The Spiro Includes A Hetero Ring Patents (Class 549/331)
  • Patent number: 5532361
    Abstract: Photochromic compounds belonging to the class of spiro-pyrans, having the general formula (I): ##STR1##
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: July 2, 1996
    Assignee: Ministero Dell `Universita` E Della Ricerca Scientifica E Technologica
    Inventors: Pietro Allegrini, Nereo Nodari, Vincenzo Malatesta, Luciana Crisci
  • Patent number: 5514817
    Abstract: Described are novel reversible photochromic phenanthropyran compounds, examples of which are substituted 2H-phenanthro 4,3-b!pyran and 3H-phenanthro 1,2-b!pyran compounds. The 2H-phenanthropyran compounds have certain substituents at the number 5 and 6 carbon atoms of the phenanthro portion of the phenanthropyran and at the 2 position of the pyran ring. Certain substituents may also be present at the number 7, 8, 9, 10, 11, or 12 carbon atoms of the phenanthro portion of the phenanthropyran. The 3H-phenanthropyran compounds have certain substituents at the number 11 and 12 carbon atoms of the phenanthro portion of the phenanthropyran and at the 3 position of the pyran ring. Certain substituents may also be present at the number 5, 6, 7, 8, 9, or 10 carbon atoms of the phenanthro portion of the phenanthropyran. Also described are polymeric organic host materials that contain or that are coated with such compounds.
    Type: Grant
    Filed: August 4, 1994
    Date of Patent: May 7, 1996
    Assignee: PPG Industries, Inc.
    Inventor: David B. Knowles
  • Patent number: 5510326
    Abstract: Novel odorant compositions which are characterized by a content of one or more compounds selected from the group consisting of tetrahydrofurans of structures 1 or 2, or tetrahydropyrans of structure 3. ##STR1## wherein R can be an acyclic, where acyclic refers to a chain of at least four carbon atoms substituted with at least three methyl groups in the chain, carbocyclic, where carbocyclic refers to a ring of 5-8 carbon atoms, and with at least two methyl groups on the ring, or bicyclic where bicyclic refers to two carbon rings, each ring having between 5-8 carbon atoms fused together, substituted with at least two methyl groups, and where R.sub.1 .dbd.CH.sub.3, or higher alkyl group, R.sub.2 .dbd.H, CH.sub.3, or higher alkyl group, R.sub.3 .dbd.H, or CH.sub.3, R.sub.4 and R.sub.5 .dbd.H, CH.sub.3, or higher alkyl group.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: April 23, 1996
    Assignee: Givaudan-Roure Corporation
    Inventor: Paul D. Noire
  • Patent number: 5466398
    Abstract: Described are novel reversible photochromic 3H-naphtho[2,1-b]pyran compounds, of the following graphic formula: ##STR1## wherein R.sub.1 is hydrogen or alkyl, R.sub.2 is hydrogen or preferably a carboalkoxy group and R.sub.3 is hydrogen or preferably an alkyl group, provided that either R.sub.1 or R.sub.2 is hydrogen, and B and B' are the aryl groups phenyl or naphthyl, a heterocyclic aromatic group or together form a spiro adamantylene group. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(oxazine) type compounds, are also described.
    Type: Grant
    Filed: June 21, 1993
    Date of Patent: November 14, 1995
    Assignee: Transitions Optical, Inc.
    Inventors: Barry Van Gemert, Anil Kumar
  • Patent number: 5461054
    Abstract: The anthracene-spiro-pyrrolidines according to the invention are prepared by reacting either anthracene-spiro-furans or unsubstituted anthracene-spiropyrrolidines with appropriately substituted amines or by reacting unsubstituted anthracene derivatives with appropriately substituted methylenepyrrolidines. The substances can be used as active agents in medicaments, in particular for the production of immunomodulating medicaments.
    Type: Grant
    Filed: December 9, 1993
    Date of Patent: October 24, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Eckhard Schwenner, Gaetan Ladouceur, Thomas M. Aune
  • Patent number: 5403846
    Abstract: Compounds of the general formula: ##STR1## or a pharmaceutically acceptable salt, hydrate or crystal form enantiomer, diastereomer or mixtures thereof are Class III antiarrhythmic agents.
    Type: Grant
    Filed: November 22, 1993
    Date of Patent: April 4, 1995
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, David A. Claremon, Gerald S. Ponticello, Harold G. Selnick
  • Patent number: 5371242
    Abstract: Abstract of the Disclosure: Products of the reduction of 4-hydroxybutyric acid derivatives of the formula IIa ##STR1## where one of A and B is methylene and the other is cyclopropylidene, or of C.sub.1 --C.sub.4 --alkyl esters (IIb) or lactones (IIc) of these acids IIa, are prepared by hydrogenating the compounds IIa or IIb or IIc catalytically using hydrogen in the presence of a heterogeneous hydrogenation catalyst, giving novel compounds which can be used to prepare polymers.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: December 6, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Weyer, Rolf Fischer, Werner Schnurr, Norbert Goetz, Thomas Kuekenhoehner
  • Patent number: 5369158
    Abstract: Described are novel reversible photochromic naphthopyran compounds substituted at the number eight carbon atom on the naphtho portion of the naphthopyran ring with, for example, a methoxy group. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds are also described.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: November 29, 1994
    Assignee: Transitions Optical, Inc.
    Inventor: David B. Knowles
  • Patent number: 5358824
    Abstract: The photosensitive resin composition of the present invention comprises an admixture of 5 to 100 weight parts of a photosensitive material having the following general formula (A) and 100 weight parts of an alkali-soluble resin:General formula (A) ##STR1## where R.sub.1 to R.sub.8 each independently represents a hydrogen atom, a hydroxyl group, a halogen atom, an alkyl group, an alkoxyl group, an aralkyl group, an aryl group, an amino group, a monoalkylamino group, a dialkylamino group, an acylamino group, an alkylcarbamoyl group, an arylcarbamoyl group, an alkylsulfamoyl group, an arylsulfamoyl group, a carboxyl group, a cyano group, a nitro group, an acyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an acyloxy group, or --OD, --N(R)--D (where R represents a hydrogen atom or an alkyl group, and D represents a 1,2-napthoquinoediazide-5-sulfonyl group or a 1,2-napthoquinoediazide-4-sulfonyl group), and at least one of R.sub.1 to R.sub.8 represents --OD or --N(R)--D; R.sub.9 to R.sub.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: October 25, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shiro Tan, Yasunori Takata, Yoshimasa Aotani, Fumiyuki Nishiyama
  • Patent number: 5326784
    Abstract: New cycloalkylalkylamines which are sigma-receptor ligands of formule (I) ##STR1## in which: R.sub.1 is H or lower alkyl; X and Y are H, OH, lower alkyl, lower alkoxy, halogen or nitrile; V.sub.1 and V.sub.2 together form a double bond attached to an oxygen atom or to a hydroxyimino radical, or are linked as an ethylenedioxy chain; A represents a valency bond, an oxygen atom, a methylene or an ethylene group; m is equal to 0, 1 or 2; n has the value of an integer from 1 to 5. Psychotropic drug which is also useful in gastroenterology.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: July 5, 1994
    Assignee: Institut de Recherche Jouveinal
    Inventors: Jean-Louis Junien, Alain Calvet, Henri Jacobelli, Francois Roman
  • Patent number: 5300524
    Abstract: Compounds of general formula I; ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, and R.sup.7 are variables.These compounds are antagonists of platelet activating factor (PAF) and as such are useful in the treatment or amelioration of various diseases or disorders mediated by PAF.
    Type: Grant
    Filed: September 16, 1991
    Date of Patent: April 5, 1994
    Assignee: British Bio-Technology Limited
    Inventors: Alan H. Davidson, Mark Whittaker, Zoe M. Spavold
  • Patent number: 5286860
    Abstract: This invention encompasses compounds of the formula: ##STR1## and pharmaceutically acceptable non-toxic salts thereof wherein: ##STR2## represents: ##STR3## where n is 0, 1, or 2; R.sub.1 and R.sub.2 are hydrogen or straight or branched chain alkyl groups;Y represents various organic and inorganic substituents;W represents an aromatic group substituted with various organic and inorganic substituents;A is CH or N;B is a substituted or unsubstituted carbon or N; andE is hydrogen or straight or branched alkyl groupsThese compounds are highly selective agonists, antagonists or inverse agonists for GABAa brain receptors or prodrugs thereof and are useful in the diagnosis and treatment of anxiety, sleep, and seizure disorders, overdose with benzodiazepine type drugs, and enhancement of alertness.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: February 15, 1994
    Assignee: Neurogen Corporation
    Inventors: Charles Blum, Alan Hutchison
  • Patent number: 5273998
    Abstract: The present invention provides an industrially valuable method for preparing an optically active 3,4-dihydro-3,4-epoxy-2H-1-benzopyran compound which is useful as a starting material for an optically active benzopyran compound with antihypertensive, coronary blood flow-increasing activities and the like, provides a diastereomeric ester compound which is useful as an intermediate for said epoxy compound and also provides a use of said diastereomeric ester compound in making of said epoxy compound, and further an optically active benzopyran compound which is useful as medicine.
    Type: Grant
    Filed: October 19, 1992
    Date of Patent: December 28, 1993
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventor: Tsutomu Yamanaka
  • Patent number: 5260472
    Abstract: Multigram quantities of Ins(1,4,5) P.sub.3, Ins(1,3,4) P.sub.3, and Ins(1,3,4,5)P.sub.4 are prepared in their enantiomerically pure forms from the two enantiomers of 1,2:5,6-di-O-cyclohexylidene myo-inositol. Also, a facile enzymatic preparation is also described of these chiral precursors through enantiospecific deacylation of the corresponding racemic esters is disclosed.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: November 9, 1993
    Assignee: The Board of Governors for Higher Education State of Rhode Island and Providence Plantations
    Inventor: Ching-Shih Chen
  • Patent number: 5240959
    Abstract: Aranorosinol-A and Aranorosinol-B are compounds of the formula ##STR1## in which R is H (Aranorosinol-A) or CH.sub.2 COCH.sub.3 (Aranorosinol-B); said compounds have antibacterial and antifungal activity.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: August 31, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Kirity Roy, Erra K. S. Vijayakumar, Ravi G. Bhat, Triptikumar Mukhopadhyay, Bimal N. Ganguli
  • Patent number: 5235057
    Abstract: The invention relates to compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen or aralkyl, R.sup.3 is alkyl, cycloalkyl or cycloalkylalkyl, R.sup.4 and R.sup.5 are identical or different and are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl or a heterocyclic radical and R.sup.6 and R.sup.7 are identical or different and are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, aryl or arlkyl or R.sup.6 and R.sup.7, together with the carbon atom carrying them, are cycloalkyl. The novel compounds are prepared by a carbonyl olefination according to Wittig. They are intermediates for the preparation of pharmaceuticals, in particular of inhibitors of renin and HIV protease.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: August 10, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz-Werner Kleemann, Rainer Henning, Hansjorg Urbach
  • Patent number: 5223533
    Abstract: The invention relates to the benzylcyclanone derivatives of formula: ##STR1## where R.sub.1 and R.sub.3 denote H, OH, linear or branched C.sub.1 -C.sub.8 alkyl or linear or branched C.sub.1 -C.sub.8 alkoxy, R.sub.2 and R.sub.4 represent H or OH, at least one of the two being OH, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 represent H, C.sub.1 -C.sub.18 alkyl, aralkyl or aryl, it being possible for R.sub.5 and R.sub.6 and/or R.sub.7 and R.sub.8 to form an optionally substituted, saturated C.sub.5 -C.sub.12 ring, X represents O or --(CR.sub.9 R.sub.10).sub.n with n=1 or 2 and R.sub.9 and R.sub.10 represent H or CH.sub.3 ; if X represents --(CR.sub.9 R.sub.10).sub.n, R.sub.6 and R.sub.8, with the atoms of the ring to which they are attached, form a bicyclic system having 7 or 8 carbon atoms; if X represents --(CR.sub.9 R.sub.10).sub.n with n=1, R.sub.9 and R.sub.10 =CH.sub.3, R.sub.5 =H and R.sub.6 and R.sub.8, with the atoms of the ring to which are attached, form a bicyclic system having 7 carbon atoms, R.sub.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: June 29, 1993
    Assignee: L'Oreal
    Inventors: Serge Forestier, Alain LaGrange, Gerard Lang, Andre Deflandre, Bernadette Luppi
  • Patent number: 5217709
    Abstract: Cosmetic composition containing, by way of a compound screening cut UV of wavelengths 280-380 nm, a 5-benzylidene-3-oxacyclopentanone of formula (I): ##STR1## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 denote C.sub.1 -C.sub.8 alkyl, aralkyl or aryl, or alternatively R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 form, with the carbon to which they are attached, a saturated 5- or 6-membered ring, andR.sub.5, R.sub.6 and R.sub.7 denote H, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.8 alkenyloxy, C.sub.2 -C.sub.12 acyloxy, benzyloxy or --COOR.sub.10 where R.sub.10 is a C.sub.1 --C.sub.8 alkyl, hydrogen, an alkali metal or alkaline earth metal or a radical derived from an amine, it also being possible for one of the substituents R.sub.5, R.sub.6 and R.sub.7 to denote a radical ##STR2## where R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the above meanings. This composition can be a protective composition for the human epidermis or the hair or an antisun composition.
    Type: Grant
    Filed: October 24, 1989
    Date of Patent: June 8, 1993
    Assignee: L'Oreal
    Inventors: Alain Lagrange, Serge Forestier, Gerard Lang, Bernadette Luppi
  • Patent number: 5112858
    Abstract: A new antibiotic, aranorosin, a microbiological process for the preparation thereof, and the use thereof as a pharmaceutical.Aranorosin, a compound of the formula ##STR1## can be prepared with the aid of the fungus culture Y-30499 (DSM 4151). Aranorosin has an antibiotic action as well as an action against malignant tumors.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: May 12, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Kirity Roy, Triptikumar Mukhopadhyay, Goukanapalli C. S. Reddy, Erra K. S. Vijayakumar, Bimal N. Ganguli, Richard H. Rupp, Hans-Wolfram Fehlhaber, Herbert Kogler
  • Patent number: 5110939
    Abstract: Invented are 4-aza-5-alpha-8(14)-17 substituted-androsten-3-ones having an 8(14), 7(8), or 16(17) double bond, optionally also having a 1(2) double bond, pharmaceutical compositions containing the compounds, and methods of using these compounds to inhibit steroid 5-alpha-reductase.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: May 5, 1992
    Assignee: Smithkline Beecham Corporation
    Inventors: Dennis A. Holt, Mark A. Levy, Brian W. Metcalf
  • Patent number: 5106998
    Abstract: Disclosed is a compound represented by the following general formula(I): ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, represent a hydrogen atom, an alkyl group, an aryl group, an aralkyl group or a substituted amino group, R.sub.3 and R.sub.4, which may be the same or different, represent an alkyl group, or R.sub.3 and R.sub.4 together form a nobornylidene group or bicyclo (3, 3, 1) 9-nonylidene group which may have a substituent, and ##STR2## represents a divalent aromatic hydrocarbon group or divalent unsaturated heterocyclic group which may have a substituent, with the proviso that when R.sub.3 and R.sub.4 represent an alkyl group, ##STR3## represents a bicyclic aromatic fused ring which is substituted with at least one substituent selected form the group consisting of a halgoen atom, an alkyl group, an alkoxy group, --R.sub.5 --S--R.sub.6 and ##STR4## (in which R.sub.5 represents an alkylene group or --O--R.sub.8).sub.n (in which R.sub.
    Type: Grant
    Filed: March 9, 1990
    Date of Patent: April 21, 1992
    Assignee: Tokuyama Soda Kabushiki Kaisha
    Inventors: Takashi Tanaka, Satoshi Imura, Kenji Tanaka, Yasuji Kida
  • Patent number: 5073538
    Abstract: Cycloalkylidene derivatives of the general formulae Ia to Ic ##STR1## where the dashed line is a possible additional chemical bond, the radicals R.sup.1 are identical or different C.sub.1 -C.sub.4 -alkenyl groups, R.sup.2 and R.sup.3 are each methyl or ethyl, R.sup.4 is hydrogen or one of the radicals R.sup.1, X is oxygen, methylene or a chemical bond, m is from 0 to 3 or, when X is methylene, is from 1 to 3, or, when X is methylene and R.sup.1 is methyl, is from 2 to 3 and n is from 0 to 3, are used as fragrance materials.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: December 17, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Heullmann, Rainer Becker, Lothar Janitschke, Gerald Lauterbach, Wolfgang Barth, Klaas Jansen
  • Patent number: 5066816
    Abstract: The present invention provides an industrially valuable method for preparing an optically active 3,4-dihydro-3,4-epoxy-2H-1-benzopyran compound which is useful as a starting material for an optically active benzopyran compound with antihypertensive, coronary blood flow-increasing activities and the like, and also provides a diastereomeric ester compound with a 3-halo-4-hydroxy-2H-1-benzopyran compound which is useful as an intermediate for said epoxy compound.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: November 19, 1991
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Shinro Setoguchi, Mineo Tsuruda, Chiaki Kitami, Tsutomu Yamanaka
  • Patent number: 5064856
    Abstract: Compound of formulae (I) and (II) are HMG-CoA synthase inhibitors and exhibit antifungal activity.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: November 12, 1991
    Assignee: Merck & Co., Inc.
    Inventors: George M. Garrity, Robert Giacobbe, Michael D. Greenspan, Otto D. Hensens, Henry Joshua, Maria T. D. Matas, Isabel Martin, James A. Milligan, Sagrario M. del Val, Walter Rozdilsky, Janet C. Onishi, Jerrold M. Liesch
  • Patent number: 5011950
    Abstract: Novel aromatic amine derivatives of specific structure are useful intermediates for herbicides. The aromatic amine compounds have the structure shown by formula [I]: ##STR1## wherein Ar and A are as defined herein.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: April 30, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Daisuke Fukuoka, Katsuya Takahashi, Isao Hashimoto
  • Patent number: 5006150
    Abstract: Substituted benzoyl-2H-pyran-3,5-(4H,6H)-diones and related compounds, intermediates therefor, synthesis thereof, and the use of said diones for the control of weeds.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: April 9, 1991
    Assignee: Sandoz Ltd.
    Inventors: Shy-Fuh Lee, Richard J. Anderson, Gary W. Luehr, Carole R. Scott
  • Patent number: 5002950
    Abstract: The present invention is various 7-deazaguanines having activity as immunomodulators. Also included are pharmaceutical compositions and methods of use thereof.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: March 26, 1991
    Assignee: Warner-Lambert CO.
    Inventors: Thomas C. Malone, Jagadish C. Sircar
  • Patent number: 4980089
    Abstract: Described are a series of novel benzospiropyran and naphthospiropyran compounds in which a norcamphor group (or its alkyl-substituted homologues) or a tricyclodecane group (or its alkyl-substituted derivatives) are appended at the 2-position of the benzospiropyran or naphthospiropyran ring. Also described are organic host materials that contain or that are coated with materials containing such compounds. Articles, such as ophthalmic or plano lenses, that incorporate the novel pyran compounds or combinations of the novel pyran compounds with other complementary photochromic compounds are described.
    Type: Grant
    Filed: July 12, 1989
    Date of Patent: December 25, 1990
    Assignee: PPG Industries, Inc.
    Inventor: Harry G. Heller
  • Patent number: 4963568
    Abstract: Novel compounds which are selective dopamine agonists are useful for treating disorders characterized by abnormal dopamine levels, such as Parkinson's Disease, as well as cardiovascular disorders.
    Type: Grant
    Filed: May 31, 1989
    Date of Patent: October 16, 1990
    Assignee: Abbott Laboratories
    Inventors: Robert W. Schoenleber, John W. Kebabian, Yvonne C. Martin, Michael P. DeNinno, Richard J. Perner, David M. Stout, Chi-Nung W. Hsiao, Stanley DiDomenico, Jr., John F. DeBernardis, Fatima Z. Basha, Michael D. Meyer, Biswanath De
  • Patent number: 4910226
    Abstract: Invented are substituted acrylate analogues of steroidal synthetic compounds, pharmaceutical compositions containing the compounds, and methods of using these compounds to inhibit steroid 5-.alpha.-reductase. Also invented are intermediates used in preparing these compounds.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: March 20, 1990
    Assignee: SmithKline Beckman Corporation
    Inventors: Dennis A. Holt, Mark A. Levy, Brian W. Metcalf
  • Patent number: 4855318
    Abstract: Iodopropargyl ethers of the formula ##STR1## wherein A represents oxygen or a methylene group,R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, lower alkyl, alkenyl or unsubstituted or halogen-substituted phenyl, or R.sup.2 and R.sup.3 together form a carbocyclic ring with 4 to 7 C atoms,l and m represent 0, 1 or 2,k denotes 0 or 1 andn denotes an integer from 0 to 4, with the proviso that if l is 0, n represents 1, 2, 3 or 4,can be prepared by reaction of the corresponding propargyl ethers with iodinating agents. The iodopropargyl ethers are active compounds in microbicidal agents.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: August 8, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
  • Patent number: 4838924
    Abstract: This invention relates to novel compounds of formula [I], a process for their production, and their use as a herbicide. ##STR1## wherein A represents the bond ##STR2## in which X is a hydrogen atom, a chlorine atom, a nitro group or a trifluoromethyl group;B represents a hydrogen atom, a methyl group or a methoxy group; andAr represents one member selected from the group consisting of ##STR3## in which R.sup.1 to R.sup.38, are as defined hereinafter.
    Type: Grant
    Filed: April 1, 1987
    Date of Patent: June 13, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Tetsuo Takematsu, Daisuke Fukuoka, Katsuya Takahashi, Isao Hashimoto
  • Patent number: 4826977
    Abstract: A series of novel photochromic spiropyrans are disclosed in which a spiro-adamantane group is introduced into the 2-position of the benzopyran or naphthopyran ring. The spiropyran compounds of the invention exhibit heliochromic properties, i.e. they color in sunlight and fade rapidly at ambient temperatures in the absence of U.V. light, making them good candidates for use in the manufacture of sunglasses. The invention includes lenses which darken in sunlight and incorporate the novel spiropyrans and a process for the preparation of the spiropyran compounds.
    Type: Grant
    Filed: May 15, 1987
    Date of Patent: May 2, 1989
    Assignee: The Plessey Company plc
    Inventors: Harry G. Heller, Stephen N. Oliver, John Whittall, Ian Tomlinson
  • Patent number: 4800202
    Abstract: Fungicidally active aminomethyltetrahydrofurans of the formula ##STR1## in which A represents a divalent alkylene or alkenylene chain which is in each case optionally substituted andR.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, alkoxyalkyl, dialkoxyalkyl, hydroxyalkyl, hydroxyalkoxyalkyl, dioxolanylalkyl, oxolanylalkyl, or dioxanylalkyl, or represent in each case optionally substituted cycloalkylalkyl, cycloalkyl, aralkyl, aralkenyl or aryl, orR.sup.1 and R.sup.2, together with the nitrogen atom to which they are bonded, represent an optionally substituted saturated heterocyclic radical, which can optionally contain further heteroatoms,or an acid addition salts thereof. Some intermediates therefor wherein NR.sup.1 R.sup.2 is replaced by halogen or sulphonyloxy are also new.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: January 24, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Weissmuller, Dieter Berg, Stefan Dutzmann, Paul Reinecke
  • Patent number: 4792606
    Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann-Dieter Krall
  • Patent number: 4777272
    Abstract: Compounds of the formula ##STR1## wherein X is oxygen, sulfur or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m - wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are alkylene having 2 to 5 carbon atoms;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.
    Type: Grant
    Filed: November 13, 1987
    Date of Patent: October 11, 1988
    Assignee: Stauffer Chemical Company
    Inventors: Charles G. Carter, Jeff K. Curtis
  • Patent number: 4737493
    Abstract: Substituted phenoxy-, 1-, and 2-naphthalenyloxy-, indenyl-, indolyl-, benzofuranyl-, and benzo[b]thiofuranylcarboxamides of 7,8-(substituted-diamino)-1-oxaspiro[4.5]decanes are useful as analgesic agents.A method of making the compounds, pharmaceutical compositions employing the compounds, and a method of alleviating pain in warm-blooded animals are also disclosed.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: April 12, 1988
    Assignee: Warner-Lambert Company
    Inventor: David C. Horwell
  • Patent number: 4728745
    Abstract: Compounds of the formula ##STR1## wherein X is oxygen, sulfur or sulfonyl;R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are alkylene having 2 to 5 carbon atoms;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: March 1, 1988
    Assignee: Stauffer Chemical Company
    Inventors: Charles G. Carter, Jeff K. Curtis
  • Patent number: 4701542
    Abstract: A process for the resolution of hemiacetal compounds of the formula ##STR1## wherein A is a hydrocarbon chain containing 1 to 16 groups, the said chain optionally containing at least one heteroatom, at least one unsaturation, the assembly of the group constituting the chain may be a mono- or polycyclic system including a spiro or endosystem and the assembly of chain A and the carbon atoms attached thereto can contain at least one chiral atom or the hemiacetal moiety thereto which can present a chirality due to the dissymetric spatial configuration of the molecule and Y is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms optionally substituted, --CY.sub.3 ' and the .beta.,.gamma.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: October 20, 1987
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jean-Pierre Demoute
  • Patent number: 4650513
    Abstract: Cyclohexenones of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, alkenyl, alkynyl, or haloalkyl, Z is hydrogen or alkoxycarbonyl, and X is a substituted or unsubstituted pentamethylene chain in which one or two methylene groups can be replaced by O, S, SO, SO.sub.2 or NR.sup.3, and their use for controlling undesirable plant growth.
    Type: Grant
    Filed: March 6, 1985
    Date of Patent: March 17, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4602934
    Abstract: Novel compounds of the formula ##STR1## wherein D is hydrogen, halogen, (halo)alkyl or (halo)alkoxy; R is alkyl or is cycloalkyl optionally 1-substituted by alkyl or halogen and R.sup.1 is the hydrocarbyl residue of a saturated oxygen-heterocyclic alcohol, are useful as herbicides.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: July 29, 1986
    Assignee: Shell Oil Company
    Inventor: Kurt H. Pilgram
  • Patent number: 4602933
    Abstract: Novel compounds of the formula ##STR1## wherein D is hydrogen, halogen, (halo)alkyl or (halo)alkoxy; R is hydrogen, alkyl or alkoxy and R.sup.1 is the hydrocarbyl residue of a saturated oxygen-heterocyclic alcohol, are useful as herbicides.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: July 29, 1986
    Assignee: Shell Oil Company
    Inventor: Kurt H. Pilgram
  • Patent number: 4588591
    Abstract: Analgesic 2-oxa-spirocyclic compounds of the formula ##STR1## where the wavy line bonds, p, n, m, A, q, X, Y, R, R.sub.1, R.sub.2 and E are as defined in the specification, e.g., trans-4-bromo-N-methyl-N-[7-(1-pyrrolidinyl)-2-oxaspiro[4.5]dec-8-yl]benza mide, and trans-3,4-dichloro-N-methyl-N-[7-(1-pyrrolidinyl)-2-oxaspiro[4.5]dec-8-yl] benzeneacetamide, and acid addition salts thereof. Pharmaceutical compositions and methods of using these compounds as analgesics are disclosed. Processes for preparing the class of compounds are also disclosed.
    Type: Grant
    Filed: May 25, 1984
    Date of Patent: May 13, 1986
    Assignee: The Upjohn Company
    Inventors: Lester J. Kaplan, Moses W. McMillan
  • Patent number: 4567265
    Abstract: Cyclopropanoid cyanoesters of the formula: ##STR1## where R' is --CH.sub.3 or --CH.sub.2 CH.sub.3, and A is (a) --H, or(b) A, B represents an aliphatic group joined to a carbon atom on the cyclopropanoid ring, thereby forming a spiro group, A, B being selected from structures having the formula:(i) --(CH.sub.2).sub.n --, wherein n=3, 4, or 5, and(ii) --(CH.sub.2).sub.2 --Y--(CH.sub.2).sub.2 --, wherein Y is NCH.sub.3, O, or S); and,when A is --H, B is selected from the group consisting of: ##STR2## are disclosed. These compositions are useful in the synthesis of pyrethroids. A process for synthesis of cyclopropanoid cyanoesters by reacting 2-nitropropane with cyanoesters of the general formula: ##STR3## is also disclosed and claimed.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: January 28, 1986
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 4525201
    Abstract: The present invention is directed to novel compounds of formulas I or II ##STR1## wherein R is an optionally substituted unsaturated group containing up to 4 carbon atoms, a cycloalkyl group containing 3 to 10 carbon atoms, a secondary alkyl group containing 3 to 10 carbon atoms, an aromatic group containing up to 14 carbon atoms or a heterocyclic group containing up to 14 carbon atoms; in formula I, m is 0, 1 or 2; n is 1, 2 or 3; R.sup.1 and R.sup.2 each independently is a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms, or a hydroxyalkyl or an alkoxymethyl group in which the alkyl portion contains 1 to 6 carbon atoms; X is CH.sub.2 when m is 0, 1 or 2; or X is oxygen when m is 1 or 2; or in formula II, n is 1, 2 or 3; m is 0 or 1; and R.sup.1 and R.sup.2 each independently is a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms, or a hydroxyalkyl or an alkoxymethyl group in which the alkyl portion contains 1 to 6 carbon atoms.
    Type: Grant
    Filed: October 24, 1983
    Date of Patent: June 25, 1985
    Assignee: Shell Oil Company
    Inventors: Willy D. Kollmeyer, Thomas L. Brown
  • Patent number: 4524206
    Abstract: Disubstituted N,N'-piperazinyl derivatives are disclosed wherein one substituent is heteroaryl and the other is alkylene attached to the ring nitrogen of substituted 2,5-pyrrolidinedion-1-yl moieties. The substitution pattern of the pyrrolidinedione ring involves either geminal disubstitution, including spiro ring fusion, or 3,4-phenyl ring fusion to give phthalimide derivatives. Heteroaryl substitution on the other piperazine nitrogen comprises pyridine, pyrimidine, and benzisothiazole ring systems. Representative examples of these compounds demonstrate useful central nervous system effects.
    Type: Grant
    Filed: September 12, 1983
    Date of Patent: June 18, 1985
    Assignee: Mead Johnson & Company
    Inventors: James S. New, Joseph P. Yevich
  • Patent number: 4508911
    Abstract: 1,2-Cycloaliphatic diamines and protected diamines of the formulas II and IIa ##STR1## and ##STR2## wherein the wavy line bonds, p, n, R, R.sub.1, R.sub.2, Z, m and Q are as defined in the specification, e.g., (.+-.)-(5.xi.,6.alpha.,7.beta.)-1-[6-methylamino-1-oxaspiro[4.5]dec-7-yl]p yrrolidine, are disclosed and claimed herein. These diamines and protected diamines are useful as intermediates for preparing mono-oxa, and thiaspirocyclic-benzene acetamide and benzamide analgesic compounds.
    Type: Grant
    Filed: February 14, 1984
    Date of Patent: April 2, 1985
    Assignee: The Upjohn Company
    Inventor: Lester J. Kaplan
  • Patent number: 4438130
    Abstract: Mono-Oxa-, thiaspirocyclic-benzene-acetamide and -benzamide compounds of the formula ##STR1## wherein p, n, m, A, E, R, R.sub.1, R.sub.2, X, Y and Z are as defined in the specification, e.g., (.+-.)-(5.alpha.,7.alpha.,9.beta.)-3,4-dichloro-N-methyl-N-[7-(1-pyrrolidi nyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide, and the pharmacologically acceptable salts thereof, are useful as analgesic compounds having low physical dependence liability, compared to morphine and methodone, and low dysphoria side effects. Some of these compounds have potent analgesic activity when administered orally, and some have low CNS sedative side effects. Pharmaceutical compositions and methods for using these compounds as analgesics are disclosed. Processes for preparing this class of compounds are also disclosed.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: March 20, 1984
    Assignee: The Upjohn Company
    Inventor: Lester J. Kaplan
  • Patent number: 4434295
    Abstract: The present specification provides novel analogs of khellin. These analogs are all useful as antiatherosclerotic agents. Particularly, the present specification provides 4-methoxy, 9-methoxy, or 4,9-dimethoxy-6,7-dihydro-7,7-disubstituted-5H-furo[3,2-g][1]benzopyran-5- ones.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: February 28, 1984
    Assignee: The Upjohn Company
    Inventor: Ronald B. Gammill
  • Patent number: 4410354
    Abstract: Certain spiro ether derivatives are useful as herbicides.
    Type: Grant
    Filed: February 1, 1982
    Date of Patent: October 18, 1983
    Assignee: Shell Oil Company
    Inventors: Kurt G. R. Sundelin, James E. Powell, Willy D. Kollmeyer