Benzene Ring In A Substituent E Patents (Class 564/179)
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Patent number: 5683705Abstract: Novel sulfhydryl group-containing amides and disulfide group-containing bis-amides useful for treating or preventing an abnormal biological condition or a disease, and/or improving the texture or appearance of the skin, as well as compositions containing amides and bis-amides and methods for their use are described. Such types of abnormal biological conditions or diseases include skin atrophy, i.e., the thinning and/or general degradation of the dermis often characterized by a decrease in collagen and/or elastin as well as decreased number, size and doubling potential of fibroblast cells, and other maladies including, but are not limited to dry skin, severe dry skin, dandruff, acne, keratoses, psoriasis, eczema, skin flakiness, pruritus, age spots, lentigines, melasmas, wrinkles, warts, blemished skin, hyperpigmented skin, hyperkeratotic skin, inflammatory dermatoses, age-related skin changes and skin in need of cleansers.Type: GrantFiled: March 29, 1996Date of Patent: November 4, 1997Assignee: Estee Lauder, Inc.Inventors: Daniel H. Maes, Jules Zecchino, Althea Knight
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Patent number: 5637121Abstract: Poly(oxyalkylene) aromatic amides having the formula: ##STR1## or a fuel-soluble salt thereof; wherein a is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.3 is hydrogen or lower alkyl having 1 to 6 carbon atoms; R.sub.4 is hydrogen or an acyl group of the formula: ##STR2## wherein A.sub.1 is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and each R.sub.5 and R.sub.6 is independently selected in each --O--CHR.sub.5 --CHR.sub.6 -- unit; R.sub.Type: GrantFiled: December 30, 1994Date of Patent: June 10, 1997Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
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Patent number: 5629346Abstract: Certain N-acetonylbenzamides exhibit low toxicity to plants are particularly useful for control of fungi, especially Phycomycetes.Type: GrantFiled: June 6, 1995Date of Patent: May 13, 1997Assignee: Rohm and Haas CompanyInventors: H. Edwin Carley, Ashok K. Sharma, Colin Swithenbank
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Patent number: 5614550Abstract: Compounds of formula (I) are provided: ##STR1## wherein: R.sup.1 represents an alkyl group; or a group of formula (II), (III), (IV) or (V): ##STR2## and wherein the groups R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are hydrogen or various organic groups; and pharmaceutically acceptable salts thereof; as well as methods for the preparation of such compounds and their use in the treatment and prophylaxis of hypercholesteremia and arteriosclerosis.Type: GrantFiled: February 27, 1996Date of Patent: March 25, 1997Assignee: Sankyo Company, LimitedInventors: Akira Yoshida, Koza Oda, Sadao Ishihara, Fujio Saito, Hiroyuki Koike, Teiichiro Koga, Eiichi Kitazawa, Hiroshi Kogen, Ichiro Hayakawa
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Patent number: 5543572Abstract: Monocarboxamides of formula I ##STR1## wherein R is a radical of formula ##STR2## C.sub.9 -C.sub.19 alkyl, C.sub.9 -C.sub.19 alkenyl or C.sub.9 -C.sub.19 alkdienyl,wherein each R.sup.2 independently of the other is a hydrogen atom or C.sub.1 -C.sub.4 alkyl, each R.sup.3 independently of one another is a hydrogen atom or a hydroxyl group and at least one R.sup.3 is a hydroxyl group, and R.sup.1 is a radical of formula ##STR3## are suitable for curing epoxy resins, in ##STR4## are suitable for curing epoxy resins, in particular for cold curing.Type: GrantFiled: January 24, 1995Date of Patent: August 6, 1996Assignee: Ciba-Geigy CorporationInventors: Walter Fischer, Christine Helbling
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Patent number: 5416118Abstract: Novel bicyclic amides of the formula ##STR1## wherein Ar.sup.1 and Ar.sup.2 are phenyl, R.sup.2 -substituted phenyl, heteroaryl or R.sup.2 -substituted heteroaryl, wherein R.sup.2 is 1 to 3 substituents independently selected from the group consisting of halogeno, hydroxy, lower alkyl, lower alkoxy, nitro, amino, lower alkylamino and lower dialkylamino;X, Y and Z are --CH.sub.2 --, --CH(alkyl)--, --C(alkyl).sub.2 --, --NH--, --N(alkyl)--, --O-- or --SO.sub.r, wherein r is 0, 1 or 2, and m, n and p are 0 or 1;R.sup.1 is an alkyl chain of 1 to 25 carbon atoms; an alkyl chain substituted by one or more optionally substituted phenyl or heteroaryl groups; an alkyl chain --O--, --SO.sub.r, phenylene, R.sup.2 -substituted phenylene, heteroarylene or R.sup.Type: GrantFiled: September 28, 1993Date of Patent: May 16, 1995Assignee: Schering CorporationInventors: John W. Clader, Thomas Fevig, Wayne Vaccaro, Joel G. Berger
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Patent number: 5414153Abstract: Phenolic compounds, e.g., the phenols and phenol ethers, are selectively hydroxylated whereby the amounts of the final product para isomer are enhanced, for example in favor of hydroquinone versus pyrocatechol in the event of the hydroxylation of phenol, by reacting such phenolic compounds with hydrogen peroxide, advantageously in a polar, aprotic, organic solvent reaction medium, in the presence of a catalytically effective amount of a sulfonated polymer and a cocatalytically effective amount of an aromatic ketone compound.Type: GrantFiled: April 5, 1993Date of Patent: May 9, 1995Assignee: Rhone-Poulenc ChimieInventors: Michel Costantini, Dominique Laucher
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Patent number: 5331099Abstract: A process for preparing p-nitroaromatic amides is provided which comprises contacting an amide and nitrobenzene in the presence of a suitable solvent system, and reacting the amide and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone. The p-nitroaromatic amides of the invention can be reduced to p-aminoaromatic amides. In one embodiment, the p-aminoaromatic amide is further reacted with ammonia under conditions which produce the corresponding p-aminoaromatic amine and the amide starting material which can be recycled or with water in the presence of a suitable basic or acidic catalyst under conditions which produce the corresponding p-aminoaromatic amine and the acid or salt thereof corresponding to the amide starting material. In another embodiment, the p-aminoaromatic amine is reductively alkylated to produce alkylated p-aminoaromatic amine.Type: GrantFiled: April 16, 1993Date of Patent: July 19, 1994Assignee: Monsanto CompanyInventors: Michael K. Stern, James K. Bashkin
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Patent number: 5233082Abstract: Disclosed is a method of making 3-hydroxy-2,4,5-trifluorobenzoic acid. A aqueous solution is prepared of an alkali metal base and a tetrafluorophthalimide. The solution is heated to produce a mixture of a salt of a 4-hydroxy-3,5,6-trifluorophthalamic acid and a salt of a 3-hydroxy-2,4,5-trifluorobenzamide. The solution is neutralized with acid to form a precipitate of the 4-hydroxy-3,5,6-trifluorophthalamic acid and the 3-hydroxy-2,4,5-trifluorobenzamide. The precipitate is reacted with a mineral acid to produce 3-hydroxy-2,4,5-trifluorobenzoic acid.Type: GrantFiled: November 16, 1982Date of Patent: August 3, 1993Assignee: Occidental Chemical CorporationInventors: Lawrence B. Fertel, William S. Derwin
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Patent number: 5231183Abstract: A process for producing an enyne derivative, and intermediate, which is useful for preparing compounds showing strong inhibiting activities against squalane.epoxidase of Eumycetes and strong anti-cholesterol activities. The process comprises reacting a compound of the formula:Z--CH.sub.2 --CH.dbd.CH--W [I]wherein W is a halogen atom, and Z is a leaving group, with an amine in the presence of a base, if necessary, to obtain a compound of the formula: ##STR1## then reacting an acetylene derivative to this compound in the presence of a palladium catalyst, to obtain a compound of the formula: ##STR2## and, if necessary, N-alkylating this compound.Type: GrantFiled: March 27, 1992Date of Patent: July 27, 1993Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
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Patent number: 5229442Abstract: Stabilizing compositions for organic polymers, composed of mixtures of at least one liquid phenolic antioxidant and at least one aminic antioxidant, subjected to thermal treatment, are characterized by their stabilizing capacity which is considerably higher than that of either single components or of corresponding untreated mixtures.These stabilizing compositions can be used in all field where the single components of the mixtures are generally used and, preferably, in the stabilization of organic polymers normally subject to deterioration due to oxidation processes.Type: GrantFiled: March 6, 1992Date of Patent: July 20, 1993Assignee: Enichem Synthesis S.p.A.Inventors: Fabio Broussard, Carlo Busetto
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Patent number: 5216153Abstract: Compounds of the general formula ##STR1## wherein R.sup.1 is hydrogen, halogen or OR.sup.5 ; R.sup.2 is hydrogen, lower-alkyl lower-alkoxy or halogen; R.sup.3 and R.sup.4 each independently are lower-alkyl or taken together are alkylene with 3-5 C atoms in a straight-chain; R.sup.5 is hydrogen, acyl, lower-alkoxycarbonyl, lower-alkyl, amino-lower-alkyl, mono-alkylamino-lower-alkyl di-alkylamino-lower-alkyl or a N-containing 5-8-membered saturated or unsaturated monocyclic heterocyclic ring which is attached via a N atom to lower alkyl; and M signifies --CONH-- or --NHCO--, which can be used as medicaments, e.g., for the treatment of neoplasms and dermatological indications of an inflammatory and allergic nature.Type: GrantFiled: March 17, 1992Date of Patent: June 1, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Mohr
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Patent number: 5204468Abstract: This invention provides the single species (-)-(S)-4-(3,4-dihydroxyphenyl)-7, 8-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride hydrate, which is useful as a nephrovascular dilator.Type: GrantFiled: July 25, 1991Date of Patent: April 20, 1993Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Akihiro Tanaka, Takashi Fujikura, Ryuji Tsuzuki, Masaki Yokota, Takeyuki Yatsu
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Patent number: 5149709Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.Type: GrantFiled: July 3, 1990Date of Patent: September 22, 1992Assignee: Schering CorporationInventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
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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: 4983633Abstract: Amide-compounds represented by the formula (I): ##STR1## wherein R.sub.1 represents hydrogen, lower alkoxy, hydroxy, lower alkyl, halogen, amino which can be substituted by lower alkyl, nitro, cyano, sulfamoyl which can be substituted by lower alkyl, R.sub.2 represents hydrogen, lower alkoxy, hydroxy, lower alkyl, halogen, amino, nitro, wherein R.sub.1 and R.sub.2 can be combined to form methylenedioxy, R.sub.3 means hydrogen, lower alkyl, halogen, or amino, R.sub.4 and R.sub.5 may be the same or different and each represents lower alkyl or wherein R.sub.4 and R.sub.Type: GrantFiled: September 2, 1988Date of Patent: January 8, 1991Assignee: Hokuriku Pharmaceutical Co., Ltd.Inventors: Yasuo Itoh, Hideo Kato, Eiichi Koshinaka, Nobuo Ogawa, Hiroyuki Nishino, Jun Sakaguchi
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Patent number: 4939133Abstract: The present invention relates to novel N-substituted 2-hydroxybenzamide and N-substituted 2-hydroxy-.alpha.-oxo-benezene acetamide compounds pharmaceutical compositions, and methods of use for therefore for the treatment of diseases in which products having lipoxygenase enzyme activity contribute to the pathological condition. Selected novel intermediates are also the present invention.Type: GrantFiled: October 1, 1985Date of Patent: July 3, 1990Assignee: Warner-Lambert CompanyInventors: David T. Connor, Daniel L. Flynn, Wiaczeslaw A. Cetenko, Jagadish C. Sircar, Charles F. Schwender, Elizabeth A. Johnson, Roderick J. Sorenson, Paul C. Unangst
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Patent number: 4904661Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus;wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --, wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.Type: GrantFiled: December 16, 1987Date of Patent: February 27, 1990Assignee: Imperial Chemical Industries PLCInventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
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Patent number: 4876261Abstract: A compound of the formula (I) or its salt and a process for producing the compounds; The compounds have the effect to dilate neophrovascular tracts; ##STR1## wherein ##STR2## represents the formula ##STR3## (wherein R.sup.4 is a hydrogen atom or lower alkylsulfonyl); R.sup.1 is hydrogen, lower alkyl, hydroxyl, halogen, amino, or lower acylamino;R.sup.2 is hydrogen, lower alkyl, hydroxyl, amino, or lower alkylsulfonylamino;R.sup.3 is hydrogen, lower, alkyl or hydroxyl;R is hydrogen or halogen;with the proviso that when R.sup.1 is hydroxyl, there is no case that all of R.sup.2, R.sup.3 and R are hydrogens, and further with the proviso that when R is hydrogen, A excludes ##STR4## or a salt thereof.Type: GrantFiled: March 25, 1988Date of Patent: October 24, 1989Inventors: Akihiro Tanaka, Takashi Fujikura, Ryuji Tsuzuki, Masaki Yokota, Takeyuki Yatsu
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Patent number: 4837316Abstract: Alkylamide derivatives having the formula, These compounds have a strong antiulcer action depend on histamine H.sub.2 -receptor antagonistic action and a cytoprotective action upon gastric mucous membrance.Type: GrantFiled: August 27, 1986Date of Patent: June 6, 1989Assignee: Fujirebio Kabushiki KaishaInventors: Yasuo Sekine, Nobuhiro Hirakawa, Noriaki Kashiwaba, Tetsuaki Yamaura, Hisako Harada, Teruo Kutsuma, Hajime Matsumoto, Akihiro Sekine, Yoshikazu Isowa
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Patent number: 4822902Abstract: Certain N-acetonylbenzamides exhibit low toxicity to plants are particularly useful for control of fungi, especially Phycomycetes.Type: GrantFiled: July 26, 1984Date of Patent: April 18, 1989Assignee: Rohm and Haas CompanyInventors: H. Edwin Carley, Ashok K. Sharma
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Patent number: 4757137Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes acyl,R.sub.2 denotes hydrogen, fluorine, chlorine or trifluoromethyl,R.sub.3 denotes hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl or optionally substituted phenyl andR.sub.4 denotes hydrogen or C.sub.1 -C.sub.4 -alkyl groupare suitable for dyeing natural and synthetic fibre materials, for example for dyeing wool or polyamide fibres, in level read to violet shades with very good fastnesses to light, wet processing and perspiration, the color yield being good.Type: GrantFiled: September 22, 1983Date of Patent: July 12, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Wolfrum, Erich Klauke, Hans-Gunter Otten
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Patent number: 4701527Abstract: A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.Type: GrantFiled: November 20, 1984Date of Patent: October 20, 1987Assignee: Lever Brothers CompanyInventors: Gerald S. Koermer, Eddie N. Gutierrez, Maryfrances Prorok
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Patent number: 4692553Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl, R.sup.3 is alkyl, alkenyl, haloalkenyl, or propargyl, R.sup.4 is hydrogen or alkyl, R.sup.5 is hydrogen, alkyl, acyl, formyl, cycloalkylcarbonyl, methoxyalkylcarbonyl, unsubstituted or substituted benzoyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, alkylthiocarbonyl, N,N-dialkylcarbamyl, N-alkylcarbamyl, N-cycloalkylcarbamyl, N-alkoxy-N-alkylcarbamyl, unsubstituted or substituted N-phenylcarbamyl, alkylsulfonyl, alkenylsulfonyl, haloalkylsulfonyl, N-alkylsulfamyl, N,N-dialkylsulfamyl, N-acyl-N-alkylsulfamyl, N-alkyl-N-methoxycarbonylsulfamyl, dialkoxyphosphoryl, dialkoxythiophosphoryl, 2-haloalkanoyl, acyloxyacetyl or alkoxyoxalyl, and R.sup.6 is alkyl, halogen, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or amino, and salts of these compounds, and the use of these compounds for controlling unwanted plant growth.Type: GrantFiled: July 26, 1985Date of Patent: September 8, 1987Assignee: BASF AktiengesellschaftInventors: Michael Keil, Ulrich Schirmer, Dieter Jahn, Rainer Becker, Bruno Wuerzer, Norbert Meyer
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Patent number: 4666510Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;m is an integer chosen from 3 to 5.Type: GrantFiled: January 25, 1983Date of Patent: May 19, 1987Assignee: ICI Australia LimitedInventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
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Patent number: 4659826Abstract: A method of synthesizing and recovering with high yield and purity salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent having the formula --COC.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine by:(a) reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 -R.sub.3, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a carbowax solvent, e.g.Type: GrantFiled: November 20, 1984Date of Patent: April 21, 1987Assignee: Lever Brothers CompanyInventor: Joshua Schwarz
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Patent number: 4623729Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.Type: GrantFiled: July 22, 1982Date of Patent: November 18, 1986Assignee: E. R. Squibb & Sons, Inc.Inventors: Sesha I. Natarajan, Eric M. Gordon
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Patent number: 4587361Abstract: Flukicidal N-[4-(1-phenylethenyl)phenyl]-2-hydroxy-3,5-dihalobenzamides are prepared by reacting a halosalicylic acid with a 1-(4-aminophenyl)-1-phenylethylene in the presence of a halo condensing agent. A species of the invention is N-[4-(1-phenylethenyl)phenyl]-2-hydroxy-3,5-diiodobenzamide.Type: GrantFiled: May 7, 1984Date of Patent: May 6, 1986Assignee: SmithKline Beckman CorporationInventors: Alfred W. Chow, Vassilios J. Theodorides
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Patent number: 4565888Abstract: Anthelmintically active novel substituted salicylic acid amides of the formula ##STR1## in which X and Y each independently is halogen, and,R.sup.1 is hydrogen or acetyl.Type: GrantFiled: January 11, 1985Date of Patent: January 21, 1986Assignee: Bayer AktiengesellschaftInventors: Peter Andrews, Horst Boshagen, Heinrich Kolling
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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: 4507499Abstract: The invention relates to a method for producing trimethobenzamide chlorohydrate.According to such a method, a chloromethilation is carried out on anisle and, after reaction with urotropine followed by acidic hydrolisis, 4-methoxybenzylamide chlorohydrate is obtained which, demethyilated by hydrazoic acid, provides 4-hydroxy benzylamine chlorohydrated that, reacted with 3,4,5-trimethoxybenzoic acid chloride, provides N-(4-Hydroxybenzyl)-3,4,5-trimethoxybenzamide. The latter is per se a novel compound and is also the subject of the invention. This compound is reacted with sodium hydride and N,N-dimethylamino ethyl chloride to provide base trimethobenzamide, the latter being salified with hydrochloric acid.Type: GrantFiled: August 31, 1982Date of Patent: March 26, 1985Assignee: Francis S.p.A.Inventors: Vittorio Rossetti, Alessandro Dondoni, Giancarlo Fantin
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Patent number: 4503075Abstract: The invention comprises: a derivative of 1-alkylamine-3-[4(p-alkyloxy-benzamide)phenoxy]-2-propanol of general formula I: ##STR1## where R.sub.1 is a linear or branched alkyl chain with 1 to 8 carbon atoms included, an alkenyl chain with 2 to 8 carbon atoms included, or an arylalkyl chain with 7 to 10 carbon atoms included, and R is a linear or branched alkyl group with 1 to 8 carbon atoms included;a compound as above, in an optically active form;pharmaceutically acceptable, non toxic salts of the above compounds;synthesis processes for obtaining the above compounds; anda pharmaceutical composition based on a compound as defined above.Type: GrantFiled: November 12, 1982Date of Patent: March 5, 1985Assignee: A. Menarini S.A.S.Inventors: Vittorio Pestellini, Mario Ghelardoni, Danilo Giannotti, Alessandro Giolitti, Carlo A. Maggi, Stefano Manzini, Guglielmo Grimaldi, Alberto Meli
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Patent number: 4394389Abstract: Di and trihydroxybenzohydroxamic acids, amides, alkyl substituted amides and phenyl esters, ribonucleotide reductase inhibitors.Type: GrantFiled: March 24, 1981Date of Patent: July 19, 1983Inventors: Bartholomeus van't Riet, Howard L. Elford, Galen L. Wampler
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4358443Abstract: The composition comprises certain 5-alkylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: ##STR1## Where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents, and R is a substituted or unsubstituted n-alkyl or phenyl group of from 4 to 30 carbon atoms including substituents.The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring of the Z group have a combined overall electron withdrawing effect on the phenyl ring of the Z group.The method of the invention comprises contacting a microorganism affected by the above composition with a sufficient concentration of the above composition for a sufficient time to inhibit the growth of the microorganism.Type: GrantFiled: August 8, 1980Date of Patent: November 9, 1982Assignee: The Research Foundation of State University of New YorkInventors: Robert A. Coburn, Richard T. Evans, Robert J. Genco, Armando Batista
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Patent number: 4310682Abstract: A halo-salycylanilide of the following formula ##STR1## wherein R.sub.1 represents hydrogen or acyl group, R.sub.2 represents alkyl group, and both X.sub.1 and X.sub.2 represent halogen, has high antifungal and bactericidal activity.Type: GrantFiled: February 22, 1980Date of Patent: January 12, 1982Inventors: Isao Ozawa, Tomiyoshi Ito, Yoshiki Hamada, Isao Takeuchi
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Patent number: 4309424Abstract: Novel 4-phenyl-1,3-benzodiazepines, novel intermediates thereof, and methods of preparing same are described. These benzodiazepines are useful as antidepressants, analgetics and anticonvulsants.Type: GrantFiled: November 5, 1979Date of Patent: January 5, 1982Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: Lawrence L. Martin, Manfred Worm, Charles A. Crichlow
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Patent number: 4294835Abstract: A compound represented by the formula: ##STR1## wherein R.sub.1 is hydrogen, acetyl or alkoxycarbonyl having 1-3 carbon atoms of the alkoxy, R.sub.2 is alkyl having 1-12 carbon atoms, alkoxycarbonylmethyl having 1-12 carbon atoms of the alkoxy, benzyl, 2-pyridyl, cyclohexyl phenyl or phenyl substituted by one or two members selected from the group consisting of alkyl having 1-3 carbon atoms, halogen and nitro, and n is 0 or 1, with the proviso that when n is one, R.sub.1 represents acetyl exclusively, and use thereof as a fungicide.Type: GrantFiled: February 20, 1980Date of Patent: October 13, 1981Assignee: Nippon Kayaku Kabushiki KaishaInventors: Taizo Nakagawa, Hiroshi Matsumoto, Kaoru Ohmori, Shizuo Shimano, Kengo Koike
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Patent number: 4287191Abstract: The composition comprises certain 5-acylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: ##STR1## Where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents, R is a substituted or unsubstituted alkyl or phenyl group of from 2 to 30 carbon atoms including substituents and M is a radical selected from the group consisting of --C.dbd.N,--F,--NO.sub.2,--H, lower alkyl or lower haloalkyl.The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring of the Z group have a combined overall electron withdrawing effect on the phenyl ring of the Z group.The method of the invention comprises contacting the microorganism with a sufficient concentration of the above composition for a sufficient time to inhibit the growth of the microorganism.Type: GrantFiled: April 14, 1980Date of Patent: September 1, 1981Assignee: The Research Foundation of State University of New YorkInventors: Robert A. Coburn, Richard T. Evans, Robert J. Genco, Armando Batista
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Patent number: 4284628Abstract: A compound represented by the formula: ##STR1## wherein R.sub.1 is hydrogen, lower alkylcarbonyl, lower alkoxycarbonyl, phenoxycarbonyl, lower alkylsulfonyl or lower alkylcarbamoyl, R.sub.2 is phenyl; phenyl substituted by one or more members selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, lower alkoxycarbonyl, halogen, formyl, cyano, thiocyano, nitro, lower alkylsulfinyl, lower alkylsulfonyl, lower alkylcarbonyl, acetylamino or phenyl; or naphthyl, with the proviso that when R.sub.1 is hydrogen or lower alkylcarbonyl, R.sub.2 is the said substituted phenyl or naphthyl, and use thereof as a fungicide.Type: GrantFiled: August 13, 1979Date of Patent: August 18, 1981Assignee: Nippon Kayaku Kabushiki KaishaInventors: Taizo Nakagawa, Seiji Mochizuki, Kaoru Ohmori, Kengo Koike, Mineo Maruyama, Eiichi Tanaka
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Patent number: 4245099Abstract: A 2-acyl-6-aminomethylphenol derivative having the formula (I): ##STR1## wherein R.sup.1 represents a straight chain or branched chain alkyl group of 1 to 6 carbon atoms unsubstituted or substituted with 1 to 3 halogen atoms; a hydrogen atom or a group having the formula (II):--C.sub.n H.sub.2n --R.sup.7 (II)wherein n represents 0 or an integer of 1 to 6; R.sup.7 represents a cycloalkyl group of 3 to 8 carbon atoms unsubstituted or substituted with at least one lower alkyl group; a phenyl group unsubstituted or substituted with at least one lower alkyl group, a halogen atom, a lower alkoxy group or a lower alkylthio group; a lower alkoxy group; a lower alkylthio group; a lower alkylsulfinyl group; a lower alkylsulfonyl group; an N-lower alkylamino group; an N,N-di-lower alkylamino group; or a pyridyl, furyl or thienyl group; R.sup.Type: GrantFiled: July 24, 1979Date of Patent: January 13, 1981Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Hiroyuki Itoh, Mitoshi Konno, Takao Tokuhiro, Sadahiko Iguchi, Masaki Hayashi