Polycyclo Ring System Patents (Class 568/326)
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Patent number: 5070207Abstract: There is disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma, psoriasis, inflammatory bowel disease and inflammation in mammals which comprises administering to a mammal so afflicted an effective amount of a compound having the formula: ##STR1## wherein Z is a group having the formula ##STR2## R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl; R.sup.3 and R.sup.4 are each, independently, hydrogen, alkyl of 1-20 carbon atoms, halo, halo lower alkyl, halo lower alkoxy, lower alkoxy, halo lower alkylsulfonyl, nitro or trifluoromethyl, where at least one of R.sup.3 and R.sup.4 is other than hydrogen;R.sup.5 is hydrogen, lower alkyl or halo;A is --CH.sub.2 --, --O-- or --S--;m is 0-10;n is 1-8;X is hydrogen, fluoro, lower alkyl or aralkyl of 7-12 carbon atoms;or a pharmacologically acceptable salt thereof.Type: GrantFiled: April 26, 1990Date of Patent: December 3, 1991Assignee: American Home Products CorporationInventors: Guy A. Schiehser, Gregory F. Von Burg
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Patent number: 5008425Abstract: A process which comprises reacting under substantially anhydrous conditions a perfluoroalkyltrihydrocarbylsilane and a carbonyl compound in the presence of a catalyst such that the carbonyl compound is perfluoroalkylated.Type: GrantFiled: April 12, 1989Date of Patent: April 16, 1991Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4992563Abstract: This invention relates to several intermediates useful in preparing thromboxane A.sub.2 inhibiting (.+-.)7-[3.alpha.-[1-[[(phenylamino)-thioxomethyl]hydrazono]ethyl]-1.alpha ., 4.alpha.-bicyclo[2.2.1]hept-2.beta.-yl]-heptenoic acids and useful derivatives thereof from (.+-.)octahydro-1.alpha.-methyl-3a.alpha., 7a.alpha.-4.alpha.,7.alpha.-methano-2H-inden-2-ones.Type: GrantFiled: December 13, 1988Date of Patent: February 12, 1991Assignee: National Research Development CorporationInventors: Robert B. Garland, Masateru Miyano
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Patent number: 4945108Abstract: New angucyclinones with a therapeutic action can be prepared with the aid of a strain of the genus Streptomyces.Type: GrantFiled: April 24, 1989Date of Patent: July 31, 1990Assignee: Hoechst AktiengesellschaftInventors: Susanne Grabley, Joachim Wink, Carlo Giani, Gerhard Seibert, Wolfgang Raether, Susanne Dobreff, Axel Zeeck
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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: 4885274Abstract: The perfume composition containing 4- (or 5-)-acyl-1,1- (or 3,3-)-[a] compound, which is a novel compound expressed by the formula I, has noble musk fragrance. In addition, this perfume composition has characteristics that it is excellent in both quality and strength of the fragrance, of high safety and capable of being manufactured with low costs.Type: GrantFiled: November 23, 1987Date of Patent: December 5, 1989Assignee: Takasago Perfumery Co., Ltd.Inventors: Nobuo Yamada, Toyohiko Kobayashi
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Patent number: 4876381Abstract: The invention relates to a compound of the formula (II) ##STR1## and the corresponding isomers and salts, in which formula: a and b are integers which independently of one another can assume the values 0 or 1,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent, independently, a hydrogen atom, a linear or branched C.sub.1 -C.sub.6 -alkyl radical or a C.sub.1 -C.sub.4 -alkoxy radical,R.sub.6 represents a C.sub.1 -C.sub.6 -alkyl radical,R.sub.5 and R.sub.12 represent a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl radical, with the proviso that R.sub.5 cannot represent hydrogen if a=b=0 andR.sub.11 has various meanings.These compounds have useful dermatological properties.Type: GrantFiled: August 18, 1987Date of Patent: October 24, 1989Assignee: L'OrealInventors: Gerard Lang, Jean Maignan, Serge Forestier, Serge Restle, Alain Lagrange, Braham Shroot
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Patent number: 4874891Abstract: Compounds of the formula: ##STR1## and the pharmaceutically acceptable esters thereof, wherein rings A and B are selected from the group consisting of ##STR2## wherein x represents an aromatic ring, or the presence or absence of 0, 1, or 2 conjugated or unconjugated .pi. bond(s), andwherein x represents the presence or absence of 0, 1, or 2 conjugated or unconjugated .pi. bond(s), andwherein a non-aromatic .pi. bond, if present, may optionally be converted to an epoxide;and wherein the dotted line represents the presence or absence of a .pi. bond,and wherein:R.sup.1 is H, acyl(1-6), or alkyl(1-6);R.sup.2 is H, alkyl(1.varies.6), 2-propynyl, or allenyl;R.sup.3 and R.sup.4 is each independently H or OR.sup.5, wherein R.sup.5 is H, acyl(1-6), or alkyl(1-6); andwherein R.sub.1 and R.sub.2 is each independently H, alkyl(1-6) or is --C.tbd.CR.sub.3, --CH.dbd.CHR.sub.3, or --CH.dbd.C.dbd.CHR.sub.3, wherein R.sub.3 is selected from the group consisting of H, halo, CF.sub.Type: GrantFiled: May 1, 1986Date of Patent: October 17, 1989Assignee: Washington UniversityInventors: Douglas F. Covey, Ricahrd J. Auchus
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Patent number: 4871877Abstract: Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using certain active alkali metal salt catalysts and a proton source. The reaction--which is conducted, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substitutes are a perfluoroalkyl group and a hydroxyl group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.Type: GrantFiled: May 20, 1988Date of Patent: October 3, 1989Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4812409Abstract: Hydrolyzable substrates comprise blocked dye moieties which, when cleaved from the substrate during hydrolysis, provide fluorescent dyes having maximum absorptions above about 530 nm and maximum emissions at least about 580 nm at physiological pH. These substrates can be used in analytical determinations of hydrolytic substances including hydrolytic enzymes or biological cells containing such enzymes.Type: GrantFiled: January 31, 1986Date of Patent: March 14, 1989Assignee: Eastman Kodak CompanyInventors: Bruce E. Babb, Robert T. Belly, Patricia M. Scensny
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Patent number: 4803161Abstract: Certain phenalenone and benzphenalenone fluorescent compounds are useful in biomedical studies and analytical determinations. These compounds are particularly useful in assays for living organisms, e.g. microorganisms, carried out at a pH of 9 or less. For these determinations, the compounds can be attached to reducible compounds which will subsequently release the fluorescent moiety upon reduction. In the presence of an electron transfer agent, the reducible compounds are easily reduced by a microorganism.Type: GrantFiled: January 31, 1986Date of Patent: February 7, 1989Assignee: Eastman Kodak CompanyInventors: Bruce E. Babb, Robert T. Belly, Albert J. Mura
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Patent number: 4749804Abstract: 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: June 10, 1986Date of Patent: June 7, 1988Assignee: Syntex (U.S.A.) Inc.Inventor: George C. Schloemer
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Patent number: 4731468Abstract: The present invention relates to new aglycons which correspond to the general formula: ##STR1## in which: R.sub.1, R.sub.2, R.sub.3 and R.sub.5, which can be identical or different, represent a hydrogen atom or a group OH, OMetal or OR.sub.4, R.sub.4 being a substituted or unsubstituted C.sub.1 to C.sub.6 alkyl group,R represents a hydrogen atom or a group COCH.sub.2 R', R' being hydrogen or an alkyl, hydroxyl, alkoxy or aryl group,R.sub.6 and R.sub.7, which are always different, represent either a hydrogen atom or an OH group, andR.sub.8 represents a hydrogen atom or the group CH.sub.3 CO--.Application to the preparation of antibiotics and antitumoral agents.Type: GrantFiled: August 29, 1984Date of Patent: March 15, 1988Assignee: Laboratoires Hoechst S.A.Inventors: Jean-Pierre Gesson, Martine Mondon, Abdallah A. Abdallah, Jean-Claude Jacquesy, Patricia Petit nee Monpontet
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Patent number: 4710584Abstract: New derivatives of 3-benzylidene camphor, process for preparing them and their use as protective agents against UV rays and as medicaments.Derivatives of 3-benzylidene camphor of formula: ##STR1## in which R denotes a hydrogen atom, a methyl or ethyl radical,R' denotes a hydrogen atom, a methyl or ethyl radical,R and R' being unable simultaneously to denote a hydrogen atom,R.sub.1 denotes a --COOR.sub.2, --CONHR.sub.2, --COO.sup.- M.sup.+, --CHO, --CH(OR.sub.4).sub.2 or --CH.sub.2 OR.sub.4 group,R.sub.2 being an alkyl, alkenyl, cycloalkyl or aralkyl radical containing at most 20 carbon atoms, optionally substituted by hydroxy, alkoxy, amine or quaternary ammonium groups,M denoting a hydrogen atom, an alkali metal or a N.sup.+ (R.sub.3).sub.4 group, R.sub.3 being a hydrogen atom or a C.sub.1 to C.sub.4 alkyl or hydroxyalkyl radical,R.sub.4 denoting H, alkyl, cycloalkyl or aralkyl containing at most 20 carbon atoms.Application in cosmetics for protection against UV rays.Type: GrantFiled: December 11, 1984Date of Patent: December 1, 1987Assignee: L'OrealInventors: Gerard Lang, Serge Forestier, Alain LaGrange
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Patent number: 4691059Abstract: This invention describes UV-stabilized step growth polymers such as polyesters, polyurethanes, polycarbonates, and combinations thereof. The UV-stabilizing moieties present in these polymers comprise chemically bound, pendant ortho-hydroxydiphenyl ketone based moieties. The polymers are especially useful as protective films and fibers which are highly resistant to ultraviolet (UV) and sunlight degradation.Type: GrantFiled: August 30, 1985Date of Patent: September 1, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Sumita B. Mitra, Smarajit Mitra
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Patent number: 4675341Abstract: The invention relates to novel [(5,6-dichloro-3-oxo-9a-propyl-2,3,9,9a-tetrahydrofluoren-7-yl)oxy]ethanol , its derivatives, and their salts. The compounds are useful for the treatment and prevention of injury to the brain and of edema due to head trauma, stroke (particularly ischemic), arrested breathing, cardiac arrest, Reye's syndrome, cerebral thrombosis, cerebral embolism, cerebral hemorrhage, cerebral tumors, encephalomyelitis, spinal cord injury, hydrocephalus, post-operative brain injury trauma, edema due to cerebral infections including that due to AIDS virus, various brain concussions and elevated intracranial pressure.Type: GrantFiled: August 13, 1986Date of Patent: June 23, 1987Assignee: Merck & Co., Inc.Inventor: Edward J. Cragoe, Jr.
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Patent number: 4656192Abstract: New tropolone derivatives of the general formula: ##STR1## wherein R.sup.1 represents H or an alkyl group, R.sup.2 represents an alkyl, aryl, aralkyl or heterocyclic group and R.sup.3 represents an alkoxyl, aryl or heterocyclic group or a group of the formula: ##STR2## or R.sup.2 and R.sup.3 may form together a part of a heterocyclic group, their metal complex salts, processes for the preparation thereof and the use thereof as anti-tumor agents.Type: GrantFiled: June 14, 1984Date of Patent: April 7, 1987Assignee: Mect CorporationInventor: Masatoshi Yamato
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Patent number: 4642373Abstract: 1,2,3,4,4a,4b,5,6,7,8,8a,12b-Dodecahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy or alkoxyalkyl)triphenylenes, 2,3,3a,3b,4,5,6,7,7a,11b-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-1H-cyclopenta[1]-phenanthrenes, 2,3,4,4a,4b,5,6,7,8,8a-decahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl)-1H-pyrido[1,2-f]phenanthridines, and 1,2,3,3a,3b,4,5,6,7,7a-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)pyrrolo[1,2-f]phenanthridines and derivatives are valuable as central nervous system active agents or as intermediates to compounds having such activity.Type: GrantFiled: July 6, 1984Date of Patent: February 10, 1987Assignee: Pfizer Inc.Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4638095Abstract: This disclosure describes the extraction of a novel antioxidant, Rosmaridiphenol, isolated from the leaves of Rosemary.Type: GrantFiled: August 10, 1984Date of Patent: January 20, 1987Assignee: Research CorporationInventors: Stephen S. Chang, Chi-Tang Ho, Christopher M. Houlihan
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Patent number: 4605761Abstract: An improved method for the direct preparation of an enantiomer of a substituted fluorenyloxyacetic acid including the enhancement of a chiral phase transfer alkylation step in the synthesis using a non-ionic surfactant as co-catalyst. The substituted fluorenyloxyacetic acid is useful in the treatment of brain edema.Type: GrantFiled: December 6, 1985Date of Patent: August 12, 1986Assignee: Merck & Co., Inc.Inventor: Ulf H. Dolling
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Patent number: 4603223Abstract: A novel process for the manufacture of quinone derivatives is described.In this process a compound of the formula ##STR1## is reacted with a compound of the formula ##STR2## and the resulting compound of the formula ##STR3## is subjected to a retro-Diels-Alder reaction. The substituents R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the significance given in the description.Type: GrantFiled: July 24, 1984Date of Patent: July 29, 1986Assignee: Hoffmann-La Roche Inc.Inventors: August Ruttimann, George H. Buchi
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Patent number: 4601853Abstract: The novel complex of the formula I ##STR1## is an organic material with a high electrical conductivity and with a metallic phase transition at about 125.degree. K. under normal pressure, at which the conductivity increases suddenly. The complex can be used, for example, as an organic electrical conductor.Type: GrantFiled: February 4, 1985Date of Patent: July 22, 1986Assignee: Ciba-Geigy CorporationInventors: Bruno Hilti, Carl W. Mayer
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Patent number: 4581377Abstract: Compounds of formula I below are useful as anti-inflammatory, analgesic and/or anti-pyretic agents: ##STR1## in which R.sup.1 is hydrogen, nitro, amino, hydroxyl, alkoxy of one to four carbon atoms, alkyl of one to four carbon atoms or halogen; R.sup.2 is hydrogen or alkyl of one to four carbon atoms; is a saturated or unsaturated bond; A is CO, CHOH, C(R.sup.5)OH or CHOCOR.sup.6, where R.sup.5 and R.sup.6 are alkyl of one to four carbon atoms; B is alkyl of one to twelve carbon atoms; and X is H.sub.2 or O.Type: GrantFiled: November 7, 1984Date of Patent: April 8, 1986Assignee: Nippon Shinyaku Co., Ltd.Inventors: Yoshihisa Shibata, Yoshihiko Yoshimoto
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Patent number: 4576964Abstract: Tricyclic benzo fused compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, wherein n is zero, 1 or 2, and t is 1 or 2; M is CH or N, R.sub.1 is H or certain acyl groups; Q is CO.sub.2 R.sub.4, COR.sub.5, C(OR.sub.7)R.sub.5 R.sub.6, CN, CONR.sub.9 R.sub.10, CH.sub.2 NR.sub.9 R.sub.10, CH.sub.2 NHCOR.sub.11, CH.sub.2 NHSO.sub.2 R.sub.12, 5-tetrazolyl or when n is 1, Q and OR.sub.1 together form a lactone or certain reduced derivatives thereof; and Z is certain alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl groups, are valuable central nervous system active agents, methods for their use, pharmaceutical compositions containing them and certain intermediates therefor.Type: GrantFiled: June 7, 1984Date of Patent: March 18, 1986Assignee: Pfizer Inc.Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4569944Abstract: A non-steroidal anti-inflammatory composition comprising an active anti-inflammatory agent having the formula: ##STR1## The active agent is formulated with a pharmaceutically acceptable carrier for use in the treatment of pain, inflammation and other related symptoms on mammals.Type: GrantFiled: June 21, 1984Date of Patent: February 11, 1986Assignee: Warner-Lambert CompanyInventors: Richard V. Smerbeck, Eugene P. Pittz
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Patent number: 4556676Abstract: Novel trans-isomeric derivatives of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine are useful as antidepressant agents. These novel compounds act to block the synaptosomal uptake of norepinephrine and serotonin (5-hydroxy-tryptamine), thereby alleviating abnormalities at central receptor sites. The preferred embodiment is the enantiomer trans-(1R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalen amine and its pharmaceutically acceptable acid addition salts.Type: GrantFiled: September 5, 1980Date of Patent: December 3, 1985Assignee: Pfizer Inc.Inventors: Willard M. Welch, Jr., Charles A. Harbert, B. Kenneth Koe, Allen R. Kraska
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Patent number: 4541948Abstract: The invention relates to new polyalkyl indan-1-ones, to processes for manufacturing them and to the use thereof in perfumes. The new products are polyalkyl substituted hydrindacen-1-ones and polyalkyl substituted hexahydro benz(f) inden(1H)-1-ones belonging to the family of substances defined by the following formula: ##STR1## in which R1, R2, R3, R4 are H or an alkyl radical having one to three atoms of carbon and X is a --CHR5-- group or a --CHR5--CHR6-- group in which R5 and R6 are H or CH3 and at least three of the radicals R1, R2, R3, R4, R5 and R6 are alkyl radicals.Type: GrantFiled: February 28, 1983Date of Patent: September 17, 1985Assignee: P. Robertet & Cie [Societe Anomyme]Inventor: Daniel R. Joulain
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Patent number: 4529490Abstract: Aryliodonium salts resulting from the condensation of aryliodosotosylates and aryl ketones are provided which are used as photoinitiators to effect deep section UV cures. Deep section photopolymerizable organic materials are also provided which can be used as encapsulating agents to encapsulate a wide variety of electronic components.Type: GrantFiled: May 23, 1983Date of Patent: July 16, 1985Assignee: General Electric CompanyInventors: James V. Crivello, Julia L. Lee
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Patent number: 4522754Abstract: The novel complex of the formula I ##STR1## can be produced for example by electrochemical oxidation of 2-fluoro-5,6,11,12-tetraselenotetracene in the presence of an inert organic solvent and a bromide-containing electrolyte. The novel 2-fluoro-5,6,11,12-tetraselenotetracene can for its part be produced by reacting 2,3-naphthalenedicarboxylic anhydride, in the presence of a Friedel-Crafts catalyst, with fluorobenzene to 2-(4-fluorobenzoyl)-naphthalene-3-carboxylic acid; cyclizing this to 2-fluoro-5,12-naphthacenequinone; reducing the 2-fluoro-5,12-naphthacenequinone to 2-fluorotetracene; reacting the 2-fluorotetracene with sulfuryl chloride to 2-fluoro-5,11- or 2-fluoro-6,12-dichlorotetracene; and finally reacting the last-mentioned at elevated temperature with selenium to obtain 2-fluoro-5,6,11,12-tetraselenotetracene. The complex of the formula I is metallically conducting, and is distinguished by a stable metallic phase down to at least 5.degree. K.Type: GrantFiled: November 2, 1983Date of Patent: June 11, 1985Assignee: Ciba Geigy CorporationInventors: Bruno Hilti, Carl W. Mayer, Grety Rihs
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Patent number: 4477668Abstract: (+)-5-Methyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5,10-imine, and its pharmaceutically acceptable salts is useful as an anxiolytic, antidepressant, anticonvulsant, muscle relaxant and in the treatment of mixed anxiety-depression, minimal brain dysfunction and extrapyramidal disorders such as Parkinson's disease. The racemate of the compound is produced by a four-step synthetic process in about 65% yield from 5H-dibenzo[a,d]cyclohepten-5-one.Type: GrantFiled: September 3, 1982Date of Patent: October 16, 1984Assignee: Merck & Co., Inc.Inventors: Dean R. Bender, Sandor Karady, Theresa Rothauser
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Patent number: 4456620Abstract: D-Homo-4,17-androstadien-3-one is a pharmacologically effective compound having antiandrogenic activity upon topical application. The compound can be prepared from D-homo-5,17-androstadien-3.beta.-ol by oxidation with simultaneous isomerization of the 5(6)-double bond.Type: GrantFiled: April 13, 1982Date of Patent: June 26, 1984Assignee: Schering AktiengesellschaftInventors: Henry Laurent, Rudolf Wiechert
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Patent number: 4440943Abstract: 3,7-Substituted phenoxiodinin-5-ium compounds are effective against a variety of aerobic and anaerobic bacteria as well as fungi. The compounds of this invention may be prepared by the direct iodination of a suitably substituted diphenyl ether with iodosyl sulfate in concentrated sulfuric acid. The resulting bisulfate anion may be exchanged with a desired anion by standard metathetic processes.Type: GrantFiled: March 15, 1982Date of Patent: April 3, 1984Assignee: The Dow Chemical CompanyInventor: Edward E. Flagg
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Patent number: 4438272Abstract: Tetracyclic spiro-hydantoin derivatives useful in the treatment of complications arising from diabetes mellitus.Type: GrantFiled: April 15, 1982Date of Patent: March 20, 1984Assignee: Alcon Laboratories, Inc.Inventor: Billie M. York, Jr.
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Patent number: 4390721Abstract: A novel 3-endo-protected hydroxyl-tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is described which can be alkylated stereospecifically to give a 5-endo-protected hydroxyl-bicyclo[2,2,1]heptan-2-one which may then be converted via a sequence of reactions into prostaglandins of the F-series having a protecting group at the 9-position. The synthesis of the tricyclo[3,2,0,0.sup.2,7 ]heptan-6-one is also described.Type: GrantFiled: November 1, 1978Date of Patent: June 28, 1983Assignee: Allen & Hanburys LimitedInventor: Stanley M. Roberts
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Patent number: 4374984Abstract: Compounds of the formula ##STR1## wherein the substituents A, Z, R.sup.1, R.sup.2, R.sup.3, R.sup.4, X, n and m are defined hereinbeloware effective photoinitiators, especially for the photopolymerization of ethylenically unsaturated compounds and for the curing of printing inks.Type: GrantFiled: March 4, 1981Date of Patent: February 22, 1983Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Jurgen Eichler, Claus Herz, Karl-Heinz Neisius, Gregor Wehner
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Patent number: 4332810Abstract: Novel N-(substituted) derivatives of 2,5-ethano-8-hydroxy (or methoxy)-1,2,3,4,5,6-hexahydro-3 (or 4)-benzazocine of the formula: ##STR1## are centrally acting analgesics effective in the relief of pain.Type: GrantFiled: January 26, 1981Date of Patent: June 1, 1982Assignee: Merck & Co., Inc.Inventors: Patrice C. Belanger, Robert N. Young
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Patent number: 4327036Abstract: Process for nuclear chlorination of non-phenolic aromatic compounds, said process comprising contacting and reacting a non-phenolic aromatic compound having a net Hammett .sigma. value of about -0.1 to about 2.0 with chlorine monoxide in the presence of at least one-half an equivalent amount, based on the chlorine monoxide, of an acid having a pK.sub.a no greater than that of trichloroacetic acid, provided, however, when the net Hammett .sigma. value is about 0.7 to about 2.0, the acid has a pK.sub.a no greater than that of trifluoroacetic acid.Type: GrantFiled: May 8, 1980Date of Patent: April 27, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Frank D. Marsh
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Patent number: 4298535Abstract: There is presented a synthetic process for the production of anthracyclinones, the aglycones of the anthracyclines. Also disclosed are novel intermediates in the above process. The end product aglycones may thereafter be utilized to produce biologically useful products such as carminomycin or adriamycin.Type: GrantFiled: October 20, 1980Date of Patent: November 3, 1981Assignee: Hoffmann-La Roche Inc.Inventors: Pierre Vogel, Pierre-Alain Carrupt
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Patent number: 4284819Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma, tobacco flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of acetyl hydrindacenes and acetyl indanes and mixtures of same, said acetyl indanes and acetyl hydrindacenes having the structures: ##STR1## and existing in the liquid phase at ambient temperature and pressure.Type: GrantFiled: June 5, 1980Date of Patent: August 18, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Manfred H. Vock, Frederick L. Schmitt, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4282354Abstract: In general, materials having the structure ##STR1## wherein A represents phenylene, napthylene, anthracenediyl, and dibenzothien-diyl;R.sub.1 and R.sub.2, which may be the same or different when taken alone represent hydrogen, cyano, alkylcarbonyl and arylcarbamoyl, arylcarbonyl, cyanoaryl;R.sub.1 and R.sub.2, when taken together, represent sufficient atoms to form substituted and unsubstituted radicals selected from the group consisting of furanylidene, fluorenylidene, pyrimidinylidene, thiazolidinylidene, pyrrolinyl, and indenyl, isoxazolinylidene, pyrazolinylidene and indanylidene, wherein said substituents are selected from the group consisting of hydrogen, cyano, aryl, oxo, thioxo, nitro, alkyl, nitroaryl, carbamoyl and cyanoalkyl; andalkyl represents an alkyl group having from one to six carbon atoms; aryl represents an aromatic nucleus selected from the group consisting of benzene, napthalene or anthracene, are useful in electrophoretic migration imaging processes.Type: GrantFiled: April 18, 1979Date of Patent: August 4, 1981Assignee: Eastman Kodak CompanyInventors: James A. Van Allan, Louis J. Rossi, Melvin S. Bloom, Michael T. Regan, Hal E. Wright, Joseph Y. Kaukeinen
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Patent number: 4277631Abstract: A novel norpatchoulenol synthesis is disclosed. The key step in the synthesis is an intramolecular Diels-Alder condensation of a trisubstituted silyloxy derivative of cyclohexadienone. Novel intermediates, namely trisubstituted silyloxy methanonaphthalenes (Formula V, infra) and trisubstituted silyloxy cyclohexadienes (Formula IV, infra) are also disclosed.Type: GrantFiled: August 6, 1979Date of Patent: July 7, 1981Assignee: Givaudan CorporationInventor: Wolfgang Oppolzer
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Patent number: 4268692Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n -wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.Type: GrantFiled: September 24, 1979Date of Patent: May 19, 1981Assignee: Pfizer Inc.Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4268523Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.Type: GrantFiled: September 24, 1979Date of Patent: May 19, 1981Assignee: Pfizer Inc.Inventors: Thomas H. Althuis, Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4260511Abstract: Described for use in augmenting or enhancing the aroma of solid or liquid anionic, cationic or nonionic detergents are acetyl hydrindacenes and acetyl indanes and mixtures of same.Type: GrantFiled: June 5, 1980Date of Patent: April 7, 1981Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Manfred H. Vock, Frederick L. Schmitt, Joaquin Vinals, Jacob Kiwala
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Patent number: 4247484Abstract: Novel keto-diphenol compounds are disclosed. These compounds are intermediates in the production of novel tetraphenolic compounds which have utility as branching agents in the production of novel, randomly branched polycarbonates.Type: GrantFiled: September 20, 1979Date of Patent: January 27, 1981Assignee: General Electric CompanyInventors: Victor Mark, Charles V. Hedges
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Patent number: 4215044Abstract: Process for preparing an organic compound of the formula R.sup.2 R.sup.2 CFC(O)R.sup.3, which process comprises contacting and reacting in a reaction mixture which includes an inert solvent, at a temperature of -40.degree. C. to -100.degree. C., ROF and ##STR1## R is polyfluoroperhaloalkyl of 1-6 carbon atoms or FOCF.sub.2 ; R.sup.1 is hydrocarbyl of 1-6 carbon atoms;each R.sup.2 is selected from H, alkyl of 1-17 carbon atoms, cycloalkyl of 3-6 carbon atoms, aryl, heteroaryl and such alkyl, cycloalkyl, aryl and heteroaryl substituted by halogen or alkoxy of 1-6 carbon atoms;R.sup.3 is selected from H, alkyl and haloalkyl of 1-16 carbon atoms, cycloalkyl of 3-10 carbon atoms, aryl and haloaryl, OSi(R.sup.1).sub.3, OH, NH.sub.2, alkoxy of 1-6 carbon atoms, aryloxy, NHR.sup.1 and NR.sup.1.sub.2 wherein R.sup.1 is alkyl of 1-6 carbon atoms, N-arylamino and nitrogen or sulfur heterocyclic of 4-5 carbon atoms;R.sup.3 and one R.sup.2 taken together is a diradical which with the C.dbd.Type: GrantFiled: April 23, 1979Date of Patent: July 29, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventor: William J. Middleton
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Patent number: 4209543Abstract: Processes and compositions are described for the use in foodstuff flavor and aroma, tobacco flavor and aroma and perfume and perfumed article aroma augmenting, modifying, altering and enhancing compositions and as foodstuff, chewing gum, toothpaste, medicinal product, tobacco, perfume and perfumed article aroma imparting materials of acetyl hydrindacenes and acetyl indanes and mixtures of same, said acetyl indanes and acetyl hydrindacenes having the structures: ##STR1## and existing in the liquid phase at ambient temperature and pressure.Type: GrantFiled: October 20, 1978Date of Patent: June 24, 1980Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Manfred H. Vock, Frederick L. Schmitt, Joaquin Vinals, Jacob Kiwala