Ester Function Attached Directly To A Ring Patents (Class 560/64)
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Patent number: 5110831Abstract: The present invention relates to vinylogous hydroxamic acids, processes for their manufacture, pharmaceutical preparations containing them, and their use in the treatment of various disorders.Type: GrantFiled: November 30, 1990Date of Patent: May 5, 1992Assignee: Du Pont Merck Pharmaceutical CompanyInventors: Ronald L. Magolda, Stephen W. Wright
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Patent number: 5110497Abstract: An optically active compound represent by formula (I): ##STR1## wherein R.sub.1 represents a fluoroalkyl group having from 1 to 18 carbon atoms; R.sub.2 represents an alkyl group having from 1 to 16 carbon atoms and an aralkyl group having from 6 to 16 carbon atoms; R.sub.3 represents C.sub.2 F.sub.5, CF.sub.3, CHF.sub.2, or CH.sub.2 F; X represents a single bond, --O--, --COO--, or --OCO--; Y represents --COO--, --OCO--, --CH.sub.2 O--, or --OCH.sub.2 --; Z represents --COO-- or --O--; (A) and (B) each represent a cyclic group; and * indicates an optically active center, and a liquid crystal composition containing at least one of said optically active compounds are disclosed. The compound is useful not only as a liquid crystal compound but as a chiral dopant to provide a liquid crystal composition exhibiting a chiral smectic phase.Type: GrantFiled: January 28, 1991Date of Patent: May 5, 1992Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
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Patent number: 5110498Abstract: A liquid crystal compound represented by formula (I): ##STR1## wherein R.sub.1 represents an alkyl group having from 3 to 18 carbon atoms or an aralkyl group having from 7 to 18 carbon atoms; R.sub.2 represents an alkenyl group having from 1 to 18 (preferably from 3 to 14) carbon atoms; R.sub.3 represents CF.sub.3 or C.sub.2 F.sub.5 ; X represents a single bond, --O--, --COO--, or --OCO--; Y represents --COO--, --OCO--, --CH.sub.2 O--, or --OCH.sub.2 --; A and B each represents a cyclic group; and * indicates an optically active center.The compound of formula (I) exhibits three stable states of molecular orientation.Type: GrantFiled: December 27, 1990Date of Patent: May 5, 1992Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Shigenori Sakuma, Noriko Yamakawa
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Patent number: 5098477Abstract: Inks, particularly inks for ink jet printing, contain at least one compound of the formula I ##STR1## as a stabilizer. The symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.3 ' and R.sub.4 ' are as defined in claim 1. The compounds are in part novel and are suitable for use as light stabilizers for organic materials.Type: GrantFiled: December 8, 1989Date of Patent: March 24, 1992Assignee: Ciba-Geigy CorporationInventors: Eric Vieira, Hugh S. Laver
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Patent number: 5096613Abstract: An optically active fluorine-containing alcohol of ##STR1## where R.sub.2 is a C.sub.1-18 alkyl and n is 2-10, and liquid crystal compound of ##STR2## wherein R.sub.1 and R.sub.2 each is a C.sub.1-18 alkyl, X is O, COO or OCO, Y is COO, OCO, CH.sub.2 O or OCH.sub.2, Z is COO or O, (A) and (B) each is for example ##STR3## and p is zero or one, which is prepared from (I) above.Type: GrantFiled: August 24, 1990Date of Patent: March 17, 1992Assignee: Showa Shell Sekiyu Kabushiki KaishaInventors: Yoshiichi Suzuki, Yasunori Sadamune, Noriko Yamakawa
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Patent number: 5082587Abstract: Achiral fluorine-containing liquid crystal compounds are provided. The compounds comprise a fluorocarbon terminal portion and a hydrocarbon or another fluorocarbon terminal portion, the terminal portions being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases. The compounds are useful in liquid crystal display devices both along and in mixtures with other materials. Also provided is a process for preparing these compounds.Type: GrantFiled: September 23, 1988Date of Patent: January 21, 1992Inventor: Eugene P. Janulis
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Patent number: 5069814Abstract: A benzoic acid derivative having a large positive dielectric anisotropy value and a superior compatibility, reducing the threshold voltage value of the resulting liquid crystal cell and being very effective for broadening the mesomorphic range of the resulting liquid crystal composiiton and reducing the driving voltage, and a liquid crystal composition containing the derivative are provided, which benzoic acid derivative is expressed by the formula ##STR1## wherein R represents an alkyl group of 1 to 10 carbon atoms and A represents ##STR2##Type: GrantFiled: February 14, 1990Date of Patent: December 3, 1991Assignee: Chisso CorporationInventors: Toshiharu Suzuki, Yasuyuki Goto, Kisei Kitano
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Patent number: 5055223Abstract: Aryl-sulfur pentafluorides of the formula I ##STR1## wherein R, A, Z, n, m and X.degree. have the meaning indicated in claim 1 are suitable for use as components of liquid-crystal phases for field-effect and/or bi-stability effect displays.Type: GrantFiled: December 27, 1989Date of Patent: October 8, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Volker Reiffenrath, Rudolf Eidenschink, Georg Weber
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Patent number: 5051527Abstract: The invention lies in novel ferroelectric liquid crystal compounds particularly represented by the general formulae, having a good responsibility in relation to the applied electric field and a wide range of phase transition points inclusive of the room temperature so as to be useful alone as the liquid crystal material but also to be mixed with other liquid crystal compounds for expanding the phase transition points to a desired range and making the response speed of the liquid crystal composition faster. ##STR1## In the formulae, m and n are same or different with each other and represent an integral of 1-20.Type: GrantFiled: February 28, 1989Date of Patent: September 24, 1991Assignee: Showa Shell Sekiyu K.K.Inventors: Yoshiichi Suzuki, Takashi Hagiwara, Hiroyuki Mogamiya
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Patent number: 5045229Abstract: Difluoromethylene compounds of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --Q--CF.sub.2 --(A.sup.3 --Z.sup.2).sub.n --A.sup.4 --R.sup.2 Iin which R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, A.sup.4, Z.sup.1, Z.sup.2, m and n are as defined herein and Q is --CO--, --O-- or --S--, can be used as components of liquid-crystalline media for liquid-crystal and electrooptical display elements.Type: GrantFiled: March 16, 1990Date of Patent: September 3, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Ekkehard Bartmann, Reinhard Hittich, Hans-Adolf Kurmeier, Eike Poetsch, Herbert Plach
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Patent number: 5041610Abstract: Ring-opened resorcyclic acid lactone derivatives of the formla ##STR1## wherein X is ethylene or ethenylene; Y and Z, which may be the same or different, are methylene, hydroxymethylene or carbonyl; R.sub.1 is hydrogen or lower alkyl of from 1 to about 6 carbon atoms; R.sub.2, R.sub.3, R.sub.4 and R.sub.5, which may be the same or different, are hydrogen, hydroxyl, halogen, nitro, amino or a radical selected from the group consisting of --R', --OR', --COOR' and --OCOR' wherein R' is lower alkyl of from 1 to about 6 carbon atoms, lower cycloalkyl of from 3 to about 8 carbon atom, alkenyl of from 2 to about 6 carbon atoms, substituted or unsubstituted aryl of from 6 to about 8 carbon atoms, or substituted or unsubstituted aralkyl wherein the alkyl portion contains from 1 to about 6 carbon atoms and the aryl portion contains from 6 to about 8 carbon atoms. These compounds are useful as growth-promotants in food-producing animals.Type: GrantFiled: November 28, 1986Date of Patent: August 20, 1991Assignee: International Minerals & Chemical Corp.Inventor: Keith A. Drengler
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Patent number: 5041638Abstract: An alkenoic acid derivative of the formula ##STR1## in which X and Y are identical or different and represent sulfur, sulfoxide, sulfone, an alkylene chain, --SCH.sub.2 --, or oxygen or a direct bond,W represents --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --,o represents a number 1 to 5,A and B are identical or different and represent carboxyl, carboxymethylene, tetrazolyl or tetrazolylmethylene, or --CO.sub.2 R.sup.9 or --CH.sub.2 CO.sub.2 R.sup.9 or --CONR.sup.10 R.sup.11 or nitrilen represents a number 1 to 10,m represents a number 0 to 7,T and Z are identical or different and represent oxygen or a direct bond andR.sup.2, R.sup.3, R.sup.8 are identical or different and represent hydrogen, alkyl, alkoxy, halogen, trifluoromethyl, trifluoromethoxy, cyano or nitro andR.sup.9 is lower alkyl and R.sup.10 and R.sup.11 are hydrogen, lower alkyl, alkylsulfonyl or arylsulfonyl or together are an alkylene chain to form a ringand pharmaceutically acceptable salts thereof.Type: GrantFiled: May 9, 1989Date of Patent: August 20, 1991Assignee: Bayer AktiengesellschaftInventors: Ulrich Rosentreter, Harold C. Kluender, Trevor S. Abram, Peter Norman, Steven R. Tudhope
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Patent number: 5025086Abstract: Provided are 1,5-bis(4-carboxycyclohexyl)-3-pentanol and its esters and processes for their preparation. Also provided are polyester compositions containing this residue, thermosetting coating compositions containing the polyesters, and coatings and casted or molded articles made therefrom.Type: GrantFiled: November 13, 1990Date of Patent: June 18, 1991Assignee: Eastman Kodak CompanyInventors: William W. Blount, Jr., Joseph R. Zoeller
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Patent number: 5025036Abstract: The invention relates to catechol carboxylic acid derivatives of the formula ##STR1## wherein, R.sub.1 is ##STR2## acetyl, hydrogen, hydroxy or alkanoyloxy, R.sub.2 is ##STR3## hydroxy, hydrogen or alkanoyloxy, wherein R is hydrogen, lower alkyl or --(CH.sub.2).sub.n --N--(lower alkyl).sub.2,R.sub.3 is hydrogen, lower alkyl or amino,R.sub.4 is hydrogen, lower alkyl, halogen or aminoA is ##STR4## wherein, R.sub.5 is hydrogen or acyl, R.sub.6 is hydrogen, halogen, lower alkyl, aryl or cycloalkyl, and R.sub.7 and R.sub.8, independently, are hydrogen, lower alkyl or halogen, orA is ##STR5## wherein, R.sub.5 is hydrogen or acyl, R.sub.9 is hydrogen, lower alkyl, R.sub.10 is hydrogen, lower alkyl or halogen, R.sub.11 is hydrogen, lower alkyl, cycloalkyl or halogen, m is 0 or 1, n is an integer of 2-10, provided, that no more than one of R.sub.1 or R.sub.2 can be hydroxy, alkanoyloxy or ##STR6## and when R is hydrogen, salts thereof with pharmaceutically acceptable bases or when R is --(CH.sub.2).sub.Type: GrantFiled: May 3, 1989Date of Patent: June 18, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Matthew Carson, Ru-Jen L. Han, Ronald A. LeMahieu
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Patent number: 5019298Abstract: Disclosed are optically active aromatic carboxylic acid derivatives represented by the formula (I): ##STR1## (wherein R.sub.2 represents an alkoxyalkyl group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, which alkyl group may be substituted with a halogen atom; represents a number of 1 or 2; m represents a number of 0 or 1; and * indicates asymmetric carbon atom) and a process for producing such derivatives through the following reaction steps: ##STR2## The optically active aromatic carboxylic acid derivatives represented by the above-described formula (I) are useful as a liquid crystal material and can be also utilized as an intermeidate for the preparation of pharmaceuticals, agricultural chemicals and the like.Type: GrantFiled: April 25, 1988Date of Patent: May 28, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Masayoshi Minai, Takayuki Higashii
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Patent number: 5013476Abstract: A ferroelectric liquid crystal mixture containing at least one compound of the formula ##STR1## wherein n stands for the number 0 or 1; X.sup.1 represents a single covalent bond, --COO-- or --OOC-- and X.sup.2 represents a single covalent bond, --COO--, --OOC--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 -- or --CH.sub.2 O--; rings A.sup.1, A.sup.2 and A.sup.3 each independently signify 1,4-phenylene optionally substituted with cyano, halogen or lower alkyl or pyrimidin-2,5-diyl, pyrazin-2,5-diyl, when n is 1, trans-1,4-cyclohexylene or trans-m-dioxan-2,5-diyl; with the proviso that one of the rings present stands for pyrimidin-2,5-diyl or pyrazin-2,5-diyl when a further ring signifies trans-1,4-cyclohexylene or when n stands for the number 0 and X.sup.1 stands for a single covalent bond; and R.sup.1 signifies an optionally halogen-substituted alkenyl group with up to 18 carbon atoms in which optionally 1 or 2 non-adjacent CH.sub.2 groups are replaced by --O-- and/or a C.dbd.C double bond; with the proviso that R.Type: GrantFiled: November 17, 1987Date of Patent: May 7, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Arthur Boller, Richard Buchecker, Hans-Jurgen Fromm, Stephen Kelly, Martin Schadt, Alois Villiger
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Patent number: 5010105Abstract: Compounds of Formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.Type: GrantFiled: May 9, 1990Date of Patent: April 23, 1991Assignee: Merck & Co., Inc.Inventor: Ta J. Lee
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Patent number: 5001148Abstract: Antihypercholesterolemic activity, due to competitive inhibition of HMG CoA reductase, has been found in compounds of the formula ##STR1## wherein: R.sup.1, R.sup.2 and R.sup.3 are independently selected from:(1) alkyl,(2) substituted alkyl in which one or more substituents are selected from(a) halogen,(b) hydroxyl,(c) alkoxy,(d) alkoxycarbonyl,(e) acyloxy,(f) cycloalkyl,(g) phenyl,(h) substituted phenyl in which one or more substituents are X or Y,(i) alkyl-S(O).sub.n,(j) cycloalkyl-S(O).sub.n,(k) phenyl-S(O).sub.n,(l) substituted phenyl-S(O).sub.n in which one or more substituents are X or Y, and(m) oxo,(3) alkoxy,(4) alkenyl,(5) cycloalkyl,(6) substituted cycloalkyl in which one or more substituents are selected from(a) alkyl,(b) substituted alkyl in which one or more substituents are selected from(i) halogen,(ii) hydroxy,(iii) alkoxy,(iv) alkoxycarbonyl(v) acyloxy(vi) phenyl(vii) substituted phenyl in which one or more substituents are X and Y,(viii) alkyl-S(O).sub.n,(ix) cycloalkyl-S(O).sub.Type: GrantFiled: June 7, 1989Date of Patent: March 19, 1991Assignee: E. R. Squibb & Sons, Inc.Inventors: Jeffrey O. Saunders, Eric M. Gordon
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Patent number: 4997591Abstract: The chiral smetic liquid-crystalline compounds of the general formula (I)M.sub.1.sup.* --B--M.sub.2.sup.* (I)solidify on cooling from the liquid-crystalline phase in glassy form, as a result of which they are suitable for materials for displaying and storing information. Such materials may be used in electro-optic data stores or display components which are based on the ferroelectric or electroclinic switching effect in a chiral or chirally doped, smetic liquid-crystalline phase.In the general formula, M.sub.1.sup.*, M.sub.2.sup.* stand for chiral smetogenic groups and --B-- is, as bridging link, a typical bivalent group.Type: GrantFiled: August 11, 1989Date of Patent: March 5, 1991Assignee: Hoechst AktiengesellschaftInventors: Gerd Heppke, Feodor Oestreicher
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Patent number: 4992577Abstract: A process for preparing a compound of the formula ##STR1## in which Y is halogen, alkyl or cycloalkyl optionally substituted by halogen or C.sub.1-4 -alkoxy, alkenyl optionally substituted by halogen, aryl, heteroaryl or alkoxycarbonyl,X is hydrogen, halogen or optionally halogen-substituted alkyl, orX and Y, together with the adjacent C atom, form a saturated cycloalkphatic ring having up to 6 C atoms, andR is hydrogen or C.sub.1 -C.sub.4 -alkyl, comprising reacting an aldehyde of the formula ##STR2## with 2-methylbutan-3-one of the formula ##STR3## in the presence of a hydrohalic acid thereby to form a 4,4-dimethyl-3-halogeno-1-hexen-5-one of the formula ##STR4## in which Hal is halogen, halogenating said compound to produce a compound of the formula ##STR5## and reacting said compound with a base of the formulaR--OM (VI)in whichM is one equivalent of an alkali or alkaline earth metal ion.Compounds IV and V are new. By suitable conditions the trans isomer is selectively produced.Type: GrantFiled: May 22, 1989Date of Patent: February 12, 1991Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Dieter Arlt, Manfred Jautelat
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Patent number: 4965399Abstract: Disclosed are novel 1,5-bis(substituted-aryl)-3-pentanols which are useful in the preparation of polymeric materials and have the formula: ##STR1## wherein: R.sup.1 and R.sup.2 each is hydrogen, alkyl containing up to about 6 carbon atoms or phenyl or collectively R.sup.1 and R.sup.2 are 1,2- or 1,3-alkylene or 1,2-phenylene; andeach X is carboxyl, alkoxycarbonyl of up to about 7 carbon atoms, hydroxyalkoxycarbonyl of up to about 9 carbon atoms, formamido, alkanoylamido having up to about 6 carbon atoms or hydroxyalkoxy having up to about 10 carbon atoms. The novel compounds may be prepared by first condensing certain 4-substituted-benzaldehydes with ketones to obtain intermediate 1,5-bis(4-substituted-aryl)penta-1,4-dien-3-ones and hydrogenating the intermediates with certain catalysts. Mixed copper-chromium oxides are especially effective in converting the pentadienone compounds to the pentanol compounds.Type: GrantFiled: August 19, 1988Date of Patent: October 23, 1990Assignee: Eastman Kodak CompanyInventors: Joseph R. Zoeller, William W. Blount
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Patent number: 4946865Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.Type: GrantFiled: December 24, 1986Date of Patent: August 7, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Junya Takahashi, Shigeko Nakamura
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Patent number: 4925979Abstract: Novel flavone carboxylic acid derivatives, intermediates therefor, and method for the preparation thereof, and their use in the differentiation of certain types of malignant cells, are all disclosed, certain of the novel compounds disclosed to be superior to retinoic acid in their activity.Type: GrantFiled: August 29, 1988Date of Patent: May 15, 1990Assignee: Shionogi & Co., Ltd.Inventor: Koichi Shudo
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Patent number: 4921632Abstract: Liquid Crystal compounds represented by the following formula are disclosed. ##STR1## wherein R and R' are independently selected from alkyl groups containing 1.about.20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A.sub.1 and A.sub.2 are independently cyclic groups (such as phenylene and biphenylene), said cyclic groups may be substituted with 1.about.4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --CH.sub.2 S--, --SCH.sub.2 -- or direct bond; and * represents asymmetric atom providing optical activity.Type: GrantFiled: August 19, 1988Date of Patent: May 1, 1990Assignees: NEC Corporation, Sanyo Chemical Industries, Ltd.Inventors: Toyokazu Nakamura, Yuzi Kato, Shohei Naemura, Chizuka Tani, Masahiro Satoh, Kunikiyo Yoshio, Hiroshi Kishiki, Hiroshi Hoshino
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Patent number: 4918213Abstract: An optically active, generally mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes an alkyl group having 1-18 carbon atoms, R.sub.2 denotes an alkyl group having 1-12 carbon atoms; X denotes a single bond, --O--, ##STR2## Y denotes a single bond, ##STR3## --CH.sub.2 O-- or --OCH.sub.2 --; Z denotes --OCH.sub.2 --, ##STR4## respectively denotes ##STR5## C* denotes an asymmetric carbon atom; k, m and n are respectively 0, 1 or 2 with proviso that k+m+n amounts to 2 or 3; and p is 1 or 2.Type: GrantFiled: July 25, 1988Date of Patent: April 17, 1990Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Yoko Yamada, Yuko Etoh
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Patent number: 4904814Abstract: Process for the preparation of tert-alkyl esters of the formula I ##STR1## in which m is 1 or 2, R is C.sub.4 -C.sub.12 tert-alkyl and X, if m=1, is unsubstituted or halogen-substituted alkyl, cycloalkyl, unsubstituted or substituted aryl or aralkyl, or an aromatic heterocyclic radical and, if m=2, is a direct bond, --CH.sub.2).sub.n, in which n can be an integer from 1 to 8, or 1,2-, 1,3- or 1,4-phenylene, by reaction of an ester of the formula II ##STR2## in which R.sub.1 is methyl or ethyl, with an alcohol ROH in the presence of a catalyst customary for transesterifications.Type: GrantFiled: February 8, 1988Date of Patent: February 27, 1990Assignee: Ciba-Geigy CorporationInventors: Urs Frei, Rudolf Kirchmayr
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Patent number: 4898883Abstract: The present invention relates to 1-substituted derivatives of 4-methoxy-2,3,6-trimethylbenzene which are useful in cosmetic or pharmaceutical preparations for use in the treamtnet of dermatological complaints connected with a keratinisation disorder, dermatological complaints having an inflammatory and/or immuno-alleric component or ophthalmological complaints.Type: GrantFiled: July 21, 1987Date of Patent: February 6, 1990Assignee: L'OrealInventors: Gerard Lang, Serge Forestier, Alain Lagrange, Braham Shroot
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Patent number: 4897216Abstract: 2,3-Difluorophenol derivatives of the formula ##STR1## wherein R.sup.1 and R.sup.2, in each case independently of one another, are an alkyl group having 1 to 15 C atoms in which, in addition, one or two nonadjacent CH.sub.2 groups may be replaced by --O--, --CO--, --CH.dbd.CH-- and/or --C.tbd.C--;A is 1,4-phenylene which is unsubstituted or substituted by one or two fluorines, or is trans-1,4-cyclohexylene or a single bond; andL.sup.1 and L.sup.2, in each case independently of one another, are H or F,are suitable as components of liquid-crystalline media.Type: GrantFiled: March 9, 1989Date of Patent: January 30, 1990Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Thomas Geelhaar
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Patent number: 4895946Abstract: Pyrido[2,3-d]pyrimidine compounds are prepared through the reaction of 2,4-diamino-6(1H)-pyrimidone and an activated derivative of a dialdehyde. A typical embodiment utilizes the dinitrile.Type: GrantFiled: April 25, 1988Date of Patent: January 23, 1990Assignee: The Trustees of Princeton UniversityInventors: Edward C. Taylor, Philip M. Harrington
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Patent number: 4886899Abstract: Substituted resorcyclic acid esters having the structural formula: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are H, X, or COX, where X is an alkyl group having from 1-6 carbon atoms; and R.sub.3 is an alkyl group having from 1-12 carbon atoms are synthesized and used as housefly chemosterilants which reduce housefly fecundity.Type: GrantFiled: July 5, 1988Date of Patent: December 12, 1989Assignee: Pitman-Moore, Inc.Inventor: Martin J. Jacobs
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Patent number: 4876381Abstract: The invention relates to a compound of the formula (II) ##STR1## and the corresponding isomers and salts, in which formula: a and b are integers which independently of one another can assume the values 0 or 1,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent, independently, a hydrogen atom, a linear or branched C.sub.1 -C.sub.6 -alkyl radical or a C.sub.1 -C.sub.4 -alkoxy radical,R.sub.6 represents a C.sub.1 -C.sub.6 -alkyl radical,R.sub.5 and R.sub.12 represent a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl radical, with the proviso that R.sub.5 cannot represent hydrogen if a=b=0 andR.sub.11 has various meanings.These compounds have useful dermatological properties.Type: GrantFiled: August 18, 1987Date of Patent: October 24, 1989Assignee: L'OrealInventors: Gerard Lang, Jean Maignan, Serge Forestier, Serge Restle, Alain Lagrange, Braham Shroot
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Optically active compound, process for producing same and liquid crystal composition containing same
Patent number: 4873018Abstract: An optically active 2-fluoro-1-alkanol compound represented by the formula (Ia): ##STR1## wherein R is an alkyl group having 1-16 carbon atoms, and C* is an asymmetric carbon atom; and an optically active compound derived from the fluoroalkanol and represented by the formula (Ib): ##STR2## wherein R and C* are the same as above, m is 1 or 2, n is 0 or 1, and A is a releasable substitutent. Because of the fluorine atom directly attached to an asymmetric carbon atom, these compounds are particularly effective in increasing a spontaneous polarization, improving a electric field responsive characteristic of a liquid crystal composition, and controlling the liquid crystal state.Type: GrantFiled: October 27, 1987Date of Patent: October 10, 1989Assignees: Canon Kabushiki Kaisha, Yamakawa Yakuhin Kogyo Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuo Yoshinaga, Mariko Kai, Kazuharu Katagiri -
Patent number: 4871712Abstract: Provided are dialkyloxy-substituted terephthalic acids of the formula ##STR1## wherein R is an alkyl group having about 8 to 12 carbon atoms. Also provided is a method for preparing these dialkyloxy-substituted terephthalic acids.Type: GrantFiled: September 8, 1988Date of Patent: October 3, 1989Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Bruce A. Reinhardt, Marilyn R. Unroe
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Patent number: 4867903Abstract: A fluoroalkane derivative represented by the formula: ##STR1## wherein R denotes an alkyl group having 1-16 carbon atoms, C* denotes an asymmetric carbon atom, R.sup.1 denotes an alkyl or alkoxy group having 1-16 carbon atoms; ##STR2## respectively denote a phenylene group ##STR3## a cyclohexylene group ##STR4## or a pyrimidinylene group ##STR5## p is 0 or 1, q is 0 or 1 when p is 1, r is 0 or 1; and l, m and n are respectively 0 or a positive integer satisfying the relationship of l+m+n.gtoreq.1. The fluoroalkane derivative has a fluorine atom providing a large dipole moment and directly connected to an asymmetric carbon atom, so that it provides a high speed responsive characteristic through an increased spontaneous polarization when contained in a liquid crystal composition, especially a ferroelectric liquid crystal composition.Type: GrantFiled: March 6, 1987Date of Patent: September 19, 1989Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuharu Katagiri
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Patent number: 4864054Abstract: A method is provided for making cationically polymerizable aromatic polypropenylethers and to the aromatic polypropenylethers made thereby. Aromatic polyalkylene glycol prepared from the corresponding polyphenol is reacted with an allylhalide to produce aromatic polyallylether which is thereafter isoemrized to the corresponding cationically polymerizable aromatic polypropenylether.Type: GrantFiled: May 2, 1983Date of Patent: September 5, 1989Assignee: General Electric CompanyInventors: James V. Crivello, David A. Conlon
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Patent number: 4855482Abstract: The present invention provides a novel bis(phenoxymethyl)benzene derivative or bis(naphthoxymethyl)benzene derivative, which improves the stability of image on a heat sensitive recording paper composed of a leuco dye and a developer.Type: GrantFiled: June 26, 1987Date of Patent: August 8, 1989Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Shinichi Katsura, Yoshirou Uchiyama, Satomi Inoue
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Patent number: 4855073Abstract: Disclosed are a lubricant composition comprising a major amount of one or more lubricant fluids and at least one polyvalent metal salt of the formaldehyde condensation products of C.sub.12 -C.sub.22 alkyl hydroxy benzoic acid, and a method of preparation of same. Because of the methylenebis structure of the polyvalent metal salts, engine properties such as detergency/dispersancy, thermal stability, hydrolytic stability, oil solubility and especially compatibility with other additives are improved by the use of the composition.Type: GrantFiled: May 27, 1988Date of Patent: August 8, 1989Inventors: Mitsuhiro Murakami, Takahiro Mikami, Hiroyuki Nagamatsu, Mitsuji Tokuno
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4826876Abstract: This invention relates to chemical compounds which have selective thyromimetic activity. A compound of this invention is 3,5-dibromo-3'-[6-oxo-3(1H)-pyridazinyl-methyl]-thyronine.Type: GrantFiled: December 21, 1987Date of Patent: May 2, 1989Assignee: Smith Kline & French Laboratories LimitedInventors: David Ellis, John C. Emmett, Anthony H. Underwood, Paul D. Leeson
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Patent number: 4822906Abstract: Intermediate compounds of the structural formula ##STR1## wherein R.sup.60 is hydrogen; 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.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl, trifluoromethyl or difluoromethyl; or trifluoromethoxy or difluoromethoxy; R.sup.61 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.62 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.61 and R.sup.62 together are C.sub.2 -C.sub.5 alkylene; R.sup.63 C.sub.1 -C.sub.4 alkyl; R.sup.64 is C.sub.1 -C.sub.4 alkyl; or R.sup.63 R.sup.64 together are C.sub.2 -C.sub.5 alkylene; R.sup.65 and R.sup.66 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.Type: GrantFiled: December 4, 1987Date of Patent: April 18, 1989Assignee: Stauffer Chemical CompanyInventor: Charles G. Carter
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Patent number: 4812582Abstract: This invention pertains to a new method for killing and controlling worms (Helminths), new formulations for killing and controlling worms in animals, new chemical compounds, and a new synthesis of northern hemisphere intermediates for the synthesis of milbemycin and avermectin macrolides.Type: GrantFiled: May 6, 1987Date of Patent: March 14, 1989Assignee: The Upjohn CompanyInventor: Stephen J. Nelson
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Patent number: 4804670Abstract: Substituted hexatriene derivatives of the formula I ##STR1## where R.sup.1 has the meaning given in the description, and their preparation, are described. The compounds may be used to treat acne and psoriasis.Type: GrantFiled: September 3, 1985Date of Patent: February 14, 1989Assignee: BASF AktiengesellschaftInventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Joachim Paust, Klaus Schmieder, Axel Nuerrenbach
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Patent number: 4780542Abstract: The invention relates to the preparation of an ester or an amide from an anhydride with an alcohol or an amine, wherein the anhydride is first prepared by reacting an acid and an alkyl chloroformate in a 100% aqueous medium, that is, 100% water.Type: GrantFiled: September 26, 1983Date of Patent: October 25, 1988Assignee: Montefiore Medical CenterInventor: Iraj Lalezari
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Patent number: 4775417Abstract: A compound of the formula: ##STR1## wherein R is a hydrocarbon group, is effective as a color developer in recording materials and particularly excellent in the image stability.Type: GrantFiled: July 21, 1987Date of Patent: October 4, 1988Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Hirokazu Tsukahara, Shigetoshi Hiraishi
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Patent number: 4760161Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are inhibitors of leukotriene biosynthesis. These compounds inhibit lipoxygenase, thus preventing the metabolism of arachidonic acid to the leukotrienes. These compounds are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.Type: GrantFiled: April 25, 1983Date of Patent: July 26, 1988Assignee: Merck & Co., Inc.Inventors: Philippe L. Durette, Timothy F. Gallagher
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Patent number: 4754051Abstract: A novel optically active compound of the formula ##STR1## is capable of forming a chiral nematic liquid crystal composition having short spiral pitch by adding a small amount of it to a generally nematic liquid crystal composition. The compound of this invention is useful in the manufacture of SBE display device which is excellent especially in high level multiplexing driving system.Type: GrantFiled: September 29, 1986Date of Patent: June 28, 1988Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Makoto Sasaki, Kiyohumi Takeuchi, Haruyoshi Takatsu
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Patent number: 4746350Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: Y is selected from phenyl, furyl, thienyl and pyrrolyl rings (each optionally substituted by group X), optionally branched alkylene or alkylenethio(oxy)alkylene;X which may be the same or different are independently selected from halogen, nitro, alkyl, substituted alkyl, hydroxy, alkoxy, carboxy, alkoxycarbonyl, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino and alkanoyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl and alkynyl;R.sup.3 is selected from alkyl; andR.sup.4 is selected from hydrogen, alkyl, and alkoxycarbonyl.Type: GrantFiled: April 14, 1986Date of Patent: May 24, 1988Assignee: Imperial Chemical Industries PLCInventor: Keith G. Watson
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Patent number: 4744918Abstract: Liquid crystal phases containing at least one optically active compound of the formula IR.sup.1 --X.sup.1 --CHR.sup.o (CH.sub.2).sub.p X.sup.2 --R.sup.2 Iwherein X.sup.1 and X.sup.2 independently of one another are each --CO--O-- or --O--CO--, one of X.sup.1 and X.sup.2 may also be --O--, R.sup.1 and R.sup.2 independently of one another are each a group --(A.sup.1 --Z).sub.m --(A.sup.2).sub.n -Y, whereinA.sup.1 and A.sup.2 in each case independently of one another are a 1,4-phenylene, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, pyridine-2,5-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl or 1,4-bicyclo(2,2,2)-octylene group, it also being possible for this to be monosubstituted or polysubstituted by F, Cl, Br, CN and/or alkyl groups with up to 12 C atoms, and it being possible for 1 or 2 non-adjacent CH.sub.2 groups in the alkyl groups to be replaced by O atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --N(O).Type: GrantFiled: July 11, 1985Date of Patent: May 17, 1988Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Gerd Heppke, Feodor Oestreicher
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Patent number: 4720505Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic and anti-inflammatory agents.Type: GrantFiled: November 13, 1984Date of Patent: January 19, 1988Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, John W. Gillard, Joshua Rokach
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Patent number: 4713472Abstract: The preparation of 4,4'-dimethylstilbenedicarboxylate by acetylating 4,4'-bis(methoxycarbonyl)benzoin to give 4,4'-bis(methoxycarbonyl)benzoin acetate, selectively reducing 4,4'-bis(methoxycarbonyl)benzoin acetate with hydrogen to give 1,2-bis(4-methoxycarbonylphenyl)ethanol, and subjecting the 1,2-bis(4-methoxycarbonylphenyl)ethanol to either (1) dehydration or (2) acetylation to 1,2-bis(4-carbomethoxyphenyl)-1-acetoxy ethane followed by pyrolysis thereof to give the 4,4'-dimethylstilbenedicarboxylate. In this process, the new compounds 4,4'-bis(methoxycarbonyl)benzoin acetate, 1,2-bis(4-methoxycarbonylphenyl)ethanol, and 1,2-bis(4-carbomethoxyphenyl)-1-acetoxy ethane are produced and the novel preparations thereof are performed.Type: GrantFiled: May 15, 1986Date of Patent: December 15, 1987Assignee: Eastman Kodak CompanyInventor: Dale E. Van Sickle