Benzene Ring Containing Patents (Class 568/592)
  • Publication number: 20040133006
    Abstract: This invention relates to the reversible protection of hydroxy-silane functional groups by acid cleavable protecting groups. The development of reversible protecting groups greatly enhances the current utility of silanes while introducing further novel applications. For instance, reversibly protected silanes are of particular value in applications where room temperature cure and/or adhesion is of value, such as coatings, high resolution imaging, caulks, adhesives, sealents, gaskets, and silicones. Reversibly protected silanes can also be beneficially used in reticulating agents, and in sizing agents, tires, and release coatings. The incorporation of reversibly protected silanes into coating resins is of particular value. The reversibly protected silane can be incorporated into the coating resin by polymerizing a monomer containing the reversibly protected silane into the resin or by post-addition into the coating formulation.
    Type: Application
    Filed: December 15, 2003
    Publication date: July 8, 2004
    Applicant: The Goodyear Tire & Rubber Company
    Inventors: Daniel Edward Bowen, Eric Sean Castner
  • Patent number: 6747174
    Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.
    Type: Grant
    Filed: January 28, 2003
    Date of Patent: June 8, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
  • Patent number: 6747176
    Abstract: 2-Chloro-1,1,1-trialkoxyethane of formula (II): wherein R1 to R3, which may be the same or different, are alkyl, or any two of the alkyl groups taken together form a cyclic group, is prepared by reacting 1,1,1-trialkoxyethane with gaseous or liquid chlorine in the presence of alcohol solvent in an amount ranging from 0.1% to 20 wt %, based on the amount of 1,1,1-trialkoxyethane reactant.
    Type: Grant
    Filed: June 10, 2003
    Date of Patent: June 8, 2004
    Assignee: Degussa AG
    Inventors: Guenther Koehler, Karl-Heinz Bruehl, Johannes Ruwwe, Manfred Neumann
  • Patent number: 6734313
    Abstract: Ortho esters and ortho carbonates can be produced by alkylating esters and carbonates with, for example, the hexafluorophosphate salt of a trialkyl oxonium ion. The spiro species are useful intermediates in the synthesis of complex organic molecules. Synthetic pathways for the production of medically active compounds incorporates spiro ortho esters. Anti-first-pass effect materials are produced in high yield utilizing a synthetic strategy incorporating cyclic ortho ester intermediates.
    Type: Grant
    Filed: May 9, 2003
    Date of Patent: May 11, 2004
    Assignee: Bioavailability Systems, LLC
    Inventors: Robert Seemayer, Jack Liang
  • Publication number: 20040043916
    Abstract: The use of various novel oxime ethers are described as fragrance chemicals. These chemicals are suitable for use in creating fragrance, and scents in items such as perfumes, colognes and personal care products is disclosed.
    Type: Application
    Filed: August 29, 2002
    Publication date: March 4, 2004
    Inventors: Anubhav P.S. Narula, Rajamony Mahesh, Manfred Pawlak, Patrick M. Merritt, Clint Dee Winton Brooks
  • Publication number: 20040043917
    Abstract: The use of various oxime ethers are described as fragrance chemicals, suitable for use in creating fragrance, and scents in items such as perfumes, colognes and personal care products is disclosed. Novel compounds are also disclosed.
    Type: Application
    Filed: August 29, 2002
    Publication date: March 4, 2004
    Inventors: Anubhav P.S. Narula, Rajamony Mahesh, Manfred Pawlak, Clint Dee Winton Brooks
  • Patent number: 6624336
    Abstract: The present invention relates to a process by a series of reactions using tetrafluorocyanobenzens as material for producing tetrafluorobenzenemethanols, tetrafluorobenzenecarbaldehyde dialkylacetals and tetrafluorobenzenecarbaldehydes in a high purity and a high yield which are useful as intermediates in the production of cyclopropanecarboxylic acid esters having insecticidal action, and also relates to a novel tetrafluorobenzenecarbaldehyde dimethylacetal.
    Type: Grant
    Filed: November 5, 2001
    Date of Patent: September 23, 2003
    Assignee: Showa Denko K.K.
    Inventors: Toru Sasaki, Tetsuhiro Furukawa, Toru Yoshida, Yutaka Ohnishi, Hiroyuki Monzen, Hideo Miyata, Kohei Morikawa
  • Patent number: 6613918
    Abstract: Ortho esters and ortho carbonates can be produced by alkylating esters and carbonates with, for example, the hexafluorophosphate salt of a trialkyl oxonium ion. The spiro species are useful intermediates in the synthesis of complex organic molecules. Synthetic pathways for the production of medically active compounds incorporates spiro ortho esters. Anti-first-pass effect materials are produced in high yield utilizing a synthetic strategy incorporating cyclic ortho ester intermediates.
    Type: Grant
    Filed: October 22, 2001
    Date of Patent: September 2, 2003
    Assignee: Bioavailability Systems, LLC
    Inventors: Robert Seemayer, Jack Liang
  • Patent number: 6537527
    Abstract: This invention relates to compositions, compounds, and methods for lightening skin, using active compounds having the general structure: wherein each X is halo; m is 1 to 4; each R′ and R″ is independently selected from hydrogen, halo, C1-C10 alkyl, substituted C1-C10 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, OR, OCOR, OCRROR, COR, CR(OR)OR, CONRR, COOR, CRROR, CN, SR, and NRR; each R is selected from hydrogen, C1-C10 alkyl, substituted C1-C10 alkyl, substituted or unsubstituted phenyl, and substituted or unsubstituted naphthyl; n is 1 to 5; Z is O; in an amount effective to lighten skin; and a pharmaceutically-acceptable carrier therefor.
    Type: Grant
    Filed: August 13, 1998
    Date of Patent: March 25, 2003
    Assignee: Children's Hospital Medical Center
    Inventors: Kalla Lynn Kvalnes, Mitchell Anthony DeLong, Barton James Bradbury, Curtis Bobby Motley, John David Carter
  • Patent number: 6518464
    Abstract: The present invention relates to a continuous process for the preparation of unsaturated acetals by reacting olefinically unsaturated aliphatic compounds with allyl alcohols in a reaction column, where the reactants are only partially reacted in the reaction column, the resulting acetal is concentrated in at least two successive evaporation stages, and the recovered reactants are returned to the reaction column.
    Type: Grant
    Filed: September 5, 2001
    Date of Patent: February 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Jörg Therre, Gerd Kaibel, Werner Aquila, Günter Wegner, Hartwig Fuchs
  • Patent number: 6506945
    Abstract: A process for preparing an ether-capped poly(oxyalkylated) alcohol surfactant is provided. The alcohol has the formula: RO(R1O)xCH(CH3)OR2 wherein R is selected from the group consisting of linear or branched, saturated or unsaturated, substituted or unsubstituted, aliphatic or aromatic hydrocarbon radicals having from about 1 to about 30 carbon atoms; R1 may be the same or different, and is independently selected from the group consisting of branched or linear C2 to C7 alkylene in any given molecule; x is a number from 1 to about 30; and R2 is a six membered substituted or unsubstituted, saturated or unsaturated, cyclic or aromatic hydrocarbon radical.
    Type: Grant
    Filed: December 8, 2000
    Date of Patent: January 14, 2003
    Assignee: The Procter & Gamble Company
    Inventors: Bernard William Kluesener, Mark Robert Sivik, Glenn Thomas Jordan, IV, Paul William Huber, Jr., Philippe Neyraval, Christian Priou
  • Publication number: 20020058198
    Abstract: The present invention includes polymers and photoresist compositions that comprise the polymers as a resin binder component. Photoresists of the invention contain a polymer that has fluorinated phenolic units and photoacid-labile groups. Resists of the invention can be effectively imaged at short wavelengths such as sub-200 nm, particularly 157 nm.
    Type: Application
    Filed: September 8, 2001
    Publication date: May 16, 2002
    Applicant: Shipley Company, L.L.C.
    Inventors: Axel Klauck-Jacobs, Anthony Zampini, Sungseo Cho, Shintaro Yamada
  • Patent number: 6323173
    Abstract: The compounds of the formula wherein the symbols R1, R2, R3 and R4 represent, independently of one another, a hydrogen atom or a linear or branched, saturated or unsaturated C1 to C3 lower alkyl radical, are advantageous as perfuming ingredients for the preparation of perfuming compositions and perfumed articles, to which they impart odoriferous notes of the lily of the valley type.
    Type: Grant
    Filed: January 6, 2000
    Date of Patent: November 27, 2001
    Assignee: Firmenich SA
    Inventors: Beat Winter, Philippe Schneider
  • Patent number: 6281392
    Abstract: Orthoesters are prepared by reacting 1,1,1-trihaloalkanes with alkali metal alkoxides in the presence of the corresponding alcohol, a slurry of the alkali metal alkoxide in the corresponding alcohol being used.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: August 28, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Kirsten Burkart, Josef Guth, Thomas Letzelter, Jürgen Schweinzer, Hans-Josef Sterzel
  • Patent number: 6268513
    Abstract: The present invention discloses new efficient processes for various bond forming reactions, including Suzuki reactions and aryl aminations. Organic compounds (e.g., ligands), their metal complexes and compositions using those compounds, provide useful catalysts. The invention also relates to performing Suzuki cross coupling reactions with unreactive aryl-chlorides.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: July 31, 2001
    Assignee: Symyx Technologies, Inc.
    Inventors: Anil Guram, Xiaohong Bei
  • Patent number: 6265601
    Abstract: The present invention discloses new efficient processes for various bond forming reactions, including Suzuki reactions. Organic compounds (e.g., ligands), their metal complexes and compositions using those compounds, provide useful catalysts. The invention also relates to performing Suzuki cross coupling reactions with unreactive aryl-chlorides.
    Type: Grant
    Filed: April 22, 1999
    Date of Patent: July 24, 2001
    Assignee: Symyx Technologies, Inc.
    Inventors: Anil Guram, Xiaohong Bei
  • Patent number: 6177473
    Abstract: This invention is directed to benzamidine derivatives substituted by cyclic amino acid and cyclic hydroxy acid derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.
    Type: Grant
    Filed: November 12, 1999
    Date of Patent: January 23, 2001
    Assignee: Berlex Laboratories, Inc.
    Inventors: Monica Kochanny, Michael M. Morrissey, Howard P. Ng
  • Patent number: 6147224
    Abstract: Compounds of Formula 1, Formula 2 or Formula 3 where X is O, S, or (CR.sub.1 R.sub.1).sub.n where n is 0, 1 or 2; Y is a bivalent radical having Formula 4 or Formula 5 where o is an integer from 1 to 4 ##STR1## or Y is a bivalent aryl or 5 or 6 membered heteroaryl radical having 1 to 3 heteroatoms selected from N, S and O, said aryl or heteroaryl groups being unsubstituted, or substituted with 1 to 3 C.sub.1-6 alkyl or with 1 to 3 C.sub.1-6 fluoroalkyl groups; and the remaining symbols have the meaning described in the specification, have RXR selective retinoid agonist-like activity.
    Type: Grant
    Filed: October 1, 1998
    Date of Patent: November 14, 2000
    Assignee: Allergan Sales, Inc.
    Inventors: Vidyasagar Vuligonda, Kwok Yin Tsang, Jayasree Vasudevan, Roshantha A. Chandraratna
  • Patent number: 6121332
    Abstract: This invention relates to gelled compositions formed through the introduction of specific solvents to compositions comprising 2,4-O-(3,4-dimethylbenzylidene)-D-sorbitol. Such compositions provide excellent gelling for any number of potential applications, particularly where translucent gels are desired. In general, these compositions are formed by introducing heated solvents to the specific monobenzylidene sorbitol present in its solid form. The monobenzylidene sorbitol is preferably added in very low amounts to the target solvents in order to generate the desired gelling effect. A method of producing such gelled compositions is also provided.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: September 19, 2000
    Assignee: Milliken & Company
    Inventors: Darin L. Dotson, Walter A. Scrivens
  • Patent number: 6103688
    Abstract: Compounds consisting of indan derivatives of the formula: ##STR1## Wherein X or Y represents an aldehyde or an acetal group and the other represents a hydrogen, and R represents a hydrogen or a methyl group and the t-butyl group is at the 5 or 6 position of the phenyl ring. Where these compounds are useful as perfuming ingredients for the preparation of perfuming compositions and perfumed articles to which they impart floral odor notes.
    Type: Grant
    Filed: April 17, 1996
    Date of Patent: August 15, 2000
    Assignee: Firmenich SA
    Inventors: Beat Winter, Pierre-Alain Blanc, Serge Lamboley
  • Patent number: 6068834
    Abstract: This invention relates to compositions, compounds and methods for lightening skin, using active compounds having the structure: ##STR1## wherein: (i) each X is, independently, selected from the group consisting of halo, alkyl, substituted alkyl, aryl, OR, OCOR, COR, CONRR COOR, CN, SR, SOR, SO.sub.2 R, SO.sub.3 R and NRR, wherein X is other than hydroxy, amino and thio, if this X is attached ortho to the phenol hydroxy;(ii) m is an integer from 0 to 4;(iii) each R' and each R" is, independently, selected from the group consisting of hydrogen, halo, alkyl, substituted alkyl, aryl, OR, OCOR, OCRROR, COR, CR(OR)OR, CONRR, COOR, CRROR, CN, SR, and NRR; wherein halo, when it appears, is other than geminal to a hydroxy, NH.sub.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: May 30, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Kalla Lynn Kvalnes, Mitchell Anthony DeLong, Barton James Bradbury, Curtis Bobby Motley, John David Carter
  • Patent number: 6063952
    Abstract: Carbonate ester is produced by acid hydrolysis of the reaction product of cupric alkoxide induced reaction between a hydroxy compound and a sulfur compound in a melt process. Diaryl carbonate is produce by hydrolysis of the resulting orthoester.
    Type: Grant
    Filed: August 14, 1998
    Date of Patent: May 16, 2000
    Assignee: General Electric Company
    Inventors: Deborah Ann Haitko, Marsha Mottel Grade
  • Patent number: 6030746
    Abstract: Di- or triphenyl monoterpene hydrocarbon derivatives of formula (1) are novel. ##STR1## X is a di- or trivalent monoterpene hydrocarbon group, R.sup.1 to R.sup.3 are hydrogen or an alkyl, alkoxy, alkoxyalkyl, alkenyl or aryl group, R.sup.4 is hydrogen or an acid labile group, at least one R.sup.4 being an acid labile group, letter n is an integer of 1-5, j, k and m are integers of 0-4, n+j+k+m=5, and p is 2 or 3. When used as a dissolution rate regulator, the compound of formula (1) exerts remarkably enhanced dissolution inhibitory effect and minimized light absorption in the deep-UV region. A chemically amplified positive resist composition having the compound of formula (1) blended therein is highly sensitive to actinic radiation such as deep-UV radiation, electron beam and X-ray, especially KrF excimer laser light, and has improved sensitivity, resolution and plasma etching resistance.
    Type: Grant
    Filed: April 1, 1997
    Date of Patent: February 29, 2000
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Nagata, Satoshi Watanabe, Tsunehiro Nishi, Jun Hatakeyama, Shigehiro Nagura, Toshinobu Ishihara
  • Patent number: 5973183
    Abstract: Addition of phosphine ligands can produce high yields of tetraphenoxymethane, TPM, and diphenylcarbonate, DPC, in short reaction times and improved reaction rates by a copper-induced condensation of phenol and carbon disulfide, CS.sub.2. Either aromatic or aliphatic substituted phosphine ligands can be employed. The copper(I) oxide utilization is significantly improved in reactions containing phosphine ligands, such that yields exceeding 100% tetraphenoxymethane are observed. Some of the sulfur-containing byproduct is transferred to the phosphine in the form of phosphine sulfide.
    Type: Grant
    Filed: August 14, 1998
    Date of Patent: October 26, 1999
    Assignee: General Electric Company
    Inventors: Deborah Ann Haitko, Marsha Mottel Grade, Kathryn Lynn Longley, Robert Edgar Colborn
  • Patent number: 5811593
    Abstract: The present invention is for a process for preparing monoacetals of hydroquinone wherein said process provides for higher yields of greater purity. Said process utilizes a two step reaction wherein a protected hydroquinone is reacted with an enol ether to form a protected intermediate. Upon hydrogenolysis of said intermediate a final product, monoacetal hydroquinone, is formed having higher degree of purity and in greater yields that the yields attributed to reactions known in the art.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: September 22, 1998
    Assignee: The Procter & Gamble Company
    Inventors: John David Carter, Jack Lee Parsons, David Fred Starks
  • Patent number: 5756858
    Abstract: The invention relates to novel processes for the preparation of phenyl acetic acid derivatives of the formula (I) some of which are known ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 independently of each other each represent hydrogen, alkyl or alkoxy by ozonolysis of compounds of the formula (II) ##STR2## in which R.sup.4 represents hydrogen or methyl and oxidation of the reaction products obtained therefrom. The invention further relates to novel intermediates and a process for the preparation thereof.
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: May 26, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Rainer Fuchs
  • Patent number: 5756804
    Abstract: A process for preparing polycyclic aromatic compounds, which comprises reactinga) an aromatic boron compound withb) an aromatic halogen compound or an aromatic perfluoroalkylsulfonate in the presence ofc) a base,d) a nickel or palladium catalyst,e) a phosphorus-containing ligand andf) a polyhydric alcohol, a sulfoxide or sulfone.The process gives high yields, in particular also in the coupling of chloroaromatics.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: May 26, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Steffen Haber, Hans-Jerg Kleiner
  • Patent number: 5731474
    Abstract: A method of making acetals is provided by condensing an aromatic aldehyde and a polyhydric alcohol having five or more hydroxyl groups in the presence of an acid catalyst, a hydrophobic organic liquid medium and a processing agent selected from dihydric, trihydric and tetrahydric alcohols.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: March 24, 1998
    Assignee: Milliken Research Corporation
    Inventors: Walter A. Scrivens, Joseph M. Salley
  • Patent number: 5728719
    Abstract: The present invention is a method for controlling ectoparasites. More particularly, the invention relates to a method of treatment in which the warm blooded animal is dosed with an ovicidally effective amount of a heterocyclic nitrogen compound selected from the group represented by the formula: ##STR1## wherein R.sub.1, is either one of the following groups: ##STR2## in which R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, R.sub.14, R.sub.15, R.sub.16, and R.sub.17 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a trifluoro methyl group or a vitro group, R.sub.18, R.sub.19, R.sub.20 and R.sub.21 are, the same or different, each a hydrogen atom or a methyl group, k is an integer of 0 to 1 and 1 is an integer of 0 to 3; R.sub.2 and R.sub.3 are, the same or different, each a hydrogen atom, a halogen atom or a methyl group; R.sub.4 is a halogen atom or a methyl group; R.sub.5 and R.sub.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: March 17, 1998
    Assignee: Virbac, Inc.
    Inventor: Thomas A. Miller
  • Patent number: 5676163
    Abstract: The invention is concerned with a process for counteracting smoke malodour wherein enclosed air spaces wherein smoke maladour is present, or substrates on which smoke malodour has deposited are brought in contact with one or more perfumery aldehydes of the class I according to general structure, wherein R1 and R2 each may be: hydrogen, alkyl, hydroxyl or alkoxy, or together may be methylenedioxy or with a perfume containing such aldehydes. Preferably the perfume also contains one or more perfumery aldehydes of class according to general structure, wherein R1 is a phenyl ring optionally substituted with an alkyl group, R2 represents hydrogen or both R2 taken together represent a double bond, and R3 is hydrogen or an alkyl chain with 1 to 6 carbon atoms. The smoke malodour counteracting perfumes preferably contain at least 3.5% w/w of class I aldehydes and at least 10% w/w of class II aldehydes.
    Type: Grant
    Filed: May 30, 1996
    Date of Patent: October 14, 1997
    Assignee: Quest International BV
    Inventors: John Martin Behan, Julie Anne Goodall, Keith Douglas Perring, Christopher Charles Piddock, Alan Forbes Provan
  • Patent number: 5663406
    Abstract: A carbonate ester is produced by the metal-induced reaction of a hydroxy compound with a sulfur compound in a melt process. An orthocarbonate can also be produced. The orthocarbonate can be converted into carbonate ester in a subsequent operation.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: September 2, 1997
    Assignee: General Electric Company
    Inventors: Joseph Anthony King, Jr., Robert Edgar Colborn, Deborah Ann Haitko, Jimmy Lynn Webb
  • Patent number: 5585525
    Abstract: The present invention is for a process for preparing monoacetals of hydroquinone wherein said process provides for higher yields of greater purity. Said process utilizes a two step reaction wherein a protected hydroquinone is reacted with an enol ether to form a protected intermediate. Upon hydrogenolysis of said intermediate a final product, monoacetal hydroquinone, is formed having higher degree of purity and in greater yields that the yields attributed to reactions known in the art.
    Type: Grant
    Filed: December 16, 1994
    Date of Patent: December 17, 1996
    Assignee: The Procter & Gamble Company
    Inventors: John D. Carter, Jack L. Parsons, David F. Starks
  • Patent number: 5559272
    Abstract: A process for the preparation of novel compounds with a tetraline-type structure, which are useful as perfuming ingredients, is described.
    Type: Grant
    Filed: March 17, 1995
    Date of Patent: September 24, 1996
    Assignee: Firmenich S.A.
    Inventors: Charles Fehr, Jos e Galindo
  • Patent number: 5554797
    Abstract: Positive photoresist compositions comprising, in an organic solvent, at leasta) one alkali-soluble resin,b) one photosensitive quinone diazide,c) one aromatic hydroxy compound of formula I ##STR1## wherein each R is --H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy,--OCH.sub.2 C.sub.6 H.sub.5, --OC.sub.6 H.sub.5 or --COOC.sub.1 -C.sub.4 alkyl, and R.sub.1 and R.sub.2 are each independently of the other H, C.sub.1 -C.sub.4 alkyl,--C.sub.6 H.sub.5 or a cycloaliphatic 5- or 6-membered ring, a is an integer from 0 to 4, and m and n are each independently of the other 0, 1 or 2, which compound enhances the photosensitivity and/or the rate of development, and optionallyd) additional customary modifiers,are eminently suitable for making relief structures.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: September 10, 1996
    Assignee: OCG Microelectronic Materials, Inc.
    Inventors: Reinhard Schulz, Norbert M unzel, Martin Roth, Wilhelm Knobloch
  • Patent number: 5552379
    Abstract: The compounds of formulaa. ##STR1## wherein symbol X represents a --CHO group or a group of formula ##STR2## in which symbols R', taken separately, represent each a C.sub.1 to C.sub.4, linear or branched, saturated or unsaturated alkyl radical, or taken together represent a substituted or unsubstituted C.sub.2 to C.sub.4 alkylene radical; symbol R.sup.2 represents a hydrogen atom or a methyl radical; and R.sup.1 and R.sup.3 are different and represent each a hydrogen atom or a methyl radical;or of formulab. ##STR3## wherein the tert-butyl radical is located in position 5 or 6 of the aromatic ring and, either Y represents hydrogen and X and R.sup.2 have the meaning indicated above, or X and R.sup.2 represent each a hydrogen atom and Y represents a --CH.sub.2 CHO group or a group of formula ##STR4## in which R' is defined as in a.; or of formulac. ##STR5## wherein X and R.sup.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: September 3, 1996
    Assignee: Firmenich SA
    Inventors: Beat Winter, Pierre-Alain Blanc, Serge Lamboley
  • Patent number: 5527769
    Abstract: The compounds of formula ##STR1## wherein symbol X represents a --CHO group or an acetal group of formula ##STR2## symbols R', taken separately, represent each a C.sub.1 to C.sub.4, linear or branched, saturated or unsaturated, hydrocarbon radical or, taken together, represent a C.sub.1 to C.sub.4 alkylene radical, which may be substituted, and symbol R represents a hydrogen atom or a methyl radical, are useful as perfuming ingredients for the preparation of perfuming compositions and perfumed articles, to which they impart floral type notes.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: June 18, 1996
    Assignee: Firmenich SA
    Inventors: Beat Winter, George Skouroumounis
  • Patent number: 5514825
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 10 carbons; R.sub.2 and R.sub.3 are hydrogen, or alkyl of 1 to 6 carbons and the substituted ethynyl group occupies either the 2 or the 3 position of the tetrahydronaphthalene nucleus; m is an integer having the value of 0-3; o is an integer having the value 0-4; Y is a phenyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, and imidazolyl, said groups being optionally substituted with one or two R.sub.2 groups; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: May 7, 1996
    Assignee: Allergan, Inc.
    Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Tien T. Duong, Yuan Lin, Roshantha A. Chandraratna
  • Patent number: 5502237
    Abstract: The 1-aryloxy-3-alkylamino-2-propanol nitrate esters of general formula I ##STR1## the enantiomers and diastereoisomers and the therapeutically acceptable salts thereof wherein R.sub.1 is a chain of general formula II-- (CH).sub.m,--Z--R.sub.2, where: m is 1 or 2; Z is an --O-- ether, --CONH-amide or --COO-- ester function; and R.sub.2 is a C.sub.2-3 straight or branched chain alkyl having at least one --ONO.sub.2 group as a substituent; and Ar is a benzene ring when Z is the ether or ester function, and a naphthalene ring when Z is the amide function, are of use for the treatment of cardiovascular affections.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: March 26, 1996
    Assignee: Prodesfarma, S. A.
    Inventors: Mari/ a Prat Quin, Joan Pi Sallent, Dagmar V. Veit
  • Patent number: 5455265
    Abstract: Process of treatment of mammals, including humans to treat diseases or conditions of the type which are normally treated with retinoid-like compounds is disclosed, with pharmaceutical compositions containing an active compound which is a selective agonist of the RXR retinoid receptor sites in preference to the RAR retinoid receptor sites. A compound is defined to be a selective agonist of the RXR receptor site if the compound is at least approximately ten times more effective as an agonist in the RXR receptor sites than in the RAR receptor sites.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: October 3, 1995
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5449836
    Abstract: A process for the preparation of vitamin A which preferably comprises bringing cyclogeranyl sulphone into contact with a C.sub.10 aldehyde acetal, halogenating the derivative obtained and then removing the halogen group and the sulphone, removing the acetal group and isomerizing the retinal obtained to the desired configuration. Also disclosed are compounds useful as intermediates in the synthesis of vitamin A and processes for preparation of these intermediate compounds.
    Type: Grant
    Filed: January 5, 1995
    Date of Patent: September 12, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Pierre Chabardes
  • Patent number: 5447656
    Abstract: Meta-substituted aromatic compounds having six-membered rings, for use in liquid-crystal mixturesCompounds of the formula I ##STR1## in which X is CH, CF or N,R.sup.2 is, for example, an alkyl, ether or ester group, which may also contain a chiral center, andR.sup.1 (--A.sup.1).sub.a (--M.sup.1).sub.b (--A.sup.2).sub.c (--M.sup.2) .sub.d (--A.sub.3).sub.e (--M.sub.3).sub.f is a mesogenic radical,can advantageously be used as components of liquid-crystal mixtures, in particular ferroelectric liquid-crystal mixtures.The substances of the formula I have a particularly favorable effect on the optical switching angle and the critical pulse area of the mixtures.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: September 5, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dietmar Jungbauer, Hubert Schlosser
  • Patent number: 5442124
    Abstract: A process for the preparation of novel compounds with a tetraline-type structure, which are useful as perfuming ingredients, is described.
    Type: Grant
    Filed: February 14, 1994
    Date of Patent: August 15, 1995
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Jose Galindo
  • Patent number: 5399778
    Abstract: Ketals of longer-chain or branched alcohols are prepared from dimethyl ketals or their ketones by reaction of the dimethyl ketals and the alcohols at high temperatures of 150.degree. to 180.degree. C. in the presence of acid catalysts. The enol ethers and mixed ketals which are separated by distillation are added to the next reaction batch and also react to form the target product. The starting material, dimethyl ketal, may also be formed during the reaction from the ketone and trimethyl orthoformate.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: March 21, 1995
    Assignee: Huls Aktiengesellschaft
    Inventors: Klaus-Dieter Steffen, Josef Metz
  • Patent number: 5371284
    Abstract: Phenyl acetylenic acetals and thioacetals and their use in the treatment of allergy, asthma, inflammation, arthritis, hyperproliferative skin disease, psoriasis or contact dermatitis are disclosed. Also disclosed are intermediates useful for producing said phenyl acetylenic acetals and thioacetals.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: December 6, 1994
    Assignee: Schering Corporation
    Inventors: Richard J. Friary, Michael J. Green, Anil K. Saksena, Vera A. Seidl
  • Patent number: 5349071
    Abstract: Processes for synthesizing tertiary alkynols by reacting carbonyl-group-containing compounds with alkynes in the presence of a basic catalyst are disclosed. Preferred products are 6,10,14-trimethyl-4-pentadecyn-6-ol compounds having the structure: ##STR1## A preferred, novel compound, 6,10,14-trimethyl-4-pentadecyne-2,6-diol, can be used in the synthesis of Vitamin E or Vitamin K.sub.1.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: September 20, 1994
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5347050
    Abstract: The compounds of formula I, ##STR1## wherein the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
    Type: Grant
    Filed: April 13, 1993
    Date of Patent: September 13, 1994
    Inventors: Richard Berthold, William J. Louis
  • Patent number: 5342941
    Abstract: Naphthalene derivative of the formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen atom, hydroxy group, cyclo-lower alkyloxy group, substituted or unsubstituted lower alkoxy group, or both combine each other to form lower alkylenedioxy group, R.sup.3 is substituted or unsubstituted nitrogen-containing 6-membered heterocyclic group, and groups of the formulae: --OR.sup.4 and --OR.sup.5 are the same or different and are protected or unprotected hydroxy group, processes for preparing thereof, and synthetic intermediates therefor, these compounds have excellent bronchodilating activity, and are useful in the prophylaxis and treatment of asthma.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: August 30, 1994
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Kazuhiko Kondo, Katsuo Ikezawa, Hideo Kikkawa, Shinsuke Yamagata
  • Patent number: 5320131
    Abstract: The present invention relates to a method of providing an aromatic and flavorful precursor for use in a smoking article to alter the aroma of mainstream and sidestream smoke upon burning the cigarette during use. In particular, 2,3-pinanediol and transcinnamaldehyde are contacted together, preferably in the presence of an acid catalyst. The resulting aromatic and flavorful precursor is then collected.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: June 14, 1994
    Assignee: R. J. Reynolds Tobacco Company
    Inventor: Gary M. Dull
  • Patent number: 5319142
    Abstract: An arylisonitrosoalkanone is hydrogenated in the presence of a noble metal catalyst and a weak carboxylic acid to form an arylalkanolamine which is then hydrogenated in the presence of a strong mineral acid and the transition metal catalyst to form an arylalkylamine. When the arylisonitrosoalkanone is an isonitrosoacetophenone, the isonitrosoacetophenone is prepared by one of two methods.In the first method, a substituted or an unsubstituted isonitrosoacetophenone is prepared from a corresponding substituted or unsubstituted acetophenone by oxidizing the acetophenone to form a substituted or an unsubstituted phenylglyoxalacetal in a reactor, hydrolyzing the phenylglyoxal acetal in the same reactor to form a corresponding substituted or unsubstituted phenylglyoxal, and condensing the phenylglyoxal with hydroxylamine or a salt thereof in the same reactor to form the substituted or unsubstituted isonitrosoacetophenone.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: June 7, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Joseph A. McDonough, Ahmed M. Tafesh, Olan S. Fruchey
  • Patent number: 5268491
    Abstract: A process for the selective dehalogenation in position 5 of the naphthalenic nucleus of compounds of formula ##STR1## (wherein X, X.sub.1 and R have the meanings reported in the description) by treatment with a dehalogenating agent selected among hydrogen sulfide, aliphatic thiols or mixtures thereof in an inert anhydrous solvent at acid pH.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: December 7, 1993
    Assignee: Zambon Group S.p.A.
    Inventors: Marco Villa, Paolo Cavalleri