Patents Examined by D. Springer
  • Patent number: 5610296
    Abstract: The invention herein is directed to a process for producing a lactam of the formula ##STR1## from a methionine analog of the formula ##STR2## by treating the methionine analog with trimethylsulfonium halide or trimethylsulfoxonium halide in the presence of a base in a suitable aprotic solvent.The invention herein is further directed to the preparation of amidinophenyl pyrrolidinyl .beta.-alanine urea analogs using such methionine and lactam compounds as intermediates, which .beta.-alanine urea analogs are useful as antithrombotics.
    Type: Grant
    Filed: December 5, 1994
    Date of Patent: March 11, 1997
    Assignee: G. D. Searle & Co.
    Inventors: Norman A. Abood, Daniel L. Flynn, Scott A. Laneman, Roger Nosal, Lori A. Schretzman
  • Patent number: 4617310
    Abstract: 5-Oxo-2-pyrrolidinepropanoic acids, base addition salts, esters and amides are useful as agents for the reversal of amnesia. Pharmaceutical compositions containing said compounds and methods for using said compositions for treating senility and reversal of amnesia are also taught.
    Type: Grant
    Filed: August 15, 1985
    Date of Patent: October 14, 1986
    Assignee: Warner-Lambert Company
    Inventor: Donald E. Butler
  • Patent number: 4598155
    Abstract: There are described novel compounds of the formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.7 and A have the meanings defined in claim 1, also processes for producing them and their use as dyes for dyeing and printing textile materials, on which are obtained brilliant, deeply colored, blue dyes, particularly on polyester materials.
    Type: Grant
    Filed: November 15, 1982
    Date of Patent: July 1, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 4547509
    Abstract: Compounds of the structure ##STR1## and pharmaceutically acceptable salts thereof wherein: R.sub.1 is H, alkyl, alkoxy, carboxyl, alkylcarboxy, acylamino, dialkyl amino, trihalomethyl, halogen, nitro, hydroxy or cyano;X is in the 5, 6 or 7 position and is O(CH.sub.2).sub.n, N(CH.sub.2).sub.n --R.sub.3, S(CH.sub.2).sub.n or (CH.sub.2).sub.n ;Y is O(CH.sub.2).sub.n, S(CH.sub.2).sub.n, N(CH.sub.2).sub.n --R.sub.3 where R.sub.3 is H, alkyl or (CH.sub.2).sub.n ;R.sub.2 is monosubstituted or independently disubstituted H, hydroxy, alkyl, halogen, nitro, alkoxy, carboxyl, alkylcarboxy, trihalomethyl, cyano, trifluoromethyl, dialkylamino or acylamino;Z is O, S or (NR.sub.3).sub.2 where R.sub.3 is H, alkyl or aryl; andn is 0 to 10 inclusiveuseful in the treatment of ischemic heart disease and hypertriglyceridemia.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: October 15, 1985
    Assignee: USV Pharmaceutical Corp.
    Inventors: John H. Musser, Charles A. Sutherland
  • Patent number: 4415495
    Abstract: The present invention provides 5,6;8,9-tetrahydro-7H-dibenz(d,f)azonine derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2, which are the same or different, are hydrogen or halogen atoms or lower alkyl or alkoxy radicals, R.sup.3 is a hydrogen atom or a lower alkyl radical, R.sup.4 is a hydrogen atom or a lower alkyl or alkanoyl radical and n is 1 or 2; and the pharmaceutically acceptable salts thereof formed with inorganic and organic acids; but excluding 6-benzyl-2,12-dimethoxy-1-hydroxy-7-methyl-5,6;8,9-tetrahydro-7H-dibenz(d, f)azonine in which case R.sup.1, R.sup.2 and R.sup.4 are hydrogen, n is 1 and R.sup.3 is methyl. The lower alkyl, alkanoyl and alkoxy radicals are straight chained or branched radicals containing 1 to 5 carbon atoms.The present invention also provides a process for the preparation of these compounds, as well as pharmaceutical compositions containing them.
    Type: Grant
    Filed: February 24, 1981
    Date of Patent: November 15, 1983
    Assignee: Godecke Aktiengesellschaft
    Inventors: Gerhard Satzinger, Manfred Herrmann, Edgar Fritschi, Heinrich Bahrmann, Volker Ganser, Bernd Wagner, Wolfgang Steinbrecher
  • Patent number: 4401818
    Abstract: 1-Carboxy-(alkanoyl or aralkanoyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acids, e.g., those of the formula ##STR1## R=H, alkyl, alkoxy, halogeno or CF.sub.3 ; R'=H or R-phenyl;m=0 or 1;p,q=0 to 2;and functional derivatives thereof, are antihypertensive and cardioactive agents.
    Type: Grant
    Filed: December 24, 1980
    Date of Patent: August 30, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Norbert Gruenfeld
  • Patent number: 4393218
    Abstract: A process for preparing 2,2-dialkyl-4-methyl-5,5-dialkyl-3-formyl-.DELTA..sup.3 -pyrrolines by reacting the corresponding dialkyl substituted di-tert-propargylamines with water at a pH equal to or less than 3.0. Preferably, an inorganic mercury compound is used as a catalyst.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: July 12, 1983
    Assignee: Anic, S.p.A.
    Inventors: Silvestro Costanzi, Francesco Tessarolo, Maurizio Brunelli
  • Patent number: 4389405
    Abstract: Compounds having the following general formula: ##STR1## wherein R is an alkyl or aminoalkyl group having 1 to 8 carbon atoms, or a hydrogen atom; R.sub.2 and R.sub.3 are either hydrogen atoms or, together, an additional carbon-carbon bond, as well as the mineral or organic acid addition salts thereof. These compounds are used as anti-arhythmic agents.
    Type: Grant
    Filed: January 7, 1981
    Date of Patent: June 21, 1983
    Assignee: Omnichem, S.A.
    Inventor: Jean A. Hannart
  • Patent number: 4386212
    Abstract: The present invention provides a process for the preparation of 5-(4'-chloro-5'-sulfamoyl-2'-thenylamino)-phenyltetrazole by condensing 5-(4'-chloro-5'-sulfamoyl-2'-aminophenyl)-tetrazole with thiophene-2-aldehyde in the presence of an acid catalyst and reducing the 5-[4'-chloro-5'-sulfamoyl-2'-(thenylidene-2-amino)-phenyl]tetrazole so obtained with a boranate, wherein the condensation is carried out in dimethyl sulfoxide as solvent, with azeotropic distilling off of the water formed and the reduction is carried out in the same medium, without isolation of the 5-[4'-chloro-5'-sulfamoyl-2'-(thenylidene-2-amino)-phenyl]-tetrazole.
    Type: Grant
    Filed: August 4, 1981
    Date of Patent: May 31, 1983
    Assignee: Boehringer Manheim GmbH
    Inventors: Friedrich Batz, Karl Lauer
  • Patent number: 4384125
    Abstract: In a distillation process 2-pyrrolidones obtained from succinonitrile are purified by treating the impure liquid pyrrolidone with a strong base, fractionally distilling this product to yield, as distillate, polymerization grade purified 2-pyrrolidone, mixing the 2-pyrrolidone-containing residue from the fractional distillation with water and an acid, and extracting purified 2-pyrrolidone from the water/acid mixture. The latter purified 2-pyrrolidone products are suitable for recycling to the pyrrolidone synthesis or to make other products.
    Type: Grant
    Filed: June 9, 1981
    Date of Patent: May 17, 1983
    Assignee: Stamicarbon, B.V.
    Inventors: Reijer Goettsch, Arnold G. M. Jetten
  • Patent number: 4366313
    Abstract: Prostaglandin E (PGE)-type derivatives and analogs having a 6-keto feature are disclosed, including processes for preparing them and the appropriate intermediates, said derivatives having pharmacological activity.
    Type: Grant
    Filed: August 27, 1979
    Date of Patent: December 28, 1982
    Assignee: The Upjohn Company
    Inventor: Udo F. Axen
  • Patent number: 4289888
    Abstract: The present invention relates to novel 2-decarboxy-2-tetrazolyl-4-halo-5,9-epoxy-9-deoxy-PGF.sub.1 compounds, which are intermediates useful for the preparation of corresponding 5,9.alpha.-epoxy-9-deoxy-PGF.sub.1 and 5,9-epoxy-9-deoxy-4,5-didehydro-PGF.sub.1 compounds. These end products are employed for induction of a variety of prostacyclinlike pharmacological effects. Accordingly, these end products are useful pharmacological agents for the same purposes for which prostacyclin is employed.
    Type: Grant
    Filed: September 7, 1979
    Date of Patent: September 15, 1981
    Assignee: The Upjohn Company
    Inventor: Roy A. Johnson
  • Patent number: 4115389
    Abstract: N-Alkyl allylic tertiary amines are dealkylated as illustrated by treatment of (-)-1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline in cold methylene chloride with m-chloroperbenzoic acid followed by the addition of aqueous ferrous chloride to provide a good yield of (+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline with substantial if not complete retention of optical activity. The product is an intermediate in a synthesis of the analgesic known as butorphanol.
    Type: Grant
    Filed: May 2, 1977
    Date of Patent: September 19, 1978
    Assignee: Bristol-Myers Company
    Inventor: Ivo Monkovic