Patents Examined by Gerald A. Schwartz
  • Patent number: 4156692
    Abstract: The mixed anhydride of acetic and (1R,cis)-caronaldehydic acids is a new and useful chemical intermediate.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: May 29, 1979
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4155933
    Abstract: In the halogenation under reflux conditions of an unhalogenated aldehyde of the formula ##STR1## with Cl.sub.2, Br.sub.2 or I.sub.2, the aldehyde and halogen are continuously fed into a reactor at a molar ratio of halogen to unhalogenated aldehyde between about 0.8:1 and about 1.1:1 and water is continuously fed into the unhalogenated reactor at a rate of between about 1% and about 20% by weight of aldehyde. The product .alpha.-haloaldehyde is thiohydrocarbylated and then oximated to form a 2-hydrocarbylthioaldoxime of the formula ##STR2## with improved yield and quality because of the improved yield and quality of unhalogenated .alpha.-haloaldehyde. An exemplary process includes the chlorination of isobutyraldehyde (IBA) to form .alpha.-chloroisobutyraldehyde (CIBA), the thiomethylation of CIBA to form 2-methyl-2 methylthio-propionaldehyde (MTIBA) and the oximation of MTIBA to form 2-methylthio-propionaldehyde oxime (aldicarb oxime or ADO).
    Type: Grant
    Filed: April 10, 1978
    Date of Patent: May 22, 1979
    Assignee: Allied Chemical Corporation
    Inventors: John H. Bonfield, Andiappan K. Murthy, Donald Pickens
  • Patent number: 4155932
    Abstract: Tertiary phosphine dichlorides are non-catalytically produced by directly reacting chlorine and carbon monoxide with a tertiary phosphine oxide preferably in a halogenated hydrocarbon solvent at a temperature of from -20.degree. to 100.degree. C.
    Type: Grant
    Filed: June 23, 1978
    Date of Patent: May 22, 1979
    Assignee: Ube Industries, Inc.
    Inventors: Mitsuo Masaki, Susumu Fuzimura
  • Patent number: 4155918
    Abstract: The present disclosure relates to novel D-homosteroids. More particularly, the invention is concerned with hormonally active novel D-homosteroids, a process for the manufacture thereof and pharmaceutical preparations containing same.
    Type: Grant
    Filed: March 16, 1978
    Date of Patent: May 22, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Andor Furst, Marcel Muller, Ulrich Kerb, Rudolf Wiechert
  • Patent number: 4155916
    Abstract: Analysis of proteinases is accomplished using conventional amino acid containing aromatic amine substrates. Aromatic amines such as 4-methoxy-2-naphthylamine (4M2NA), 2-naphthylamine, aminoisophthalic acid dimethyl ester, p-nitroaniline, 5-methoxy-1-aminofluorene and coumarin derivatives resulting from enzymatic hydrolysis of the substrate couples with aromatic aldehydes such as 5-nitrosalicylaldehyde (5-NSA), benzaldehyde and p-nitrobenzaldehyde to produce Schiff-base complexes which are water insoluble. Certain Schiff-base complexes produce a shift from blue to orange-red (visible) fluorescence. Such complexes are useful in the assay of enzymes.
    Type: Grant
    Filed: August 29, 1977
    Date of Patent: May 22, 1979
    Inventors: Robert E. Smith, Frank A. Dolbeare
  • Patent number: 4154764
    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: May 15, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4151200
    Abstract: Polyfluorodiacyl fluorides having the formulaFOC(CFXOCF.sub.2).sub.p (CF.sub.2).sub.n-1 (CF.sub.2 OCFX).sub.q COFwherein n represents an integer of 2 to 4; X represents fluorine or chlorine atom or trifluoromethyl group; p=0 to 5; q=0 to 5; p+q>1 are produced by reacting a perfluorolactone with a fluorocarbon epoxide, optionally in the presence of an aprotic polar solvent and a nucleophilic reagent.
    Type: Grant
    Filed: October 25, 1977
    Date of Patent: April 24, 1979
    Assignee: Asahi Glass Company Ltd.
    Inventors: Masaaki Yamabe, Seisaku Kumai
  • Patent number: 4151206
    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: April 24, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4150056
    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: April 17, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4150053
    Abstract: The present invention provides 2-decarboxy-2-aminomethyl-6-hydroxy-PGE.sub.1 compounds which are useful pharmacological agents. These analogs are useful as prostacyclin-like drugs.
    Type: Grant
    Filed: June 23, 1978
    Date of Patent: April 17, 1979
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4148825
    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: April 10, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4148828
    Abstract: The present invention provides a 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: April 10, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4148827
    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: April 10, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4146561
    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 27, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4145365
    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 20, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4145561
    Abstract: The present invention relates to novel 2-decarboxy-2-hydroxymethyl-9-deoxy-9-methylene-16-phenyl-PGF compounds. These compounds are useful pharmacological agents, and are useful for the same purposes as the corresponding PGE-type compounds.
    Type: Grant
    Filed: July 12, 1978
    Date of Patent: March 20, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4144261
    Abstract: An improved process for preparing 1-organothio-aldoxime compounds by chlorinating the corresponding aldoxime and reacting the resulting 1-haloaldoxime with the sodium salt of a mercaptan, said process being conducted in an aqueous solvent containing from 5 to 75 percent by weight of a linear or cyclic polyhydric alcohol having from 2 to 20 carbon atoms.
    Type: Grant
    Filed: September 7, 1977
    Date of Patent: March 13, 1979
    Assignee: Union Carbide Corporation
    Inventor: John K. Chan
  • Patent number: 4144276
    Abstract: This invention comprises certain analogs PGE or 11-deoxy-PGE compounds in which the carbonyl at C-9 is replaced by methylene. Also provided in this invention, are novel chemical processes and novel chemical intermediates 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: May 8, 1978
    Date of Patent: March 13, 1979
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4144273
    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
  • Patent number: 4144271
    Abstract: N-substituted mercaptomethylacetamidines are prepared, and are useful as immunoregulants for correcting an imbalance of immune homeostasis, particularly, as immunostimulants in the treatment of autoimmune and immune deficient diseases and disorders.
    Type: Grant
    Filed: October 25, 1977
    Date of Patent: March 13, 1979
    Assignee: Merck & Co., Inc.
    Inventors: Howard Jones, Conrad P. Dorn