Patents Examined by Robert V. Hines
  • Patent number: 5011991
    Abstract: Novel 2-[(meth)acrylamidomethyl]-1,3-diketones have the general formula (I) ##STR1## where R is hydrogen or methyl,R.sup.1 is hydrogen, methyl or ethyl,R.sup.2 and R.sup.3 are each alkyl of from 1 to 6 carbon atoms or unsubstituted or substituted aryl of from 6 to 20 carbon atoms, R.sup.2 and R.sup.3 being identical to or different from each other.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: April 30, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Nick, Kaspar Bott, Guenther Schulz
  • Patent number: 5001264
    Abstract: A process for preparing a 2,2,6,6-tetrahalocyclohexaneimine derivative (I) which comprises reacting a 2,2,6,6-tetrahalocyclohexanone with a primary amine or ammonia in the presence of a Lewis acid, a process for preparing a 2,6-dihaloaniline derivative (II) which comprises subjecting the 2,2,6,6-tetrahalocyclohexaneimine derivative (I) to dehydrohalogenation in the presence or absence of a catalyst, and an N-phenyl-2,2,6,6-tetrahalocyclohexaneimine. According to the process of the present invention, the 2,2,6,6-tetrahalocyclohexaneimine derivative (I) can be prepared from inexpensive starting materials in high yield through a few steps. Also, the 2,6-dihaloaniline derivative (II) can be prepared from inexpensive starting materials in high yield and high purity through a few steps. Further, the N-phenyl-2,2,6,6-tetrahalocyclohexaneimine is very useful in the preparation of N-phenyl-2,6-dihaloaniline.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: March 19, 1991
    Assignee: Osaka Yuki Kaguku Kogyo Kabushiki Kaisha
    Inventors: Takeaki Saeki, Hideo Ishikawa, Tunehei Oki
  • Patent number: 4996361
    Abstract: Asymmetric hydrogenation of prochiral N-arylketimines to give optically active secondary amines at a temperature from -40.degree. to 80.degree. C., under a hydrogen pressure of 10.sup.6 to 10.sup.8 Pa and with the addition of catalytic amounts of a rhodium compound of the formula III or IIIa ##STR1## in which X is 2 olefin ligands or a diene ligand, Y is a chiral diphosphine in which the secondary phosphine groups are linked by 2-4 C atoms and which, together with the Rh atom, forms a 5-membered, 6-membered or 7-membered ring, or Y is a chiral disphosphinite in which the phosphinite groups are linked via 2 C atoms and which, together with the Rh atom, forms a 7-membered ring, Z is Cl, Br or I and A.sup.- is the anion of an oxygen acid or complex acid.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 26, 1991
    Assignee: The University of British Columbia
    Inventors: William R. Cullen, Michael D. Fryzuk, Brian R. James, Guo-Jun Kang, James P. Kutney, Roberto Spogliarich, Ian S. Thorburn
  • Patent number: 4996235
    Abstract: The present invention provides 3,4-diphenylbutanamines capable of selectively inhibiting the uptake of serotonin and norepinephrine.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: February 26, 1991
    Assignee: Eli Lilly and Company
    Inventors: David W. Robertson, David T. Wong
  • Patent number: 4994615
    Abstract: Asymmetric hydrogenation of prochiral N-arylketimines to give optically active secondary amines at a temperature of -20.degree. to 80.degree. C., a hydrogen pressure of 10.sup.5 to 6.10.sup.6 Pa with the addition of catalytic amounts of an iridium compound of the formula III or IIIa[XIrYZ] (III)or[XIrY.sup..sym. A.sup..crclbar. (IIIa)in which X is two olefin ligands or one diene ligand, Y is a chiral diphosphine, the secondary phosphine groups of which are linked by 2-4 C atoms and which, together with the Ir atom, forms a 5-, or 6- or 7-ring, or Y is a chiral diphosphinite, the phosphinite groups of which are linked via 2 C atoms and which together with the Ir atom forms a 7-ring, Z is Cl, Br or I and A.sup.63 is the anion of an oxygen acid or complex acid, and if appropriate with the addition of an ammonium or alkali metal chloride, bromide or iodide.
    Type: Grant
    Filed: July 29, 1987
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Felix Spindler, Benoit Pugin
  • Patent number: 4994105
    Abstract: Compounds corresponding to the formula: ##STR1## wherein: each R.sub.1 is independently selected from H, a straight chain or branched C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.2 -C.sub.10 alkenyl or C.sub.3 -C.sub.7 cycloalkenyl group;each R.sub.2 is independently selected from--CH.sub.2 (CH.sub.2).sub.m O(CH.sub.2).sub.n CH.sub.3 and ##STR2## wherein m and n are independently selected integers from 0 to 4, inclusive;each R.sub.3 is independently selected from a straight chain or branched C.sub.1 -C.sub.10 alkylene; andeach X is independently selected from F, Cl, Br or I.These compounds demonstrate utility as herbicidal and fungicidal compositions for controlling weeds and grasses in agricultrual crops.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: February 19, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William. F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 4994618
    Abstract: The preparation of Bevantolol--i.e., 1-[ 3,4-dimethoxyphenethylamine] -3-(m-tolyloxy)-2-propanol--is facilitated by contacting the reactants at relatively low temperatures.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: February 19, 1991
    Assignee: Warner-Lambert Company
    Inventor: Marvin S. Hoekstra
  • Patent number: 4994617
    Abstract: Aminoalcohols of formula: ##STR1## in which R.sub.1 is alkyl, R.sub.2 H or alkyl, R.sub.3 in particularly H, alkyl, phenylakyl, alkanoyl, phenylalkanoyl, in which N, R.sub.2 and R.sub.3 together form a heterocycle saturated with 5 to 7 chain links.Analgesic medicaments.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: February 19, 1991
    Assignee: Jouveinal S.A.
    Inventors: Gilbert Aubard, Jacques Bure, Alain P. Calvet, Claude Gouret, Agnes G. Grouhel, Jean-Louis Junien
  • Patent number: 4992474
    Abstract: Phenethanolamine derivatives are disclosed of formula ##STR1## wherein m is 2 to 8; n is 1 to 7 provided that m+n is 4 to 12;Ar is phenyl or phenyl substituted by one or two halogen atoms, alkyl or alkoxy groups or by an alkylenedioxy group;R.sup.1 and R.sup.2 are hydrogen or alkyl provided that the sum total of carbon atoms in R.sup.1 and R.sup.2 is not more than 4;and the physiologically acceptable salts and solvates thereof.The compounds have a selective stimulant action at .beta..sub.2 -adrenoreceptors and may be used inter alia in the treatment of diseases associated with reversible airways obstructions such as asthma and chronic bronchitis. The compounds may be formulated in conventional manner as pharmaceutical compositions with physiologically acceptable carriers or excipients.The compounds may be prepared, for example by alkylation of an amine: ##STR2## where R.sup.3, R.sup.5 and R.sup.6 is hydrogen or a protecting group, followed by removal of any protecting group.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: February 12, 1991
    Assignee: Glaxo Group Ltd.
    Inventors: Ian F. Skidmore, Lawrence H. C. Lunts, Harry Finch, Alan Naylor
  • Patent number: 4992586
    Abstract: A dye composition for keratinous fibers comprising a solvent and at least one dye which is a compound of formula: ##STR1## in which R.sub.1 and R.sub.2 are each, independently of each other, hydrogen, an alkyl group, a mono- or polyhydroxylated alkyl group, an alkyl group susbsituted by an alkoxy or hydroxyalkoxy group, or an aminoalkyl group, the amino group of which is optionally substituted with one or two alkyl or hydroxyalkyl groups, and it being possible for the nitrogen atom also to form part of a heterocyclic ring, all the abovementioned alkyl groups or moieties containing from 1 to 6 carbon atoms, or, if the compound of formula (I) contains an amino group which can be salified, a cosmetically acceptable salt thereof.
    Type: Grant
    Filed: October 5, 1988
    Date of Patent: February 12, 1991
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Nicole Jehanno, Jean J. Vandenbosche
  • Patent number: 4990667
    Abstract: Diamine compounds having the structural formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently methyl, ethyl or isopropyl groups, can be used in preparing various polymers which are useful in gas separation membranes. The combined effect of alkyl substituents ortho to the amino groups along with the specific bridging group imparts useful properties to polymeric membranes formed with these diamines.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 5, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Michael Langsam
  • Patent number: 4987153
    Abstract: Novel alkylaminoamides of the formula ##STR1## wherein R is selected from the group consisting of (a) alkyl of 1 to 8 carbon atoms, (b) cycloalkyl of 3 to 7 carbon atoms optionally substituted with phenyl, (c) aryl of 6 to 14 carbon atoms optionally substituted with at least one member of the group consisting of halogen, --CF.sub.3, alkyl of 1 to 6 carbon atoms, --NO.sub.2 and cycloalkyl of 3 to 7 carbon atoms, (d) aralkyl of 7 to 14 carbon atoms and (e) ##STR2## Z is --(CH.sub.2).sub.n -- optionally substituted by an alkyl of 1 to 6 carbon atoms, n is an integer from 1 to 6, Y is --(CH.sub.2).sub.n -- or ##STR3## and their non-toxic, pharmaceutically acceptable acid addition salts having remarkable anti-oedematous and anti-inflammatory activity.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: January 22, 1991
    Assignee: Roussel Uclaf
    Inventors: David P. Kay, Peter D. Kennewell
  • Patent number: 4987259
    Abstract: 2,2-Bis(4-aminophenyl)hexafluoropropane is prepared by the steps of (a) reacting 2,2-bis(4-carboxyphenyl)hexafluoropropane with thionyl chloride at 80.degree.-150.degree. C. in a water insoluble organic liquid in the presence of a catalyst such as dimethylformamide to obtain a solution of 2,2-bis(4-chloroformylphenyl)hexafluoropropane, (b) mixing the obtained solution with an aqueous solution of sodium azide to obtain an acid azide solution, (c) heating the organic phase of the acid azide solution to 80.degree. C. or above to cause rearrangement of the acid azide into an isocyanate, (d) hydrolyzing the isocyanate by mixing the isocyanate solution with an acid such as 40-80% sulfuric acid to form a salt of the aimed diamine as an aqueous solution mixed with an organic phase, and (e) neutralyzing the aqueous solution separated from the liquid mixture obtained at step (d) to precipitate the aimed diamine.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: January 22, 1991
    Assignee: Central Glass Company, Limited
    Inventors: Masamichi Maruta, Showzou Kaneda, Mineo Watanabe, Etsuko Katoh
  • Patent number: 4987261
    Abstract: The invention relates to diaminoindane derivatives represented by the following formula: ##STR1## wherein R.sub.1 and R.sub.2 are each selected from the group consisting of a hydrogen atom and a lower alkyl group having from 1 to 4 carbon atoms, and a process for preparing same.
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: January 22, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Masayuki Ooe, Akihiro Yamaguchi
  • Patent number: 4987258
    Abstract: The invention relates to 4,4'-diaminodiphenyl compounds of the formula I ##STR1## in which X denotes the n-propyl, isopropyl, n-butyl, isobutyl, 1-methylpropyl, n-propoxy, isopropoxy, isobutoxy, 1-methylpropoxy or 2-methoxyethoxy radical and A is 0 or the equivalent of an inorganic acid.The preparation is effected by reducing ortho-X-substituted nitrobenzene and benzidine rearrangement of the resulting hydrazobenzene derivative. The compounds of the formula (I) are suitable for use as components in the preparation of dyes and pigments.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: January 22, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus Hunger, Heinrich Frolich, Kurt C. Habig
  • Patent number: 4985463
    Abstract: An antifungal or anthelmintic method of treatment is disclosed which comprises the step of administering to a mammal in need of said treatment, a pharmaceutically effective amount of a compound of the Formula (I) ##STR1## wherein X is halogen, C.sub.1 to C.sub.6 alkoxy, or a group --NRR.sup.1 in which R and R.sup.1 are each hydrogen or C.sub.1 to C.sub.6 alkyl; andR.sup.2 is hydrogen, halogen, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, phenyl, phenylthio, or phenyl or phenylthio substituted by at least one halogen or amino substituent; or a pharmaceutically acceptable acid addition salt thereof.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: January 15, 1991
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Janos Kreidl, Peter Turcsanyi, Zsuzsanna Arcs nee Trischler, Bela Stefko, Judit M. Meszaros nee Brill, Ida Deutsch nee Juhasz, Jeno Szilbereky, Eva Csizer, Szilard Vezer
  • Patent number: 4983769
    Abstract: Perfluoroalkyl amine oxides of the following formula: ##STR1## where C.sub.n F.sub.2n+1 is a straight or branched perfluorinated chain, n is a whole number from 1 to 20, a is a whole number from 2 to 10, p is a whole number from 0 to 10, R.sub.1 is either a hydrogen atom or an alkyl radical having 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 are alkyl radicals having 1 to 6 carbon atoms, and the use of the amine oxides as surface active agents particularly in fire extinguishing compositions.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: January 8, 1991
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Rene Bertocchio, Louis Foulletier, Andre Lantz
  • Patent number: 4982002
    Abstract: 3,5-Di(methylthio)-2,6-diaminotoluene is a novel compound which, alone or in admixture with 3,5-di(methylthio)-2,4-diaminotoluene, is particularly useful as a chain extender in the preparation of polyurethanes.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: January 1, 1991
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Paul F. Ranken
  • Patent number: 4980505
    Abstract: The conversion of ortho-hydroxylated Mannich bases to the corresponding methylated compounds, e.g., cresols, can be effectively carried out using a novel hydrogenation technique.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: December 25, 1990
    Assignee: Clairol Incorporated
    Inventors: Yuh-Guo Pan, Lana L. Hochman
  • Patent number: 4978792
    Abstract: A commercially advantageous process for producing m- or p-aminobenzylamine is provided, which is characterized by subjecting m- or p-nitrobenzaldehyde and ammonia to catalytic reduction in the presence of a reducing catalyst in an organic solvent; in the reduction, when nitrobenzaldehyde and ammonia are in advance made a mixed solution in an organic solvent, and this solution is added in divided manner, the yield being further improved.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: December 18, 1990
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Teruyuki Nagata, Akihiro Tamaki, Katsuzi Watanabe, Akihiro Yamaguchi