Acyclic Carbon To Carbon Unsaturation Patents (Class 514/720)
  • Patent number: 5466435
    Abstract: Disclosed are contrast agents of the formula ##STR1## wherein Z is H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, alkoxycarbonyl, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R is C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl; each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy;(CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H or lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl;in an aqueous, pharmaceutically acceptable carrier comprising a cellulose derivative.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: November 14, 1995
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward J. Baker, Edward R Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef, John L. Toner, Robert W. Lee
  • Patent number: 5430062
    Abstract: The present invention relates to stilbene derivatives which possess utility as anti-cancer agents. The compounds can be used to treat cancers which are susceptible to treatment therewith, and can be utilized in a method of treating such cancers. Pharmaceutical compositions containing the compounds are disclosed. Three preferred compounds among those disclosed are (Z)-1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene, (Z)-1-(4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)ethene, and 4-methyl-3',4',5'-trimethoxybenzylaniline hydrochloride.
    Type: Grant
    Filed: June 23, 1993
    Date of Patent: July 4, 1995
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Mark S. Cushman, Ernest Hamel
  • Patent number: 5393776
    Abstract: This invention relates to structurally novel acyclic tocotrienol analogs, which are useful for cholesterol/lipid lowering in cases of hypercholesterolemia and hyperlipidemia, and for atherosclerosis. Also provided are pharmaceutical compositions and a method of use employing those compositions.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: February 28, 1995
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5354739
    Abstract: Highly concentrated emulsifiable concentrates of neophanes and azaneophanes for use in plant protectionHighly concentrated emulsifiable concentrates of compounds of the general formula I ##STR1## in which A, B=independently of one another CH, CR.sub.4 or N,X=CH.sub.2, O or S,Y=CH or N,Z=H or F,R.sub.1 and R.sub.4 =independently of one another H, halogen, (C.sub.1 -C.sub.3)-alkyl, (C.sub.1 -C.sub.3)-halogenoalkyl, (C.sub.1 -C.sub.3)-alkoxy, (C.sub.1 -C.sub.3)-halogenoalkoxy, (C.sub.1 -C.sub.4)-alkylthio or (C.sub.1 -C.sub.4)-halogenoalkylthio, or R.sub.1 and R.sub.4 together=--CH.sub.2 --O--CH.sub.2 --;R.sub.2 =H, (C.sub.1 -C.sub.3)-alkyl, ethynyl, vinyl, halogen or cyano,R.sub.3 =H, halogen, (C.sub.1 -C.sub.4)-alkyl or (C.sub.1 -C.sub.3)-alkoxy andM=C or Si, which contain a combination of an anionic and a nonionic emulsifier with a (C.sub.2 -C.sub.16)-alkanol.also have, in addition to a very good spontaneous emulsiliability, a very high emulsion stability.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: October 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans Rochling
  • Patent number: 5348727
    Abstract: A compound of the formula: ##STR1## wherein Z.dbd.H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, alkoxycarbonyl, cyano, wherein thealkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R.dbd.C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl; each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p -(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C-Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, or lower-alkyl, optionally substituted with halo;x is 1-4;n is [1-5]1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, these compounds are useful as X-ray contrast agents or aryl-lower alkyl.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: September 20, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef
  • Patent number: 5312819
    Abstract: The invention concerns pharmaceutical compositions comprising clozapine and a radical scavenger.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: May 17, 1994
    Assignee: Sandoz Ltd.
    Inventors: Volker Fischer, Ronald P. Mason
  • Patent number: 5310538
    Abstract: R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl, each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 =CR.sub.4).sub.m Q ,or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2 and R.sub.3 and R.sub.4 are independently H, or lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkylThese compounds are combined in a polymer for use as an X-ray contrast agent.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: May 10, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef
  • Patent number: 5300520
    Abstract: A wood preservative composition which comprises a wood preservative in an amount of 0.01-10% by weight and a diphenylalkane compound represented by the general formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are independently hydrogen or an alkyl, in an amount of not less than 1% by weight and in an amount of 1-1000 parts by weight in relation to one part by weight of the wood preservative.
    Type: Grant
    Filed: April 24, 1991
    Date of Patent: April 5, 1994
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akira Igarashi, Koh Ogura, Masayuki Asai, Kazuya Okubo, Yosei Kuwazuru
  • Patent number: 5262441
    Abstract: An aromatic compound of the formula: ##STR1## wherein R.sup.1 is a C.sub.3 -C.sub.8 alkyl group, a C.sub.3 -C.sub.8 alkoxy group, an alkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 alkenyl group, a C.sub.3 -C.sub.8 alkenyloxy group, an alkenyloxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkyl group, a C.sub.3 -C.sub.8 alkoxy group, a haloalkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkenyl group, a C.sub.3 -C.sub.8 haloalkenyloxy group, a haloalkenyloxyalkyl group having 3 to 8 carbon atoms or a C.sub.3 -C.sub.8 alkynyloxy group; R.sup.2 is a halogen atom; R.sup.3 is, the same or different, a hydrogen atom, a halogen atom or a methyl group; R.sup.4 is a hydrogen atom or a methyl group R.sup.5 is, the same or different, a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a C.sub.1 -C.sub.
    Type: Grant
    Filed: September 28, 1992
    Date of Patent: November 16, 1993
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Akira Shuto, Noriyasu Sakamoto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda, Noritada Matsuo
  • Patent number: 5229426
    Abstract: There are disclosed 1-[4-(halophenoxy)phenoxy]-4-pentines of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other chloro or fluoro and one of R.sub.1 and R.sub.2 is also hydrogen, a process for their preparation and intermediates for their preparation, the use of these compounds in pest control, and pesticidal compositions which contain a compound of formula I as active component. The preferred field of use is ovicidal control of pests.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: July 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Friedrich Karrer, Alfred Rindlisbacher
  • Patent number: 5204373
    Abstract: The invention relates to novel farnesylated tetrahydro-naphthalenols, that inhibit HMGR activity which results in a decrease in serum total cholesterol, a decrease in LDL cholesterol levels, and inhibition of LDL oxidation. The farnesylated tetrahydro-naphthalenols of the present invention are thus useful for cholesterol/lipid lowering in cases of hypercholesterolemia, hyperlipidemia, and atherosclerosis.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: April 20, 1993
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5158977
    Abstract: A 5,6,7,8-tetrahydro-1-naphthalenol derivative of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent lower alkyl,R.sub.5 and R.sub.6 represent hydrogen or lower alkyl,R represents hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkyl substituted by one or more hydroxyl groups, C.sub.3 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 acyl, benzyl, benzoyl, carboxyl and carboxylic salts of an alkali or alkaline earth metal or of an organic amine.The derivative is useful as an antioxidant in cosmetic compositions and in pharmaceutical compositions for the preventive treatment of cutaneous inflammations and allergies or certain forms of cancer.
    Type: Grant
    Filed: June 7, 1991
    Date of Patent: October 27, 1992
    Assignee: L'Oreal
    Inventors: Jean Maignan, Gerard Malle, Andre Deflandre, Gerard Lang
  • Patent number: 5132328
    Abstract: The invention concerns a compound of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl; A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted benzoyl;wherein R.sup.2 is hydrogen, (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl; andwherein R.sup.3 is hydroxy-(1-4C)alkyl, mercapto-(1-4C)alkyl, (1-4C)alkoxy-(1-4C)alkyl, (3-4C)alkenyloxy-(1-4C)alkyl, (3-4C)alkynyloxy-(1-4C)alkyl, (1-4C)alkoxy-(2-4C)alkoxy-(1-4C)alkyl, (1-4C)alkylthio-(1-4C)alkyl, (1-4C)alkylsulphinyl-(1-4C)alkyl, (1-4C)alkylsulphonyl-(1-4C)alkyl, (1-4C)alkoxycarbonyl-(1-4C)alkyl, (2-4C)alkanoyl-(1-4C)alkyl, (2-4C)alkanoyloxy-(1-4C)alkyl or cyano-(1-4C)alkyl; or R.sup.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: July 21, 1992
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventor: Jean-Marc M. M. Girodeau
  • Patent number: 5124354
    Abstract: A composition suitable for topical application to mammalian skin or hair for inducing, maintaining or increasing hair growth comprises:(i) a special protein tyrosine kinase inhibitor; and(ii) a cosmetically acceptable vehicle for the inhibitor.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: June 23, 1992
    Assignee: Chesebrough Pond's USA Co., Division of Conopco, Inc.
    Inventor: Martin R. Green
  • Patent number: 5114977
    Abstract: There are disclosed 1-[4-(halophenoxy)phenoxy]-4-pentines of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other chloro or fluoro and one of R.sub.1 and R.sub.2 is also hydrogen, a process for their preparation and intermediates for their preparation, the use of these compounds in pest control, and pesticidal compositions which contains a compound of formula I as active component. The preferred field of use is ovicidal control of pests.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: May 19, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Friedrich Karrer, Alfred Rindlisbacher
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5021448
    Abstract: A method of reducing serum uric acid and/or increasing renal clearance of uric acid in a mammal in need thereof comprising administering to such mammal a uricosuric effective amount of a thromboxane synthetase inhibitor, a thromboxane receptor antagonist, or both in a combined uricosuric effective amount is disclosed. Compositions having one or more of the foregoing in combination with one or more known uricosurics are also set forth.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: June 4, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Anthony J. Piraino, Steven D. Saris
  • Patent number: 4997650
    Abstract: An insecticidal resin coating film comprising a combination of an acrylonitrile and/or methacrylonitrile copolymer resin and an insecticidal component selected from the group consisting of specified compounds exhibits an insecticidal effect, since the compound is kept on the surface of the coating film in a state capable of exhibiting its insecticidal effect for a long period of time.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: March 5, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keiichi Kamada, Seiji Kawamoto, Makoto Yaegashi, Shiro Shiraishi
  • Patent number: 4996237
    Abstract: The African tree Combretum caffrum (Combretaceae) has been found to contain an agent which is a powerful inhibitor of tubulin polymerization (IC50 2-3 .mu.M), the growth of murine lymphocytic leukemia (L1210 and P388 with ED50 <0.003 mg/ml and human colon cancer cell lines (e.g. VoLo with ED50 <0.01 .mu.g/ml). This agent is herein denominated "combretastatin A-4". The structure assigned by spectral techniques was confirmed by synthesis.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: February 26, 1991
    Assignee: Arizona Board of Regents
    Inventors: George R. Pettit, Sheo B. Singh
  • Patent number: 4959391
    Abstract: Phenol derivatives of the formula ##STR1## wherein A and B have the same or different meanings and each represent one of the groups --C.tbd.C--, cis--CH.dbd.CH-- or trans--CH.dbd.CH--, R.sub.1 is hydrogen, an optionally substituted alkyl or phenyl group or a cycloalkyl group, R.sub.2 is hydrogen, methyl or ethyl, R.sub.3 represents hydrogen, acetyl or propionyl, R.sub.4 has the same meaning as R.sub.3 or represents an alkyl group, R.sub.5 is a carboxylic or a hydroxy group or a functional derivative of such groups or R.sub.5 is a nitrile group and R.sub.6 is hydrogen, an alkyl group or the group OR.sub.4 which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of diseases due to the action of leukotrienes. The compounds are prepared by reacting suitable acetylene compounds or metal derivatives thereof with alkyl or aryl halides or by means of Wittig reactions optionally followed by transforming the member R.sub.
    Type: Grant
    Filed: July 14, 1988
    Date of Patent: September 25, 1990
    Assignee: Gruenenthal GmbH
    Inventors: Oswald K. Zimmer, Werner P. Vollenberg, Gerriet K. H. Loschen, Werner Winter, Erwin O. Kiesewetter, Ulrich G. P. Seippl
  • Patent number: 4946865
    Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: August 7, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Shigeko Nakamura
  • Patent number: 4900758
    Abstract: Novel insecticides have the formula ##STR1## in which R.sub.1 is hydrogen, fluoro or trifluoromethyl;R.sub.2 is(a) halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.2 alkoxy or C.sub.1 -C.sub.2 haloalkoxy if R.sub.1 is hydrogen or fluoro; or(b) hydrogen if R.sub.1 is trifluoromethyl;R.sub.3 is hydrogen or halogen; andR.sub.4 is hydrogen or mono- or poly-halogen.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 13, 1990
    Assignee: ICI Americas Inc.
    Inventor: Karl J. Fisher
  • Patent number: 4870064
    Abstract: A compound of the formula: ##STR1## wherein X is a halogen atom and Y is a C.sub.1 -C.sub.4 alkyl group, a C.sub.2 -C.sub.4 alkenyl group, a C.sub.1 -C.sub.3 alkoxy group, a C.sub.3 -C.sub.4 alkenyloxy group, a C.sub.3 -C.sub.4 alkynyloxy group, a C.sub.2 -C.sub.3 alkenyl group substituted with phenyl, a C.sub.3 -C.sub.4 alkenyloxy group substituted with halogen, a C.sub.1 -C.sub.3 alkoxy group substituted with one member selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkanoyl, cyano, hydroxycarbonyl, C.sub.1 -C.sub.3 alkylaminocarbonyl and phenyl, or a group of the formula: --CH.sub.2 O--R.sup.1, --CH.dbd.CH--R.sup.2, --CH.dbd.N--R.sup.3 or --CO--R.sup.4 in which R.sup.1 is a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, R.sup.2 is a cyano group, a methoxycarbonyl group or an acetyl group, R.sup.3 is a dimethylamino group or a phenyl group and R.sup.4 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: July 29, 1987
    Date of Patent: September 26, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Shigeko Nakamura
  • Patent number: 4840971
    Abstract: An ether compound represented by the following general formula (I), its produciton method and an insecticidal and/or acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be identical or different, represent a hydrogen or halogen atom or a lower alkyl, lower haloalkyl, lower alkoxyl, lower haloalkoxyl, lower alkenyl or lower alkenyloxyl group, or represent, taken together, methylenedioxy, lower alkylene, ethyleneoxy or lower alkylethyleneoxy group; R.sub.3 represents a hydrogen or fluorine atom; R.sub.4 represents a hydrogen or halogen atom or a lower alkyl, lower haloalkyl, lower alkoxyl or lower haloalkoxyl group; m represents an integer of 1 or 2; Y represents an oxygen or sulfur atom or a group represented by the formula --CH.sub.2 -- or --NH--; and Z represents a nitrogen atom or a group represented by the formula --CH.dbd., and its starting materials.
    Type: Grant
    Filed: April 2, 1987
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazunori Tsushima, Noritada Matsuo, Yoo Tanabe, Toshihiko Yano, Masachika Hirano
  • Patent number: 4814340
    Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphtyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group, and R.sup.3 stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to processes for the preparation of these compounds and the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.
    Type: Grant
    Filed: November 6, 1986
    Date of Patent: March 21, 1989
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Nakatani Kiyoshi, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
  • Patent number: 4791138
    Abstract: The present invention provides a novel methoda for preventing deep vein thrombosis comprising the administration of lipoxygenase inhibitors of Formula I ##STR1##
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: December 13, 1988
    Assignee: The Upjohn Company
    Inventor: Robert G. Schaub
  • Patent number: 4791139
    Abstract: A compound of formula: ##STR1## wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula ##STR2## wherein X is a group of formula --(CF.sub.2).sub.n R.sup.3, where R.sup.3 is selected from hydrogen, chloro and fluoro, and n is one or two, R.sup.1 is selected from hydrogen, chloro, fluoro and hydroxy and R.sup.2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.
    Type: Grant
    Filed: February 25, 1987
    Date of Patent: December 13, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Robin A. E. Carr
  • Patent number: 4791123
    Abstract: There are provided new alkane and alkoxyalkane derivatives of the general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and A have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.
    Type: Grant
    Filed: January 22, 1987
    Date of Patent: December 13, 1988
    Assignee: Schering Akt.
    Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien, Dietrich Baumert, David Giles
  • Patent number: 4772633
    Abstract: This invention relates to a novel compound represented by the following general formula (I), its production, and an insecticidal and acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are a hydrogen atom, a halogen atom, a lower alkyl group, a trifluoromethyl group, a lower alkoxyl group, a lower alkenyloxy group or a halogenated lower alkoxyl group or are, taken together, a methylenedioxy group; R.sub.3 is a vinyl group or a ethynyl group; R.sub.4 is a hydrogen atom or a lower alkyl group; R.sub.5 is a hydrogen atom or a fluorine atom; R.sub.6 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or a trifluoromethyl group; Z is a nitrogen atom or a group represented by the formula --CH.dbd.; when Z is a nitrogen atom, Y is an oxygen atom; and when Z is a group of the formula --CH.dbd., Y is an oxygen atom, a sulfur atom, a methylene group or a group represented by the formula --NH--.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: September 20, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano, Masachika Hirano
  • Patent number: 4760087
    Abstract: Phenol derivatives of the formula ##STR1## wherein A and B have the same or different meanings and each represent one of the groups --C.tbd.C--, cis--CH.dbd.CH-- or trans--CH.dbd.CH--, R.sub.1 is hydrogen, an optionally substituted alkyl or phenyl group or a cycloalkyl group, R.sub.2 is hydrogen, methyl or ethyl, R.sub.3 represents hydrogen, acetyl or propionyl, R.sub.4 has the same meaning as R.sub.3 or represents an alkyl group, R.sub.5 is a carboxylic or a hydroxy group or a functional derivative of such groups or R.sub.5 is a nitrile group and R.sub.6 is hydrogen, an alkyl group or the group OR.sub.4 which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of diseases due to the action of leukotrienes. The compounds are prepared by reacting suitable acetylene compounds or metal derivatives thereof with alkyl or aryl halides or by means of Wittig reactions optionally followed by transforming the member R.sub.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: July 26, 1988
    Assignee: Gruenenthal GmbH
    Inventors: Oswald K. Zimmer, Werner P. Vollenberg, Gerriet K. H. Loschen, Werner Winter, Erwin Kiesewetter, Ulrich G. P. Seipp
  • Patent number: 4743622
    Abstract: The invention relates to new aromatic alkane derivatives of the general formula ##STR1## in which R.sub.1 is aryl or aryl substituted by C.sub.1-4 alkyl, halo-C.sub.1-4 alkyl, phenyl-C.sub.1-4 alkyl, C.sub.2-4 alkenyl, halo-C.sub.2-4 alkenyl, phenyl-C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, halo-C.sub.2-4 alkynyl, phenyl-C.sub.2-4 alkynyl, C.sub.1-4 alkoxy, halo-C.sub.1-4 alkoxy, phenyl-C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy, halo-C.sub.2-4 alkenyloxy, phenyl-C.sub.2-4 alkenyloxy, C.sub.2-4 alkynyloxy, halo-C.sub.2-4 alkynyloxy, phenyl-C.sub.2-4 alkynyloxy, alkylsulphonyloxy, haloalkylsulphonyloxy, arylsulphonyloxy, halo, cyano, nitro, aryloxy, haloaryloxy, C.sub.1-4 alkyl-aryloxy, or nitroaryloxy,R.sub.2 is hydrogen or C.sub.1-4 alkyl,R.sub.3 is hydrogen, cyano or ethynyl,R.sub.4 is phenyl or pyridyl or these groups substituted by one or more of C.sub.1-6 alkyl, halo-C.sub.1-6 alkyl, phenyl-C.sub.1-6 alkyl, C.sub.1-6 alkyl interrupted by an O-, N- or S- atom, C.sub.2-4 alkenyl, halo-C.sub.2-4 alkenyl, phenyl-C.
    Type: Grant
    Filed: February 11, 1986
    Date of Patent: May 10, 1988
    Assignee: Schering Aktiengesellschaft
    Inventors: Helga Franke, Heinrich Franke, Hans-Rudolf Kruger, Hartmut Joppien
  • Patent number: 4742077
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 represents a group of formula ##STR2## whereby R.sub.4 and R.sub.5 are the same or different and represent hydrogen, halogen, lower alkyl, lower alkoxy or trifluoromethyl and X represents oxygen, sulfur, imino, lower alkylimino, --(CH.sub.2)--, --(S.CH.sub.2)-- or --(O.CH.sub.2)--,R.sub.2 represents hydrogen or lower alkyl,R.sub.3 represents a group of formula ##STR3## whereby R.sub.6, R.sub.7 and R.sub.8 are the same or different and represent hydrogen or alkyl or R.sub.6 together with R.sub.7 or R.sub.7 together with R.sub.8 represent --(CH.sub.2).sub.m -- wherein m is 3 to 6,R.sub.9 represents alkyl, alkenyl, trialkylsilyl or alkyl substituted by hydroxy, lower alkoxy, lower halogenalkyl or aryl andn stands for 1, 2 or 3,which possess pharmaceutical in particular antimycotic activity as well as activity against phytopathogenic fungi.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: May 3, 1988
    Assignee: Sandoz Ltd.
    Inventor: Anton Stutz
  • Patent number: 4686235
    Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: August 11, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
  • Patent number: 4650813
    Abstract: New hydroxybiphenyl compounds of the general formula: ##STR1## wherein R.sub.1 stands for a hydrogen atom or a hydroxyl group, R.sub.2 for a hydrogen atom or a hydroxyl group, R.sub.3 for a hydroxyl group, a group of the formula --CH.sub.2 --CH.dbd.CH.sub.2 or a group of the formula --CH.dbd.CH--CHO, R.sub.4 for a hydrogen atom or a group of the formula ##STR2## and R.sub.5 for a hydroxyl group or a group of the formula ##STR3## These compounds are obtained by extraction of "Tokoboku", i.e. dried cortex of Magnolia officinalis which belongs to the family Magnoliaceae. They are useful as pharmaceuticals or intermediates therefor, in particular as anti-allergics.
    Type: Grant
    Filed: March 6, 1985
    Date of Patent: March 17, 1987
    Assignee: Kabushiki Kaisha Tsmurajuntendo
    Inventors: Akihide Kooda, Itsuo Nishioka, Takeshi Nishiyori, Shoji Yahara
  • Patent number: 4605675
    Abstract: Polyene compounds represented by the formula ##STR1## in which R is H or an alkyl group of from 1 to 5 carbon atoms, R.sub.1 is H, lower alkyl of from 1 to 8 carbon atoms or aralkyl, and the pharmaceutically acceptable salts thereof.The foregoing compounds have been found active in regulating phospholipases and as such possess therapeutic value in the treatment of inflammatory conditions.
    Type: Grant
    Filed: October 16, 1985
    Date of Patent: August 12, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventors: Bernard Loev, Wan-Kit Chan
  • Patent number: 4540711
    Abstract: There is disclosed a method for fighting infestations of acari or noxious insects including ants, more particularly "fire-ants", by treating the insect, its habitat, or its food with a hydroquinone diether having at least one acetylenic and halogen-substituted chain and selected from 1-[(5-chloro-pent-4-inyl)-oxy]-4-phenoxybenzene of formula ##STR1## and 1,4-di-(5-chloro-4-pentinyloxy)-benzene of formula ##STR2## The disclosure comprises a method for fighting ants using the diether of formula (I) either as such or as an active ingredient of suitable formulations or poisoned baits.
    Type: Grant
    Filed: April 5, 1983
    Date of Patent: September 10, 1985
    Assignee: Montedison S.p.A.
    Inventors: Franco Bettarini, Pietro Massardo, Paolo Piccardi, Angelo Longoni