Patents Examined by Gerald A. Schwartz
  • 2-Decarboxy-2-alkylcarbonyl-11-deoxy-PGE compounds
    Patent number: 4144274
    Abstract: The present invention provides novel prostaglandin analogs wherein the C-2 carboxyl is replaced by alkylcarbonyl, i.e., a C-2 ketone. These novel 2-decarboxy-2-alkylcarbonyl-PG-type compounds are disclosed as improved gastrointestinal cytoprotective agents, being devoid or substantially devoid of other prostaglandin-type effects (e.g., smooth muscle or cardiovascular).
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: March 13, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Process for the production of benzoyl cyanide (IV)
    Patent number: 4144269
    Abstract: Benzoyl cyanide is made from benzoyl chloride and an alkali metal cyanide in a two phase system comprising water and an inert organic solvent which has only slight miscibility with water in the presence of a tertiary amine and hydrogen cyanide.
    Type: Grant
    Filed: June 2, 1977
    Date of Patent: March 13, 1979
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Herbert Klenk, Theodor Lussling, Alfred Maierhofer, Heribert Offermanns, Hans Wagner
  • Process for preparing thiophenes
    Patent number: 4143052
    Abstract: Preparation of a thiophene by the action of H.sub.2 S on an organic substance containing oxygen or sulphur.The substance which is used is an unsaturated carbonyl or thiocarbonyl compound, particularly an aldehyde, thioaldehyde, ketone or thioketone. The reaction preferably takes place between 250.degree. and 500.degree. C. on a catalyst of the alumina type containing an alkali or alkaline earth oxide.The process permits the unsubstituted or substituted thiophene to be obtained with high yields and high degrees of selectivity, exceeding 70%.
    Type: Grant
    Filed: December 15, 1977
    Date of Patent: March 6, 1979
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Joel Barrault, Michel Guisnet, Jacques Lucien, Raymond Maurel
  • Process for the production of chloroacetyl chloride
    Patent number: 4143067
    Abstract: Process for the production of chloroacetyl chloride. In the process ketene is reacted with sulfuryl chloride in a solvent at a temperature of -40.degree. to +40.degree. C. to produce chloroacetyl chloride. Up to, and including, one mole of ketene is used per mole of sulfuryl chloride. The product contains very low levels of dichloroacetyl chloride as a contaminant.
    Type: Grant
    Filed: December 21, 1977
    Date of Patent: March 6, 1979
    Assignee: Lonza, Ltd.
    Inventor: Erich Greth
  • Manufacture of 3-halosulfonylthiophene-carboxylic acid compounds
    Patent number: 4143050
    Abstract: 3-Halosulfonylthiophene-carboxylic acid compounds are manufactured by reacting 3-ketothiophane-carboxylic acid compounds with sulfonic acid compounds, reacting the end product from the 1st reaction stage with alkali metal polysulfides, reacting the end product from the 2nd stage with a dehydrogenating agent and finally reacting the end product from the 3rd stage with halogen and water. The products are starting compounds for the manufacture of drugs, dyes and crop protection agents and have an anti-inflammatory, analgesic and anti-rheumatic action. In particular, the end products I are starting materials for the manufacture of sweeteners which are non-toxic and free from an after-taste, flavor-improving agents, diabetic aids and feedstuffs, and provide the means of a simple and economical synthesis of thiophene-saccharins.
    Type: Grant
    Filed: December 23, 1977
    Date of Patent: March 6, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Phillip A. Rossy, Werner Hoffmann, Norbert Mueller
  • Process for the preparation of acyl cyanide compounds
    Patent number: 4143068
    Abstract: Acyl cyanides of the formula ##STR1## wherein R is alkyl or substituted alkyl with 1 to 8 carbon atoms, or cyano-carbonyl substituted alkyl, i.e., containing another ##STR2## group, cycloalkyl or substituted cycloalkyl with 3 to 12 carbon atoms or aryl or substituted aryl or represents an optionally substituted 5-membered or 6-membered heterocyclic radical which can additionally also be fused with a benzene ring,Are made by reacting the corresponding acid halide with an alkali metal cyanide or anhydrous hydrocyanic acid in the presence of a heavy metal cyanide and optionally in the presence of a diluent, at a temperature of between 100.degree. C. and 300.degree. C.
    Type: Grant
    Filed: March 11, 1977
    Date of Patent: March 6, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventor: Kurt Findeisen
  • 15-Substituted-.omega.-pentanorprostaglandins
    Patent number: 4143051
    Abstract: The 15-substituted-.omega.-pentanorprostaglandins and various intermediates employed in their preparation. The novel prostaglandins of this invention have been found to have activity profiles comparable to the parent prostaglandins, but exhibit a greater tissue specificity of action.
    Type: Grant
    Filed: November 23, 1977
    Date of Patent: March 6, 1979
    Assignee: Pfizer Inc.
    Inventors: Hans-Jurgen E. Hess, Michael R. Johnson, Jasjit S. Bindra, Thomas K. Schaaf
  • Antibacterial 3-(5-tetrazolyl)penam compounds
    Patent number: 4143039
    Abstract: Certain novel 6-acylamino-2,2-dimethyl-3-(5-tetrazolyl)penam derivatives, and salts thereof; their use as broad-spectrum antibacterial agents; and methods for their preparation. Their preparation comprises acylation of the novel intermediate, 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam or simple derivatives thereof, followed, in some cases, by further transformations of the 6-acylamino group or by removal of a protecting group from the 5-tetrazolyl moiety. Process for the preparation of 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam, simple derivatives thereof and intermediates therefor.
    Type: Grant
    Filed: April 12, 1977
    Date of Patent: March 6, 1979
    Assignee: Pfizer Inc.
    Inventor: Wayne E. Barth
  • 2-Decarboxy-2-alkylcarbonyl-3,7-inter-m-phenylene-3-oxa-4,5,6-tri nor-11-deoxy-PGE.sub.1 compounds
    Patent number: 4141918
    Abstract: The present invention provides novel prostaglandin analogs wherein the C-2 carboxyl is replaced by alkylcarbonyl, i.e., a C-2 ketone. These novel 2-decarboxy-2-alkylcarbonyl-PG-type compounds are disclosed as improved gastrointestinal cytoprotective agents, being devoid or substantially devoid of other prostaglandin-type effects (e.g., smooth muscle or cardiovascular).
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: February 27, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Process for halogenating .alpha.,.alpha.-dialkoxyalkyl ketoximes
    Patent number: 4140717
    Abstract: A process is described for directly mono-brominating or mono-chlorinating .alpha.,.alpha.-dialkoxyalkyl or .alpha.,.alpha.-dialkoxycycloalkyl ketoximes in the .beta.-position. Particularly described is the direct chlorination of 2,2-dimethoxycyclohexanone oxime to produce 3-chloro-2,2-dimethoxycyclohexanone oxime, a useful intermediate in the preparation of L-lysine.
    Type: Grant
    Filed: September 2, 1977
    Date of Patent: February 20, 1979
    Assignee: Allied Chemical Corporation
    Inventors: Bryce C. Oxenrider, Milorad Rogic
  • 2-Decarboxy-2-hydroxymethyl)-16-fluoro-PGE.sub.2 compounds
    Patent number: 4139564
    Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: April 6, 1977
    Date of Patent: February 13, 1979
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • 6-(2,3-Dihydro-5-benzofuranyl)acetamido penicillin derivatives
    Patent number: 4138397
    Abstract: New 6-(2,3-dihydro-5-benzofuranyl)acetamido penicillin compounds are described which are useful as antibacterial agents.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: February 6, 1979
    Assignee: Richardson-Merrell Inc.
    Inventor: Ekkehard H. Bohme
  • Process for the evaporation of cyclohexanone oxime
    Patent number: 4137263
    Abstract: A process for the evaporation of cyclohexanone oxime, wherein the cyclohexanone oxime is evaporated in the presence of an inert gas at a superatmospheric pressure of at least 300 Torr at 110.degree. to 160.degree. C, the evaporation temperature being governed by the inert gas pressure or by the ratio of cyclohexanone oxime to inert gas.
    Type: Grant
    Filed: September 9, 1977
    Date of Patent: January 30, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Immel, Bernd-Ulrich Kaiser, Hans-Helmut Schwarz, Klaus Starke
  • Hypoglycaemically active 2-(phenylalkyl- or -alkenyl hydrazono)-propionic acid derivatives
    Patent number: 4136196
    Abstract: A 2-hydrazono-propionic acid derivative of the formula ##STR1## wherein R.sub.1 and R.sub.2, each independently is hydrogen, halogen, trifluoromethyl, alkyl, hydroxyl, acyloxy or alkoxy or together are methylenedioxy, andX is an aliphatic hydrocarbon radical containing 2-4 carbon atoms and is optionally substituted by an alkyl radical in the .beta.- or .gamma.-position to the nitrogen atom,Or a physiologically compatible salt, ester or amide thereof, which exhibit hypoglycaemically activity.
    Type: Grant
    Filed: September 22, 1977
    Date of Patent: January 23, 1979
    Assignee: Boehringer Mannheim GmbH
    Inventors: Rainer Haeckel, Michael Oellerich, Ruth Heerdt, Manfred Hubner, Hans Kuhnle
  • Process for preparation of organic acid halide
    Patent number: 4136113
    Abstract: A process for the preparation of organic acid halide such as acetyl chloride by reacting an organic acid anhydride with a silicon halide, such as silicon tetrachloride, under conditions such that such the organic acid halide is produced along with silica which is easily separated and disposed of. Preferred conditions include use of a solvent, use of a catalyst and additional process reaction steps whereby by-products are converted to additional organic acid halide and easily disposable waste products.
    Type: Grant
    Filed: December 28, 1977
    Date of Patent: January 23, 1979
    Assignee: Ethyl Corporation
    Inventors: James D. Johnston, Richmond M. Starrett, Robert N. Sanders
  • 14.beta.-Hydroxyandrostanes
    Patent number: 4134920
    Abstract: 14.beta.-Hydroxyandrostanes and processes for the preparation thereof in which the 14.beta.-hydroxy group is fabricated internally by means of a novel cyclization of 8,14-seco-4,6,9(11)-androstatrien-3,14,17-triones is disclosed.The 14.beta.-hydroxyandrostanes are useful as precursors for the synthesis of cardenolides and related products.
    Type: Grant
    Filed: June 29, 1977
    Date of Patent: January 16, 1979
    Inventor: Zdenek Valenta
  • N-Carbalkoxymethylsulfamoyl thiophene carboxylic acid alkyl esters
    Patent number: 4134898
    Abstract: The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.
    Type: Grant
    Filed: November 17, 1977
    Date of Patent: January 16, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Otto Hromatka, Dieter Binder, Rudolf Pfister, Paul Zeller
  • 5,6-Dihydro-4-oxo-4H-thieno[2,3-b]thiopyran-5-carboxamides, and process for the preparation thereof
    Patent number: 4134896
    Abstract: This invention relates to 5,6-dihydro-4-oxo-4H-thieno[2,3-b]thiopyran-5-carboxamides of the Formula I: ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or aryl; and Ar is aryl or heterocyclic; their pharmaceutically acceptable salts and to processes for their preparation. The compounds of this invention exhibit antibacterial, antifungal and antiallergy activity.
    Type: Grant
    Filed: December 5, 1977
    Date of Patent: January 16, 1979
    Assignee: Warner-Lambert Company
    Inventors: Jagadish C. Sircar, Stephen J. Kesten, Harold Zinnes
  • Amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic acid-7,7-dioxide and process for the preparation thereof
    Patent number: 4134897
    Abstract: This invention relates to novel amides of 4-hydroxy-6H-thieno[2,3-b]thiopyran-5-carboxylic acid-7,7-dioxide having the Formula I: ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl; R.sub.2 is hydrogen, lower alkyl or aryl; Ar is aryl or heterocyclic; to the pharmaceutically acceptable salts thereof; and to processes for their preparation. The compounds of this invention exhibit antiinflammatory activity.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: January 16, 1979
    Assignee: Warner-Lambert Company
    Inventors: Jagadish C. Sircar, Stephen J. Kesten, Harold Zinnes
  • 2-Decarboxy-2-hydroxy-methyl-16-fluoro-PGE.sub.1 compounds
    Patent number: RE29926
    Abstract: This invention comprises certain analogs of the prostaglandins in which the C-1 carboxyl is replaced by a primary alcohol. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 10, 1977
    Date of Patent: March 6, 1979
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson