Plural Rings Bonded Directly To The Same Acyclic Carbon In Acid Moiety Patents (Class 560/57)
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Patent number: 5434292Abstract: A novel phenylalkanoic acid derivative represented by the following formula ##STR1## wherein n is an integer of 1-2, X is a halogen atom, alkoxyl group or nitro group, R is a hydrogen atom or alkyl group, and Z is a hydrogen atom or acyl group,a method for producing said derivative, a method for separating the optical isomers of said derivative from each other, as well as an anti-inflammatory drug, analgesic drug or preparation for external use each containing said derivative.Type: GrantFiled: February 4, 1994Date of Patent: July 18, 1995Assignee: Hisamitsu Pharmaceutical Co., Inc.Inventors: Masaru Saita, Hisataka Inoue, Koichi Beppu, Terumi Hachiya, Ikuo Shinohara, Yasuaki Taniguchi, Yoshiki Deguchi, Yoshihiro Hamaguchi
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Patent number: 5391812Abstract: Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R" are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxygen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.Type: GrantFiled: September 25, 1992Date of Patent: February 21, 1995Assignee: The Clorox CompanyInventors: Richard R. Rowland, Ronald A. Fong, Richard J. Wiersema, Alfred G. Zielske
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Patent number: 5382560Abstract: A color developer is provided comprising a polyvalent metal salt of a salicylic derivative. The salicylic derivative is made up of ring-substituted salicylic compounds having one, two and three styrene units bonded to salicylic core where at least 25% of the salicylic derivatives are polyvalent metal salts.Type: GrantFiled: December 11, 1992Date of Patent: January 17, 1995Assignee: Sanyo Chemical Industries, Ltd.Inventors: Nobuo Hisada, Yasushi Nishigakiuchi, Yoshiyuki Ueno, Yasuo Kotani, Tadao Yagyu
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Patent number: 5371284Abstract: 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: GrantFiled: July 23, 1993Date of Patent: December 6, 1994Assignee: Schering CorporationInventors: Richard J. Friary, Michael J. Green, Anil K. Saksena, Vera A. Seidl
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Patent number: 5321000Abstract: Acids, esters, amides and salts of benzhydryl compounds are antidotes for thiocarbamate and acetamide herbicides. These antidote compounds are especially effective to safen acetamide herbicides used to control grassy weeds and broadleaf weeds in rice, sorghum, corn and wheat.Type: GrantFiled: June 29, 1992Date of Patent: June 14, 1994Assignee: Monsanto CompanyInventors: Lawrence H. Brannigan, Ronald J. Brinker, Robert J. Kaufman, Suzanne Metz
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Patent number: 5310757Abstract: Derivatives of 3,3,5-trimethylcyclohexanol methyl-2-propionate, preparation method, and therapeutical compositions containing them. Such derivatives have general formula (I).Type: GrantFiled: January 16, 1992Date of Patent: May 10, 1994Assignee: PanmedicaInventors: Claude Laruelle, Marcel Lepant
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Patent number: 5288742Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different, is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.Type: GrantFiled: March 18, 1992Date of Patent: February 22, 1994Assignees: Imperial Chemical Industries PLC, ICI PharmaInventors: Philip N. Edwards, David Waterson
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Patent number: 5278337Abstract: A process for obtaining a substantially pure enantiomer of an aryl-substituted aliphatic carboxylic acid is described. The process utilizes first an enantiomerically enriched mixture the of aryl-substituted aliphatic carboxylic acid obtained from kinetic resolution, diastereomeric crystallization or asymmetric synthesis processes. This enriched mixture is reacted with a base producing a salt that has the following properties:1) has at least one eutectic point;2) a composition that is not at the eutectic point; and3) a eutectic composition that is closer to the racemic composition than is the eutectic composition of said aryl-substituted carboxylic acid.Substantially pure, enantiomeric salt is separated, leaving a mother liquor comprising the solvent and aryl-substituted aliphatic carboxylic acid enriched in the other enantiomer.Type: GrantFiled: October 14, 1992Date of Patent: January 11, 1994Assignee: Ethyl CorporationInventors: Thanikavelu Manimaran, G. Patrick Stahly, R. Carl Herndon, Jr.
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Patent number: 5274150Abstract: A color-developing sheet using, as a color developer, polyvalent-metal-modified products of salicylic acid compounds composed mainly of a 3,5-di(.alpha.-methylbenzyl)salicylic acid derivative obtained by reacting a salicylic acid ester with an .alpha.-methylbenzyl halide in the presence of an acid catalyst and hydrolyzing the reaction product.Said color-developing sheet has excellent color developability at low temperatures and gives a color of excellent water resistance.Type: GrantFiled: August 5, 1991Date of Patent: December 28, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yoshimitsu Tanabe, Keizaburo Yamaguchi, Akihiro Yamaguchi
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Patent number: 5260482Abstract: A process for obtaining a substantially pure enantiomer of an aryl-substituted aliphatic carboxylic acid is described. The process combines an aryl substituted aliphatic carboxylic acid, a base and water in an inert solvent to make a hydrated salt of the said acid. The process leads to enhanced yield of an enantiomerically enriched hydrated salt of the carboxylic acid.Type: GrantFiled: October 14, 1992Date of Patent: November 9, 1993Assignee: Ethyl CorporationInventors: Patricia Pringle, William T. Murray, Douglas K. Thompson, Azfar A. Choudhury, Deepak R. Patil
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Patent number: 5260430Abstract: Novel diphenyl acetic acid derivatives of the formula I are described, ##STR1## in which R is C.sub.3 -C.sub.18 -2-alkenyl, C.sub.3 -C.sub.8 -2-alkynyl or phenyl-C.sub.1 -C.sub.4 alkyl, each of which is unsubstituted or substituted by phenyl, R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sub.2 is --OR.sub.4 or --NR.sub.5 R.sub.6, R.sub.4 is hydrogen, C.sub.1 -C.sub.18 alkyl or (--CH.sub.2 --).sub.n G, R.sub.5 and R.sub.6 independently of one another are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 independently of one another are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 or R.sub.10 is hydrogen, R.sub.11 is hydrogen, C.sub.1 -C.sub.18 alkoxy, C.sub.5 -C.sub.8 cycloalkoxy, phenyl-C.sub.1 -C.sub.4 alkoxy or C.sub. 3 -C.sub.Type: GrantFiled: November 23, 1992Date of Patent: November 9, 1993Assignee: Ciba-Geigy CorporationInventor: Peter Nesvadba
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Patent number: 5256816Abstract: A process for obtaining a substantially pure enantiomer of an aryl-substituted aliphatic carboxylic acid is described. In this process, the aryl-substituted aliphatic carboxylic acid is reacted with an inorganic base in the presence of an organic base to substantially enrich the precipitate in one of the enantiomers and an improved yield. Substantially pure, enantiomeric salt is separated, leaving a mother liquor comprising the solvent and aryl-substituted aliphatic carboxylic acid enriched in the other enantiomer.Type: GrantFiled: October 14, 1992Date of Patent: October 26, 1993Assignee: Ethyl CorporationInventors: William T. Murray, Robert E. Young, Azfar A. Choudhury, Deepak R. Patil
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Patent number: 5254718Abstract: This invention concerns esters of unsymmetrically 2-substituted glycolic acid dimers, a process for their preparation and their use in the preparation of unsymmetrically 3,6-substituted 1,4-dioxane-2,5-diones.Type: GrantFiled: February 27, 1991Date of Patent: October 19, 1993Assignee: E. I. Du Pont de Nemours & CompanyInventors: David L. Anton, Charles E. Nakamura
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Patent number: 5235091Abstract: A diphenylmethane compound (III) can be produced in a good yield by allowing a phenol compound (I) to react with a stilbene compound (II) in the presence of methanesulfonic acid ##STR1##Type: GrantFiled: October 13, 1992Date of Patent: August 10, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Masayasu Kato, Toru Ishida
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Patent number: 5202458Abstract: Compounds of the formula I or II ##STR1## in which R, R.sup.0, R.sup.1 and R.sup.2 are as defined in claim 1. The compounds, some of which are novel, are light stabilizers for color photographic recording materials.Type: GrantFiled: August 5, 1991Date of Patent: April 13, 1993Assignee: Ciba-Geigy AGInventor: David G. Leppard
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Patent number: 5189212Abstract: Nonsteroidal estrogenic triarylethylene carboxylic acids of the formula ##STR1## wherein R is (CH.sub.2).sub.m O or (CH.sub.2).sub.n, where m is an integer from 1 to 4 and n is an integer from 0 to 4, X is hydrogen or hydroxyl, Y is methyl, ethyl, chlorine, or bromine, and wherein the RCOOH and X moieties are either meta or para to the phenyl ethylene linkage. Examples of active compounds include 4-hydroxytamoxifen acid, 3-hydroxytamoxifen acid, 4-[1-(p-hydroxyphenyl)-2-phenyl-1-butenyl]benzoic acid and 4-[1-(p-hydroxyphenyl)-2-phenyl-1-butenyl]phenylacetic acid. Compositions containing these triarylethylene carboxylic acids can be administered to patients to alleviate medical conditions associated with a deficiency of estrogen, including osteoporosis, premenstrual syndrome, vasomotor symptoms associated with menopause, atrophic vaginitis, Kraurosis vulvae, female hypogonadism, primary ovarian failure, excessive hair growth and prThe U.S.Type: GrantFiled: September 7, 1990Date of Patent: February 23, 1993Assignee: University of Georgia Research Foundation, Inc.Inventor: Peter C. Ruenitz
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Patent number: 5189063Abstract: Pesticidal substituted acrylic esters of the formula ##STR1## in which R.sup.1 represents alkyl, or represents unsubstituted or substituted aralkyl,R.sup.2 represents dialkylamino, or represents a radical --Z--R.sup.3,R.sup.3 represents alkyl, or represents unsubstituted or substituted aralkyl,Z represents oxygen or sulphur,A represents ##STR2## where n represents a number from 0 to 6,R.sup.4 and R.sup.5 in each case independently of one another represent alkyl, or together represent an alkylene chain having 2 to 7 carbon atoms, andR.sup.6 represents alkyl, or represents a radical ##STR3## where R.sup.7 represents alkyl, alkoxy or dialkylamino,B represents the group CH--R.sup.8 or, whereR.sup.9 represents unsubstituted or substituted alkyl, alkenyl, alkynyl, aralkyl, aryl or hetaryl, andR and Q independently of one another represent hydrogen, alkyl, halogenoalkyl or alkoxy.Type: GrantFiled: August 17, 1990Date of Patent: February 23, 1993Assignee: Bayer AktiengesellschaftInventors: Alexander Klausener, Herbert Gayer, Wolfgang Kramer, Dieter Berg, Wilhelm Brandes, Gerd Hanssler, Ulrike Wachendorff-Neumann
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Patent number: 5182301Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower arylalkyl, --CH2--NHSO2--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.Type: GrantFiled: February 21, 1991Date of Patent: January 26, 1993Assignee: Eisai Co., Ltd.Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
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Patent number: 5166377Abstract: The invention concerns novel 4-phenyl-1,3-dioxan-5-ylalkenoic acid derivatives of the formula I having cis relative stereochemistry at positions 4 and 5 of the dioxane ring and wherein Ra and Rb are variously hydrogen, alkyl, halogenoalkyl, alkenyl, and optionally substituted aryl or arylalkyl, Rc is hydroxy, alkoxy or alkanesulphonamido, n is 1 or 2, A is ethylene or vinylene, Y is (2-5C)polymethylene optionally substituted by alkyl, and benzene ring B is optionally substituted phenyl, or, when Rc is hydroxy, a salt thereof. The acid derivatives antagonize one or more of the actions of thromboxane A.sub.2 (TXA.sub.2) and are expected to be of value in those disease conditions in which TXA.sub.2 is involved. The invention also provides pharmaceutical compositions containing an acid derivative of formula I, and processes for their chemical production.Type: GrantFiled: February 9, 1988Date of Patent: November 24, 1992Assignee: Imperial Chemical Industries PLCInventors: Andrew G. Brewster, Peter W. R. Caulkett
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Patent number: 5164527Abstract: Acylation or sulphonylation of aromatic compounds, one of which is selected from aromatic carboxylic and sulphonic acids and esters and anhydrides thereof, using an aluminosilicate catalyst having acidic sites.Type: GrantFiled: April 3, 1991Date of Patent: November 17, 1992Assignee: Imperial Chemical Industries PLCInventor: Alan B. Newton
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Patent number: 5162537Abstract: Acids, esters, amides and salts of benzhydryl compounds are antidotes for thiocarbamate and acetamide herbicides. These antidote compounds are especially effective to safen acetamide herbicides used to control grassy weeds and broadleaf weeds in rice, sorghum, corn and wheat.Type: GrantFiled: July 9, 1990Date of Patent: November 10, 1992Assignee: Monsanto CompanyInventors: Lawrence H Brannigan, Ronald J. Brinker, Robert J. Kaufman, Suzanne Metz
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Patent number: 5162571Abstract: Novel phenol derivatives of the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, X, Y and n are as defined in the specification, which have therapeutic and prophylactic activities against cerebral, cardiac, renal and pulmonary circulatory system diseases, respiratory diseases, allergy, anaphylactic shock, endotoxin shock, inflammation and the like as well as inhibiting activities against vascularization by oncocytes.Type: GrantFiled: June 8, 1988Date of Patent: November 10, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Mitsuru Shiraishi, Kohei Mishikawa
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Patent number: 5155244Abstract: A method of solubilizing a first compound in a second medium where the first compound has a limited solubility in the second medium. In particular, the method comprises reacting the first compound with the second medium. By this reaction, a product is formed whereby an active component of the first compound is covalently incorporated into the second medium.The first compound and second medium each contain at least one reactive group which will react with a reactive group of the other. In addition, the first compound comprises at least one antioxidant which will be covalently bonded to and thus effectively solubilized in the second medium by the reaction.The second medium comprises glyceride derivatives, silicones, fluorocarbons and alkoxylates containing reactive groups such as hydroxy, amino, carboxyl, ester, or amides.Type: GrantFiled: February 28, 1990Date of Patent: October 13, 1992Assignee: Karlshamns ABInventors: George H. Greene, James C. Phillips, Jerry F. Stults, Jan P. E. Tellings
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Patent number: 5145874Abstract: Provided are cyclic hydrocarbons of Formula I ##STR1## with an aminoalkyl sidechain that are useful for treating phospholipase A2 mediated conditions, diabetes, and obesity.Type: GrantFiled: February 25, 1991Date of Patent: September 8, 1992Assignee: The Upjohn CompanyInventors: Roy A. Johnson, Gordon L. Bundy, Gilbert A. Youngdale, Douglas R. Morton, Donald P. Wallach, deceased, by Vera M. Wallach, legal representative
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Patent number: 5136081Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.Type: GrantFiled: September 11, 1989Date of Patent: August 4, 1992Assignee: Shell Internationale Research Maatschappij B.V.Inventor: Paul H. Briner
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Patent number: 5124353Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein V is an oxygen or a sulphur atom; X and Y, which may be the same or different, are hydrogen or halogen atoms, or optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkynyl, haloalkyl, alkoxy, haloalkoxy, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted acyloxy, optionally substituted amino, acylamino, nitro, nitrile, --CO.sub.2 R.sup.3, --CONR.sup.4 R.sup.5, or --COR.sup.6 groups; or the groups X and Y, when they are in adjacent positions on the phenyl ring, may join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; and Z is optionally substituted methylene, optionally substituted amino, oxygen or sulphur and when Z is a substituted methylene group, the substituent may join the 2-position of the phenyl ring to form a non-aromatic fused ring; R.sup.1 and R.Type: GrantFiled: October 3, 1989Date of Patent: June 23, 1992Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Christopher R. A. Godfrey
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Patent number: 5124478Abstract: The invention relates to new compounds of the formula ##STR1## in which R.sup.1 denotes (C.sub.1 -C.sub.8)-alkyl, R.sup.2 denotes an amino acid residue which is protected with a urethane protective group which can be eliminated with weak acid or base, or denotes an amino protective group which can be eliminated with weak acid or base, R.sup.3 denotes hydrogen or (C.sub.1 -C.sub.4)-alkyl, and Y.sup.1 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy or --O--(CH.sub.2).sub.n --COOH (with n=1 to 6), with one of these radicals being --O--(CH.sub.2).sub.n --COOH, or Y.sup.1, Y.sup.2 and Y.sup.5 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl or (C.sub.1 -C.sub.4)-alkoxy, Y.sup.3 denotes hydrogen or (C.sub.1 -C.sub.8)-alkoxy and Y.sup.4 denotes --(CH.sub.2).sub.n --COOH or --NH--CO--(CH.sub.2).sub.n --COOH (with n=1 to 6).Type: GrantFiled: December 20, 1988Date of Patent: June 23, 1992Assignee: Hoechst AktiengesellschaftInventors: Gerhard Breipohl, Jochen Knolle, Werner Stuber
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Patent number: 5107043Abstract: By dividing the known condensation of acetoacetic acid diol esters with phenols into two process steps, a reduction in the cost of the entire process can be achieved.Methyl acetoacetate is first condensed with a phenol and the methyl 3,3-bis(4-hydroxyalkylphenyl)butanoate formed is reacted with the desired diol in the presence of a transesterification catalyst. In this way only one acetoacetic ester is necessary for various final products. The final products are useful stabilizers for plastics, in particular polyolefins.Type: GrantFiled: October 31, 1990Date of Patent: April 21, 1992Assignee: Hoechst AktiengesellschaftInventors: Georg Schmailzl, Josef Wiedemann, Gerhard Pfahler, Gunther Nowy
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Patent number: 5091560Abstract: A method for synthesizing an acyloxycarboxylic acid by providing a reaction chamber, establishing sources of an .alpha.-hydroxycarboxylic acid and an acid chloride, and repeatedly contacting substantially equal molar amounts of the .alpha.-hydroxycarboxylic acid and the acid chloride within the reaction chamber. The acyloxycarboxylic acid so synthesized is useful as a starting material for conversion to various esters which, when placed in aqueous solution with a source of hydrogen peroxide, result in a peracid and are useful for bleaching applications.Type: GrantFiled: December 21, 1990Date of Patent: February 25, 1992Assignee: The Clorox CompanyInventor: Richard R. Rowland
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Patent number: 4997974Abstract: Bisphenol derivatives corresponding to formula (I) ##STR1## in which R.sup.1 is hydrogen, C.sub.1-4 alkyl,R.sup.2 is C.sub.1-12 alkyl,R.sup.3 is C.sub.1-12 alkyl,X is C.sub.1-12 alkylene,Y is C.sub.1-12 alkylene,Z is hydrogen, ##STR2## and polymers produced thereform containing structural units corresponding to formula (II) ##STR3## in which R.sup.1, R.sup.2, R.sup.3, X, Y and Z are as defined above.Type: GrantFiled: August 20, 1990Date of Patent: March 5, 1991Assignee: Bayer AktiengesellschaftInventors: Holger Lutjens, Uwe Westeppe, Karl-Erwin Piejko, Christian Lindner
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Patent number: 4973734Abstract: Novel carbaphens are provided of the formula ##STR1## wherein R is OH, OCON(CH.sub.3).sub.2 or OCONHCH.sub.3, and R' is H, OH or .sub.2 OCON(CH.sub.3).sub.2, stereoisomers thereof, pharmaceutically-acceptable salts thereof or mixtures thereof.Compositions comprise the carbaphens with pharmaceutically acceptable carriers, and they may further comprise other drugs as well.Methods of treating patients either prophylactically or therapeutically which suffer from organophosphate poisoning, coronary insufficiency, cerebral vasospasms, spastic cholitis and cholecystitis comprise the administration of the carbaphens of the invention.Type: GrantFiled: March 17, 1989Date of Patent: November 27, 1990Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Peter K. Chiang, Haim Leader, Ruthann M. Smeikal, Richard K. Gordon, Charlotte S. Payne, Bhupendra P. Doctor, Felipe N. Padilla
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Patent number: 4973735Abstract: There are described new trifluoroethyl esters of phenylacetic acid of general formula I ##STR1## in which R.sub.1 and R.sub.2 have the meanings given in the description and processes for their preparation. The compounds show insecticidal activity so that they can be used as pesticides.Type: GrantFiled: September 5, 1989Date of Patent: November 27, 1990Assignee: Schering AktiengesellschaftInventors: Ulrich Buhman, Ortrud Lammer, Hartmut Joppien, Harald von Keyserlingk
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Patent number: 4964893Abstract: Acids, esters, amides and salts of benzhydryl compounds are antidotes for thiocarbamate and acetamide herbicides. These antidote compounds are especially effective to safen acetamide herbicides used to control grassy weeds and broadleaf weeds in rice, sorghum, corn and wheat.Type: GrantFiled: April 17, 1986Date of Patent: October 23, 1990Assignee: Monsanto CompanyInventors: Lawrence H. Brannigan, Ronald J. Brinker, Robert J. Kaufman, Suzanne Metz
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Patent number: 4922015Abstract: The invention relates to new compounds of the formula ##STR1## in which R.sup.1 denotes (C.sub.1 -C.sub.8)-alkyl or optionally substituted (C.sub.6 -C.sub.14)-aryl, R.sup.2 denotes hydrogen or an amino acid residue which is protected by an amino protective group which can be cleaved off with weak acid or base, R.sup.3 denotes hydrogen or (C.sub.1 -C.sub.4)-alkyl, and Y.sup.1 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy or -O-(CH.sub.2).sub.n -COOH (with n=1 to 6), one of these radicals being -O-(CH.sub.2).sub.n -COOH. A process for the preparation thereof and the synthesis of peptide amides by means of a solid phase method using these new compounds (spacers) are described.Type: GrantFiled: April 6, 1988Date of Patent: May 1, 1990Assignee: Hoechst AktiengesellschaftInventors: Gerhard Breipohl, Jochen Knolle, Werner Stuber
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Patent number: 4897397Abstract: Certain aryl-alkynoic, alkenoic and alkanoic acids and derivatives and their use in treating inflammation, allergy and hyperproliferative skin disease are disclosed.Type: GrantFiled: December 16, 1988Date of Patent: January 30, 1990Assignee: Schering CorporationInventors: Neng Y. Shih, David J. Blythin
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Patent number: 4874473Abstract: Diastereomers can be separated with good industrial success with the aid of extractive distillation. The separation process is characterized in that an auxiliary which changes the partial pressure of the various diastereomers to be separated to a different degree and thus allows easier separation of the diastereomers by distillation is added during the distillation. Using the present process diastereomic cis/trans-permetric acid methyl esters and mixtures of menthol and isomenthol can be separated with isolation of 99% pure product.Type: GrantFiled: April 16, 1987Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Dieter Arlt, Ulrich Schwartz, Hans-Walter Brandt, Wolfgang Arlt, Andreas Nickel
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Patent number: 4874886Abstract: This invention relates to novel fluorinated bis(salicylates). The novel fluorinated bis(salicylates) of this invention are useful as monomers in the synthesis of polymers and copolymers themselves useful as gas separation membrane materials.Type: GrantFiled: November 7, 1988Date of Patent: October 17, 1989Assignee: The Dow Chemical CompanyInventor: Charles B. Grant
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Patent number: 4863640Abstract: Fluorinated aromatic hydrocarbons including fluorinated aromatic carboxylic acids fluorinated aromatic dianhydrides and fluorinated aromatic dialkyl esters that serve as precursor monomers for high temperature fluorinated polyimides. The fluorinated aromatic carboxylic acid monomer comprises: ##STR1## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and hydrates of said acids. The fluorinated aromatic dianhydride monomer comprises: ##STR2## wherein x is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro. The fluorinated aromatic dialkyl ester monomer comprises: ##STR3## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and Y is an alkyl group and hydrates of said esters.Type: GrantFiled: May 27, 1986Date of Patent: September 5, 1989Assignee: United Technologies CorporationInventor: Daniel A. Scola
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Patent number: 4853398Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.Type: GrantFiled: April 13, 1987Date of Patent: August 1, 1989Assignee: Eli Lilly and CompanyInventors: F. P. Carr, Robert D. Dillard, Doris E. McCullough
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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: 4788341Abstract: 2-Acetonaphthones are prepared by heating a compound selected from the group consisting of ketals and enol ethers of acetyl-substituted benzalacetone at a temperature effective to cyclize the compound and form said 2-acetonaphthones.Type: GrantFiled: October 13, 1987Date of Patent: November 29, 1988Assignee: Eastman Kodak CompanyInventor: Joseph R. Zoeller
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Patent number: 4775411Abstract: A compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n - wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or R.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms; R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; or C.sup.3 and R.sup.4 are oxo; R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; and R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n - wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.Type: GrantFiled: June 9, 1986Date of Patent: October 4, 1988Assignee: Stauffer Chemica CompanyInventor: Christopher G. Knudsen
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Patent number: 4727181Abstract: Prepare esters of .alpha.-halocinnamic acid and related compounds in high yield under relatively mild conditions.Type: GrantFiled: April 21, 1986Date of Patent: February 23, 1988Assignee: The Dow Chemical CompanyInventor: William J. Kruper, Jr.
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Patent number: 4709048Abstract: Substituted 2,3,4,9-tetrahydro-1H-carbazole-1-acetic acid derivatives and methods for their preparation. The compounds are useful analgesic and anti-inflammatory agents.Type: GrantFiled: March 31, 1987Date of Patent: November 24, 1987Assignee: American Home Products Corp.Inventors: Dominick Mobilio, Christopher A. Demerson, Leslie G. Humber
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Patent number: 4705891Abstract: Substituted .alpha.-[2'-tricyclo[3.3.1.1.sup.3,7 ]decylidene]-benzeneacetic acid derivatives of the formula: ##STR1## where the R.sup.1, R.sup.2 and R.sup.3 substituents are independently selected from hydrogen, lower alkyl, lower alkoxy, halogen and trifluoromethane, provided that at least one of such substituents is hydrogen have antihypoxia, anticonvulsant and/or antiparkinson activities.Type: GrantFiled: May 27, 1986Date of Patent: November 10, 1987Assignee: Pennwalt CorporationInventors: Vassil S. Georgiev, George B. Mullen
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Patent number: 4658033Abstract: New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.Type: GrantFiled: September 23, 1985Date of Patent: April 14, 1987Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4650890Abstract: 7-Substituted lower alkyl hept-6-enoates and 4-hydroxy-tetrahydropyran-2-ones bearing 6-olefinic substituents (E), (Z), ethyl erythro-3,5-dihydroxy-7-phenyl-hept-6-enates are prepared by a multi-step process involving lower alkyl 3,5-dihydroxy-hept-6-enates. The final products are useful as anti hypercholesteremic agents.Type: GrantFiled: July 26, 1985Date of Patent: March 17, 1987Assignee: Sandoz Corp.Inventors: Charles F. Jewell, Jr., James R. Wareing
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Patent number: 4626375Abstract: New liquid-crystalline esters of the 4-[(4-alkyl-cyclohexyl)-methyl]-benzoic acids or cyclohexanecarboxylic acids which are suitable for electro-optical displays have the general formula ##STR1## wherein R.sup.1 =C.sub.n H.sub.2n+1R.sup.2 =H, ##STR2## wherein n=an integer from 1 to 10,m=an integer from 1 to 10,S=an integer from 1 to 10.Type: GrantFiled: October 10, 1984Date of Patent: December 2, 1986Assignee: VEB Werk fuer FernsehelektronikInventors: Dietrich Demus, Roger Frach, Hans-Joachim Deutscher, Horst Zaschke
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Patent number: 4622421Abstract: Compounds of formula (I): ##STR1## (wherein R represents hydrogen or a C.sub.1 -C.sub.3 alkyl group) have analgesic, anti-inflammatory and immuno-regulatory activities. The compounds exist in the form of cis- and trans-isomers with respect to the cyclohexyl ring, as well as a number of optical isomers.Type: GrantFiled: November 14, 1985Date of Patent: November 11, 1986Assignee: Sankyo Company LimitedInventors: Atsusuke Terada, Shunji Naruto, Yoshio Iizuka
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Patent number: 4605758Abstract: Pharmaceutically useful optically active .alpha.-arylalkanoic acids or esters, ortho esters, or amides thereof are stereoselectively prepared by contacting an aryl magnesium Grignard reagent with an optically active .alpha.-substituted acyl halide to form the optically active aryl .alpha.-substituted alkyl ketone, which is ketalized and rearranged to the desired optically active .alpha.-arylalkanoic acid or the corresponding ester, ortho ester or amide. In an alternate embodiment, the aryl .alpha.-substituted alkyl ketone is reduced to the corresponding alkanol, which is rearranged to the .alpha.-arylalkanal. The alkanal so produced is converted to the desired optically active .alpha.-arylalkanoic acid by conventional methods.Type: GrantFiled: April 23, 1984Date of Patent: August 12, 1986Assignee: Syntex Pharmaceuticals International Ltd.Inventor: George C. Schloemer