Benzene Ring Attached Indirectly To The Cyano Group By Nonionic Bonding (i.e., Alicyclic Ring Between The Benzene Ring And The Cyano Group) Patents (Class 558/426)
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Patent number: 5552438Abstract: Novel compounds of Formula (I) ##STR1## where X.sub.4 is a substituted cyclohexane or cyclohexane group and the other radicals are defined herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production. The compounds of the present invention are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV and are therefore useful in the treatment of disease states in need of mediation or inhibition thereof.Type: GrantFiled: September 29, 1994Date of Patent: September 3, 1996Assignee: SmithKline Beecham CorporationInventor: Siegfried B. Christensen, IV
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Patent number: 5535048Abstract: Novel nonlinearly optically active compound's, well suited for electrooptical applications, have the following general formulae: ##STR1## wherein D is an electron donor group; A and A.sub.1, which may be identical or different, are each an electron acceptor group; and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each a lower alkyl radical or a hydrogen atom.Type: GrantFiled: March 21, 1994Date of Patent: July 9, 1996Assignee: Flamel TechnologiesInventors: Gerard Mignani, Gerard Soula, Remi Meyrueix
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Patent number: 5514825Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 10 carbons; R.sub.2 and R.sub.3 are hydrogen, or alkyl of 1 to 6 carbons and the substituted ethynyl group occupies either the 2 or the 3 position of the tetrahydronaphthalene nucleus; m is an integer having the value of 0-3; o is an integer having the value 0-4; Y is a phenyl group, or heteroaryl selected from a group consisting of pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, oxazolyl, and imidazolyl, said groups being optionally substituted with one or two R.sub.2 groups; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.Type: GrantFiled: December 29, 1994Date of Patent: May 7, 1996Assignee: Allergan, Inc.Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Tien T. Duong, Yuan Lin, Roshantha A. Chandraratna
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Patent number: 5451607Abstract: There are disclosed hydrazone derivatives of the general formula [I]: ##STR1## wherein R.sup.1 is halogen, etc.; R.sup.2 is hydrogen or C.sub.1 -C.sub.6 alkyl, etc.; R.sup.3 is hydrogen or C.sub.1 -C.sub.6 alkyl, etc.; R.sup.4 is hydrogen or C.sub.1 -C.sub.6 alkyl, etc.; R.sup.5 is C.sub.1 -C.sub.6 alkyl, etc.; R.sup.6 is hydrogen or C.sub.1 -C.sub.6 alkyl, etc.; A is (CH.sub.2).sub.t, O, S(O).sub.n, etc.; a is an integer of 1 to 4; n is an integer of 0 to 2; and t is an integer of 1 to 3; as well as production processes therefor, insecticides and/or acaricides containing the same as an active ingredient and intermediate compounds thereof.Type: GrantFiled: April 19, 1993Date of Patent: September 19, 1995Assignee: Sumitomo Chemical Co., Ltd.Inventors: Toshiaki Taki, Hirosi Kisida, Shigeru Saito, Shinji Isayama
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Patent number: 5451604Abstract: A class of halogenated phenylacetonitrile alkylaminoalkylphenyl compounds having immunosuppressive properties is described. Compounds of this class would be useful in reducing recipient rejection of transplanted organs and for treatment of autoimmune or inflammatory diseases. Compounds of particular interest are of the formula ##STR1## wherein m is a number selected from three to five, inclusive; wherein n one or two; wherein R.sup.1 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, iso-butyl, n-pentyl, isopentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, benzyl and phenethyl; wherein R.sup.2 is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, iso-butyl, n-pentyl, isopentyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, benzyl and phenethyl; wherein each of R.sup.3 through R.sup.Type: GrantFiled: July 26, 1993Date of Patent: September 19, 1995Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Thomas E. Barta, John P. McKearn, Susan A. Gregory, Richard A. Partis, Francis J. Koszyk
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Patent number: 5449686Abstract: Novel cyclohexanes of Formulas (I) and (II) ##STR1## are described herein. They inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production; these compounds are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase V.Type: GrantFiled: September 29, 1994Date of Patent: September 12, 1995Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Paul E. Bender, Cornelia J. Forster
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Patent number: 5449810Abstract: A novel liquid crystal material having a carbon chain containing a conjugated diene as a terminal substituent of the molecule and exhibiting superior characteristics is provided, which is a diene derivative expressed by the formula (I) ##STR1## wherein R and R' each independently represent 1-5C alkyl; A and B each independently represent 1,4-cyclohexylene or 1,4-phenylene; n is 0 or 1; m is an integer of 0 to 2; X and X' each independently represent H atom or F atom when A is 1,4-phenylene or represent H atom when A is 1,4-cyclohexylene; Y is alkyl, halogen or CN, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-phenylene, or represent alkyl, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-cyclohexylene; and R and R' are not simultaneously alkyl chain of 4 or more carbon atoms.Type: GrantFiled: April 1, 1993Date of Patent: September 12, 1995Assignee: Chisso CorporationInventors: Atsuko Fujita, Shuichi Matsui, Yuichi Onji, Makoto Ushioda, Yasuyuki Goto
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Patent number: 5449687Abstract: Novel compounds of Formulas (I) and (II) ##STR1## are described herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production; these compounds are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV.Type: GrantFiled: September 29, 1994Date of Patent: September 12, 1995Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Paul E. Bender, Cornelia J. Forster, John G. Gleason
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Patent number: 5416111Abstract: Non-peptidyl compounds characterized generally as .alpha.-succinamidoacyl aminodiols containing a cyano group and having an N-phenyl-amino-type group at the N-terminus are useful as renin inhibitors for the treatment of hypertension.Type: GrantFiled: December 16, 1993Date of Patent: May 16, 1995Assignee: G.D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran
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Patent number: 5414125Abstract: A diamino-alpha-alkylstilbene useful as an epoxy resin curing agent is represented by the following Formula I: ##STR1## wherein R is independently hydrogen, a C.sub.1 -C.sub.10 hydrocarbyl(oxy) group or a halogen, nitro, nitrile, phenyl or --CO--R.sup.1 group wherein R.sup.1 is independently hydrogen or a C.sub.1 -C.sub.3 hydrocarbyl group; each R.sup.4 is independently hydrogen or a C.sub.1 -C.sub.10 hydrocarbyl group; and Y is a ##STR2## group wherein n=0 or 1.Type: GrantFiled: July 23, 1993Date of Patent: May 9, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5399673Abstract: Compounds containing at least one alkenyl group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then alkenylating the resulting phenolic functional maleimide.Type: GrantFiled: February 9, 1993Date of Patent: March 21, 1995Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 5359072Abstract: Novel nonlinearly optically active compounds, well suited for electrooptical applications, have the following general formulae: ##STR1## wherein D is an electron donor group; A and A.sub.1, which may be identical or different, are each an electron acceptor group; and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each a lower alkyl radical or a hydrogen atom.Type: GrantFiled: June 13, 1991Date of Patent: October 25, 1994Assignee: Rhone-Poulenc ChimieInventors: Gerard Mignani, Gerard Soula, Remi Meyrueix
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Patent number: 5344970Abstract: A ruthenium-phosphite complex having the formula ##STR1## wherein a is from 1 to 3; b is 1 or 2; c is from 0 to 3; and R is hydrogen, alkyl, aryl, halo, amino, acetylamino, or sulfo; and X is ##STR2## where R.sub.1, R.sub.2, and R.sub.3 are the same or different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl.This complex can be used to effect the reduction of unsaturated organic compounds or, when comprised of ligands having optical activity, can be used as the catalyst for effecting the asymmetric reduction of unsaturated organic compounds.Type: GrantFiled: December 22, 1993Date of Patent: September 6, 1994Assignee: Albemarle CorporationInventor: Charles H. Kolich
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Patent number: 5308869Abstract: N,N'-disubstituted-amidines, e.g., of the formula ##STR1## wherein R, R' and R" are substituted or unsubstituted hydrocarbon and/or heterocyclic groups.Methods are provided for the treatment or prophylaxis of anxiety in an animal, for treating psychosis, and for treating hypertension by administering an effective amount of an N,N'-disubstituted amidine which, preferably, has a high affinity for the sigma receptor.Type: GrantFiled: March 30, 1992Date of Patent: May 3, 1994Assignee: State of Oregon, acting by and through the Oregon State Board of Higher EducationInventors: John F. W. Keana, Eckard Weber
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Patent number: 5288914Abstract: The invention is a poly(arylcyclobutene) comprising arylcyclobutene moieties connected by a bridging member, wherein the bridging member is (a) a direct bond, (b) a polyvalent inorganic radical or (c) a polyvalent organic radical which contains (1) one or more heteroatoms comprising oxygen, sulfur, nitrogen or phosphorus or (2) one or more aromatic radicals, and wherein one or more cyclobutene rings are fused to one of the aryl rings.Type: GrantFiled: December 26, 1989Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventor: Robert A. Kirchhoff
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Patent number: 5260285Abstract: Novel substituted imidazopyridazines of formula (I) which are useful as angiotensin II antagonists, are disclosed.Type: GrantFiled: November 25, 1991Date of Patent: November 9, 1993Assignee: Merck & Co., Inc.Inventors: Eric E. Allen, William J. Greenlee, Prasun K. Chakravarty, Malcolm MacCoss, Arthur A. Patchett, Thomas F. Walsh
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Patent number: 5245028Abstract: Processes for the preparation of a series of tetracyclic amines useful in the treatment and/or prevention of cerebrovascular disorders are disclosed.Type: GrantFiled: September 3, 1991Date of Patent: September 14, 1993Assignee: Warner-Lambert CompanyInventor: Thomas C. Malone
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Patent number: 5232625Abstract: Compounds suitable for use as constituents of ferroelectric smectic liquid crystal compositions, which are esters of formula (I), where R.sub.2 and R.sub.3 together represent the residue of an alicyclic hydrocarbon ring system where .degree.C. is an asymmetric carbon atom and X is a chain of up to three linked aromatic or alicyclic six-membered organic cyclic groups, laterally and/or terminally substituted. Preferred compounds have a formula (II), where R.sub.1 is alkyl or alkoxy, A, B, and D are phenyl, fluoro or chloro substituted phenyl or cyclohexyl, n is 0 or 1, Y is a bond or CH.sub.2 CH.sub.2 if n is 0, or a bond CH.sub.2 CH.sub.2 COO or COO if n is 1. Preferred groups C(CN)R.sub.2 R.sub.3 are formula (III) and (IV).Type: GrantFiled: May 1, 1992Date of Patent: August 3, 1993Assignee: 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, Kenneth J. Toyne, David Lacey, David Holmes, Richard M. Scrowston
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Patent number: 5210275Abstract: The present invention relates to novel chromophore-containing compounds useful as sunscreen agents which have the ability to absorb both UVA and UVB wavelength radiation. These compounds comprise a specific type of UVA-absorbing chromophore covalently bonded to a specific type of UVB-absorbing chromophore. The chromophore moieties are covalently bonded together such that the electron systems of these moieties are directly coupled to thereby form a new chromophore.The present invention further relates to sunscreen compositions containing the hereinbefore described type of sunscreen agents. Furthermore, the present invention relates to methods for protecting the skin of humans or lower animals from the effects of UVA and UVB wavelength radiation. This method comprises topically applying to the skin an effective coating of a sunscreen composition of the present invention.Type: GrantFiled: July 31, 1992Date of Patent: May 11, 1993Assignee: The Procter & Gamble CompanyInventor: Anthony D. Sabatelli
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Patent number: 5208135Abstract: Compounds having a utility as photosensitive dyes in photocurable polymer based imaging systems having a nucleus of general formula (I): ##STR1## wherein: n is 1 or 2,Y is selected from the group consisting of 0 and ##STR2## Z is selected from the group consisting of 0.sup..crclbar. and ##STR3## M.sup..sym. is a cation.Type: GrantFiled: February 11, 1991Date of Patent: May 4, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ranjan C. Patel, Tran V. Thien, David Warner
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Patent number: 5192801Abstract: All stereoisomeric forms and mixtures thereof of a compound of the formula ##STR1## wherein the cyclopropane copula has (1R, cis) or (1R, trans) structure, the geometry of the double bond carried by the 3-carbon atom is (E) or (Z), X is halogen, Z is selected from the group consisting of hydrogen, methyl, --CN and --C.tbd.CH, n is an integer from 1 to 5, m represents the number 5-n, Y is selected from the group consisting of hydrogen, halogen, --CH.sub.2 --CN, --OH, optionally unsaturated alkyl of 1 to 8 carbon atoms unsubstituted or substituted with at least one halogen, --CN, --COOAlk, --COAlk, --(CH.sub.2).sub.m , OAlk, --(CH.sub.2).sub.m, --S--Alk, --(CH.sub.2).sub.m, --N(Alk).sub.2, --Si(Alk).sub.3, --OAr and (CH.sub.2).sub.m, --Ar, m' is 0, 1, 2, 3 or 4, Alk is optionally unsaturated alkyl of 1 to 8 carbon atom unsubstituted or substituted with at least one halogen and Ar is aryl of 6 to 14 carbon atoms and the Ys identical or different may be on any position of the phenyl having pesticidal properties.Type: GrantFiled: February 20, 1992Date of Patent: March 9, 1993Assignee: Roussel UclafInventors: Didier Babin, Marc Benoit, Jean-Pierre Demoute, Jean Tessier
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Patent number: 5185460Abstract: Aminoacetonitrile derivatives, where the 2-position of aminoacetonitrile is optionally substituted by alkylthio groups, arylthio groups and heterocyclicthio groups. The process for making such compounds comprises reacting hydrogen cyanide with the desired corresponding R-S-H and recovering the crystallized salt thereof. The aminoacetonitrile derivatives are useful as starting materials to produce pharmaceutical and agricultural intermediates such as benzomide derivatives with fungicidal and herbicidal activities.Type: GrantFiled: April 22, 1992Date of Patent: February 9, 1993Assignee: Nippon Soda Co., Ltd.Inventors: Seiji Tazaki, Nobuhiro Umeda, Nobuo Matsui, Tomio Yagihara, Katsunori Mikuma
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Patent number: 5180521Abstract: Optically active compounds of the formula I can be used as components of chiral tilted smectic liquid crystal phases.Type: GrantFiled: July 2, 1990Date of Patent: January 19, 1993Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Rudolf Eidenschink, Reinhard Hopf, Eike Poetsch
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Patent number: 5153358Abstract: A novel process for the preparation of .alpha.-alkylated .alpha.-amino acids and .alpha.-halogenated .alpha.-amino acids is disclosed. These .alpha.-alkylated .alpha.-amino acids and .alpha.-halogenated .alpha.-amino acids are useful as intermediates for the preparation of enzyme inhibitors (for example, renin inhibitors) and other peptides or amino acid derivatives or analogs.Type: GrantFiled: January 30, 1991Date of Patent: October 6, 1992Assignee: Abbott LaboratoriesInventor: Thomas M. Zydowsky
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Patent number: 5147577Abstract: Compounds suitable for use as constituents of ferroelectric smectic liquid crystal compositions, which are ester of formula (I), where R.sub.2 and R.sub.3 together represent the residue of an alicyclic hydrocarbon ring system where *C is an asymmetric carbon atom and X is a chain of up to three linked aromatic or alicyclic six-membered organic cyclic groups, laterally and/or terminally substituted. Preferred compounds have a formula (II), where R.sub.1 is alkyl or alkoxy, A, B, and D are phenyl, fluoro or chloro substituted phenyl or cyclohexyl, n is 0 or 1, Y is a bond or CH.sub.2 CH.sub.2 if n is 0, or a bond CH.sub.2 CH.sub.2 COO or COO if n is 1. Preferred groups C(CN)R.sub.2 R.sub.3 are formula (III) and (IV).Type: GrantFiled: June 1, 1989Date of Patent: September 15, 1992Assignee: 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, Kenneth J. Toyne, David Lacey, David Holmes, Richard M. Scroston
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Patent number: 5136054Abstract: This invention provides azamethine compounds represented by the formula (I): ##STR1## (wherein X represents ##STR2## Y represents C.dbd.O, C.dbd.C(CN).sub.2 or SO.sub.2 ; R.sub.1 to R.sub.4 represent independently a hydrogen atom, an alkyl group which may be substituted, an alkoxyl group which may be substituted, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an amino group which may be substituted, --A--R or ##STR3## R.sub.5 and R.sub.6 represent independently a hydrogen atom, an alkyl group which may be substituted, an aryl group which may be substituted or a cyclohexyl group; R.sub.5 and R.sub.6 may be combined to form a ring or may form a ring with a hetero atom; R.sub.7 and R.sub.Type: GrantFiled: April 12, 1990Date of Patent: August 4, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Takeshi Hioki, Kiyoteru Kojima, Jun Tomioka
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Patent number: 5130455Abstract: A new process is described for the production of 1-(aminomethyl)cyclohexane acetic acid, a pharmaceutical agent used as an anticonvulsant. For this purpose a (1-cyanocyclohexyl)-malonic acid dialkyl ester is decarbalkoxylated to the corresponding (1-cyanocyclohexyl)acetic acid alkyl ester, then transesterified with a benzyl alcohol and finally hydrogenated to form the end product.Type: GrantFiled: July 10, 1991Date of Patent: July 14, 1992Assignee: Lonza Ltd.Inventors: Hans P. Mettler, Felix Previdoli
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Patent number: 5126374Abstract: Guanidines I ##STR1## (A=C.sub.5 -C.sub.12 -cycloalkyl which may bear up to three further substituents; benzyl substituted in the para-position; R.sup.1, R.sup.2, R.sup.3 =H, C.sub.1 -C.sub.4 -alkyl; R.sup.4 -C.sub.5 -C.sub.18 -alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.18 -alkenyl, C.sub.4 -C.sub.18 -alkynyl or phenyl-C.sub.1 -C.sub.6 -alkyl, and these groups may bear up to three further substituents and the phenyl moiety of the phenylalkyl may additionally bear a phenoxy group or up to three C.sub.2 -C.sub.4 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkyl or haloalkyl groups, C.sub.5 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.8 -alkyl, where the ring may bear up to three further substituents; A=benzyl and R.sup.4 =C.sub.3 -C.sub.4 -alkyl which may be interrupted by oxygen, or C.sub.4 -alkenyl, both of which may bear up to three further substituents; R.sup.3 +R.sup.4 =C.sub.5 -C.sub.Type: GrantFiled: July 3, 1990Date of Patent: June 30, 1992Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Hubert Sauter, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
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Patent number: 5122435Abstract: Amido-containing azulene-aquaric acid dyes of the formula ##STR1## where L is C.sub.1 -C.sub.12 -alkylene which may be substituted by phenyl,R.sup.1 and R.sup.2 are each independently of the other hydrogen, substituted or unsubstituted C.sub.1 -C.sub.20 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl, 2,2,6,6-tetramethylpiperidin-4-yl or cyclohexylaminocarbonyl andR.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl,with the proviso that when R.sup.6 is hydrogen the positions of the substituents CH.sub.2 --L--CO--NR.sup.1 R.sup.2 and R.sup.5 on either or both azulene rings may also be interchanged with each other within an azulene ring are used in an optical recording medium.Type: GrantFiled: October 22, 1990Date of Patent: June 16, 1992Assignee: BASF AktiengesellschaftInventors: Michael Schmitt, Bernhard Albert, Sibylle Brosius, Klaus D. Schomann, Harald Kuppelmaier
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Patent number: 5120872Abstract: A compound of the formula ##STR1## in which R.sub.1 and R.sub.2 independently of one another are each C.sub.1 -C.sub.10 alkyl which is unsubstituted or substituted by hydroxyl, C.sub.1 -C.sub.4 alkoxy, phenyl, sulfo, sulfato, thiosulfato, cyano or halogen, C.sub.5 -C.sub.7 cycloalkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 alkoxy, or phenyl or naphthyl which both are unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, benzoylamino, halogen or sulfo, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.10 alkyl which is unsubstituted or substituted by hydroxyl, C.sub.1 -C.sub.4 alkoxy, phenyl, sulfo, sulfato, thiosulfato, cyano or halogen, C.sub.1 -C.sub.10 alkoxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, or phenoxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.Type: GrantFiled: December 3, 1990Date of Patent: June 9, 1992Assignee: Ciba-Geigy CorporationInventors: Harald Walter, Rudolf Hurter
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Patent number: 5110343Abstract: The invention relates to a herbicidal composition having an inert carrier and an effective amount of a compound having the formula ##STR1## wherein X is the same or different substituent selected from the group consisting of halogen, nitro, C.sub.1-6 alkyl, halo C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio and C.sub.1-6 alkylsulfonyl;n is 1, 2, 3 or 4;R.sup.1 is C.sub.1-6 alkyl which is substituted by cyano, halogen, hydroxy, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfonyl or tetrahydropyranyloxy; C.sub.1-6 alkylthio, phenylthio, pyridyl or tetrahydropyranyl;R.sup.2 is C.sub.1-6 alkyl;l is 0, 1 or 2.Type: GrantFiled: May 24, 1990Date of Patent: May 5, 1992Assignee: Nippon Soda Co., Ltd.Inventors: Akiyoshi Ueda, Haruhito Ohishi, Toshio Aihara, Hisao Ishikawa, Kazuyuki Tomida, Hideo Hosaka
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Patent number: 5109136Abstract: A novel series of tetracyclic amines, methods of preparation, compositions containing the amines, and methods for using them in the treatment and/or prevention of cerebrovascular disorders are disclosed.Type: GrantFiled: August 9, 1990Date of Patent: April 28, 1992Assignee: Warner-Lambert CompanyInventor: Thomas C. Malone
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Patent number: 5103038Abstract: Novel tetrasubstituted dicyanomethylene cyclopentadienes are provided which have utility as electron-transport agents in positively-charged electrophotographic elements. The compounds are characterized by the formula: ##STR1## wherein: R.sub.1 and R.sub.4 are each independently selected from the group consisting of lower alkyl, halogen and cyano;R.sub.2 and R.sub.3 are each independently selected from the group consisting of aryl and substituted aryl; andZ and Z' are each an electron withdrawing group.Type: GrantFiled: November 20, 1989Date of Patent: April 7, 1992Assignee: Eastman Kodak CompanyInventors: Chin H. Chen, John L. Fox, Yann Hung
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Patent number: 5085689Abstract: Cyclohexenone compounds of the formula I ##STR1## where the substituents have the following meanings: R.sup.1 substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or benzyl;A oxygen N--OR.sup.2, NR.sup.3 ;R.sup.2 substituted or unsubstituted alkyl, alkenyl, alkynyl;R.sup.3 hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, substituted or unsubstituted phenyl or benzyl;processes for their manufacture and their use for combating unwanted plant growth and for regulating plant growth.Type: GrantFiled: October 10, 1990Date of Patent: February 4, 1992Assignee: BASF AktiengesellschaftInventors: Juergen Kast, Norbert Meyer, Ulf Misslitz, Juergen Schubert, Johann Jung, Wilheim Rademacher, Karl-Otto Westphalen, Bruno Wuerzer
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Patent number: 5079245Abstract: The compounds 2-trifluoromethyl-7-substituted-6,7,8,9-tetrahydro-[5H]-benzocycloheptenes are disclosed and disclosed to be useful in the treatment of metabolic illnesses such as diabetes, obesity, and their complications. A perferred compound is 2-trifluoromethyl-7-amino-6,7,8,9-tetrahydro-[5H-benzocycloheptane.Type: GrantFiled: July 5, 1989Date of Patent: January 7, 1992Assignee: Adir et CompagnieInventors: Michel Wierzbicki, Pierre Hugon, Jacques Duhault, Francoise Lacour
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Patent number: 5075031Abstract: A mesomorphic compound represented by the formula: ##STR1## wherein R.sub.1 denotes an alkyl group having 1-16 carbon atoms; R.sub.2 denotes an alkyl group having 2-10 carbon atoms; X denotes a single bond or --O--; Y denotes --OCH.sub.2 --, ##STR2## Z denotes a single bond, ##STR3## respectively and independently denote ##STR4## k, l and n are respectively 0, 1 or 2 satisfying the relation of k+l+n=2 or 3; C* denotes an asymmetric carbon atom. The mesomorphic compound, when added as a component, provides a liquid crystal composition showing an improved field respective characteristic or is effective in preventing occurrence of a reverse domain.Type: GrantFiled: December 20, 1989Date of Patent: December 24, 1991Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Takashi Kimura, Yoko Yamada, Kazushige Yamagishi
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Patent number: 5061796Abstract: This invention provides azamethine compounds represented by the formula (I): ##STR1## (wherein X represents ##STR2## Y represents C.dbd.O, C.dbd.C(CN).sub.2 or SO.sub.2 ; R.sub.1 to R.sub.4 represent independently a hydrogen atom, an alkyl group which may be substituted, an alkoxyl group which may be substituted, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an amino group which may be substituted, ##STR3## R.sub.5 and R.sub.6 represent independently a hydrogen atom, an alkyl group which may be substituted, an aryl group which may be substituted or a cyclohexyl group; R.sub.5 and R.sub.6 may be combined to form a ring or may form a ring with a hetero atom; R.sub.7 and R.sub.Type: GrantFiled: July 21, 1989Date of Patent: October 29, 1991Assignee: Sumitomo Chemical Company, Ltd.Inventors: Takeshi Hioki, Kiyoteru Kojima, Jun Tomioka
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Patent number: 5028708Abstract: This invention provides azamethine compounds represented by the formula (I): ##STR1## (wherein X represents ##STR2## Y represents C.dbd.O, C.dbd.C(CN).sub.2 or SO.sub.2 ; R.sub.1 to R.sub.4 represent independently a hydrogen atom, an alkyl group which may be substituted, an alkoxyl group which may be substituted, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an amino group which may be substituted, --A--R or ##STR3## R.sub.5 and R.sub.6 represent independently a hydrogen atom, an alkyl group which may be substituted, an aryl group which may be substituted or a cyclohexyl group; R.sub.5 and R.sub.6 may be combined to form a ring or may form a ring with a hetero atom; R.sub.7 and R.sub.Type: GrantFiled: April 8, 1988Date of Patent: July 2, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Takeshi Hioki, Kiyoteru Kojima, Jun Tomioka
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Patent number: 5011948Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.Type: GrantFiled: July 14, 1989Date of Patent: April 30, 1991Assignee: Bristol-Myers CompanyInventors: Dolatrai M. Vyas, Paul M. Skonezny
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Patent number: 5006660Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.Type: GrantFiled: June 28, 1989Date of Patent: April 9, 1991Assignee: Fuji Photo Film Co., Ltd.Inventor: Katsuyoshi Yamakawa
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Patent number: 5003101Abstract: X is hydrogen, halogen, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted haloalkyl,n is 1, 2, 3 or 4,Y is substituted or unsubstituted alkylene, alkenylene, alkynylene, O, S(O), unsubstituted or alkyl-substituted N, oxycarbonyl, carbonyloxy, carbonyloxyalkylene, oxycarbonylalkylene, oxyalkylene, thioalkylene, azo, carbonylamino, aminocarbonyl, ##STR2## methylenoxy or methylenethio and Z is hydrogen, alkyl, cycloalkyl, aryl, aralkyl, aralkenyl, aralkoxy, aryloxy, aryloxyalkyl, hetaryl, alkoxy, alkoxyalkyl, alkylthio, or haloalkyl, these radicals being unsubstituted or substituted by halogen, cyano, nitro, alkyl, alkenyl, haloalkenyl, alkoxy, haloalkyl, alkoxycarbonyl or unsubstituted or substituted phenyl,and fungicides containing these compounds.Type: GrantFiled: May 5, 1989Date of Patent: March 26, 1991Assignee: BASF AktiengesellschaftInventors: Siegbert Brand, Franz Schuetz, Bernd Wenderoth, Hubert Sauter, Eberhard Ammermann, Gissela Lorenz
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Patent number: 4985583Abstract: New cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H, an unsubstituted or substituted alkyl group with 1-15 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by at least one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.2 --, F, Cl, Br, CN or R.sup.3 --(A.sup.3).sub.p --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --Z.sup.3 --A-- or --A--Z.sup.3 --A.sup.4 --,A is a 1,4-cyclohexylene group which is substituted in the 1- and/or 4-position by unsubstituted or substituted alkyl or fluorinated alkyl with in each case 1-5 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.Type: GrantFiled: April 7, 1987Date of Patent: January 15, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Andreas Wachtler, Reinhard Hittich, Bernhard Scheuble, Georg Weber, Hans-Adolf Kurmeier
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Patent number: 4968679Abstract: New 8-substituted 2-aminotetralins can be prepared from the corresponding aminotetralins or tetralones. They can be used in medicaments.Type: GrantFiled: May 22, 1989Date of Patent: November 6, 1990Assignee: Bayer AktiengesellschaftInventors: Bodo Junge, Bernd Richter, Thomas Glaser, Jorg Traber, George S. Allen
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Patent number: 4966726Abstract: The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y.sup.1 =H, (C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group,Y.sup.2 =(C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, it being possible for Y.sup.1 and Y.sup.2 to jointly represent a MC--CH group, which is then part of a dioxolane ring,X=COOR.sup.1, CONH.sub.2, CONR.sup.2 R.sup.3 or C.tbd.N,R.sup.1 =(C.sub.1 -C.sub.10)alkyl or MC--CH.sub.2, andR.sup.2, R.sup.3 =H and (C.sub.1 -C.sub.4)alkyl or, independently of each other, (C.sub.1 -C.sub.4)alkyl.Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.Type: GrantFiled: July 18, 1988Date of Patent: October 30, 1990Assignee: Hoechst AktiengesellschaftInventors: Gunter Scherowsky, Manel Gunaratne
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Patent number: 4954583Abstract: Novel 1-arylcyclobutenecarboxylate esters of glycidyloxy compounds having at least two glycidyloxy substituents are self-curing thermoset resins. The cured products derived by applying heat to the esters are crosslinked insoluble solids having good properties.Type: GrantFiled: June 12, 1989Date of Patent: September 4, 1990Assignee: Shell Oil CompanyInventor: Pen-Chung Wang
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Patent number: 4945099Abstract: This invention provides benzene derivatives, pharmaceutical formulations of those derivatives, and a method of using the derivatives for the treatment of inflammation in mammals.Type: GrantFiled: June 5, 1989Date of Patent: July 31, 1990Assignee: Eli Lilly and CompanyInventors: Nancy G. Bollinger, Theodore Goodson, Jr., David K. Herron
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Patent number: 4943384Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H or an alkyl group which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-groups, and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --Z.sup.o --A-- or --A--Z.sup.o --A.sup.4 --,A is a trans-1,4-cyclohexylene or 1,4-cyclohexenylene group which is unsubstituted or is monosubstituted or polysubstituted in the 2-, 3-, 5- and/or 6-position by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group each of which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, which trans-1,4-cyclohexylene or 1,4-cyclohexenylene group can optionally also be substituted in the 1-position and/or 4-position and one or two CH.sub.Type: GrantFiled: November 21, 1986Date of Patent: July 24, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
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Patent number: 4921994Abstract: Compounds having the formula ##STR1## R.sub.1 is hydrogen, benzyl or an ester moiety; Y is --CH(R.sub.2 ")CH(R.sub.2)-- or --CH(R.sub.3)CH.sub.2 --;R.sub.2 " is hydrogen or methyl;R.sub.2 is OH or X-substituted (C.sub.1-16) alkyl;R.sub.3 is OH, cyano or X-substituted (C.sub.1-3) alkyl;X is --OR.sub.6, --SR.sub.6, --S(O)R.sub.6, --S(O).sub.2 R.sub.6, --NR.sub.6 R.sub.7, --COOR.sub.7, --CONR.sub.7 R.sub.8 or oxo;with the proviso that when X is --NR.sub.6 R.sub.7, --COOR.sub.7 or --CONR.sub.7 R.sub.8, said group is located on the terminal carbon atom of R.sub.2 or R.sub.3 ;R.sub.6 is hydrogen, (C.sub.1-6) alkyl or acetyl;each of R.sub.7 and R.sub.8 is hydrogen or (C.sub.1-6) alkyl;s is an integer of 1 or 2;with the proviso that when R.sub.6 is acetyl, R.sub.7 is hydrogen and X is other than S(O)R.sub.6 or S(O).sub.2 R.sub.6 ;z-w is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain, and their use as CNS agents, antidiarrheals and antiemetics.Type: GrantFiled: February 28, 1989Date of Patent: May 1, 1990Assignee: Pfizer Inc.Inventors: Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4908040Abstract: Compounds of the formula ##STR1## in which X, Y, A and M are as defined in claim 1, a process for their preparation and their use as shading dyes in washing agents.Type: GrantFiled: October 28, 1987Date of Patent: March 13, 1990Assignee: Ciba-Geigy CorporationInventors: Rudolf Naef, Claude Eckhardt
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Patent number: 4904409Abstract: An optically active compound having characteristics necessary for realizing liquid crystal compositions provided with suitable characteristics, particularly a negative temperature characteristic and a very high twistability, and a liquid crystal composition containing the compound are provided, which optically active compound is expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 are 1-20 C alkyl or alkoxy or H; l, m and n are 0 or 1; X is F, Cl, Br or CN; and ##STR2## each independently represent ##STR3## wherein Y is H, halogen or CN.Type: GrantFiled: September 1, 1988Date of Patent: February 27, 1990Assignee: Chisso CorporationInventors: Kazutoshi Miyazawa, Ohno Kouji, Naoyuki Yoshida, Masakazu Kaneoya