Plural Ring Oxygens In The Hetero Ring (e.g., 1,2-dioxin, Etc.) Patents (Class 549/357)
  • Patent number: 5717113
    Abstract: Novel acetogenins isolated from Asimina triloba and Goniothalamus giganteus of the family Annonaceae and derivatives of those and other acetogenins are described. Bioactive cyclic formaldehyde acetal derivatives are prepared from Annonaceous acetogenins having 1,2-, 1,4- or 1,5-diols. A non-adjacent bis-tetrahydrofuran (THF) acetogenin is prepared from an unsaturated mono-THF acetogenin earlier isolated from Goniothalamus giganteus. The substantially pure acetogenins and acetogenin derivatives of the invention exhibit cytotoxicity to human solid tumor cell lines equipotent to adriamycin or orders of magnitude more potent than adriamycin, and they exhibit effective pesticidal activities.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: February 10, 1998
    Assignee: Purdue Research Foundation
    Inventors: Jerry L. McLaughlin, Zhe-ming Gu, Geng-xian Zhao
  • Patent number: 5716989
    Abstract: The invention relates to bicyclo?3.3.0!octane compounds of formula I, ##STR1## wherein the variable are defined in this specification, as well as their enantiomers, and their salts with physiologically compatible bases. .alpha.-, .beta.-, or .tau.-Cyclodextrin clathrates of the compounds and the compounds encapsulated with liposomes are also included. The invention is further directed to processes for production of the compounds and their pharmaceutical use.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: February 10, 1998
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Klar, Hartmut Rehwinkel, Helmut Vorbruggen, Karl Heinz Thierauch, Peter Verhallen
  • Patent number: 5709820
    Abstract: Liquid crystalline alkenyl cyclohexane compounds of formula (I) having a nematic phase over a broad temperature range, a higher elastic constant ratio K.sub.33 /K.sub.11 and a lower viscosity, liquid crystal compositions comprising the above compounds and liquid crystal display elements using the liquid crystal compositions. ##STR1## wherein R.sub.1 is an alkyl group of 1-15 carbons, an alkenyl group of 2-15 carbons or an alkyl or alkenyl group in which at least one of non-adjacent methylene groups (--CH.sub.2 --) is replaced by --O--, --S--, --C.tbd.C-- or --COO--; R.sub.2 is a hydrogen atom or an alkyl group of 1-10 carbons; m is 0-5; when m is 2 or more, any one methylene group in --(CH.sub.2).sub.m -- may be replaced by --O--; and the rings A.sub.1, A.sub.2 and A.sub.3 are independently a 1,4-cyclohexylene, a cyclohexene-1,4-diyl or a 6-membered ring group, one or two --CH.sub.2 -- groups in said rings optionally replaced by --O-- or --S--.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: January 20, 1998
    Assignee: Chisso Corporation
    Inventors: Takashi Kato, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 5672708
    Abstract: N-arylaminoacrylic acid derivatives are obtained in good yields and in high purities when benzoylacetic acid derivatives are reacted with N-arylimino ethers. The products thus prepared are used, in particular, for the preparation of 4-quinolone-3-carboxylic acid derivatives, which have an outstanding bactericidal action.
    Type: Grant
    Filed: August 31, 1995
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Rauchschwalbe, Bernhard Beitzke, Wolfgang Eymann, Helmut Fiege
  • Patent number: 5625067
    Abstract: The invention relates to cyclopentane ether derivatives of Formula I ##STR1## their salts with physiologically compatible bases, as well as the .alpha.-, .beta.- or .gamma.-cyclodextrin clathrates, and also the liposome-encapsulated compounds of Formula I, processes for their production, and their pharmaceutical usage.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: April 29, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Hartmut Rehwinkel, Ulrich Klar, Helmut Vorbruggen, Karl-Heinz Thierauch, Peter Verhallen
  • Patent number: 5565436
    Abstract: A production stimulator of nerve growth factor contains a new cyathane derivative of the form ##STR1## where R is either CHO or CH.sub.2 OH.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: October 15, 1996
    Assignee: Kagome Kabushiki Kaisha
    Inventors: Hirokazu Kawagishi, Fumihiro Ojima, Kenji Okamoto, Hideki Sakamoto, Yukio Ishiguro
  • Patent number: 5552549
    Abstract: Chlorinated aromatic compounds are dechlorinated in a simple and inexpensive manner by heating them to 300.degree. to 450.degree. C. in a salt melt in the presence of water and/or water vapor and carbon.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: September 3, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Rasp, Helmut Waldmann, Hans-Joachim Traenckner
  • Patent number: 5514705
    Abstract: The present invention is directed to two novel compounds isolated from a Pacific sponge, Plakortis (Homosclerophorida, Plakinidae) which are designated herein as epidioxymanadic acids A and B. These two compounds have been obtained by a bioassay-guided (i.e., antibiotic activity) isolation procedure, involving solvent partition and chromatography on Sephadex LH-20, cyano, and C-18 columns, from extracts of sponge.
    Type: Grant
    Filed: September 7, 1994
    Date of Patent: May 7, 1996
    Assignee: PharmaMar, S.A.
    Inventors: Toshio Ichiba, Paul J. Scheuer, Dolores G. Gravalos
  • Patent number: 5480905
    Abstract: Compounds represented by the general formula (I): ##STR1## (where R.sub.1 is an admantyl group; R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group or an aralkyl group; R.sub.3 is a 1,4-benzodioxane ring that may optionally have 1-4 substituents selected from among a lower alkyl group, a lower alkoxy group, a halogen atom, an amino group, a hydroxyl group and a lower alkylcarbonyl group; n is an integer of 1-4) or a salt thereof. These compounds have both antianxiety and antidepressant actions and yet they cause less side effects. Therefore, they can be used as excellent drugs that are highly effective in the prevention and treatment of various diseases such as neurosis. psychosomatic diseases, autonomic imbalance and depression.
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: January 2, 1996
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Akira Koda, Tatsuo Miyauchi, Yoshitake Kanbe, Hirokazu Hamada
  • Patent number: 5449684
    Abstract: Compounds isolated from a marine sponge, and derivatives thereof, have the formulae: ##STR1## in which R.sup.1 is H or lower alkyl; R.sup.2 is OH or CH.sub.3 ; R.sup.3 is OH or CH.sup.3, and R.sup.4 H or MPTA. The compounds have antitumor and antiviral activity. The invention also provides pharmaceutical compositions containing the compounds and methods of treatment employing them.
    Type: Grant
    Filed: February 3, 1994
    Date of Patent: September 12, 1995
    Assignee: PharmaMar, S.A.
    Inventors: Jun-Ichi Tanaka, Tatsuo Higa, Khanit Suwanoborirux, C. W. Jefford, G. Bernardinelli, Dolores G. Gravalos
  • Patent number: 5405968
    Abstract: Methine dyes with a polyketo group I ##STR1## where A is ##STR2## R.sup.1 is a 5- or 6-membered cycloaliphatic radical which contains one or two hetero atoms from the group --NR.sup.4 --, --O-- and --S-- and which may be fused to an isoaromatic or heteroaromatic group, R.sup.2 and R.sup.3 are identical or different C.sub.1 -C.sub.10 -alkyl groups or together one of the radicals R.sup.1, and m and n are identical or different integers from 0 to 3, are useful as drugs, for producing singlet oxygen, as sensitizers in electrophotographic layers and for photopolymerizations and as laser light sensitive dyes in optical recording media; also novel triketo- and tetraketomethine dyes.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: April 11, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Albert, Knut Kessel, Hans-Dieter Martin, Stefan Silber
  • Patent number: 5391544
    Abstract: New cyathane derivatives shown by Formula (1) or (2) given below have the effect of stimulating production of nerve growth factors and antimicrobial effects: ##STR1## where R is either CHO or CH.sub.2 OH.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: February 21, 1995
    Assignee: Kagome Kabushiki Kaisha
    Inventors: Hirokazu Kawagishi, Fumihiro Ojima, Kenji Okamoto, Hideki Sakamoto, Yukio Ishiguro
  • Patent number: 5384070
    Abstract: The use of optically active tetrahydrofuran-2-carboxylic acid esters as dopants in liquid-crystal mixtures, liquid-crystal mixtures containing same and novel optically active tetrahydrofuran-2-carboxylic acid esters.Optically active tetrahydrofuran-2-carboxylic acid esters containing a mesogenic molecular building unit are suitable as dopants in liquid-crystal mixtures. They result in liquid-crystalline ferroelectric phases having short switching times and in electroclinic phases having large electroclinic coefficients. A further advantage is that they induce a helix having a very small pitch so that they are also suitable for helix compensation in LC mixtures.The compounds are symbolized by the general formula: ##STR1## in which the symbols and indices essentially denote: R.sup.1 =alkyl/alkenyl or tetrahydrofurancarbonyloxy or -thio; j, l, n=zero, 1 or 2; k, m=zero or 1; --A.sup.1, --A.sup.2, --A.sup.3 =phenylene, cycloalkylene or corresponding heterocyclates containing nitrogen, oxygen or sulfur; --M.sup.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: January 24, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Hemmerling, Hans-Rolf Dubal, Claus Escher, Gerhard Illian, Yoshio Inoguchi, Ingrid Muller, Mikio Murakami, Dieter Ohlendorf, Rainer Wingen
  • Patent number: 5283355
    Abstract: Compounds of the Formula (5) and processes for their preparation and use, particularly in the manufacture of unsymmetrical triphenodioxazine dyes: ##STR1## wherein: Y is H, alkyl, substituted alkyl, alkoxy, Cl or Br;R is a group of Formula (3) ##STR2## R.sup.1 and R.sup.2 are each independently alkyl, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form an optionally substituted 4, 5 or 6 membered alicyclic or heterocyclic ring;R.sup.3 is H;Z is Cl, Br or A--NH; andA is H or the residue of a primary amine.
    Type: Grant
    Filed: October 22, 1991
    Date of Patent: February 1, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventor: William J. E. Norris
  • Patent number: 5266708
    Abstract: New intermediates and processes for the preparation of vitamins A and E, which are the acetals of 5,6-dihalo-3-methyl-3-hydroxyhexanal or of 6-halo-3-hydroxy-3-methyl-5-hexenal or 3-methyl-3-hydroxy-5-hexenal, as well as processes for making the intermediates. After dehydrohalogenation and dehydration these intermediates are condensed directly with .beta.-ionone or with 2-methyl-2-heptene-6-one to synthesize vitamins A and E respectively.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: November 30, 1993
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre F. Charbardes, Lucette Duhamel, Pierre Duhamel, Jerome Guillemont, Jean-Marie Poirier
  • Patent number: 5210203
    Abstract: Nucleic acid hybridization probes are provided which comprise an N.sup.4 -(substituted amino)cytosine moiety, wherein the substituted amino group comprises a tag moiety, whereby the probe is detected. Methods of preparing probes of the invention, intermediates used in such methods, and methods of using the probes of the invention in hybridization assays are also provided. Typical tag moieties employed with the probes of the invention are biotinyl, aminothiadiazole and fluorescein derivatives, connected to N.sup.4 -amino groups of modified cytosines of the probe through linker moieties. Probes tagged with biotin are typically detected by binding to the biotinyl moieties, through a streptavidin or avidin molecule, a reporter group which includes streptavidin or avidin and then detecting a signal due to the reporter group.
    Type: Grant
    Filed: May 7, 1992
    Date of Patent: May 11, 1993
    Assignee: Siska Diagnostics, Inc.
    Inventors: Gary F. Musso, Soumitra Ghosh, Emil T. Kaiser
  • Patent number: 5183924
    Abstract: Derivatives of benzocycloalkenyldihydroxyalkanoic acids, inhibitors of HMG CoA reductase, antagonists of thromboxane A.sub.2 receptors and antifungals, denoted by the formula I ##STR1## in which X=CH.sub.2, O or S; R.sub.1 and R.sub.2, identical or different, =H, C.sub.1-3 alkyl or together form a --(CH.sub.2).sub.n -- chain (n=4,5) optionally substituted symmetrically by one or two C.sub.1-3 alkyl radicals.R.sub.3 and R.sub.4, identical or different, =H, CF.sub.3, halogen (Cl, F, Br), C.sub.1-5 N,N-dialkylamino, C.sub.1-4 alkyl, C.sub.1-5 -alkoxy, C.sub.1-3 alkylthio, or phenyl optionally substituted by at most substituents which may be identical or different and may denote C.sub.1-3 alkyl or C.sub.1-3 alkoxy radicals or halogens (F, Cl), it being understood that when one of R.sub.3 and R.sub.4 denotes the radicals: CF.sub.3, N,N-dialkylamino, C.sub.6 H.sub.5 or substituted phenyl, it is present at the vertices 3', R' or 5' according to formula 1 and the other denotes a hydrogen atom.R.sub.5 and R.sub.
    Type: Grant
    Filed: October 24, 1991
    Date of Patent: February 2, 1993
    Assignee: Lipha, Lyonnaise Industrielle Pharmaceutique
    Inventors: Didier Festal, Jean-Yves Nioche, Denis Descours, Robert Bellemin, Jacques Decerprit
  • Patent number: 5120864
    Abstract: New intermediates and processes for the preparation of vitamins A and E, which are the acetals of 5,6-dihalo-3-methyl-3-hydroxyhexanal or of 6-halo-3-hydroxy-3-methyl-5-hexenal or 3-methyl-3-hydroxy-5-hexenal, as well as processes for making the intermediates. After dehydrohalogenation and dehydration these intermediates are condensed directly with .beta.-ionone or with 2-methyl-2-heptene-6-one to synthesize vitamins A and E respectively.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: June 9, 1992
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre F. Charbardes, Lucette Duhamel, Pierre Duhamel, Jerome Guillemont, Jean-Marie Poirier
  • Patent number: 5072046
    Abstract: This invention relates to a process for producing bis-[aminophenyl ketones] and the resulting compositions which are suitable for the preparation of engineering polymers, e.g., polyimides, polyurethanes and a host of other resinous materials. The bis-[aminophenyl ketones] are formed by reacting 2 moles of a nitrophenyl acid halide with an aromatic bridging composition having at least two hydrogen atoms of sufficient reactivity to undergo acylation reactions whereby nitrophenyl ketone groups are attached to the aromatic bridging group. The resulting bis-[nitrophenyl ketones] then are converted to the amine by hydrogenation or by double nucleophilic displacement with an aminophenol.The invention also relates to polyimides and polyamides prepared from such bis-[aminophenyl ketones].
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: December 10, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burogyne, Jr., Mark D. Conner, Michael E. Ford, Thomas A. Johnson
  • Patent number: 5070211
    Abstract: A compound having the structural formula ##STR1## where R is at least one of hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano, phenyl, phenoxy, benzyl or COOR.sup.1 ; and R.sup.1 is C.sub.1 -C.sub.4 alkyl is disclosed. A composition comprising a growth regulant effective amount of the compound and a carrier therefor is also set forth. In addition, a process for regulating plant growth comprising applying a plant growth regulant effective amount of the compound to the locus of the plant whose growth is to be regulated is taught.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: December 3, 1991
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Lte.
    Inventors: Mark A. Dekeyser, Allen R. Blem
  • Patent number: 5045302
    Abstract: This invention concerns novel bidentate ligands L having two phosphorus or arsenic atoms. Cationic complexes of the ligands with Technetium-99m, e.g. having the formula [TcO.sub.2 L.sub.2 ].sup.+, are useful for body imaging, particularly myocardial imaging. The ligands have the general formulaY.sub.2 QZQY.sub.2where Q is phosphorus orZ is a --CC-- or --CCC-- or --COC-- groups,the four groups Y are all C1-C8 saturated hydrocarbon or fluorohydrocarbon with 1-3 ether oxygen atoms.
    Type: Grant
    Filed: March 28, 1989
    Date of Patent: September 3, 1991
    Assignee: Amersham International plc
    Inventors: James D. Kelly, Kwok W. Chiu, Ian A. Latham
  • Patent number: 5004843
    Abstract: Process for preparing predominantly Z-substituted allylic alcohols of the formula: ##STR1## wherein R.sup.1 is a straight or branched C.sub.1 -C.sub.25 alkyl group optionally bearing at least one substituent and/or at least one unsaturated linkage and R.sup.2 is a hydrogen atom or a methyl group, which comprises reacting a vinyl epoxide of the formula: ##STR2## wherein R.sup.2 is as defined above with an organolithium compound of the formula above. More particularly, there is disclosed a process for R.sup.1 --Li wherein R.sup.1 is as defined above; particularly, process for preparing .alpha.-santalol of the formula: ##STR3## which comprises reacting 3-methyl-3,4-epoxybutene-1 with lithiomethyl-2,3-dimethyltricyclo[2.2.1.0.sup.2,6 ]heptane.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: April 2, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsuhisa Tamura, Gohu Suzukamo, Ken-ichi Hirose
  • Patent number: 4978653
    Abstract: 2-Cyclohexylpropanal derivatives are disclosed. The derivatives are represented by the following formula (I): ##STR1## wherein P is a hydrogen atom and Q represents a group --CH.dbd.N--OH or a group --CH(OR).sub.2, wherein each R represents a lower alkyl group or two R's together form a lower alkylene group which may have a lower alkyl substituent, or P and Q together form a group ##STR2## wherein R' is a lower alkyl group. The compounds possess floral, fruity, or green odors and are useful for preparing perfume compositions.
    Type: Grant
    Filed: August 29, 1989
    Date of Patent: December 18, 1990
    Assignee: Kao Corporation
    Inventors: Junji Koshino, Yoshiaki Fujikura, Manabu Fujita, Nao Toi
  • Patent number: 4925590
    Abstract: Derivatives of 4-cyano-2,3-difluorophenol of the formula I ##STR1## wherein R.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by --O--, --CO--, --CO--O-- and/or --CH.dbd.CH--, no two 0 atoms being directly attached to one another,A.sup.1 and A.sup.2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F atoms, and in which one or two CH groups can also be replaced by N, or trans-1,4-cyclohexylene in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or S atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, OCH.sub.2 --, --CH.sub.2 O, --C.tbd.C-- or a single bond,m is 0, 1 or 2 andQ is --CO-- or --CH.sub.2 --.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: May 15, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
  • Patent number: 4731377
    Abstract: This invention relates to cyclic peroxide compositions, a process of producing the compositioning and a method for inhibiting tumors utilizing the compositions. More particularly, the compositions are cyclic peroxides which are derived from marine organisms, i.e., the marine sponge Plakortis lita.
    Type: Grant
    Filed: January 31, 1986
    Date of Patent: March 15, 1988
    Assignee: Harbor Branch Oceanographic Institute, Inc.
    Inventors: Tatsuo Higa, Carsten Christophersen, Shinichi Sakemi
  • Patent number: 4574158
    Abstract: Trioxane and other acetals are purified by contact with an alkali metal hydroxide and phase transfer catalyst followed by isolation in a purified form. This reaction provides acetals sufficiently pure for polymerization to high molecular weight.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: March 4, 1986
    Assignee: Conoco Inc.
    Inventor: Jeff T. Fenton
  • Patent number: 4514406
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group optionally substituted with halogen, an alkoxyalkyl or alkylthioalkyl group of the formula: R.sub.7 --Z--(CH.sub.2).sub.q --, a C.sub.2 -C.sub.3 alkenyl group, a C.sub.2 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.2 alkoxy group, a C.sub.1 -C.sub.2 alkylthio group, a phenyl group, a pyridyl group, a furyl group or a thienyl group, or R.sub.1 and R.sub.2 may be combined together to form a saturated or unsaturated 5- or 6-membered ring having 0 to 2 oxygen or sulfur atom(s) within the ring, R.sub.3 and R.sub.4 are, same or different, each a hydrogen atom or a methyl group, R.sub.5 is a methyl group or a halogen atom, R.sub.6 is a C.sub.1 -C.sub.4 alkyl group, a methoxy group, a halogen atom, a trifluoromethyl group or a nitro group, R.sub.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: April 30, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tadashi Ohsumi, Makoto Hatakoshi, Hirosi Kisida
  • Patent number: 4460603
    Abstract: N-[1-(2'-substituted-alkyl)-amidomethyl and carboalkoxymethyl]-substituted-N-acylanilines have fungicidal activity.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: July 17, 1984
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4338450
    Abstract: Carbamate-sulfenyl-carba moyl fluoride compounds are valuable insecticidal compositions and are also useful intermediates in the production of bis-carbamate compounds.
    Type: Grant
    Filed: December 1, 1975
    Date of Patent: July 6, 1982
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva