Two Rings Only In Acid Moiety Patents (Class 560/118)
-
Patent number: 4266075Abstract: Bicyclic aldehyde derivatives of formula ##STR1## containing a single or a double bond in the position indicated by the dotted lines and wherein symbol R.sup.1 represents a hydrogen atom or a methyl radical and R.sup.2 defines a linear or branched alkyl radical containing 1 to 6 carbon atoms.Compounds (I) find specific utility as perfuming and flavoring agents.Process for the preparation of said compounds (I) starting from cyclopentadiene or a methyl substituted cyclopentadiene and an alkyl 4-oxo-butenoate.Type: GrantFiled: November 19, 1979Date of Patent: May 5, 1981Assignee: Firmenich, S.A.Inventors: Ferdinand Naf, Rene Decorzant
-
Patent number: 4261652Abstract: A novel liquid crystal compound has the molecular structure: ##STR1## where R is an alkyl group, which may contain up to 18 carbon atoms and which may be normal or branched and may contain a chiral center, ##STR2## is a bicyclo (2.2.2) octane ring, --X-- is and Y is a cyano group CN or R.sup.1 or OR.sup.1 where R.sup.1 has the same definition as R.The compound may be used in mixtures with other liquid crystal compounds in the same or other families and the compound or mixtures may be used in known liquid crystal devices, eg the twisted nematic and cholesteric-to-nematic phase change devices, depending on its properties.Type: GrantFiled: August 1, 1979Date of Patent: April 14, 1981Assignee: 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, Stephen M. Kelly, Damien G. McDonnell, Alan Mosley
-
Patent number: 4260805Abstract: This disclosure describes certain 11-hydroxy and 11-deoxy-1-ketocarboxylic acid prostanoic acids and derivatives useful as bronchodilators, hypotensive agents, anti-ulcer agents or intermediates.Type: GrantFiled: September 27, 1979Date of Patent: April 7, 1981Assignee: American Cyanamid CompanyInventor: Middleton B. Floyd, Jr.
-
Patent number: 4260806Abstract: Stable biologically active thromboxane A.sub.2 analogues having the formula: ##STR1## wherein R.sup.1 is OR.sup.3, where R.sup.3 represents hydrogen or a pharmaceutically acceptable cation or lower alkyl group; orR.sup.1 is NR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are the same or different substituents selected from the group consisting of hydrogen and lower alkyl group; andR.sup.2 is hydrogen or an --OH group.The thromboxane analogues are potent thrombotic agents, useful in cardiovascular treatment.Type: GrantFiled: October 24, 1979Date of Patent: April 7, 1981Assignee: Research CorporationInventors: Kyriacos C. Nicolaou, Ronald L. Magolda, David A. Claremon
-
Patent number: 4259523Abstract: This invention provides new mono-deuterated prostaglandins having prolonged uterotonic activity.Type: GrantFiled: May 11, 1979Date of Patent: March 31, 1981Assignee: Sandoz Ltd.Inventors: Pietro Bollingen, Manfred Krieger
-
Patent number: 4254278Abstract: This disclosure describes certain 11-hydroxy and 11-deoxy-1-ketocarboxylic acid prostanoic acids and derivatives useful as bronchodilators, hypotensive agents, anti-ulcer agents or intermediates.Type: GrantFiled: September 27, 1979Date of Patent: March 3, 1981Assignee: American Cyanamid CompanyInventor: Middleton B. Floyd, Jr.
-
Patent number: 4254277Abstract: (1R, Trans)-cyclopropane compounds, substantially free of other stereoisomers, and having the formula ##STR1## wherein X is chlorine, bromine or OR in whichR is hydrogen, a salt-forming cation, an alkyl group or residues of certain other alcohols; andR.sup.1 is certain optionally halogenated hydrocarbyl groups, are highly active pesticides or intermediates therefore.Type: GrantFiled: December 20, 1979Date of Patent: March 3, 1981Assignee: Shell Oil CompanyInventors: Steven A. Roman, Samuel B. Soloway
-
Patent number: 4245121Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.Type: GrantFiled: February 4, 1980Date of Patent: January 13, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady
-
Patent number: 4243678Abstract: Compounds of the formula ##STR1## wherein R is (a) optionally-substituted and optionally-hydrogenated biphenylyl, (b) optionally-substituted and optionally-hydrogenated bicyclic aryl having from 8 to 12 ring carbon atoms or (c) a radical of the formula ##STR2## R.sup.1 is aliphatic hydrocarbyl, alicyclic hydrocarbyl or optionally-substituted phenyl;R.sup.2 is --H or lower aliphatic hydrocarbyl;R.sup.3 is --H, lower alkyl, cycloalkyl, optionally-substituted phenyl or, with R.sup.4, alkylene;R.sup.4 is lower alkyl, cycloalkyl, optionally-substituted phenyl, optionally-(nuclearly)-substituted phenalkyl or, with R.sup.3, alkylene;or R.sup.2,R.sup.3 and R.sup.4, together with the carbon to which each is bound, are adamantyl; andn is 3, 4 or 5;and salts thereof with a base are pharmacologically active. Esters thereof are valuable intermediates for the preparation of the pharmacologically-active compounds. Physiologically-acceptable embodiments are administered, e.g.Type: GrantFiled: December 15, 1978Date of Patent: January 6, 1981Assignee: Byk Gulden Lomberg Chemische Fabrik GmbHInventor: Walter Krastinat
-
Patent number: 4243677Abstract: Perhaloalkylvinylcyclopropanecarboxylates having the general formula ##STR1## are disclosed wherein one of Y and Z is a perhaloalkyl group. Compounds in which R is hydroxy, halogen or lower alkoxy are novel intermediates for preparation of insecticidal esters in which R is --OR.sup.1 where R.sup.1 is a wide variety of alcohol residues. The insecticidal efficacy and preparation of the compounds and intermediates therefor are described and exemplified.Type: GrantFiled: July 30, 1979Date of Patent: January 6, 1981Assignee: FMC CorporationInventor: John F. Engel
-
Patent number: 4242278Abstract: A process for the preparation of 2-(2',2',2',-trihalogenoethyl)-4-halogenocyclobutan-1-ones of the formula ##STR1## in which one of the radicals R.sub.1 and R.sub.2 is methyl and the other is hydrogen or methyl, or R.sub.1 and R.sub.2 together are an alkylene group having 2 to 4 carbon atoms, and X and Y are each chlorine or bromine, comprising reacting a 2,4,4,4-tetrahalogenobutyric acid chloride in the presence of an organic base with an ethylene compound which is disubstituted in 1-position by the radicals R.sub.1 and R.sub.Type: GrantFiled: October 3, 1978Date of Patent: December 30, 1980Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Hans Greuter, Eginhard Steiner, Daniel Bellus
-
Patent number: 4242521Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a hydrocarbyl group, W is a chlorine or bromine atom or --OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: January 25, 1980Date of Patent: December 30, 1980Assignee: Shell Oil CompanyInventor: James E. Powell
-
Patent number: 4231953Abstract: Fluoro substituted aryl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.Type: GrantFiled: June 4, 1979Date of Patent: November 4, 1980Assignee: Zoecon CorporationInventors: Clive A. Henrick, Barbara A. Garcia
-
Patent number: 4229315Abstract: Cyclohexane derivatives of the formula ##STR1## wherein the rings A and B are identical or different and are each a 1,4-disubstituted phenyl or cyclohexyl ring; X is --CO--O -- or --O--CO--; R.sub.1 is alkyl of 1-8 carbon atoms; and R.sub.2 is alkyl of 1-8 carbon atoms, and when the ring B is phenyl, R.sub.2 is alkyl, alkoxy or alkanoyloxy, each of up to 8 carbon atoms, or --CN, have valuable liquid crystalline properties.Type: GrantFiled: January 5, 1979Date of Patent: October 21, 1980Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Rudolf Eidenschink, Ludwig Pohl
-
Patent number: 4225726Abstract: This invention relates to an improved method for the catalyzed condensation of aldehydes in the liquid phase to form 1,3-glycol monoesters utilizing tin metal or a tin oxide catalyst. Condensation can be visualized as an aldol condensation followed by a Tischenko reaction between the aldol and a third molecule of aldehyde. In its simplest form the condensation can be illustrated by the following general formula ##STR1## R or R.sup.1 =Hydrogen or alkyl group of 1 to 20 carbon atoms or aromatic groups. R and R.sup.1 can also be part of a cyclic system.Type: GrantFiled: May 23, 1979Date of Patent: September 30, 1980Assignee: Eastman Kodak CompanyInventors: Don L. Morris, Anthony W. McCollum
-
Patent number: 4223155Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydrocarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the neutral terpene, 3-carene.Type: GrantFiled: July 26, 1979Date of Patent: September 16, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4221812Abstract: Cyclopropanecarboxylic acid esters of the formula ##STR1## wherein X.sub.1 represents chlorine or bromine, R.sub.1 represents hydrogen, methyl, vinyl, ethynyl or cyano, Y.sub.1 represents hydrogen, fluorine, chlorine or bromine, and n is 2, processes for their manufacture and their use in pest control.Type: GrantFiled: February 5, 1979Date of Patent: September 9, 1980Assignee: Ciba-Geigy CorporationInventors: Jozef Drabek, Hans Greuter, Pierre Martin
-
Patent number: 4220795Abstract: Novel C15 cyclobutyl analogs or derivatives of prostaglandins of the E-, A- and F-classes are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties such as platelet antiaggregating agents, gastric antisecretory agents and brochodilating agents.Type: GrantFiled: August 14, 1978Date of Patent: September 2, 1980Assignee: Miles Laboratories, Inc.Inventors: Harold C. Kluender, Henry C. Arndt
-
Patent number: 4219562Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an optionally halo-substituted hydroxcarbyl group, and X is --C(O)Cl, --C(O)Br or C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: March 8, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4219563Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a hydrocarbyl group, W is a chlorine or bromine atom or --OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: June 21, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: James E. Powell
-
Patent number: 4219565Abstract: A cyclopropane compound having the formula ##STR1## wherein R is a residue of certain alcohols; andR.sup.1 is hydrogen, or certain optionally halogenated hydrocarbyl groups,are highly active pesticides.Type: GrantFiled: June 26, 1979Date of Patent: August 26, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4218347Abstract: Bicyclic aldehyde derivatives of formula ##STR1## containing a single or a double bond in the position indicated by the dotted lines and wherein symbol R.sup.1 represents a hydrogen atom or a methyl radical and R.sup.2 defines a linear or branched alkyl radical containing 1 to 6 carbon atoms.Compounds (I) find specific utility as perfuming and flavoring agents.Process for the preparation of said compounds (I) starting from cyclopentadiene or a methyl substituted cyclopentadiene and an alkyl 4-oxo-butenoate.Type: GrantFiled: September 8, 1978Date of Patent: August 19, 1980Assignee: Firmenich SAInventors: Ferdinand Naf, Rene Decorzant
-
Patent number: 4218402Abstract: 2,2-Dimethyl-3-((oxyimino)methyl)cyclopropanecarboxylic acids are prepared by treating the mixed anhydride of acetic and caronaldehydic acids with an acid addition salt of a hydroxylamine or of a hydrocarbyloxylamine followed by hydrolysis of the oxyimino-substituted product thereby obtained.Type: GrantFiled: July 16, 1979Date of Patent: August 19, 1980Assignee: Shell Oil CompanyInventor: Steven A. Roman
-
Patent number: 4216172Abstract: A process for the preparation of a cyclobutanone of the formula ##STR1## in which R.sup.1 to R.sup.6 each independently is a hydrogen, halogen, cyano, alkoxy, alkoxycarbonyl, carboxamido, dialkylphosphono, alkyl, cycloalkyl, aryl, aralkyl or alkenyl radical, or two of them together with the carbon atom to which each is linked form a ring,comprising reacting an N,N-disubstituted carboxylic acid amide of the formula ##STR2## in which R.sup.7 and R.sup.8 each independently is an alkyl, cycloalkyl, alkenyl, aryl or aralkyl radical or together form a ring, with an inorganic acid halide, and then reacting the product with a tertiary amine, an olefin of the formula ##STR3## and a Lewis acid, and subsequently hydrolyzing the mass. Preferably isobutyric acid dimethylamide is employed as the carboxylic acid amide, phosgene is employed as the inorganic acid halide, triethylamine is employed as the tertiary amine and zinc chloride or titanium tetrachloride is employed as the Lewis acid.Type: GrantFiled: March 13, 1978Date of Patent: August 5, 1980Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Willy Hartmann
-
Patent number: 4215142Abstract: Prostaglandin E.sub.1 analogues of the general formula: ##STR1## [wherein Y represents ethylene or trans-vinylene, Z represents ethylene or trans-vinylene, R.sup.1 represents a hydrogen atom, an alkyl group containing from 1 to 12 carbon atoms, an aralkyl group containing from 7 to 12 carbon atoms, a cycloalkyl group containing from 4 to 7 carbon atoms and unsubstituted or substituted by at least one alkyl group containing from 1 to 6 carbon atoms, a phenyl group unsubstituted or substituted by at least one chlorine atom, trifluoromethyl group, alkyl group containing from 1 to 4 carbon atoms or phenyl group, a --C.sub.m H.sub.2m COOR.sup.5 group (wherein m represents an integer of from 1 to 12 and R.sup.5 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms), a --C.sub.n H.sub.2n OR.sup.6 group (wherein R.sup.6 represents a hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms and n represents an integer of from 2 to 12), or a ##STR2## group (wherein R.sup.7 and R.Type: GrantFiled: September 8, 1978Date of Patent: July 29, 1980Assignee: Ono Pharmaceutical Co. Ltd.Inventors: Masaki Hayashi, Katsuichi Shimoji, Yoshinobu Arai
-
Patent number: 4215141Abstract: 4,4,5,5-tetrachloro-2,2-dimethyl-spiropentane-1-carboxylic acid 3-phenoxy-benzyl esters of the formula ##STR1## in which R and R.sup.1 each independently is hydrogen or halogen, andR.sup.2 is hydrogen, cyano or ethynyl,which possess insecticidal and acaricidal properties.Type: GrantFiled: May 21, 1979Date of Patent: July 29, 1980Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Ingeborg Hammann, Wilhelm Stendel
-
Patent number: 4211789Abstract: (1R,cis)-cyclopropane compounds, substantially free of other stereoisomers, and having the formula ##STR1## wherein R is the residue of certain alcohols; andR.sup.1 is hydrogen, or certain optionally halogenated hydrocarbyl groups, are highly active pesticides.Type: GrantFiled: February 21, 1979Date of Patent: July 8, 1980Assignee: Shell Oil CompanyInventors: Steven A. Roman, Samuel B. Soloway
-
Patent number: 4211792Abstract: (1R,trans)-cyclopropane compounds, substantially free of other stereoisomers, and having the formula ##STR1## wherein X is chlorine, bromine or OR in whichR is hydrogen, a salt-forming cation, an alkyl group or residues of certain other alcohols; andR.sup.1 is certain optionally halogenated hydrocarbyl groups, are highly active pesticides or intermediates therefore.Type: GrantFiled: February 21, 1979Date of Patent: July 8, 1980Assignee: Shell Oil CompanyInventors: Steven A. Roman, Samuel B. Soloway
-
Patent number: 4208428Abstract: The invention relates to prostaglandin analogues of the general formula: ##STR1## (wherein A represents a grouping of the formula: ##STR2## B represents an alkylene group containing from 1 to 7 carbon atoms or a group ##STR3## (wherein the group --(CH.sub.2).sub.n --may be attached to the ortho, meta or para position of the phenyl ring and m and n, which may be the same or different, each represent an integer from 1 to 5 inclusive, the sum of the integers represented by m and n being from 2 to 6 inclusive), X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, W represents ethylene or trans-vinylene, Z represents a halogen atom, and R.sup.1 represents a hydrogen atom or an alkyl group containing from 1 to 12 carbon atoms) and cyclodextrin clathrates of such acids and esters and, when R.sup.1 represents a hydrogen atom, non-toxic salts thereof, which possess characteristic prostaglandin-like properties.Type: GrantFiled: July 13, 1978Date of Patent: June 17, 1980Assignee: Ono Pharmaceutical Co. Ltd.Inventors: Masayasu Kurono, Nobuyuki Hamanaka, Shigeru Sakuyama, Takeshi Chiba, Hisao Nakai
-
Patent number: 4202989Abstract: This disclosure describes novel 15-deoxy-16-hydroxy-16-substituted prostanoic acids and congeners thereof having utility as bronchodilators as hypotensive agents, and as agents for the control of excessive gastric secretion.Type: GrantFiled: August 1, 1977Date of Patent: May 13, 1980Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Martin J. Weiss, Charles V. Grudzinskas, Sow-Mei L. Chen
-
Patent number: 4202988Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.Type: GrantFiled: March 30, 1977Date of Patent: May 13, 1980Assignee: American Cyanamid CompanyInventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady
-
Patent number: 4198521Abstract: This disclosure describes novel 15-deoxy-16-hydroxy-16-substituted prostanoic acids and congeners thereof having utility as bronchodilators, as hypotensive agents and as agents for the control of excessive gastric secretion.Type: GrantFiled: December 5, 1977Date of Patent: April 15, 1980Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Martin J. Weiss, Charles V. Grudzinskas, Sow-Mei L. Chen
-
Patent number: 4198430Abstract: Optionally active 13,14-dehydro-11-deoxy prostaglandins useful in inhibiting gastric secretions and as anti-asmthmatic agents are disclosed.Type: GrantFiled: March 8, 1976Date of Patent: April 15, 1980Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Carmelo Gandolfi, Renato Pellegate, Franco Faustini, Angelo Fumagalli
-
Patent number: 4197407Abstract: This disclosure describes derivatives, analogs, and congeners of prostanoic acid having a terminal cyclic moiety in the .beta.-chain which possess the pharmacological activities associated with the prostaglandins.Type: GrantFiled: March 30, 1977Date of Patent: April 8, 1980Assignee: American Cyanamid CompanyInventors: Allan Wissner, Martin J. Weiss, Karel F. Bernady
-
Patent number: 4192950Abstract: This disclosure describes novel 15-deoxy-16-hydroxy-16-substituted prostanoic acids and congeners thereof having utility as bronchodilators as hypotensive agents, and as agents for the control of excessive gastric secretion.Type: GrantFiled: September 22, 1977Date of Patent: March 11, 1980Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Martin J. Weiss, Charles V. Grudzinskas, Sow-Mei L. Chen
-
Patent number: 4189597Abstract: This disclosure describes certain 11-(2-hydroxyethylthio)-9-keto-prostenoic acid E series derivatives, and their intermediates, useful as bronchodilators and inflammatory medeator release inhibitors.Type: GrantFiled: October 17, 1977Date of Patent: February 19, 1980Assignee: American Cyanamid CompanyInventors: Martin J. Weiss, Gerald J. Siuta
-
Patent number: 4188310Abstract: The present invention relates to novel compounds useful as fragrance materials which have the structure ##STR1## wherein the dashed line may be either a carbon-carbon single bond or a carbon-carbon double bond. The invention also provides methods of preparing these compounds from the reaction products of acetoacetic esters and 2,2,3-trimethyl-3-cyclopenten-1-acetaldehyde and fragrance compositions which include the compounds.Type: GrantFiled: November 2, 1978Date of Patent: February 12, 1980Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Brian J. Willis, John M. Yurecko, Jr.
-
Patent number: 4180675Abstract: The present invention relates to 15-cycloalkyl-prostaglandins of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## W represents ethylene or trans-vinylene, X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.1 represents a hydrogen atom or a methyl or ethyl group, R.sup.2 represents a straight- or branched-chain alkyl group containing from 2 to 8 carbon atoms or a phenyl group unsubstituted or substituted by an alkyl group containing from 1 to 3 carbon atoms, R.sup.3 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 3 carbon atoms, and n represents 4 or 5 and cyclodextrin clathrates of such acids and esters and, when R represents a hydrogen atom, non-toxic salts thereof.These new compounds exhibit characteristic prostaglandin-like activities.Type: GrantFiled: December 5, 1977Date of Patent: December 25, 1979Assignee: Warner-Lambert CompanyInventors: Masaki Hayashi, Seiji Kori, Isao Ohyama, Sadahiko Iguchi, Takanori Okada
-
Patent number: 4180672Abstract: Organothiocyclopentanes of the formula ##STR1## wherein E represents >C.dbd.O or ##STR2## in which Z' represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; X represents --S--, --CH.sub.2 --, --CH.dbd.; represents a single or double bond; R' represents a monovalent or divalent organic group containing 1 to 25 carbon atoms; R represents a monovalent organic group containing 1 to 25 carbon atoms; Z represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; and when both E and Z represent a hydroxyl group or a protected hydroxyl group, X represents --S--.Also, 2-organothio-2-cyclopentenones of the formula ##STR3## wherein R and Z are as defined above. The compounds of formula (I) are prepared by reacting 2,3-epoxy-cyclopentanone or its derivatives with mercaptans in the presence of basic compounds.Type: GrantFiled: March 7, 1977Date of Patent: December 25, 1979Assignee: Teijin LimitedInventors: Seizi Kurozumi, Takeshi Toru, Makiko Kobayashi, Yoshinobu Hashimoto
-
Patent number: 4180677Abstract: This disclosure describes novel 15-hydroxy prostanoic acid derivatives having anti-ulcer, bronchodilator, and hypotensive activity.Type: GrantFiled: October 28, 1977Date of Patent: December 25, 1979Assignee: American Cyanamid CompanyInventors: Robert E. Schaub, Martin J. Weiss
-
Patent number: 4161596Abstract: Unsaturated carbamoyloxy carboxylates having low color are produced by reacting hydroxyalkyl carbamates such as N-methyl 2-hydroxyethyl carbamate with acrylic or methacrylic acid in contact with a lower alkoxy substituted phenolic or alkylated alkoxyphenolic polymerization inhibitor at a critical low reaction temperature of 40.degree. C. to 80.degree. C. Novel unsaturated carbamoyloxy carboxylates are also disclosed.Type: GrantFiled: August 25, 1978Date of Patent: July 17, 1979Assignee: Union Carbide CorporationInventors: Frank G. Cowherd, III, Louis F. Theiling, Jr.
-
Patent number: 4154611Abstract: The present invention relates to novel bicyclic compounds useful as photographic silver halide developing agents, to the preparation of these compounds and to photographic products, processes and compositions employing the same. The subject compounds may be represented by the formula ##STR1## wherein R.sub.1 and R.sub.2, the same or different, each represents hydrogen, a hydrocarbon moiety, preferably an alkyl group, --COOH or --COOR.sup.1 wherein R.sup.1 is an alkyl group; R.sub.3 and R.sub.4, the same or different, each represent hydrogen or an alkyl group, R.sub.5 represents hydrogen or --COR.sup.2 wherein R.sup.2 is an alkyl group; R.sub.6 represents hydrogen when R.sub.5 is hydrogen and represents hydrogen or --OCOR.sup.3 wherein R.sup.3 is an alkyl group the same as R.sup.2 when R.sub.5 represents --COR.sup.2 ; X represents --OH, --NH.sub.2 or --NHCOR.sup.4 wherein R.sup.4 represents an alkyl group the same as R.sup.2 ; Y represents --OH or --OCOR.sup.5 wherein R.sup.Type: GrantFiled: February 27, 1978Date of Patent: May 15, 1979Assignee: Polaroid CorporationInventors: James R. Bartels-Keith, Eva R. Karger
-
Patent number: 4152524Abstract: This disclosure describes novel 15-hydroxy prostanoic acids and derivatives thereof useful as bronchodilators and hypotensive agents.Type: GrantFiled: January 6, 1977Date of Patent: May 1, 1979Assignee: American Cyanamid CompanyInventors: Robert E. Schaub, Martin J. Weiss
-
Patent number: 4152527Abstract: The 15-substituted-.omega.-pentanorprostaglandins and various intermediates employed in their preparation. The novel prostaglandins of this invention have been found to have activity profiles comparable to the parent prostaglandins, but exhibit a greater tissue specificity of action.Type: GrantFiled: December 27, 1973Date of Patent: May 1, 1979Assignee: Pfizer Inc.Inventors: Hans-Jurgen E. Hess, Thomas K. Schaaf
-
Patent number: 4139717Abstract: 1,3-Dicarbonyl compounds useful as medicines, agricultural chemicals, perfumes, and their intermediates are prepared by reacting a specific .alpha.,.beta.-unsaturated carbonyl compound with a specific organic copper lithium compound in the presence of an aprotic inert organic solvent, and then reacting the reaction product with an organic carboxylic acid halide or anhydride. In particular, novel 2-acyl-3-substituted cyclopentan-1-ones and 2-acyl-3-substituted cyclohexan-1-ones having important physiological activities are provided.Type: GrantFiled: January 4, 1977Date of Patent: February 13, 1979Assignee: Teijin LimitedInventors: Seizi Kurozumi, Takeshi Toru, Toshio Tanaka, Shuzi Miura, Makiko Kobayashi, Sachio Ishimoto
-
Patent number: 4138423Abstract: Novel N-dithio carbamoyl oxime compounds have exceptional pesticidal activity.Type: GrantFiled: July 1, 1976Date of Patent: February 6, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
-
Patent number: 4138583Abstract: Analogues of prostaglandins A, E, and F in which the C.sub.13 -C.sub.20 chain of the natural prostaglandins is replaced by a cycloalkenyl or a hydroxycycloalkenyl moiety such that vinylene radical and the hydroxyl group of the ring respectively retain their natural sequential positions at C.sub.13 -C.sub.14 and C.sub.15, inhibit aggregation of platelets in vitro and exhibit useful cardiovascular activity in vivo.Type: GrantFiled: June 6, 1977Date of Patent: February 6, 1979Assignee: Miles Laboratories, Inc.Inventors: Warren D. Woessner, William G. Biddlecom, Henry C. Arndt, George P. Peruzzotti, Charles J. Sih
-
Patent number: 4138582Abstract: Analogues of prostaglandins A, E, and F in which the C.sub.13 -C.sub.20 chain of the natural prostaglandins is replaced by a cycloalkenyl or a hydroxycycloalkenyl moiety such that vinylene radical and the hydroxyl group of the ring respectively retain their natural sequential positions at C.sub.13 -C.sub.14 and C.sub.15, inhibit aggregation of platelets in vitro and exhibit useful cardiovascular activity in vivo.Type: GrantFiled: June 6, 1977Date of Patent: February 6, 1979Assignee: Miles Laboratories, Inc.Inventors: Warren D. Woessner, William G. Biddlecom, Henry C. Arndt, George P. Peruzzotti, Charles J. Sih
-
Patent number: 4134911Abstract: 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: December 2, 1976Date of Patent: January 16, 1979Assignee: Allen & Hanburys LimitedInventor: Stanley M. Roberts
-
Patent number: 4128720Abstract: Prostaglandins of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## X represents ethylene or cis-vinylene, Y represents ethylene or trans-vinylene, R represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.1 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 10 carbon atoms, R.sup.2 represents a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms, R.sup.3 represents a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms, a cycloalkyl group containing from 4 to 7 carbon atoms, or a grouping of the formula: ##STR3## wherein R.sup.4 and R.sup.5 each represents a hydrogen or halogen atom, a trifluoromethyl group or an alkyl group containing from 1 to 3 carbon atoms, or R.sup.2 and R.sup.Type: GrantFiled: February 11, 1976Date of Patent: December 5, 1978Assignee: Ono Pharmaceutical CompanyInventors: Masaki Hayashi, Seiji Kori, Hajimu Miyake