25, 1984
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Fujio Matsuda, Takazo Kato, Tadatoshi Honda
  • Process for preparing 5-fluorocytosine salt
    Patent number: 4473691
    Abstract: 5-Fluorocytosine hydrofluoride of high purity is prepared by fluorinating cytosine with fluorine gas in the presence of hydrogen fluoride, followed by treatment of the resultant fluorinated product in the reaction mixture at a temperature higher than the fluorination temperature.
    Type: Grant
    Filed: April 14, 1982
    Date of Patent: September 25, 1984
    Assignee: Daikin Kogyo Co., Ltd.
    Inventor: Takao Takahara
  • Substituted dodecahydrotriphenylenes, decahydro-1H-cyclopenta[1]phenanthrenes, decahydro-1H-pyrido[1,2-f]phenanthridines and decahydropyrrolo[1,2-f]phenanthridines as CNS agents
    Patent number: 4473704
    Abstract: 1,2,3,4,4a,4b,5,6,7,8,8a,12b-Dodecahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy or alkoxyalkyl)triphenylenes, 2,3,3a,3b,4,5,6,7,7a,11b-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-1H-cyclopenta[1]phenanthrenes, 2,3,4,4a,4b,5,6,7,8,8a-decahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl)-1H-pyrido[1,2-f]phenanthridines, and 1,2,3,3a,3b,4,5,6,7,7a-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)pyrrolo[1,2-f]phenanthridines and derivatives are valuable as central nervous system active agents or as intermediates to compounds having such activity.
    Type: Grant
    Filed: March 16, 1982
    Date of Patent: September 25, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • 7-(.alpha., .alpha.-Disubstituted-acetamido)-3-substituted-3-cephem-4-carboxylic acids
    Patent number: 4473566
    Abstract: 7-(.alpha.,.alpha.-disubstituted-acetamido)-3-substituted-3-cephem-4-carbox ylic acids having antibacterial properties and the following formula are disclosed: ##STR1## wherein R.sup.1 is hydrogen, halogen, hydroxy, nitro, lower alkoxy or acylamino, R.sup.2 is hydrogen or acyl andR.sup.3 is lower alkanoyloxy, carbamoyloxy which may have lower alkyl, aryl or protective group for amino or a heterocyclicthio which may have lower alkyl.
    Type: Grant
    Filed: October 31, 1980
    Date of Patent: September 25, 1984
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Takashi Masugi, Hisashi Takasugi, Hiromu Kochi
  • 2 Or 3-tetradecenyl and poly isobutenyl substituted n-alkyl and n polyamino alkylene pyrrolid-2-ones
    Patent number: 4473700
    Abstract: Disclosed are isomeric polyisobutenyl butyrolactones and lactams thereof useful as dispersants in lubricant oils and having the formulas: ##STR1## wherein R is a hydrocarbyl group having from 12 to 300 carbon atoms; X is O or >N--R', where R' is an alkyl or alkylamino group having from 1 to 20 carbon atoms and from 0 to 10 nitrogen atoms. The butyrolactones are made by mild reduction of the corresponding cyclic anhydrides and the lactams are prepared by reacting the intermediate butyrolactones with at least a molar equivalent of a primary amine, optionally, in the presence of a base or an acid.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: September 25, 1984
    Assignee: Texaco Inc.
    Inventor: Gary T. Babic
  • Process for the manufacture of a cephem carboxylic acid derivative
    Patent number: 4472574
    Abstract: A process is disclosed for the manufacture of (7R,8R)-7-amino-3-[[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-as-triazin-3-yl) -thio]-methyl]-3-cephem-4-carboxylic acid by reacting (7R, 8R)-7-amino-cephalosporanic acid with 2,5-dihydro-6-hydroxy-3-mercapto-2-methyl-5-oxo-as-triazine in the presence of boron trifluoride or a complex compound thereof in a polar organic solvent and is characterized by precipitating the reaction product which is in aqueous phase in the form of the free acid by adding a base up to a pH-value of about 1.4-2.0, whereupon the desired pure acid can be separated.
    Type: Grant
    Filed: August 10, 1981
    Date of Patent: September 18, 1984
    Assignee: Hoffman-La Roche Inc.
    Inventor: Rudolf Hug
  • Extraction of N-methylpyrrolidone-2
    Patent number: 4472585
    Abstract: Water or acidified water can be used to extract N-methylpyrrolidone from a mixture containing phenol and N-methylpyrrolidone. In one embodiment of this invention water or acidified water can be used to extract N-methylpyrrolidone from the kettle bottoms of the N-methylpyrrolidone recovery column of a poly(phenylene sulfide) polymerization process.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: September 18, 1984
    Assignee: Phillips Petroleum Company
    Inventor: James W. Cleary
  • 8-Quinolinyl carbamates and their use as urinary tract antimicrobials
    Patent number: 4472404
    Abstract: Novel 8-quinolinyl carbamates are disclosed possessing anti-bacterial and anti-fungal activity. The compounds show significant activity against gram-negative organisms making them useful in the treatment of urinary tract infections.
    Type: Grant
    Filed: August 16, 1982
    Date of Patent: September 18, 1984
    Assignee: The Dow Chemical Company
    Inventors: Larry D. Paxton, Rita A. Madison, Joseph E. Dunbar
  • Imidazomethylene dyes
    Patent number: 4472581
    Abstract: Cationic dyes of the general formula ##STR1## where A and A' may be identical or different and are each a monovalent radical of a dye from the series comprising the azo or quinophthalone dyes, or A and A' independently of one another are each one of the radicals of the formulae ##STR2## R is C.sub.1 -C.sub.6 -alkyl, benzyl or aryl, R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or aryl, D' and D" are respectively a monovalent and a divalent radical of a dye from the series comprising the triphenylmethane or xanthene dyes, n is an integer .gtoreq.1 and m is an integer .gtoreq.1, the sum (n+m) being .ltoreq.10 on average, are soluble in dilute acids, and, when they are used for wet-end dyeing of paper, give bleeding-fast, bleachable dyeings and a colorless effluent.
    Type: Grant
    Filed: August 13, 1982
    Date of Patent: September 18, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Manfred Ruske
  • Water soluble derivatives of cephalex and process for their preparation
    Patent number: 4471115
    Abstract: The water soluble derivatives of cephalexin, having general formula: ##STR1## wherein X represents an alkali metal or the organic nitrogen containing cation of a basic aminoacid, combine the typical antibiotic action of cephalexin with the water solubility and form essentially neutral, aqueous solutions. The process for the preparation of the above derivatives comprises a first step in which the methylol derivative of cephalexin is prepared and a second step in which the treatment with a suitable base is carried out.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: September 11, 1984
    Assignee: Neopharmed S.p.A.
    Inventor: Alberto Reiner
  • 2-Substituted oxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetic acids
    Patent number: 4468515
    Abstract: This invention relates to thiadiazolyl compounds useful as intermediates in the preparation of novel cephem compounds of high antimicrobial activity.
    Type: Grant
    Filed: November 25, 1981
    Date of Patent: August 28, 1984
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Tsutomu Teraji, Kazuo Sakane, Jiro Goto
  • Arthropod repellents
    Patent number: 4466967
    Abstract: This invention relates to compounds and methods of using said compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, alkyl, alkenyl or alkoxycarbonylalkyl; Y is O or S; m is an integer of 1 to 3 and n is an integer of 0 to 1 which compounds are insect repellents.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: August 21, 1984
    Assignee: Rohm and Haas Company
    Inventor: Joel R. Smolanoff
  • Cephalosporin antibiotic
    Patent number: 4467086
    Abstract: (6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamid o]-3-(1-pyridiniummethyl) ceph-3-em-4-carboxylate in the form of a crystalline bishydrochloride.The bishydrochloride has a well defined crystalline structure and exhibits good stability in storage. The bishydrochloride exhibits excellent antibiotic activity, particularly against organisms which are normally difficult to combat with .beta.-lactam antibiotics.
    Type: Grant
    Filed: August 16, 1982
    Date of Patent: August 21, 1984
    Assignee: Glaxo Group Limited
    Inventor: Thomas Miller
  • Ketoiminocephalosporin derivatives
    Patent number: 4465831
    Abstract: There is described a new class of ketohydroxyimino derivatives of cephalosporins of the formula ##STR1## wherein: R is an alkyl radical having from 2 to 4 carbon atoms, a phenyl, or a 5-membered heterocyclic radical which may be substituted, containing nitrogen, oxygen and/or sulphur;R.sup.1 is an acetoxy, carbamoyloxy or S-heterocyclic group, which may be substituted, and the heterocyclic ring is a 5- or 6-membered ring containing one or more nitrogen atoms, alone or combined with sulphur;R.sup.2 is hydrogen, alkyl or acetyl.The present compounds have an interesting broad-spectrum antibacterial activity.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: August 14, 1984
    Assignee: ISF S.p.A.
    Inventors: Piero Bellani, Goffredo Bolis, Giampietro Broccali, Roberto Giani, Mario Pinza
  • Herbicidal N-haloacetyl-2-substituted-6-acylanilines
    Patent number: 4465502
    Abstract: Compounds of the formula: ##STR1## wherein X is halo; m and n are 0 or 1; R.sup.1 and R.sup.3 are hydrogen, alkyl or are joined to form a carbocyclic ring; R.sup.2 and R.sup.4 are hydrogen or alkyl;R.sup.5 and R.sup.6 are hydrogen, alkyl or alkoxyalkyl; R.sup.7 is hydrogen, halo, nitro, alkoxy or alkyl; and Y is oxygen or NR.sup.8 wherein R.sup.8 is hydrogen or alkyl, have herbicidal and growth-regulating activity, particularly against grassy weeds.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: August 14, 1984
    Assignee: Chevron Research Company
    Inventor: John W. Kobzina
  • Herbicidal N-[heterocyclicaminocarbonyl]-1H-indene and tetrahydronaphthalene sulfonamides
    Patent number: 4465506
    Abstract: N-[Heterocyclicaminocarbonyl]-1H-indene and tetrahydronaphthalene sulfonamides, such as 2,3-dihydro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1H-indene-4-sul fonamide, are useful for the regulation of plant growth and as preemergent and postemergent herbicides.
    Type: Grant
    Filed: November 10, 1982
    Date of Patent: August 14, 1984
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: John T. Welch
  • Alanyl-2-(5-hydroxy-2-oxo-pyrrolidin-3-yl)glycine
    Patent number: 4465844
    Abstract: The peptide compound represented by the formula: ##STR1## which is useful as a germicide or disinfectant, is produced by reducing a compound of the formula: ##STR2## wherein Y is amino group which may optionally be protected; R.sup.1 is hydrogen or protective group; and R.sup.2 is hydrogen or protective group; and subjecting the reduction product compound to deprotection reaction when required. A compound of the formula: ##STR3## wherein Z is amino group which may optionally be protected; R.sup.1 is hydrogen or protective group; and R.sup.2 is hydrogen or protective group, is a useful as intermediate for production of the first-mentioned compound.
    Type: Grant
    Filed: August 23, 1983
    Date of Patent: August 14, 1984
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Hiroshi Fukase, Eiji Higashide
  • 7-Acylamino-3-cephem-4-carboxylic acid derivatives and pharmaceutical compositions
    Patent number: 4464369
    Abstract: A compound of the formula: ##STR1## in which R.sup.1 is thiadiazolyl,R.sup.2 is carboxy(lower)alkyl or protected carboxy(lower)alkyl,R.sup.3 is hydrogen, halogen or lower alkenyl, andR.sup.4 is carboxy or a protected carboxy group, and pharmaceutically acceptable salts thereof, processes for making them, pharmaceutical compositions containing them and their use in treating infectious diseases.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: August 7, 1984
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Hisashi Takasugi, Kiyoshi Tsuji, Toshiyuki Chiba
  • Cephalosporin derivatives, process for preparation thereof and drugs containing said derivatives usable as antibiotics
    Patent number: 4464367
    Abstract: The invention relates to derivatives of the family of cephalosporins, to a process for preparation thereof and to the therapeutic application thereof. The compounds of the invention correspond to formula: ##STR1## in which: ##STR2## is an acid, an alkaline or alkaline-earth salt, an amine salt or an ester;R.sub.3 is furyl or thienyl.
    Type: Grant
    Filed: March 19, 1981
    Date of Patent: August 7, 1984
    Assignee: Sanofi
    Inventors: Bernard Labeeuw, Ali Salhi