Plural Six-membered Hetero Rings Patents (Class 549/415)
  • Patent number: 4588713
    Abstract: Compounds of the formula ##STR1## are disclosed wherein R.sup.1 stands for hydrogen, C.sub.1-4 straight or branched alkyl or pharmacologically acceptable cation,R.sup.2 stands for hydrogen, C.sub.1-4 alkanoyl, benzoyl, or benzoyl substituted by C.sub.1-4 alkyl or halogen, and R.sup.2 can further represent tetrahydropyranyl, trialkylsilyl or alkoxyalkyl,A stands for ethylene, cis or trans-vinylene or --C.dbd.C--,n may represent 2, 3 or 4. The compounds are highly effective in the inhibition of thrombocyte aggregation while at the same time exert only a very small hypotensive effect.
    Type: Grant
    Filed: January 14, 1985
    Date of Patent: May 13, 1986
    Assignee: Chinoin Gyogyszer Vegyeszeti Termekek Gyara Rt.
    Inventors: Peter Gyory, Geza Galambos, Karoly Kanay, Jozsef Ivanics, Gyorgy Dorman, Gabor Kovacs, Istvan Stadler, Sandor Virag, Istvan Tomoskozi, Peter Kormoczky, Marianna Kovacs
  • Patent number: 4582919
    Abstract: There is described a novel process for producing hydroquinone derivatives of the formula ##STR1## wherein R is an ether protecting group, and their conversion into d-.alpha.-tocopherol, starting from compounds of the formula ##STR2## wherein R is an ether protecting group and R.sup.1 is hydrogen or an ether protecting group.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: April 15, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Barner, Josef Hubscher
  • Patent number: 4578482
    Abstract: A process for producing prostacyclins of the formula ##STR1## wherein the symbol G.sup.1, R.sup.1, R.sup.2, R.sup.31 and R.sup.41 are as defined in claim 1,which comprises reacting 5,6-dehydroprostaglandins F.sub.2 of the formula ##STR2## wherein the symbol G, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined in claim 1,with a mercury (II) compound in an inert organic solvent in the presence of tri(C.sub.1 -C.sub.6)alkylamine, treating the reaction product with a boron hydride compound, and if necessary, subjecting the reaction product to deprotecting reaction, hydrolysis reaction, or salt-forming reaction.This process is industrially advantageous process for the preparation of prostacyclin and its derivatives.
    Type: Grant
    Filed: December 21, 1983
    Date of Patent: March 25, 1986
    Assignee: Teijin Limited
    Inventors: Ryoji Noyori, Masaaki Suzuki, Akira Yanagisawa, Seizi Kurozumi
  • Patent number: 4564620
    Abstract: Pharmaceutically useful compounds are 5,6,7-trinor-4,8-inter-m-phenylene PGI.sub.2 derivatives such as 5,6,7-trinor-4,8-inter-m-phenylene-13,14-didehydro PGI.sub.2, 5,6,7-trinor-4,8-inter-m-phenylene-16,16-dimethyl PGI.sub.2, 5,6,7-trinor-4,8-inter-m-phenylene-17-.alpha.-methyl-20-homo PGI.sub.2, 5,6,7-trinor-4,8-inter-m-phenylene-17,18,19,20-tetranor-16-phenoxy PGI.sub.2, 5,6,7-trinor-4,8-inter-m-phenylene-20-isopropylidene PGI.sub.2, 5,6,7-trinor-4,8-inter-(5-methyl-1,3-phenylene) PGI.sub.2, and 5,6,7-trinor-4,8-inter-m-phenylene-2,3-didehydro-16,17,18,19,20-pentanor-1 5-phenyl PGI.sub.2. They are useful in treatment of ulcers, thrombii and hypertension for example.
    Type: Grant
    Filed: January 3, 1984
    Date of Patent: January 14, 1986
    Assignee: Toray Industries, Inc.
    Inventors: Kiyotaka Ohno, Hiroshi Nagase, Mamoru Ishikawa, Kazuhisa Matsumoto, Shintaro Nishio
  • Patent number: 4562207
    Abstract: A novel prostaglandin analogue of the formula: ##STR1## [wherein the symbol represents .beta.-configuration, the dotted line ---------- represents .alpha.-configuration, and the double bond between C.sub.13 -C.sub.14 represents transconfiguration] and cyclodextrin clathrates thereof, and non-toxic salts thereof are useful for the treatment and/or prevention of diseases induced by platelet aggregation, such as thrombosis, or induced by cytodamage.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: December 31, 1985
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Katsuhiro Imaki, Takashi Muryobayashi, Akiyoshi Kawasaki
  • Patent number: 4560786
    Abstract: .DELTA..sup.8,9 -Prostane derivatives of Formula I ##STR1## wherein R.sub.1 is CH.sub.2 OH or ##STR2## wherein R.sub.2 is hydrogen, alkyl, cycloalkyl, aryl, or a heterocyclic residue; or R.sub.1 is ##STR3## wherein R.sub.3 is an acid residue or R.sub.2 ; A is --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH;B is --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH-- or --C.tbd.C--W is a free or functionally modified hydroxymethylene group or free or functionally modified ##STR4## wherein the OH--group can be in the .alpha.-- or .beta.-- position; D and E jointly are a direct bond orD is straight chain or branched alkylene or alkenylene of 1-10 carbon atoms which can optionally be substituted by fluorine atoms, and E is oxygen, sulfur, a direct bond, --C.tbd.C-- or --CR.sub.6 .dbd.CR.sub.7 --, wherein R.sub.6 and R.sub.7 differ from each other and each is hydrogen, chlorine or alkyl;R.sub.4 is free or functionally modified hydroxy andR.sub.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: December 24, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduechel, Norbert Schwarz, Helmut Vorbrueggen, Walter Elger, Olaf Loge, Michael-Harold Town
  • Patent number: 4558142
    Abstract: The prostacyclins 7-fluoro-6,9-epoxy-16-substituted-15-hydroxyprost-[4 or 5,13]-dienoic acids and esters useful as anti-secretory agents, blood pressure lowering agents, anti-ulcerogenic agents, anti-hypertensive agents, bronchodilation agents and for combating gastro-hyperacidity and as anti-blood platelet aggregating agents.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: December 10, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: George W. Holland, Perry Rosen, Hans Maag
  • Patent number: 4554363
    Abstract: Process for the preparation of bicyclic ketones containing blocked hydroxy groups, of general Formula I ##STR1## wherein R.sub.1 is the residues --CH.sub.2 OR.sub.2 wherein R.sub.2 means benzyl, dimethyl-tert-butylsilyl, diphenyl-tert-butylsilyl, dimethylphenylsilyl, tribenzylsilyl, or tetrahydropyranyl, ##STR2## with R.sub.2 having the meanings given above, R.sub.4 meaning hydrogen or methyl, and R.sub.5 meaning a straight-chain or branched-chain, saturated or unsaturated alkyl residue which can contain fluorine, chlorine, 1,2-methylene, 1,1-trimethylene, or methoxy substitutents, or a CH.sub.2 --X-Aryl residue with X meaning CH.sub.2 or O and Aryl meaning phenyl or a heterocyclic residue, which residues can be substituted by methyl, methoxy, fluorine, chlorine, bromine, or trifluoromethyl, or ##STR3## with the meanings for R.sub.2, R.sub.4, and R.sub.5 as indicated above, and R.sub.3 having the meanings set forth for R.sub.2, it being possible for R.sub.3 to be identical to R.sub.2 or different from R.sub.
    Type: Grant
    Filed: June 23, 1983
    Date of Patent: November 19, 1985
    Assignee: Schering Aktiengesellschaft
    Inventor: Helmut Vorbrueggen
  • Patent number: 4551472
    Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4550214
    Abstract: The present invention relates to vinyl biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is vinyl and the other is hydrogen, and the cyclic moiety A is a -2,5-, -2,3-, or -3,4- di-OR-1-phenyl moiety wherein R is a hydroxy-protecting group, polymers prepared therefrom, and methods of preparation thereof. The subject vinyl biphenyls can be polymerized and the resultant polymers deblocked to remove the R groups and provide the corresponding polymeric dihydroxybiphenyls which can be employed as redox polymers.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: October 29, 1985
    Assignee: Polaroid Corporation
    Inventor: Avinash C. Mehta
  • Patent number: 4549015
    Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: October 22, 1985
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4537989
    Abstract: A compound of the formula ##STR1## wherein X.sup.1 is a free or an esterified carboxyl group, or a group of the formula: ##STR2## (R.sup.a and R.sup.b are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C.sub.1 -C.sub.4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7 membered saturated heterocyclic group), Y is a group of the formula: ##STR3## (R.sup.6 is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group) or ##STR4## (R.sup.6 is as defined above), R.sup.1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sup.2 is a hydrogen atom or R.sup.1 and R.sup.2, when taken together, mean a single linkage to form a double bond between the carbon atoms which they are linked, R.sup.3 is a hydroxyl group or a protected hydroxyl group, R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.
    Type: Grant
    Filed: April 15, 1983
    Date of Patent: August 27, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiichi Ono, Akihiko Sugie, Masami Muraoka, Michihiro Yamamoto
  • Patent number: 4524204
    Abstract: A process for replacing and recovering the anion of an acid-stable organic cationic salt comprises the steps of:(a) preparing a first dispersion or solution by combining(i) a first acid-stable, organic cationic salt having an anion,(ii) a water-immiscible organic solvent, and(iii) the acid of a solubilizing anion, thereby forming (1) a second organic cationic salt having said solubilizing anion, and (2) an acid of said anion of said first organic cationic salt, and (3) an excess, if any, of an acid of said solubilizing anion, said second organic cationic salt having a solubility in 2-ethoxyethanol:2-methoxyethyl acetate (1:1 by weight) at least 5 percent greater than said first organic cationic salt;(b) removing the acid formed in said first dispersion or solution by, at least once(i) mixing water with said first dispersion or solution to form a mixture comprising (1) said first dispersion or solution, and (2) a second solution comprising water, at least a portion of the acid formed in said first solution, an
    Type: Grant
    Filed: August 4, 1980
    Date of Patent: June 18, 1985
    Assignee: Eastman Kodak Company
    Inventor: Karl H. Drexhage
  • Patent number: 4508811
    Abstract: An optical recording element having a recording layer which comprises an alkylpyrylium-squarylium dye, as well as novel alkylpyrylium-squarylium compounds.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: April 2, 1985
    Assignee: U.S. Philips Corporation
    Inventors: Dirk J. Gravesteijn, Christiaan Steenbergen, Jan Van der Veen, Wilhelmus P. M. Nijssen
  • Patent number: 4499293
    Abstract: Prostaglandin (PG.sub.1) derivatives having a 5,6-didehydro feature, for example an enol ether of the formula ##STR1## said derivatives having pharmacological activity. Processes for preparing them and the appropriate intermediates are disclosed.
    Type: Grant
    Filed: July 28, 1977
    Date of Patent: February 12, 1985
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Frank H. Lincoln, John E. Pike
  • Patent number: 4484000
    Abstract: New hydroquinones having the formula: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2; R is a residue of formula: ##STR2## wherein Q is selected from the residues --COZR.sub.4 wherein Z is 0 or NR.sub.5, --OX wherein X is R.sub.5 or --COR.sub.7, --NR.sub.8 R.sub.9, --PO(OR.sub.10)[O].sub.x R.sub.11 wherein x is 0 or 1, --SO.sub.2 R.sub.12 or --CN, and salts thereof with organic or inorganic acid bases.The groups, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, k and n are defined hereafter.These compounds are used as stabilizers in photographic materials.
    Type: Grant
    Filed: June 18, 1982
    Date of Patent: November 20, 1984
    Assignee: Ciba-Geigy AG
    Inventor: Frederick H. Howell
  • Patent number: 4479966
    Abstract: Prostaglandin I.sub.2 analogues of the formula: ##STR1## [wherein the symbol between the carbon atoms in positions 5 and 6 represents a single or double bond, Y represents ethylene or trans-vinylene, R.sup.1 represents hydrogen, alkyl of 1 to 12 carbon atoms, aralkyl of 7 to 12 carbon atoms, cycloalkyl of 4 to 7 carbon atoms optionally substituted by alkyl of 1 to 4 carbon atoms, phenyl optionally substituted by chlorine, trifluoromethyl, alkyl of 1 to 4 carbon atoms or phenyl, a --C.sub.m H.sub.2m COOR.sup.7 group (wherein m represents an integer of from 1 to 12 and R.sup.7 represents alkyl of 1 to 4 carbon atoms), a --C.sub.n H.sub.2n OR.sup.8 group (wherein n represents an integer of from 2 to 12 and R.sup.8 represents hydrogen or alkyl of 1 to 4 carbon atoms) or a ##STR2## group (wherein R.sup.9 and R.sup.10 each represent alkyl of 1 to 4 carbon atoms and n is as hereinbefore defined), R.sup.2 represents hydrogen or a hydroxy-protecting group, R.sup.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: October 30, 1984
    Assignee: Ono Pharmaceutical Company, Ltd.
    Inventors: Masaki Hayashi, Yoshitaka Konishi, Yoshinobu Arai
  • Patent number: 4474971
    Abstract: Single enanitiomers of 6-(2-hydrocarbyl-substituted ethenyl)-bearing, 4-hydroxy tetrahydro-2H-pyran-2-ones, e.g., 6.alpha.-[2-(2-methyl-1-naphthyl)ethenyl]-3,4,5,6-tetrahydro-4.beta.-hydro xy-2H-pyran-2-one (4R,6S) are obtained by a multi-step process which includes protecting and deprotecting hydroxy groups at various stages.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: October 2, 1984
    Assignee: Sandoz, Inc.
    Inventor: James R. Wareing
  • Patent number: 4466969
    Abstract: Prostacyclin, although having a useful dilating effect on blood vessels, is not sufficiently stable to ensure successful use as a hypotensive agent.A 7-oxo prostacyclin derivative of the general formula ##STR1## in which R.sub.1 represents the radical OR.sub.3 whereinR.sub.3 represents hydrogen, a straight-chain or branched optionally substituted, (C.sub.1 -C.sub.10)alkyl, optionally substituted aryl, optionally substituted cycloalkyl, optionally substituted heterocyclic,orR.sub.1 represents the radical NHR.sub.4 whereinR.sub.4 represents hydrogen, or a group derived from an unsaturated or saturated, unsubstituted or substituted, (C.sub.1 -C.sub.15)organic carboxylic or sulphonic acid,A represents --CH.sub.2 --CH.sub.2 --, cis--CH.dbd.CH-- or trans--CH.dbd.CH--,W represents ##STR2## either having a free or functionally modified hydroxy group which may be in the .alpha.- or .beta.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: August 21, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Robert C. Nikolson, Helmut Vorbruggen, Jorge Casals-Stenzel, Gerda Mannesmann
  • Patent number: 4467101
    Abstract: Acylamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or an --NH-- group,W represents a --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO-- group, orX-W together represent a --CO-- or --CO--NHSO.sub.2 -- group,A represents optionally substituted phenylene, thienylene or furylene,Y represents hydrogen, hydroxyl, formyloxy, amino or sulpho optionally present in salt form, andZ represents hydrogen, orY and Z together represent an oxo group or an .dbd.N--O--R.degree. group in which R.degree. represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 is a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: August 21, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Karoly Kocsis, Peter Schneider, Bruno Fechtig, Riccardo Scartazzini
  • Patent number: 4439365
    Abstract: This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives useful as bronchodilators, anti-ulcer agents, or as intermediates.
    Type: Grant
    Filed: July 18, 1979
    Date of Patent: March 27, 1984
    Assignee: American Cyanamid Company
    Inventors: Middleton B. Floyd, Jr., Martin J. Weiss, John F. Poletto, Robert E. Schaub, Karel F. Bernady
  • Patent number: 4435584
    Abstract: 2-Methyl-3-hydroxy-4H-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydropyran intermediate is substantially complete. Other valuable related gamma-pyrones are prepared in analogous manner from appropriate alcohols.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: March 6, 1984
    Assignee: Pfizer Inc.
    Inventors: Thomas M. Brennan, Daniel P. Brannegan, Paul D. Weeks, Donald E. Kuhla
  • Patent number: 4418061
    Abstract: A secalonic acid derivative of the formula (I); ##STR1## wherein R is ##STR2## wherein R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-4 alkyl group; R.sub.3 is a hydrogen atom, a C.sub.1-4 alkyl group, an aryl group, a C.sub.1-5 alkoxy group, a halogen atom, a cyano group, a carboxyl group, a sulfonic acid group, a carboxylic acid amide group or a sulfonic acid amide group; and R.sub.4 is a saturated or unsaturated C.sub.1-22 alkyl group, an aryl group or an aryl alkyl group, and may have a substituent;and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: April 7, 1982
    Date of Patent: November 29, 1983
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Mitsuru Shibukawa, Chisei Shibuya, Kunihiko Ishii
  • Patent number: 4417064
    Abstract: The present invention relates to novel biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CH.sub.3-m X.sub.m wherein X is chloro or bromo and m is an integer one or two, and the cyclic moiety A is a -2,5-; -2,3-; or -3,4-di-OR-1-phenyl moiety wherein R is a hydroxy-protecting group and to a method of preparing same. The biphenyl compounds are useful as intermediates in preparing redox compounds containing a phenylhydroquinone or phenylcatechol moiety.
    Type: Grant
    Filed: October 22, 1981
    Date of Patent: November 22, 1983
    Assignee: Polaroid Corporation
    Inventor: Avinash C. Mehta
  • Patent number: 4389526
    Abstract: Novel methods are provided for synthesizing 2-amino-2-tetritol, by positive halogen addition to protected 1,4-dioxybutene-2 in the presence of a nitrile, resulting in addition of a halo functionality and the nitrile functionality across the double bond. Upon hydrolysis, the desired erythro-product can be obtained in stereochemically good yield.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: June 21, 1983
    Assignee: The Regents of the University of California
    Inventors: Milos Sovak, Ramachandran Ranganathan
  • Patent number: 4367340
    Abstract: Compounds of the general formula I are disclosed as useful intermediates in the preparation of prostanoids: ##STR1## wherein A represents O or H, OR.sub.z ;R.sup.z represents hydrogen or a protecting group;R.sup.x represents hydrogen or a protecting group; andR.sup.y represents halogen, a substituted thio group, di-substituted amino group, or a group of the formula R.sup.2, and R.sup.2 represents a straight-or branched-chain alkyl alkenyl or alkynyl group which may optionally be substituted by one or more carboxyl, carboxylic acid ester, or free or protected hydroxyl, thiol, aldehyde or keto groups;with the provisos that R.sup.x is not hydrogen when A is O and R.sup.y is R.sup.2 ; and that when A is H, OR.sup.z R.sup.y is R.sup.2 and R.sup.x and R.sup.z are not both hydrogen.Processes for the preparation of these compounds and of 2-substituted 4-hydroxy-cyclopent-2-en-1-one derivatives are also disclosed.
    Type: Grant
    Filed: March 4, 1981
    Date of Patent: January 4, 1983
    Assignee: The Australian National University
    Inventors: Rodney W. Rickards, Melvyn Gill, Robert M. Christie
  • Patent number: 4365072
    Abstract: Biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CHO and the cyclic moiety A is a -2,5-; 2,3; or 3,4-di-OR-1-phenyl moiety wherein R is hydrogen or a hydroxy-protecting group are disclosed. The compounds are useful as intermediates in preparing redox compounds containing a phenylhydroquinone or phenylcatechol moiety.
    Type: Grant
    Filed: October 22, 1981
    Date of Patent: December 21, 1982
    Assignee: Polaroid Corporation
    Inventor: Avinash C. Mehta
  • Patent number: 4346228
    Abstract: 11-Oxoprostaglandin derivatives of the formula ##STR1## wherein R.sub.2 is a hydrogen atom or alkyl of 1-5 carbon atoms,R.sub.3 is alkyl of 1-5 carbon atoms, alkylaryl, cycloalkyl of 5-6 ring carbon atoms and a total of 5-10 carbon atoms; benzodioxol-2-yl, phenyl, naphthyl or phenyl or naphthyl substituted by phenyl, halogen, alkyl of 1-4 carbon atoms, chloromethyl, fluoromethyl, carboxyl or hydroxy;A is --CH.sub.2 --CH.sub.2 --, cis--CH.dbd.CH--, or trans--CH.dbd.CH--;B is --CH.sub.2 --CH.sub.2 -- or trans--CH.dbd.CH--,D and E collectively are a direct bond or D is alkylene of 1-5 carbon atoms and E is an oxygen or sulfur atom; esters thereof; readily cleavable 9,15 and 9,15 ethers thereof; methanesulfonylamides thereof, and physiologically acceptable salts thereof with bases; possess the activity of the corresponding natural prostaglandins with a surprisingly longer duration of effectiveness, greater selectivity, and better effects, and can be produced, e.g.
    Type: Grant
    Filed: April 15, 1976
    Date of Patent: August 24, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduechel, Helmut Vorbrueggen, Walter Elger, Olaf Loge, Eckehard Schillinger
  • Patent number: 4343796
    Abstract: The invention relates to compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 are the same or different groups selected from hydrogen or acyl orR.sub.1 and R.sub.2 together may represent an acetal group, andX and Y are the same or different groups selected from hydroxy, an etherified hydroxy and an esterified hydroxy group,having valuable lipid lowering, anti-inflammatory and immuno-modulating properties.
    Type: Grant
    Filed: June 11, 1981
    Date of Patent: August 10, 1982
    Assignee: AKZO NV
    Inventor: Marinus B. Groen
  • Patent number: 4340543
    Abstract: Sulfonium compounds represented by the formula ##STR1## have anticancer activity, immunostimulant activity and the like, and useful as the active components of drugs and agricultural chemicals.
    Type: Grant
    Filed: February 3, 1981
    Date of Patent: July 20, 1982
    Assignee: Taiho Pharmaceutical Company Limited
    Inventors: Akihide Koda, Mikio Hori, Mitsugi Yasumoto, Ichiro Yamawaki, Yuji Yamada, Katsuo Takikawa
  • Patent number: 4338249
    Abstract: 16-Fluoro-prostaglandins and pharmaceutical compositions containing the same are prepared. They are useful, for example, as anti-ulcer agents.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: July 6, 1982
    Assignee: Farmitalia Carlo Erba
    Inventors: Renato Pellegata, Carmelo Gandolfi