Patents Examined by Henry R. Jiles
  • Patent number: 4695636
    Abstract: Chromogenic azaphthalides of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of each other are hydrogen, C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or are cycloalkyl, benzyl or phenyl, or benzyl or phenyl which are substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl; or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached are a 5-membered or 6-membered heterocyclic radical and in particular pyrrolidinyl;X is hydrogen, halogen, lower alkyl, lower alkoxy, benzyl, phenyl, benzyloxy, phenoxy, or benzyl or benzyloxy which are substituted by halogen, nitro, lower alkyl or lower alkoxy;Y is hydrogen, unsubstituted or substituted alkyl or benzyl or acyl and in particular C.sub.6 -C.sub.
    Type: Grant
    Filed: February 4, 1986
    Date of Patent: September 22, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Davor Bedekovic, Ian J. Fletcher
  • Patent number: 4695566
    Abstract: 3-(aminoalkylaminocarbonylmethoxy)-5-phenylpyrazole compounds corresponding to the formula: ##STR1## in which R.sub.1, R.sub.2, R.sub.5, R.sub.6, R.sub.7, and R.sub.8 and R.sub.9 may be hydrogen or lower alkyl groups, or R.sub.5 with R.sub.6 and/or R.sub.8 with R.sub.9 may also form specified cyclic groups, R.sub.3 and R.sub.4 may be hydrogen, halogen, lower alkyl, lower alkoxy, trifluoromethyl, nitro, hydroxy or alkylene dioxy, and Z represents an alkylene chain or the 2-hydroxypropylene chain. The compounds possess pharmacological, in particular antiarrhythmic, properties.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: September 22, 1987
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Henning Heinemann, Wolfgang Kehrbach, Uwe Schoen, Gerd Buschmann, Ulrich Kuhl
  • Patent number: 4695644
    Abstract: Phenyl chlorothioformates are produced in high yields easily and safely by (1) allowing sulfur dioxide to react with a mixed solution consisting of perchloromethyl mercaptan, an organic solvent and water, (2) removing the aqueous layer from the reaction mixture and (3) adding to the organic layer a phenol compound and a dehydrohalogenating agent in that order.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: September 22, 1987
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Kenji Tsuzuki, Takeshi Uotani
  • Patent number: 4695586
    Abstract: 7-Oxabicyclo(2.2.1)heptane-based N-hydroxy-N-alkyl (or aryl) ureas, carbamic acids and carbamothioic acids are disclosed having the general formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, alkenyl, aryl or aralkyl; R.sub.2 is hydrogen, lower alkyl, aralkyl, alkanoyl or aroyl; R.sub.3 is lower alkyl, alkenyl or alkynyl; A is --CH.sub.2 --CH.dbd.CH-- or a single bond; X is oxygen, sulfur or NH; n is an integer from 1 to 8; and all stereoisomers thereof.These new compounds have been found to simultaneously inhibit the enzymes arachidonic acid cyclooxygenase and arachidonic acid 5-lipoxygenase and are therefore useful as antiinflammatory, antiasthma and antipsoriatic agents.
    Type: Grant
    Filed: September 23, 1986
    Date of Patent: September 22, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Ravi K. Varma, Sam T. Chao, Eric M. Gordon
  • Patent number: 4694080
    Abstract: Certain substituted-4-hydroxy-(or 4-acyloxy-)2H-1,2-benzothiazine 1,1-dioxides having at the 3-position a 2-substituted-1,3,4-oxadiazol-5-yl, a 2-substituted-tetrazol-5-yl or a 1-substituted-tetrazol-5-yl group useful as selective 5-lipoxygenase pathway inhibitors; and methods for their preparation.
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: September 15, 1987
    Assignee: Pfizer Inc.
    Inventors: Susumu Nakanishi, Isao Nagakura
  • Patent number: 4694013
    Abstract: Insecticidal and acaricidal organic esters formed from pyrethroid carboxylic acids and phenoxypyridinyltrifluoroethanols, agricultural compositions containing said esters and their use against anthropod pests including soil-dwelling species; also, intermediates for these insecticides and acaricides and a process for the preparation of said intermediates.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 15, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George P. Lahm
  • Patent number: 4694102
    Abstract: A phenol derivative represented by the formula ##STR1## wherein R.sup.1 is a secondary or tertiary hydrocarbon residue of having 3 to 8 carbon atoms, R.sup.2 is a hydrocarbon residue having 1 to 12 carbon atoms, X is ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 each is an alkylene group having 1 to 4 carbon atoms, Z is an n-valent group and n is an integer of 1 to 8.This compound is effective to prevent the oxidation of organic materials.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: September 15, 1987
    Assignee: Mitsubishi Yuka Fine Chemicals Co., Ltd.
    Inventors: Akiyoshi Oonishi, Kenji Tanaka, Makoto Tadeka, Kazuhiko Konno, Masaki Saito
  • Patent number: 4694096
    Abstract: Compounds of formula I or II ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen, alkyl, cyclohexyl, phenyl, benzyl or tolyl, or are a --CH.sub.2 --CHR.sup.3 --CH.sub.2 --S--CO--R.sup.4 radical, R.sup.3 is hydrogen or methyl, R.varies.is alkyl, cyclohexyl, phenyl, benzyl or tolyl, X is alkylene, --S--, --SO--, --SO.sub.2 -- or substituted alkylene, in which R.sup.5 and R.sup.6 are hydrogen or alkyl, and n is an integer from 1 to 10, can be used as latent hardeners for epoxy resins.The compositions containing epoxy resins and these hardeners are particularly suitable for use as single component adhesive formulations. The cured products have good hot water resistance.
    Type: Grant
    Filed: January 28, 1986
    Date of Patent: September 15, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans Lehmann, Abdul-Cader Zahir
  • Patent number: 4692186
    Abstract: S-n-butyl-N,N-diisopropyl thiocarbamate which has the structural formula ##STR1## which is useful as a selective herbicide in sugarbeets, carrots and cabbage.
    Type: Grant
    Filed: October 1, 1982
    Date of Patent: September 8, 1987
    Assignee: Stauffer Chemical Co.
    Inventors: Reed A. Gray, Grant K. Joo
  • Patent number: 4692528
    Abstract: Process for preparing analgesic and narcotic antagonistic isoquinolines comprising:(a) contacting and reacting a lithiated anisole or alkyl phenyl ether, optionally substituted at the 3-position to the lithium atom, with a 4-piperidone to yield a 4-aryl-4-piperidinol;(b) dehydrating the piperidinol to a 4-aryl-1,2,3,6-tetrahydropyridine;(c) metalating and acylating the 1,2,3,6-tetrahydropyridine to yield a 1-(4-aryl-1,2,3,4-tetrahydropyrid-4-yl)-4-hydroxy-1-butanone;(d) reducing the ketone moiety of the butanone to yield a 5-aryl-7-oxa-2-azabicyclo[3.2.1]-octane-6-propanol;(e) converting the alcohol moiety of the propanol to L to yield a 5-aryl-6-[3-(L)propyl]-7-oxa-2-azabicyclo[3.2.1]octane in which L is a leaving group selected from the group consisting of --Cl, --Br, --I, p-MeC.sub.6 H.sub.4 SO.sub.3 and MeSO.sub.3 --.
    Type: Grant
    Filed: June 11, 1985
    Date of Patent: September 8, 1987
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Ashokkumar B. Shenvi
  • Patent number: 4692185
    Abstract: Compounds having the formula ##STR1## in which R is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or halogen, are herbicides.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: September 8, 1987
    Assignee: Stauffer Chemical Company
    Inventor: William J. Michaely
  • Patent number: 4692450
    Abstract: Polycyclic salts of the formulaA.sup.- XN.sup.+ CH.sub.2 --(Y).sub.n --(CH.sub.2).sub.p --(Z).sub.q --L--(T).sub.r --M IwhereinA.sup.- is the anion of a strong organic or inorganic acid;XN.sup.+ is pyridinium, pyrimidinium, thiazolium or imidazolium substituted by R.sup.1, R.sup.2 and R.sup.3 ;n, q and r individually are the integer 1 or 0 and p is an integer from 1 to 15;Y is CH.sub.2, C(H,OH) or C(O);Z is O, S, CH.sub.2, C(O), NQ.sup.1, SO.sub.2, C(O)O, OC(O), C(O)N(Q.sup.1) or N(Q.sup.1)C(O);L is p-phenylene substituted by R.sup.4 ; andM is phenyl substituted by R.sup.5 and R.sup.6,T has one of the meanings given above, for Z or is C(CH.sub.3).sub.2, C.sub.2 H.sub.4, C(Q.sup.2).dbd.C(Q.sup.3), C.tbd.C, CH.sub.2 C(O), C(O)CH.sub.2, CH.sub.2 O or OCH.sub.2,R.sup.1 is a group Ar, Ar--C.sub.1-4 -alkyl, ArO or Arc(O),Ar is phenyl substituted by R.sup.7, R.sup.8 and R.sup.9 ;R.sup.2 and R.sup.3 individually are H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or C.sub.6 H.sub.
    Type: Grant
    Filed: January 10, 1986
    Date of Patent: September 8, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Jean-Marie Cassal, Albrecht Edenhofer, Henri Ramuz
  • Patent number: 4692444
    Abstract: This invention provides a benzene-fused heterocyclic compound of the formula: ##STR1## wherein R.sup.1 is halogen, nitro, amino, hydroxy, lower alkyl, lower alkoxy or acylamino,X is --S--, ##STR2## n is an integer of 1 or 2 and A is a group of the formula: ##STR3## in which R.sup.2 is hydrogen, lower alkyl, lower alkynyl, carboxy(lower)alkyl or protected carboxy(lower)alkyl, or pharmaceutically acceptable salts thereof. This compound possesses diuretic, uricosuric, and vasodilative activities and therefore is useful as a diuretic agent, uricosuric agent and anti-hypertensive agent. This invention further provides processes for the preparation of this compound and pharmaceutical composition comprising compound of the above formula.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: September 8, 1987
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Ikuo Ueda, Youichi Shiokawa, Takashi Manabe, Yousuke Katsura
  • Patent number: 4692456
    Abstract: New 3,4-diamino-1,2,5-thiadiazole oxide derivatives which are histamine H.sub.1 -antagonists. A specific compound of this invention is 3-[3-(N-propyl-N-2-pyridylamino)-propylamino]-4-(4-pyridylmethyl)amino-1,2 ,5-thiadiazole-1-oxide.
    Type: Grant
    Filed: March 12, 1986
    Date of Patent: September 8, 1987
    Assignee: Smith Kline & French Laboratories Limited
    Inventor: Robert J. Ife
  • Patent number: 4692184
    Abstract: There are disclosed novel 2,6-substituted-3,5-pyridinedicarboxylic acids, esters, salts, amides, halides, and cyano compounds useful as herbicides, and as intermediates which provide herbicides.
    Type: Grant
    Filed: April 24, 1984
    Date of Patent: September 8, 1987
    Assignee: Monsanto Company
    Inventor: Len F. Lee
  • Patent number: 4692529
    Abstract: A method for synthesizing a magenta coupler. The synthesis is carried out through (1) 3-pyrazoline-5-ones which are obtained by substituting a blocking group at the nitrogen atom in the second position thereof; or (2) pyrazoles which are obtained by substituting a blocking group at the hydroxyl group bonded in the fifth position thereof. The magenta coupler obtained has the formula ##STR1## wherein R.sub.1 is an aryl or heterocyclic group, R.sub.2 is an acylamide, anilino or ureido group, and R3 is an alkyl, aryl, or heterocyclic group.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: September 8, 1987
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Kasaku Masuda, Ryosuke Sato, Fumio Ishii, Kazuhiko Kimura, Hidetaka Ninomiya
  • Patent number: 4692532
    Abstract: Substituted (4-hydroxyphenylthioalkyl) derivatives of the formula ##STR1## are prepared by the reaction of the appropriate ring and hydroxybenzene thiol compounds and are useful stabilizers of organic materials.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: September 8, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: John D. Spivack, Ramanathan Ravichandran, Stephen D. Pastor
  • Patent number: 4691018
    Abstract: A compound of the formula ##STR1## wherein R.sub.1 is a hydrogen atom or a lower alkyl group which may be substituted with hydroxy, lower alkyl or di-lower alkylamino; R.sub.2 is a hydrogen atom, an amino group or a lower alkylamino group; and R.sub.3 is a lower alkyl group, and a non-toxic salt thereof, and a process for preparing the same are disclosed.The compound and the salts thereof exhibit anti-allergic effects by the two different mechanisms and are expected to be useful as drugs for treating allergic diseases such as asthma, pollen allergy, atopic dermatitis and the like.
    Type: Grant
    Filed: May 6, 1986
    Date of Patent: September 1, 1987
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Takashi Mori, Nobuhiro Ohi, Yoshiyuki Ohsugi, Yasuhiro Yamashita
  • Patent number: 4690934
    Abstract: A compound of the formula: ##STR1## wherein X is halogen, lower alkoxy, lower alkylthio, nitro or methyl,Y is hydrogen or chloro,R is hydrogen, lower alkyl or allyl,Z is hydrogen, lower alkyl halogen, nitro, methoxy, methylthio, methylsulfonyl, --CF.sub.3, phenyl, phenoxy or lower alkoxycarbonyl andn is integer of 1-3, their use as fungicide or bactericides.
    Type: Grant
    Filed: September 9, 1986
    Date of Patent: September 1, 1987
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroshi Yoshida, Kenji Konishi, Kengo Koike, Taizo Nakagawa, Shizuo Shimano, Seiji Mochizuki
  • Patent number: 4691027
    Abstract: Compounds formula (I): ##STR1## in which: R.sup.1 represents a hydrogen atom, an alkyl group, a substituted alkyl group, a C.sub.2 -C.sub.6 alkenyl group, an aryl group, a substituted aryl group or an alkoxycarbonyl group wherein the alkoxy part has from 1 to 6 carbon atoms; R.sup.2 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.3 or C.sub.4 alkenyl group; R.sup.3 represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sup.4 represents a hydroxy group, a C.sub.1 -C.sub.21 aliphatic acyloxy group or a carbocyclic aryl carboxylic acyloxy group; R.sup.5 represents a C.sub.1 -C.sub.12 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a hydroxy group, a C.sub.1 -C.sub.7 aliphatic acyloxy group or a carbocyclic aryl carboxylic acyloxy group; R.sup.6 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.1 -C.sub.6 alkoxy group; and n is 0, 1, or 2; and pharmaceutically acceptable salts thereof are valuable in the treatment of circulatory disorders and allergies.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: September 1, 1987
    Assignee: Sankyo Company, Limited
    Inventors: Takao Yoshioka, Eiichi Kitazawa, Mitsuo Yamazaki, Yoshio Iizuka