Acylated Patents (Class 560/66)
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Patent number: 4830470Abstract: Compounds of the formula ##STR1## wherein m represents is the number 0 or 1; A is a single covalent bond, --CH.sub.2 --CH.sub.2 --, --OCH.sub.2 --, --COO-- or --OOC--; rings B, C and D are 1,4-phenylene optionally substituted with cyano, halogen or lower alkyl; Y.sup.1 and Y.sup.2 are hydrogen or one of them also is cyano; and R.sup.1 and R.sup.2 each represents C.sub.1 -C.sub.18 -alkyl or C.sub.2 -C.sub.18 alkenyl, either of which is optionally halogen-substituted, in which one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are optionally replaced by oxygen; with the provisos that at least one of R.sup.1 and R.sup.2 has a chiral carbon atom or a C--C double bond or both when A is --COO-- and at least one of R.sup.1 and R.sup.2 has a C--C double bond when A is a single covalent bond, their preparation, liquid crystalline mixtures containing these compounds and their use for electro-optical purposes are described.Type: GrantFiled: May 20, 1987Date of Patent: May 16, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Richard Buchecker, Hans-Jurgen Fromm, Stephen Kelly, Martin Schadt
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Patent number: 4828754Abstract: A liquid crystalline compound represented by formula ##STR1## wherein R denotes an alkyl or alkoxy group having 1 to 20 carbon atoms,m and n are each 0 or 1, provided m and n are not 1 at the same time. ##STR2## X and Y each denote a hydrogen atom, a halogen atom or a nitro group, provided X and Y are not hydrogen atoms at the same time, and Q* denotes an optically active group having an asymmetric carbon atom and a linear or cyclic alkyl or alkenyl group which may be substituted by a halogen atom, or the like.Type: GrantFiled: February 23, 1988Date of Patent: May 9, 1989Assignees: Dainippon Ink & Chemicals, Inc., Kawamura Institute of Chemical Res.Inventors: Sadao Takehara, Toru Fujisawa, Yoshi Arai, Jitsuo Kurokawa
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Patent number: 4826620Abstract: The new esters derived from a chiral compound containing two OH groups and at least one mesogenic carboxylic acid which have the general formula (I) ##STR1## in which X.sup.1 =O--H or O--CO--(C.sub.1 to C.sub.12)alkyl and X.sup.2 =O--MC or X.sup.1 and X.sup.2 denote O-MC independently of each other, where MC is the molecular radical of a mesogenic monocarboxylic acid after splitting off an OH group.The esters or esters substituted in the aromatic part of the phenolic part preferably find application as an admixture intwistable liquid crystal phases in which they produce a temperature compensation and a high degree of twisting.Type: GrantFiled: January 21, 1988Date of Patent: May 2, 1989Assignee: Hoechst AktiengesellschaftInventors: Gerd Heppke, Detlef Lotzsch, Feodor Oestreicher, Gunter Scherowsky
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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: 4812259Abstract: An optically active lactic acid derivative represented by the following formula (Ia) or (Ib): ##STR1## wherein R is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 1-16 carbon atoms, R.sup.1 is an alkyl group having 4-16 carbon atoms, m and n are respectively 1 or 2, k is 0 or 1, and C* is an asymmetric carbon atom. A liquid crystal composition containing the lactic acid derivative and a liquid crystal device using the liquid crystal composition are also disclosed.Type: GrantFiled: October 23, 1986Date of Patent: March 14, 1989Assignee: Canon Kabushiki KaishaInventors: Kazuo Yoshinaga, Kazuharu Katagiri, Kenji Shinjo
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Patent number: 4780242Abstract: A novel optically active liquid crystal compound and a liquid crystal composition containing the same are provided, which compound is expressed by the formula ##STR1## wherein R.sub.1 is alkyl or alkoxy of 4-18 C; R.sub.2 is alkyl, alkoxy, acyl or alkoxymethyl of 4-18 C; but either one of R.sub.1 or R.sub.2 is an optically active group; either one of X.sub.1 or X.sub.2 is halogen atom and the other is H; m and n each are 0 or 1 and m+n is 0 or 1.Type: GrantFiled: March 11, 1986Date of Patent: October 25, 1988Assignee: Chisso CorporationInventors: Kazutoshi Miyazawa, Hiromichi Inoue, Shinichi Saito, Takashi Inukai, Kanetsugu Terashima, Mitsuyoshi Inchihashi
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Patent number: 4764637Abstract: The hydrated complex of magnesium acetylsalicylate and urea of formula ##STR1## possesses exceptional analgesic and antipyretic properties. It may be crystallized from a solution obtained by reacting acetylsalicylic acid with magnesium carbonate in the presence of urea.Type: GrantFiled: April 18, 1986Date of Patent: August 16, 1988Assignee: Rhone-Poulenc SanteInventors: Claude Bertrand, Gerard Wolff
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Patent number: 4764619Abstract: An optically active compound having the formula: ##STR1## wherein each of Z and Z' is a single bond, --COO--, --OCO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 -- or --CH.sub.2 O--, R is an alkyl group having from 1 to 12 carbon atoms, an alkoxyl group having from 1 to 12 carbon atoms, a cyano group or a halogen atom, each of rings A and B is a 1,4-di-substituted phenylene group or a trans-1,4-di-substituted cyclohexylene group, n is 0 or 1, X is ##STR2## wherein * indicates an optical center, and R' is an alkyl group having from 2 to 12 carbon atoms or ##STR3## where R" is a hydrogen atom, an alkyl or alkoxy group having from 1 to 12 carbon atoms, provided that when X is ##STR4## R is the alkyl group or the alkoxy group.Type: GrantFiled: March 21, 1986Date of Patent: August 16, 1988Assignee: Asahi Glass Company Ltd.Inventors: Tomoki Gunjima, Ryutaro Takei, Eriko Aoyama
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Patent number: 4743704Abstract: Esters of salsalate with guaiacol for treatment of phlogistic bronchopneumopathies, having the following general formula: ##STR1## in which R is H or CH.sub.3 CO. Said esters combine antiphlogistic and antitussive therapeutic characteristics with high stability at gastric pH.Type: GrantFiled: June 19, 1987Date of Patent: May 10, 1988Assignee: FINTECO SrlInventor: Marino Nicolini
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Patent number: 4739097Abstract: Compounds of the general formula I ##STR1## in which R is a hydrogen or halogen atom, a cyanide or an alkyl group having 1-4 carbon atoms andR.sub.1 is a hydrogen or halogen atom, nitro, alkyl, alkoxy, aryl, aryloxy, acyl or alkoxycarbonyl group,are prepared by esterifying two adjacent OH groups to give the cyclic carbonate, esterifying the free OH group with (meth)acrylic acid and selectively hydrolyzing the carbonate. The compounds are free of polyunsaturated impurities and can be used for preparing purely linear polymers.Type: GrantFiled: August 13, 1986Date of Patent: April 19, 1988Assignee: Hoechst AktiengesellschaftInventors: Juergen Sander, Arnold Schneller
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Patent number: 4737313Abstract: Novel ferroelectric liquid crystals exhibiting a chiral smectic C phase and liquid crystal compositions containing the same are provided, which liquid crystals are substituted biphenyl esters expressed by the general formula ##STR1## wherein R.sub.1 * represents an optically active alkyl group of 4 to 18 carbon atoms; ##STR2## represents ##STR3## or ##STR4## Z represents R.sub.2, R.sub.2 CO or R.sub.2 COO wherein R.sub.2 represents an alkyl group or an alkoxy group each of 1 to 18 carbon atoms; and X and Y each represent hydrogen atom (H), bromine atom (Br), chlorine atom (Cl), fluorine atom (F) or cyano group (CN), and either one of X or Y is always hydrogen atom.Type: GrantFiled: August 8, 1986Date of Patent: April 12, 1988Assignee: Chisso CorporationInventors: Shinichi Saito, Hiromichi Inoue, Kanetsugu Terashima, Takashi Inukai, Kenji Furukawa
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Patent number: 4728458Abstract: Polyphenyl-based liquid crystal compounds represented by the following general formula (1) and liquid crystal composition containing the same: ##STR1## wherein R.sup.1 represents a straight or branched C.sub.1-18 alkyl group, haloalkyl group, aralkyl group or haloaralkyl group with or without optically active carbon, R.sup.2 represents a straight or branched C.sub.1-6 alkyl group, haloalkyl group or aralkyl group with or without optically active carbon, W represents (1) --OCO-- or --COO--, in which case T represents a halogen atom or a methyl group, or (2) a single bond, --O-- or --OCOO--, in which case T represents a halogen atom, X represents --OCO--, --COO--, --C.tbd.C--, --CH.dbd.N--, --N.dbd.CH, Y represents single bond, --O--, --COO--, --OCO--, --CH.sub.2 --, --OCH.sub.2 --, --COOCH.sub.2 -- or --OCOCH.sub.2 --, Z.sub.1 and Z.sub.2 represent a hydrogen or halogen atom, a cyano group or nitro group, Z.sub.1 may be the same or different from Z.sub.Type: GrantFiled: February 10, 1986Date of Patent: March 1, 1988Assignee: Ajinomoto Co., Ltd.Inventors: Ryoichi Higuchi, Takao Sakurai, Tatsuru Tabohashi, Naoko Mikami, Kiriko Akaiwa, Eri Yamamoto, Koji Takeuchi
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Patent number: 4713474Abstract: An alkanedicarboxylic diester compound represented by the formula: ##STR1## wherein n is an integer of 0-8 and R is a benzyl group. The compounds have a repellency action to vermin and a plasticization action to thermoplastic polymers, and are useful as a pesticide or plasticizer.Type: GrantFiled: July 3, 1986Date of Patent: December 15, 1987Assignee: Yoshitomi Pharmaceutical Industries, Ltd.Inventors: Hiroyuki Akashi, Takeshi Inoue, Shoichi Horie
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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
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Patent number: 4710585Abstract: A liquid crystal compound represented by the following general formula:R*O--A--R or R*COO--A--Rwherein R* stands for an alkyl group having an asymmetric carbon atom, R stands for a linear alkyl group, and A stands for ##STR1##Type: GrantFiled: June 10, 1985Date of Patent: December 1, 1987Assignees: Seiko Instruments & Electronics Ltd., Teikoku Chemical Industry Co., Ltd.Inventors: Masaaki Taguchi, Hitoshi Suenaga
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Patent number: 4709079Abstract: Non-steroidal, anti-inflammatory drugs are disclosed which are polyprenyl alcohol esters of indolyl lower carboxylic acids, phenyl lower carboxylic acids, acetyl salicyclic acid, anthranilic acid and derivatives thereof.Type: GrantFiled: January 17, 1986Date of Patent: November 24, 1987Assignee: Eisai Co., Ltd.Inventors: Isao Yamatsu, Shinya Abe, Yuichi Inai, Takeshi Suzuki, Kensaku Kinoshita, Mannen Mishima, Yoshinori Katoh, Seiichi Kobayashi, Manabu Murakami, Kouzi Yamada
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Patent number: 4686289Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein.The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.Type: GrantFiled: February 25, 1986Date of Patent: August 11, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Tuong Huynh-Ba, Maged A. Osman
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Patent number: 4686235Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.Type: GrantFiled: August 12, 1985Date of Patent: August 11, 1987Assignee: Merck & Co., Inc.Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
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Patent number: 4676604Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or straight-chain alkyl; R.sup.2 is --CN, --R, --COR, --COOR or when R.sup.2 is positioned on an aromatic ring R.sup.2 also can be --OR, --OOCR or --F; R is alkyl; A is a group with 1 to 4 six-membered rings, these rings being linked directly with one another and with ring B in each case via a single covalent bond or being linked at one or two positions also via --COO--, --OOC-- or --CH.sub.2 CH.sub.Type: GrantFiled: March 5, 1984Date of Patent: June 30, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Martin Petrzilka
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Patent number: 4604485Abstract: Preparation of para-substituted 4-hydroxybenzophenones by forming poly(4-oxybenzoyl) in situ and reacting it with an appropriately substituted aromatic compound. The poly(4-oxybenzoyl) can be formed from a precursor such as 4-hydroxybenzoic acid by reaction with an agent which removes water from the acid to form the polymer. The reaction with the appropriately substituted aromatic compound, for example fluorobenzone, is effected in the presence of a Lewis acid compound such as aluminum chloride.Type: GrantFiled: June 4, 1984Date of Patent: August 5, 1986Assignee: Imperial Chemical Industries PLCInventor: Howard M. Colquhoun
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Patent number: 4570006Abstract: Amidino compounds represented by the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsine, anti-plasmin, anti-kallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: October 24, 1984Date of Patent: February 11, 1986Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4552926Abstract: The title compounds correspond to the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are alkyl, A is alkylene, X is --NH-- or --S--, m is 1 and n is 0 or 1, and are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.Type: GrantFiled: September 26, 1983Date of Patent: November 12, 1985Assignee: Ciba-Geigy CorporationInventors: John D. Spivack, Stephen D. Pastor
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Patent number: 4546197Abstract: An analgesic and anti-inflammatory product comprising an acetyl salicylic derivative composition having the formula: ##STR1## wherein both R and R.sup.1 are hydrocarbon radicals and process for the manufacture thereof.Type: GrantFiled: March 24, 1983Date of Patent: October 8, 1985Assignee: R. P. Scherer CorporationInventors: Neil E. Bateman, Ross A. Woods
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Patent number: 4542230Abstract: A liquid crystal ester has a structure: ##STR1## where X and Y are fluorine or hydrogen at least one being hydrogen, and Z is either:(a) ##STR2## where R.sub.2 is alkyl, alkoxy, alkylcarbonyloxy or alkoxycarbonyloxy(b) ##STR3## where R.sub.3 is an alkyl group. The ester may be prepared by a conventional esterification from the corresponding phenol ##STR4## and the corresponding acid chloride Z--COCl. The ester may be used in mixtures with other liquid crystal compounds for use in known electro-optic devices.Type: GrantFiled: September 30, 1980Date of Patent: September 17, 1985Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: George W. Gray, David Lacey, Martin G. Pellatt, Bennett Sturgeon
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Patent number: 4514416Abstract: Amidino compounds represented by the formula (I) ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful antitrypsine, antiplasmin, antikallikrein and anti-thrombin agents. Having strong anti-Cl (Clr, Cls) activities and an anticomplement activity, they are also useful as anticomplement agents. These amidino compounds are prepared by usual esterification of carboxylic acid compounds represented by the formula (II)R.sub.1 --COOH (II)with amidinophenol compound (III) and, if necessary, can be transformed into pharmaceutically acceptable acid addition salts thereof.Type: GrantFiled: May 21, 1984Date of Patent: April 30, 1985Assignee: Torii & Co. Ltd.Inventors: Setsuro Fujii, Takashi Yaegashi, Toyoo Nakayama, Yojiro Sakurai, Shigeki Nunomura, Toshiyuki Okutome
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Patent number: 4501912Abstract: A method for the treatment of glaucoma or lowering intraocular pressure in a mammal, involving topically administering to the eye of such mammal a selectively metabolized beta-blocking compound of the formula ##STR1## wherein R may be lower alkyl, lower hydroxyalkyl, lower alkynyl, aralkyl, or an ester-containing group and Ar may be substituted or unsubstituted aromatic; or a pharmaceutically acceptable salt thereof. Because of a relatively long duration of action of such compounds in ocular fluids and a relatively short duration of action in the systemic circulation, such compounds are useful for the treatment of excessive intraocular pressure without substantial systemic effects.Type: GrantFiled: December 13, 1982Date of Patent: February 26, 1985Assignee: American Hospital Supply CorporationInventors: William L. Matier, Sheung-Tsam Kam
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Patent number: 4499298Abstract: A process is described for the preparation of aryl esters such as benzyl acetate by reacting an aryl alkyl compound such as toluene with a carboxylic acid such as acetic acid and oxygen in the presence of a catalytically effective amount of a catalyst comprising palladium metal, gold metal and a metal of Group VA of the Periodic Table of the Elements such as bismuth.Type: GrantFiled: December 20, 1979Date of Patent: February 12, 1985Assignee: National Distillers and Chemical CorporationInventors: John A. Scheben, James A. Hinnenkamp
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Patent number: 4452993Abstract: Novel heat-curable acrylic-terminated monomers are provided which exhibit an optically anisotropic melt phase at a temperature which enables it to undergo melt processing in the formation of molded articles, etc. The monomers are capable of being heat-cured at temperatures in excess of the melt processing temperatures to produce a thermoset self-reinforced composite. The monomer may, for example, consist essentially of the reaction product of p-acryloyloxybenzoic acid and a difunctional aromatic moiety in a molar ratio of about 2:1.Type: GrantFiled: May 24, 1982Date of Patent: June 5, 1984Assignee: Celanese CorporationInventors: Anthony B. Conciatori, Eui W. Choe, Gerald Farrow
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Patent number: 4442300Abstract: New bronchospasmolytically active compounds exhibiting long duration of action and reduced undesired side effects, of the structural formula ##STR1## and therapeutically acceptable salts thereof, in which formula R, R.sup.1 and R.sup.2 are as follows:R is selected from the group consisting of --C(CH.sub.3).sub.3, ##STR2## R.sup.1 is selected from the group consisting of H and R.sup.2 ; R.sup.2 is selected from the group consisting of ##STR3## in which formulas R.sup.3 is selected from the group consisting of (a) H; ##STR4## wherein R.sup.5 is a straight or branched alkyl group containing 1-4 carbon atoms;and ##STR5## and wherein R.sup.4 is selected from the group consisting of(a) H(b) an alkyl group containing 1-3 carbon atoms,process for the preparation thereof, chemical intermediates at their preparation, pharmaceutical compositions containing them and their medicinal use.Type: GrantFiled: July 1, 1981Date of Patent: April 10, 1984Assignee: Aktiebolaget DracoInventors: O. A. Torsten Olsson, Leif .ANG. Svensson, Kjell I. L. Wetterlin
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Patent number: 4433161Abstract: A novel family of diesters, methyl p-(.omega.-acetoxyalkoxy) benzoate wherein the alkoxy group has a chain length of 2 to 6, the method of preparation of the diesters, polymerization of the diesters and their use to form methyl p-(.omega.-hydroxy-n-alkoxy) benzoate.Type: GrantFiled: March 8, 1982Date of Patent: February 21, 1984Assignee: Ethicon, Inc.Inventors: Shalaby W. Shalaby, Edgar S. Schipper, Donald F. Koelmel
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Patent number: 4402974Abstract: A method for the treatment of glaucoma or lowering intraocular pressure in a mammal, involving topically administering to the eye of such mammal a selectively metabolized beta-blocking compound of the formula ##STR1## wherein R may be lower alkyl, lower hydroxyalkyl, lower alkynyl, aralkyl, or an ester-containing group and Ar may be substituted or unsubstituted aromatic; or a pharmaceutically acceptable salt thereof. Because of a relatively long duration of action of such compounds in ocular fluids and a relatively short duration of action in the systemic circulation, such compounds are useful for the treatment of excessive intraocular pressure without substantial systemic effects.Type: GrantFiled: June 23, 1981Date of Patent: September 6, 1983Assignee: American Hospital Supply CorporationInventors: William L. Matier, Sheung-Tsam Kam
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Patent number: 4399298Abstract: Novel fluorine-containing organic compounds having a positive dielectric anisotropy, useful as component(s) of liquid crystal compositions, and liquid crystal compositions containing the same are provided. The compounds have the general formula ##STR1## R.sub.1 and R.sub.3 both are 1-10 C alkyl or alkoxy; R.sub.2 is H or 1-10 C alkyl; and R.sub.4 is 1-10 C alkyl.Type: GrantFiled: February 12, 1981Date of Patent: August 16, 1983Assignee: Chisso CorporationInventors: Shigeru Sugimori, Yukio Honda, Tetsuhiko Kojima
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Patent number: 4390721Abstract: A novel 3-endo-protected hydroxyl-tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is described which can be alkylated stereospecifically to give a 5-endo-protected hydroxyl-bicyclo[2,2,1]heptan-2-one which may then be converted via a sequence of reactions into prostaglandins of the F-series having a protecting group at the 9-position. The synthesis of the tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is also described.Type: GrantFiled: November 1, 1978Date of Patent: June 28, 1983Assignee: Allen & Hanburys LimitedInventor: Stanley M. Roberts
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Patent number: 4385070Abstract: Compounds of formula I wherein R.sup.1 and R.sup.2 are each selected from halomethyl and halo and R is nitro, cyano, lower alkoxycarbonyl, lower alkylcarbonyl, or di- or trifluoromethyl, and n has a value of zero to four, and compositions comprising them are useful as insecticides in agriculture, horticulture and other outlets. They may optionally be combined with other pesticides and/or synergists. The compounds may be prepared by conventional esterification processes from the corresponding acids and appropriately substituted benzyl alcohols or halides, some of which are novel.Type: GrantFiled: January 28, 1980Date of Patent: May 24, 1983Assignee: Imperial Chemical Industries LimitedInventors: Philip D. Bentley, Nazim Punja
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Patent number: 4348410Abstract: A compound of the formula: ##STR1## wherein R.sub.1 represents a vanilyl, napthyl, pyridyl or .alpha.-tocopheryl group, or a group of the formula, ##STR2## wherein R.sub.2 represents a hydrogen atom, a lower alkoxy, formyl, lower alkanoyl or phenyl group, or a group of the formula --(CH.sub.2).sub.n COOR.sub.3, wherein R.sub.3 represents a hydrogen atom, a lower alkyl, phenyl, benzyl, anisyl or lower alkoxycarbonylmethyl group, and n represents an integer of 0 to 2, or a pharmaceutically acceptable salt thereof is effective for use as an anti-ulcer agent.Type: GrantFiled: September 15, 1980Date of Patent: September 7, 1982Assignees: Nippon Chemiphar Co., Ltd., Teikoku Chemical Industry Co., Ltd.Inventors: Mutsumi Muramatsu, Toshio Satoh, Yukio Yanagimoto, Tadami Shinuchi, Toshio Nakajima, Isao Nakajima
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Patent number: 4336400Abstract: Mono-, di- and tri-esters of 3-(hydroxy or hydroxymethyl)-4-hydroxy-alpha-(aminomethyl)benzyl alcohols, obtained by methods involving reduction of the corresponding mono- and di-ester ketones, are useful for producing sympathomimetic effects, such as bronchodilation, of long duration with low cardiovascular stimulating effect, in warm-blooded mammals.Type: GrantFiled: August 30, 1978Date of Patent: June 22, 1982Assignee: Sterling Drug Inc.Inventors: Hiroaki Minatoya, Benjamin F. Tullar, Walter D. Conway
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Patent number: 4317917Abstract: The invention relates to methyl- or methoxy-substituted 2-cynnamoyloxy-benzoic acids or to cynnamylesters of methyl- or methoxy-substituted 2-hydroxybenzoic acids, endowed with an interesting antiinflammatory, analgesic and antibacterial activity; and to a process for preparing said compounds.Type: GrantFiled: March 21, 1980Date of Patent: March 2, 1982Assignee: Ausonia Farmaceutici S.r.l.Inventor: Leonardo De Vincentiis
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Patent number: 4310465Abstract: A synthesis of Vitamin E has the condensation of 2,4-pentanediene and 1,2-epoxy-2,6,10,14-tetramethylpentadecane including intermediates in this synthesis which uses base catalyzed condensations of aliphatic compounds to construct the Vitamin E molecule from aliphatic precursors.Type: GrantFiled: December 17, 1979Date of Patent: January 12, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Gary L. Olson, Gabriel Saucy
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Patent number: 4299844Abstract: Anti-inflammatory naphthyl compounds, their preparation and pharmaceutical compositions containing the same. The anti-inflammatory activity has a wide spectrum coupled with low side effects such as gastrointestinal irritancy or oestrongenicity. The compounds possess a chiral center at C-2 and can exist as mixtures of optical isomers or as substantially pure optical isomers.Type: GrantFiled: July 9, 1979Date of Patent: November 10, 1981Assignee: Beecham Group LimitedInventor: Alexander C. Goudie
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Patent number: 4285971Abstract: Halogenated phenol esters of the formula ##STR1## wherein X represents chlorine or fluorine and R represents hydrogen, alkyl of 1 to 22 carbon atoms, alkenyl of 2 to 22 carbon atoms, benzyl which is unsubstituted or substituted by chlorine or bromine atoms, or phenyl which is unsubstituted or substituted by alkyl or alkoxy, each of 1 to 4 carbon atoms, carboxyl, chlorine and/or bromine. The invention also relates to a method of protecting organic and inorganic material from attack by microorganisms, in particular of providing textiles with an antimicrobial and rotproof finish, of protecting wood from rot, and of preventing the formation of slime in the manufacture of paper.Type: GrantFiled: July 30, 1979Date of Patent: August 25, 1981Assignee: Ciba-Geigy CorporationInventor: Rene Muntwyler
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Patent number: 4276430Abstract: Dihydroxybenzoic acid derivatives and compositions containing same are useful for topical application to the skin as well as for systemic administration. The compounds are especially effective for providing an analgesic, anti-pyretic, and anti-inflammatory effect.Type: GrantFiled: July 26, 1979Date of Patent: June 30, 1981Assignee: The Procter & Gamble CompanyInventors: Herbert H. Reller, Herbert C. Kretschmar
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Patent number: 4267360Abstract: Derivatives of hexafluoropropene dimer expressed by the following general formula ##STR1## in which R.sub.f represents (CF.sub.3).sub.2 C.dbd.C(CF.sub.2 CF.sub.3) or (CF.sub.3).sub.2 CH--CF(CF.sub.2 CF.sub.3) and R represents a hydrocarbon residue of a carboxylic acid having one free site capable of reacting with the dimer. A process for preparing the derivatives is also disclosed in which the dimer is contacted with the carboxylic acid in an inert solvent in the presence of a catalyst. Metal, amine or ammonium salts of the acid may be also used for the reaction, in which case the reaction is feasible in the absence of a catalyst.Type: GrantFiled: October 15, 1979Date of Patent: May 12, 1981Assignee: Central Glass Company, LimitedInventors: Masahiro Ozawa, Tadaaki Komatsu, Kimiaki Matsuoka
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Patent number: 4259332Abstract: Novel taurine derivatives of general formula (I) ##STR1## (wherein R.sup.1 is nicotinoyl, 3,4,5-trimethoxybenzoyl or acetylsalicyloyl and R.sup.2 is as defined for R.sup.1 or is --CH.sub.2 CH.sub.2 OR.sup.1) have antilipemic and choleretic activities. The compound in which R.sup.2 .dbd.--CH.sub.2 CH.sub.2 OR.sup.1 and R.sup.1 is acetylsalicyloyl exhibits high antiinflammatory, analgesic and antipyretic activity and is essentially free of the unfavorable effect of acetylsalicylic acid on the stomach.Type: GrantFiled: February 11, 1980Date of Patent: March 31, 1981Assignee: Laboratorio Chimico Farmaceutico CAUSYTH S.p.A.Inventors: Raffaele Passoni, Vittorio Camboni
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Patent number: 4218555Abstract: Acetylene end-capped polyimide oligomers are prepared by a process including the following sequential steps:1. Preparing an alkanol or ether solution containing substantially 1 molar equivalent of a dialkyl ester of an aromatic tetracarboxylic acid,2. Adding substantially 0.5 to 0.8 molar equivalent of an aromatic diamine to the solution of (1) to form a reaction product between the diacid and the diamine,3. Adding an aminoarylacetylene to the solution of (2) in a quantity sufficient to provide amine groups equivalent to the free carboxylic acid groups present in the product of (2).4. Heating the solution of (3) to vaporize the solvent therefrom, and5. Heating the product of (4) to convert the carboxylic acid groups, the ester groups, and the amino groups thereof to imide groups.The temperature in steps (2) and (3) is maintained below about 50.degree. C. The temperature in steps (4) and (5) is maintained below about 210.degree. C.Type: GrantFiled: November 1, 1978Date of Patent: August 19, 1980Assignee: Gulf Oil CorporationInventors: Patricia A. Antonoplos, Clarence D. Bertino, William J. Heilman
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Patent number: 4206106Abstract: The products of the invention are vinyl end-capped oligomers which are prepared from 2,4-bis (p-aminobenzyl) aniline and a vinyl substituted aromatic monoamine, the principal component of which is the compound whose structure is shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound whose structure is shown in FIG. 2 and which is prepared from 2,4-bis (p-aminobenzyl) aniline, a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid (BTDA) and a vinyl substituted aromatic monoamine, such as 3-aminophenyl-ethylene (APE). The second precursor is a complex amine salt having the structure shown in FIG. 6 and which is prepared from 2,4-bis-(p-aminobenzyl) aniline, a dialkyl ester of BTDA and APE.Type: GrantFiled: April 5, 1979Date of Patent: June 3, 1980Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
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Patent number: 4206107Abstract: The products of the invention are acetylene end-capped polyimide oligomers prepared from a dianhydride of an aromatic tetracarboxylic such as 3, 3', 4, 4'-benzophenonetetracarboxylic acid, an aromatic triamine, and a propargyl ester of an amino-substituted aromatic acid such as aminobenzoic acid. The structure of the polyimide oligomers is shown in FIG. 3.Type: GrantFiled: April 26, 1979Date of Patent: June 3, 1980Assignee: Gulf Oil CorporationInventors: Wai Y. Chow, S. Paul Thackaberry
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Patent number: 4200580Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is a straight chain alkyl group of 1 to 10 carbon atoms and R.sub.2 is an alkyl, alkoxy, acyloxy, alkyl carbonato group having 1 to 10 carbon atoms, CN or NO.sub.2. The dioxanylphenyl benzoate compounds of the invention are useful as liquid crystal materials in electro-optical displays.Type: GrantFiled: March 5, 1979Date of Patent: April 29, 1980Assignee: Timex CorporationInventor: Ying Y. Hsu
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Patent number: 4195916Abstract: Novel liquid crystal compounds are disclosed, which are chiral esters based upon the phenol ##STR1## Typical examples are: ##STR2## and mixtures of these compounds have a helical pitch such that the mixtures reflect light of a specific wavelength when illuminated with ordinary light and the pitch is temperature sensitive so that the mixtures can be used in temperature indicating devices. Specific examples are given as are samples of mixtures that can be used in phase change electro-optic display devices.Type: GrantFiled: April 5, 1978Date of Patent: April 1, 1980Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: David Coates, George W. Gray, Damien G. McDonnell
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Patent number: RE30922Abstract: The products of the invention are vinyl end-capped oligomers which are prepared from 2,4-bis (p-aminobenzyl) aniline and a vinyl substituted aromatic monoamine, the principal component of which is the compound whose structure is shown in FIG. 3. The products are prepared from either of two (2) precursors. The first precursor is a compound whose structure is shown in FIG. 2 and which is prepared from 2,4-bis (p-aminobenzyl) aniline, a dianhydride of an aromatic tetracarboxylic acid such as 3,3'4,4'-benzophenonetetracarboxylic acid (BTDA) and a vinyl substituted aromatic monoamine, such as 3-aminophenyl-ethylene (APE). The second precursor is a complex amine salt having the structure shown in FIG. 6 and which is prepared from 2,4-bis-(p-aminobenzyl) aniline, a dialkyl ester of BTDA and APE.Type: GrantFiled: August 25, 1980Date of Patent: May 4, 1982Assignee: Gulf Oil CorporationInventors: William J. Heilman, Daniel J. Hurley
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Patent number: RE31715Abstract: Novel liquid crystal compounds are disclosed, which are chiral esters based upon the phenol ##STR1## Typical examples are: ##STR2## and mixtures of these compounds have a helical pitch such that the mixtures reflect light of a specific wavelength when illuminated with ordinary light and the pitch is temperature sensitive so that the mixtures can be used in temperature indicating devices. Specific examples are given as are samples of mixtures that can be used in phase change electro-optic display devices.Type: GrantFiled: March 27, 1981Date of Patent: October 30, 1984Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: David Coates, George W. Gray, Damien G. McDonnell