Dextrin Derivatives Patents (Class 536/46)
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Patent number: 5011918Abstract: A polysaccharide derivative having the structure Sacch--O--Z--Ar--CH.dbd.N--Y or ##STR1## where Sacch--O-- represents a polysaccharide molecule; Z is --(CH.sub.2).sub.n -- or ##STR2## Ar is a divalent aromatic group; Y is (a) a monovalent group derived from a water-soluble substituted or unsubstituted aromatic compound containing only one free primary amine group, or (b) a monovalent group derived from a water-soluble substituted or unsubstituted aliphatic or cycloaliphatic compound containing only one primary amine group, or (c) a multivalent group derived from a water-soluble protein containing more than one primary amine group; n is one or greater; and m is zero or greater, is prepared by first modifying the polysaccharide with a reagent to introduce free aromatic aldehyde groups and then reacting with a suitable amine-containing reagent. The siloxane-containing starch derivaties are useful in glass forming size compositions.Type: GrantFiled: January 25, 1990Date of Patent: April 30, 1991Assignee: National Starch and Chemical Investment Holding CorporationInventors: Robert L. Bilimers, David M. Del Giudice, Martin M. Tessler
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Patent number: 4956351Abstract: An antiviral composition for adminisitration to a mammal, in particular, intranasally, for the treatment of the common cold by control of common rhinoviruses. The composition is an inclusion complex of a cyclodextrin, e.g. an .alpha.-, .beta.- or .gamma.-cyclodextrin or derivatives thereof and an antiviral agent.Type: GrantFiled: June 23, 1988Date of Patent: September 11, 1990Assignee: Janssen Pharmaceutica N.V. frame-543Inventors: Jean L. Mesens, Koenraad J. L. M. Andries
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Patent number: 4952565Abstract: A new inclusion complex of ibuproxam with beta-cyclodextrin is described, which is prepared by adding ibuproxam to a boiling aqueous solution of beta-cyclodextrin, stirring the reaction mixture at the boiling temperature, cooling to a temperature of 0.degree. C. to 5.degree. C. and isolating the title complex.The analgesic, antipyretic and antiinflammatory properties of the inclusion complex of ibuproxam with beta-cyclodextrin are equivalent to those of ibuproxam alone, but owing to its better water-solubility the complex can be more easily formulated into pharmaceutical forms.Type: GrantFiled: November 13, 1987Date of Patent: August 28, 1990Inventors: Janko Zmitek, Jenny Milovac, Zdravko Kopitar, Mirjan Zorz, Boris Rusjakovski
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Patent number: 4948395Abstract: The media is permethylated hydroxy ether of cyclodextrin and is used in capillary gas chromatographic columns.Type: GrantFiled: September 12, 1989Date of Patent: August 14, 1990Assignee: Advanced Separations Technologies Inc.Inventor: Daniel W. Armstrong
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Patent number: 4935446Abstract: The present invention relates to novel isomers of PGAs, PGDs, PGEs, PGFs, 6-keto-PGE.sub.1 s, 6-keto-PGF.sub.1 s, PGI.sub.2 s, 6,9.alpha.-nitrilo-PGI.sub.1 s and 6,9.alpha.-methano-PGI.sub.2 s, having a specific steric configuration, which are replaced by an alkyl (C.sub.1 to C.sub.8)-substituted cycloalkyl (C.sub.4 to C.sub.7) group in 1S,S) form, in 1S,R) form or in cis form at the 15-, 16- or 17-position of the PG skeleton, and, alkyl esters thereof, non-toxic salts thereof, non-toxic acid addition salts thereof and cyclodextrin clathrates thereof, possessing more potent PG-like pharmacological activity than other isomers.Type: GrantFiled: March 30, 1989Date of Patent: June 19, 1990Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Hajimu Miyake, Tadao Okegawa
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Patent number: 4897472Abstract: This invention provides a simple and efficient technique for isolating and purifying alpha-, beta- and especially gamma-cyclodextrins, and also their chemical derivatives. The isolation of different cyclodextrin subforms is based on the use of specially designed macromolecular adsorbents. These adsorbents contain covalently bound ligands which are of suitable size to penetrate the internal cavity of the cyclodextrin molecules and form specific inclusion complexes with cyclodextrins. By means of this invention it is also possible to increase the proportion of any of the cyclodextrin subforms or its chemical derivative by removing the corresponding cyclodextrin subform with a specific sorbent.Type: GrantFiled: May 12, 1988Date of Patent: January 30, 1990Assignee: Oy Alko AbInventors: Timo Korpela, Simo Laakso, Mauri Makela
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Patent number: 4886788Abstract: Cyclodextrin clathrates of carbacyclin analogs of general Formula I ##STR1## wherein R.sub.1 is hydrogen, alkyl or alkenyl of up to 10 carbon atoms,A is a --CH.sub.2 CH.sub.2 --, trans--CH.dbd.CH--, or --C.tbd.C-- group,W is a free or functionally modified hydroxymethylene group or a free or functionally modified ##STR2## wherein the OH-group can be in the .alpha.- or .beta.-position,D is ##STR3## alkylene, or unsaturated alkylene each of which can optionally be substituted by fluorine atoms,m is 1, 2 or 3,E is a direct bond, a --C.tbd.C-- group, or --CR.sub.4 .dbd.CR.sub.5 -- group, wherein R.sub.4 is hydrogen or an alkyl group of 1-5 carbon atoms, and R.sub.5 is hydrogen or an alkyl group of 1-5 carbon atoms, and R.sub.5 is hydrogen, halogen, or an alkyl group of 1-5 carbon atoms,R.sub.2 is alkyl or alkenyl of up to 10 carbon atoms, cycloalkyl of 3-10 carbon atoms or an optionally substituted aryl group of 6-10 carbon atoms, or a heterocyclic group, andR.sub.Type: GrantFiled: March 9, 1987Date of Patent: December 12, 1989Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Helmut Vorbrueggen, Helmut Dahl, Claus-Steffen Stuerzebecher, Karl-Heinz Thierauch
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Patent number: 4883785Abstract: An anti-fungal complex formed of a polyene anti-fungal agent, such as amphotericin B, and cyclodextrin, preferably .gamma.-cyclodextrin, is provided. The complex which includes amphoterin B has improved water solutility and stability over prior art amphotericin B anti-fungal agents. A method for forming the complex is also provided wherein anti-fungal agent, such as amphoterin B, is dissolved in an aqueous solution of cyclodextrin of pH ranging from about 9 to about 12 and the resulting solution is maintained at a pH ranging from about 6 to about 8 to form the subject complex. The solution can be lyophilized as desired to achieve higher solubility.Type: GrantFiled: July 27, 1984Date of Patent: November 28, 1989Inventors: Wing-Sun Chow, Shirley C. Chen, Peter Timmins
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Patent number: 4867884Abstract: Mixtures containing cyclodextrins are fractionated by affinity chromatography on matrices bearing hydrophobic ligands. The size and structure of the hydrophobic ligands can be altered to change the relative affinity of the ligands for different cyclodextrins and thus influence chromatographic fractionation.Type: GrantFiled: February 10, 1989Date of Patent: September 19, 1989Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Jacob A. Rendleman, Jr.
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Patent number: 4851523Abstract: Compounds of the general formula (1) ##STR1## in which n is 1 or 2;m is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --; or m is 1-4 and X is --CH.dbd.C.dbd.CH--;R.sup.1 is phenyl, substituted phenyl or naphthyl;Y is substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: October 21, 1987Date of Patent: July 25, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch
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Patent number: 4847370Abstract: Compounds are described of formula ##STR1## wherein n is 1 or 2;m is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --; or m is 1-4 and x is --CH.dbd.C.dbd.CH--;Z is --CH.sub.2 OH, --CHO or --CONHR.sup.1 [where R.sup.1 is a hydrogen atom or C.sub.1-4 alkyl, aryl, --COR.sup.2 (where R.sup.2 is a hydrogen atom or a C.sub.1-4 alkyl or aryl group) or --SO.sub.2 R.sup.3 (where R.sup.3 is a C.sub.1-4 alkyl or aryl group)];Y is substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: October 21, 1987Date of Patent: July 11, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Duncan B. Judd, James D. Meadows
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Patent number: 4847369Abstract: Compounds are described of formula (1) ##STR1## wherein m is 1 to 4;n is zero, 1 or 2;p is 1 to 4;Z is a group CO.sub.2 R.sup.1 where R.sup.1 is(a) a hydrogen atom or an alkyl, phenalkyl or 2-naphthyl group;(b) phenyl or substituted phenyl;(c) --CH.sub.2 COR.sup.5 where R.sup.5 is phenyl substituted phenyl or 2-naphthyl;or Z is --CH.sub.2 OH, --CHO or CONHR.sup.9 [where R.sup.9 is a hydrogen atom or alkyl, aryl, --COR.sup.10 (where R.sup.10 is a hydrogen atom or an alkyl or aryl group) Or --SO.sub.2 R.sup.11 (where R.sup.11 is an alkyl or aryl group)];Y is substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: October 21, 1987Date of Patent: July 11, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Duncan B. Judd, James D. Meadows
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Patent number: 4840807Abstract: Branched dextrin and linear oligosaccharides are produced by degrading starch with alpha-amylase followed by fractionating with a gel-type filtering agent. The branched dextrin is useful in the food fabrication.Type: GrantFiled: August 24, 1987Date of Patent: June 20, 1989Assignee: Sanmatsu Kogyo Kabushiki KaishaInventors: Tsukasa Yoshida, Yoshio Ishige, Masaki Matsudaira, Tadashi Takahashi
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Patent number: 4791104Abstract: The invention is concerned with dihydrobenzothiophene and thiochromane derivatives of the generic formula ##STR1## The compounds show anti-hypertensive, platelet aggregation inhibiting, hypolipemic, antianoxic spasmolytic, anthithrombotic, calcium antagonizing and neuroleptic activity.Type: GrantFiled: December 10, 1986Date of Patent: December 13, 1988Assignee: Maggioni-Winthrop S.p.A.Inventors: Giampaolo Picciola, Mario Riva, PierGiuseppe De Meglio, Piergiorgio Gentili
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Patent number: 4777250Abstract: Low molecular weight chymotrypsin analogs exhibiting the binding and catalytic groups of the real enzyme of the formula ##STR1## where D equals .alpha.-, .beta.- or .gamma.-cyclodextrin; P is X or (CH.sub.2).sub.n X, wherein n equals 0 to 2 and X equals S, NH, or 0; Q equals substituted phenyl with the carboxylate ion attached to the ortho position or equals (CH.sub.2).sub.n, wherein n equals 0 to 3; and R equals hydrogen --CH.sub.3 or --C.sub.2 H.sub.5.The enzyme models are useful as an analytical model mimicking the real enzyme, a stain remover, a laundry detergent additive, a food additive, and as a therapeutic agent for treating enzyme deficiencies.Type: GrantFiled: June 19, 1986Date of Patent: October 11, 1988Assignee: Northwestern UniversityInventors: Myron L. Bender, Valerian T. D'Souza
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Patent number: 4728510Abstract: A bath preparations comprise a cyclodextrin clathrate compound of a component of milk. The bath preparations may further comprise egg white and/or at least one vitamin selected from the goup consisting of vitamin A, vitamins B, vitamin C, Vitamin D, vitamin E, vitamin F and vitamin P. The bath preparations may be used together with a saccharifying enzyme, which is mixed with the bath preparations or which is insulated from the bath preparations.A method for producing the bath preparations comprises contacting milk, which is selected from the group consisting of cow's milk, components of cow's milk, powdered milk, evaporated milk, components of evaporated milk, raw cream and components of raw cream, with cyclodextrin to form a cyclodextrin clathrate compound of the component of milk, and mixing the cyclodextrin clathrate compound of the component of milk with other raw materials of baths.Type: GrantFiled: February 24, 1986Date of Patent: March 1, 1988Assignee: Japan Liquid Crystal Co., Ltd.Inventors: Ichiro Shibanai, Kenji Nakamura
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Patent number: 4707472Abstract: Cycloartenol ferulate/cyclodextrin complex is prepared by including cycloartenol ferulate, which is a component of .gamma.-oryzanol and hardly soluble in water, with cyclodextrin to thereby elevate its solubility in water and improve its absorption through digestive tracts. Thus various pharmaceutical and physiological effects of cycloartenol ferulate are further improved.Type: GrantFiled: February 28, 1986Date of Patent: November 17, 1987Assignee: Zeria Shinyaku Kogyo Kabushiki KaishaInventors: Tetsuya Inagaki, Hidemi Aoki, Hiroyasu Aikawa, Masao Takahashi
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Patent number: 4698363Abstract: Prostaglandin analogues of the formula: ##STR1## (wherein R.sup.1 represents a hydrogen atom or an aliphatic or alicyclic hydrocarbon radical, Y.sup.1 represents a carbonyl or hydroxymethylene group, A.sup.1 represents an alkylene linkage containing 1, 2 or 3 carbon atoms and optionally bearing a methyl or ethyl substituent, R.sup.2 represents a hydrogen atom or a methyl or ethyl group and R.sup.3 represents a hydrogen atom or R.sup.2 and R.sup.3 form an alkylene linkage containing 2 or 3 carbon atoms, optionally bearing a methyl or ethyl substituent, such that the symbols A.sup.1, R.sup.2 and R.sup.3, together with the carbon atoms through which they are connected, may form a cycloalkyl ring of 5, 6, 7 or 8 carbon atoms, optionally bearing one or two methyl or ethyl substituents, or A.sup.1 and R.sup.Type: GrantFiled: November 20, 1985Date of Patent: October 6, 1987Assignee: May & Baker LimitedInventor: Terance W. Hart
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Patent number: 4681934Abstract: A crosslinking agent constituted by a cyclodextrin clathrate compound of a compound having isocyanate group(s). This crosslinking agent is stable at room temperature and very readily initiates crosslinking. The crosslinking agent is prepared by reacting a compound having isocyanate group(s) with cyclodextrin at 65.degree. C. or below in water, and recovering the clathrate compound from the water.Type: GrantFiled: August 22, 1985Date of Patent: July 21, 1987Inventors: Ichiro Shibanai, Koki Horikoshi, Takashi Kato
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Patent number: 4672112Abstract: A new and improved herbicidal and plant growth regulating composition, and the method of manufacturing that composition. The new complex composition of the invention is an inclusion complex of one more benzene sulphonyl urea derivative of the general formula (II) ##STR1## and two or more moles of beta cyclodextrine of the formula (I).Type: GrantFiled: June 6, 1985Date of Patent: June 9, 1987Assignees: Magyar Tudomenyos Akademia Novenyvedelmi Kutato Intezete, Nitrokemia IpartelepekInventors: Gyorgy Matolcsy, Antal Gimesi, Krisztina Pelejtei nee Bauer, Janisz Sztatisz, Agota Tombor nee Szotyori, Tibor Cserhati, Aniko Gerlei nee Komaromy, Mariann Kardos nee Nikoletti, Jozsef Dukai, Dezso Sebok, Csaba Soptei, Lajos Nagy, Ivan Belai
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Patent number: 4638058Abstract: The novel water-soluble compounds are the ethyl ether and the N,N-dialkyl(C.sub.1 to C.sub.4)aminoethyl ethers of .beta.-cyclodextrin (.beta.-CD).The process for the preparation of these ethers is performed by reacting .beta.-CD with an etherifying agent in a basic liquid reaction medium. The reaction medium contains an alkali-metal hydroxide, water and at least one water-miscible organic solvent (for example, dimethoxyethane or isopropanol).Type: GrantFiled: December 14, 1984Date of Patent: January 20, 1987Assignee: Hoechst AktiengesellschaftInventors: Lothar Brandt, Utz-Hellmuth Felcht
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Patent number: 4608366Abstract: Disclosed herein is an oral mobenzoxamine preparation which comprises a clathrate compound of mobenzoxamine or a salt thereof and cyclodextrin. Since the clathrate compound remains extremely stable even when stored for a long period of time and its absorption through the digestive tract is good upon its oral administration, the clathrate compound can be used advantageously as an orally-dosable preparation.Type: GrantFiled: May 30, 1985Date of Patent: August 26, 1986Assignee: Taiyo Pharmaceutical Industry Co., Ltd.Inventors: Takahito Hasegawa, Hideo Adachi
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Patent number: 4603123Abstract: New inclusion compounds of 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxyamide-1,1-dio xide with .alpha., .beta. or .gamma. cyclodextrins, obtained by reaction of said cyclodextrins and said 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxyamide-1,1-dio xide in aqueous or water/organic solutions are described. The ratio between 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-1,1-dioxide and the cyclodextrins is comprised between 1:10 and 1:1; preferably, it is about 1:2.5.The compounds of the invention possess high antiinflammatory and analgesic activities, together with a considerably reduced gastrolesive action.Type: GrantFiled: November 13, 1984Date of Patent: July 29, 1986Assignee: Chiesi Farmaceutici, S.p.A.Inventors: Paolo Chiesi, Vittorino Servadio
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Patent number: 4599327Abstract: 2,6-di-O-methyl-beta-cyclodextrin complexes of compounds of the formula (1a) ##STR1## wherein R.sup.2' stands for C.sub.1 to C.sub.12 alkyl or a group of the formula ##STR2## in which R.sup.11 is C.sub.1 to C.sub.4 alkyl;R.sup.12 is hydrogen or C.sub.1 to C.sub.4 alkyl;n is 0 or 1;p is 1 to 4;r is 1 to 4; andR.sup.3' and R.sup.4' are each C.sub.1 to C.sub.4 alkyl, or pharmaceutically salts thereof are disclosed, having analgesic activity.Type: GrantFiled: December 2, 1983Date of Patent: July 8, 1986Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara RTInventors: Mihaly Nogradi, Dezso Korbonits, Agnes Gottsegen, Sandor Antus, Zsuzsa Furst, Jozsef Knoll, Jozsef Szejtli, Agnes Stadler, Gabor Kovacs, Katalin Marmarosi
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Patent number: 4598070Abstract: An inclusion compound composed of tripamide and cyclodextrin markedly improves the solubility of tripamide which is effective for treatment of essential hypertension.Type: GrantFiled: July 18, 1984Date of Patent: July 1, 1986Assignee: Eisai Co., Ltd.Inventors: Takayuki Ohwaki, Shigeru Sakashita, Masahiro Kawahara, Aishin Shinoda, Yasuo Miyake
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Patent number: 4575548Abstract: An occlusion compound of 2-nitroxymethyl-6-chloropyridine with .beta.-cyclodextrin is disclosed herein as well as a process for preparing the occlusion compound thereof. The occlusion compound of the present invention has a molar ratio of 2-nitroxymethyl-6-chloropyridine to .beta.-cyclodextrin of between about 1:1 and about 3:1. The present occlusion compound is nonvolatile, thereby overcoming the problems associated with the volatility of the 2-nitroxymethyl-6-chloropyridine for pharmacuetical preparations. The process of the present invention is carried out by reacting 2-nitroxymethyl-6-chloropyridine with .beta.-cyclodextrin either by kneading both compounds together with a small amount of a solvent or by mixing both compounds in an appropriate solvent, such as water. The occlusion compound is then precipitated, separated and further purified by conventional methods.Type: GrantFiled: September 26, 1984Date of Patent: March 11, 1986Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Yoshio Ueda, Fumio Shimojo, Kiyoshige Yoshida
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Patent number: 4565807Abstract: The invention relates to a new medicinal composition containing .alpha.-[3-chloro-4-(3-pyrrolin-1-yl)-phenyl]-propionic acid as the pharmacologically active ingredient, having analgesic and antiinflammatory properties, which composition has markedly improved properties, particularly with respect to taste and stability.Type: GrantFiled: July 11, 1983Date of Patent: January 21, 1986Assignee: Ciba-Geigy CorporationInventors: Kaneto Uekama, Mikio Hanafusa, Masashi Tatsumi, Tohru Hibi
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Patent number: 4562207Abstract: 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: GrantFiled: March 8, 1984Date of Patent: December 31, 1985Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Takashi Muryobayashi, Akiyoshi Kawasaki
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Patent number: 4518588Abstract: An inclusion complex is disclosed of N-(1-phenylethyl)-3, 3-diphenyl-propylamine or its hydrochloride complexed with a cyclodextrin as well as a process for the preparation thereof and pharmaceutical compositions containing same. The new inclusion complexes have coronary dilatory activity and have greater water soluble than simple N-(1-phenylethyl)-3, 3-diphenyl-propyl amine or the hydrochloride thereof.Type: GrantFiled: December 22, 1982Date of Patent: May 21, 1985Assignee: CHINOIN Gyogyszer es Vegyeszeti Termekek Gyara Rt.Inventors: Jozsef Szejtli, Agnes Stadler nee Szoke, Maria Vikmon nee Kiraly, Dezso Korbonits, Sandor Virag, Istvan Turcsan, Pal Kiss
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Patent number: 4517202Abstract: Prostaglandin analogues of the general formula: ##STR1## (wherein R.sup.1 represents a hydrogen atom or a straight- or branched-chain alkyl group, Y.sup.1 represents a carbonyl or hydroxymethylene group, represents a single or double bond, A.sup.1 represents an alkylene linkage containing 2 or 3 carbon atoms and optionally bearing a methyl or ethyl substituent, R.sup.2 represents a hydrogen atom or a methyl or ethyl group and R.sup.3 represents a hydrogen atom or else R.sup.2 and R.sup.3 form an alkylene linkage containing 2 or 3 carbon atoms, optionally bearing a methyl or ethyl substituent, such that the symbols A.sup.1, R.sup.2 and R.sup.3, together with the carbon atoms through which they are connected, form a cycloalkyl ring of 6, 7 or 8 carbon atoms, optionally bearing one or two methyl or ethyl substituents, X.sup.1 represents an ethylene or trans-vinylene group, Y.sup.2 represents a carbonyl or hydroxymethylene group, and either (i) A.sup.Type: GrantFiled: May 26, 1983Date of Patent: May 14, 1985Assignee: May & Baker LimitedInventors: Clive W. Bird, Helene I. Butler, Michael P. L. Caton, Edward C. J. Coffee, Geoffrey Darnbrough, Terance W. Hart
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Patent number: 4490525Abstract: Metal-containing or metal-free phthalocyanine-polysaccharide complex defined below is used for removal of mutagens and carcinogens present in aqueous solutions, the said complex having formula of ##STR1## wherein Pc is a metal-containing or metal-free phthalocyanine residue, A is an alkylene group having 2 to 6 carbon atoms or an arylene group having 1 to 3 rings, the integers m and n satisfy both 2<m+n.ltoreq.4 and 1.ltoreq.n.ltoreq.2, and Z is an activated polysaccharide residue.Type: GrantFiled: July 1, 1982Date of Patent: December 25, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Hikoya Hayatsu, Yasuo Tezuka
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Patent number: 4482709Abstract: This invention relates to inclusion compounds of cyclodextrin with the compounds of the general formula [I] and salts thereof, which show pharmacological effects (for example antihypertensive effect), ##STR1## wherein A is straight or branched lower alkylene;R.sup.1 is hydrogen or lower alkyl;R.sup.2 is hydrogen, lower alkyl, phenyl, phenyl-lower alkyl, hydroxyphenyl-lower alkyl, hydroxy-lower alkyl, amino-lower alkyl, guanidino-lower alkyl, imidazolyl-lower alkyl, indolyl-lower alkyl, mercapto-lower alkyl or lower alkylthio-lower alkyl;R.sup.1 or R.sup.2 may join to complete pyrrolidine ring or thiazolidine ring, and each ring may be substituted by phenyl or pyridyl, and phenyl may be resubstituted by hydroxy, lower alkoxy, halogen, nitro or sulfamoyl;R.sup.3 is hydrogen or ##STR2## said lower alkyl and lower alkoxy having 1 to 6 carbon atoms.Type: GrantFiled: September 30, 1982Date of Patent: November 13, 1984Assignee: Santen Pharmaceutical Co., Ltd.Inventors: Jun-ichi Iwao, Tadashi Iso, Masayuki Oya
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Patent number: 4479966Abstract: 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: GrantFiled: January 21, 1980Date of Patent: October 30, 1984Assignee: Ono Pharmaceutical Company, Ltd.Inventors: Masaki Hayashi, Yoshitaka Konishi, Yoshinobu Arai
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Patent number: 4478995Abstract: A complex of an acid addition salt of (2'-benzyloxycarbonyl)phenyl trans-4-guanidinomethylcyclohexanecarboxylate and a cyclodextrin. The complex is useful for the treatment of ulcers.Type: GrantFiled: August 27, 1982Date of Patent: October 23, 1984Assignee: Teikoku Chemical Industry Co., Ltd.Inventors: Masamitu Shinoda, Ikuo Tanaka, Tadahiko Yasuda, Isao Nakajima, Tutomu Adachi, Giichi Ikeda
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Patent number: 4473587Abstract: Prostaglandin E.sub.1 analogues of the general formula: ##STR1## (wherein R.sup.1 represents a single bond or a straight- or branched-chain alkylene group of from 1 to 5 carbon atom(s), R.sup.2 represents a cycloalkyl group of from 4 to 7 carbon atoms either unsubstituted or substituted by at least one straight- or branched-chain alkyl group of from 1 to 8 carbon(s), and the double bond between C.sub.13 and C.sub.14 is trans) and cyclodextrin clathrate thereof, are useful in the prevention or treatment of cytodamage associated with digestive system disease, especially liver damage.Type: GrantFiled: July 21, 1983Date of Patent: September 25, 1984Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Takashi Muryobayashi, Katsuhiro Imaki, Yoshiki Sakai
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Patent number: 4451613Abstract: A photocurable, ethylenically-unsaturated, water-soluble oligomer comprising the reaction product of 100 parts by weight of a dextrin compound, and 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, the oligomer having an average in the range of 0.1 to 0.7 ethylenically-unsaturated moiety per anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of the oligomer is water soluble at 20.degree. C. in a concentration of at least 2.5 percent by weight. The oligomer when photocured in combination with an ethylenically-unsaturated monomer is useful as a photoresist in positive-acting, water-developable, lithographic printing plates.Type: GrantFiled: March 3, 1983Date of Patent: May 29, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventors: Alan D. Rousseau, Laurence W. Reilly, Jr.
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Patent number: 4438262Abstract: Highly dielectric organic compounds can be obtained by cyanoethylating a dihydroxyalkylate of a water-soluble polysaccharide or a derivative thereof with acrylonitrile.Type: GrantFiled: September 30, 1982Date of Patent: March 20, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Ichiki Murase, Fumio Fujita, Toshihiro Ohnishi, Toshifumi Tamura
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Patent number: 4425336Abstract: Cardiac contractility agents are provided which are 3,4-dihydroxy-N-[3-(4-hydroxyphenyl)-1-methyl-n-propyl]-beta-phenethylamin e cyclodextrin complexes.Type: GrantFiled: May 24, 1982Date of Patent: January 10, 1984Assignee: Key Pharmaceuticals, Inc.Inventor: Ronald R. Tuttle
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Patent number: 4424209Abstract: Cardiac contractility agents are provided which are 3,4-di-isobutyryloxy-N-?3-(4-isobutyryloxyphenyl)-1-methyl-n-propyl!-beta- phenethylamine, preferably orally deliverable forms which are cyclodextrin complexes.Type: GrantFiled: June 21, 1982Date of Patent: January 3, 1984Assignee: Key Pharmaceuticals, Inc.Inventor: Ronald R. Tuttle
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Patent number: 4407795Abstract: An inclusion compound of p-hexadecylamino benzoic acid sodium salt in .beta.-cyclodextrin which provides enhanced bioavailability of this antiatherosclerotic agent.Type: GrantFiled: July 16, 1981Date of Patent: October 4, 1983Assignee: American Cyanamid CompanyInventors: Gabriela Nicolau, Alfred P. Tonelli
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Patent number: 4376197Abstract: New indoxylmaltodextrins, an enzymatic process for their preparation and their use as a substrate for the analytical detection and the determination of amylases, and rapid diagnostic agents which contain such indoxylmaltodextrins are described.Type: GrantFiled: January 2, 1981Date of Patent: March 8, 1983Assignee: Behringwerke AktiengesellschaftInventor: Kurt Wallenfels
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Patent number: 4338433Abstract: Moranolines are produced which are useful for controlling blood sugar levels.Type: GrantFiled: December 8, 1980Date of Patent: July 6, 1982Assignee: Nippon Shinyaku Co. Ltd.Inventors: Shingo Matsumura, Hiroshi Enomoto, Yoshiaki Aoyagi, Yoji Ezure, Yoshiaki Yoshikuni, Masahiro Yagi, Nobutoshi Ojima
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Patent number: 4264766Abstract: A water-insoluble immunological reagent being formed from discrete particles of a latex carrier to which a water-soluble polyhydroxy compound is covalently bound having condensed thereto through a covalent link an immunologically active material; process for the manufacture of said reagent; a kit containing said reagent and the use of said reagent in immunological determinations.Type: GrantFiled: September 11, 1978Date of Patent: April 28, 1981Assignee: Hoffmann-La Roche Inc.Inventor: Ernst A. Fischer
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Patent number: 4232009Abstract: Prostaglandin I.sub.2 analogues of the formula: ##STR1## [wherein 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 at least one alkyl group containing from 1 to 4 carbon atoms, phenyl 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.4 group (wherein m is an integer from 1 to 12 and R.sup.4 represents alkyl of 1 to 4 carbon atoms), a C.sub.n H.sub.2n OR.sup.5 group (wherein n is an integer from 2 to 12 and R.sup.5 represents hydrogen or alkyl of 1 to 4 carbon atoms), or a ##STR2## (wherein n is as hereinbefore defined and R.sup.6 and R.sup.7 each represent alkyl of 1 to 4 carbon atoms), R.sup.2 represents hydrogen, methyl or ethyl, X represents a --C.sub.p H.sub.2p --group (wherein p is an integer from 2 to 8) or a ##STR3## (wherein R.sup.Type: GrantFiled: February 22, 1979Date of Patent: November 4, 1980Assignee: ONO Pharmaceutical Co. Ltd.Inventors: Masaki Hayashi, Yoshinobu Arai, Shuichi Ohuchida, Shinsuke Hashimoto
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Patent number: 4117119Abstract: Prostaglandin analogues of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## X represents trans-vinylene or ethylene and Y represents cis-vinylene or ethylene, R represents hydrogen or alkyl of 1 through 12 carbon atoms, R.sup.1, R.sup.2 and R.sup.3 represent hydrogen, or alkyl of 1 through 12 carbon atoms or an aryl group, with the proviso that at least one of the symbols R.sup.1, R.sup.2 and R.sup.3 represents an alkyl or aryl group, are new compounds possessing useful pharmacological properties; they are especially useful for the treatment of gastric ulceration.Type: GrantFiled: May 6, 1977Date of Patent: September 26, 1978Assignee: Ono Pharmaceutical CompanyInventors: Masayasu Kurono, Hisao Nakai, Takashi Muryobayashi
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Patent number: 4109078Abstract: Nucleosides of the formula ##STR1## wherein Z is a free or blocked polysaccharide residue;X is O or S;m is 0 or 1;M.sub.1 is 0 or 1;R.sub.1 and R.sub.2 collectively are a saturated or unsaturated, optionally substituted bivalent organic radical containing up to two nitrogen atoms; andR.sub.3 and R.sub.4 independently are hydrogen, alkyl, alkoxycarbonyl, alkylaminocarbonyl, carboxyl, or nitrile group, or collectively are one of the bivalent radicals ##STR2## and substituted or hydrogenated analogs thereof, are sorbents useful for the separation of nucleoside mixtures.Type: GrantFiled: March 26, 1976Date of Patent: August 22, 1978Assignee: Schering AktiengesellschaftInventors: Helmut Vorbruggen, Ulrich Niedballa
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Patent number: 4073931Abstract: Nitroglycerine inclusion compound in cyclodextrin is obtained by contacting cyclodextrin with nitroglycerine in the presence of water. The inclusion compound is very stable as a quick effective drug for treating angina pectoris and easy in handling.Type: GrantFiled: March 25, 1975Date of Patent: February 14, 1978Assignees: Teijin Limited, Nippon Kayaku Kabushiki KaishaInventors: Eiichiro Akito, Yoshiyuki Nakajima, Masayoshi Horioka
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Patent number: 4066829Abstract: Malto-dextrin poly(H-)sulfate and salts thereof useful as inhibitors of the complement system.Type: GrantFiled: July 12, 1976Date of Patent: January 3, 1978Assignee: American Cyanamid CompanyInventors: Vijay Gopalan Nair, Joseph Peter Joseph, Seymour Bernstein
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Patent number: 3974274Abstract: A compound of the formula: ##SPC1##Wherein R.sup.2 is mesitylsulfonyl or 2,4,6-triisopropylbenzenesulfonyl and n is an integer of 6 or 7, is reacted with a compound of the formula:R.sup.3 --Hwherein R.sup.3 is amino, methyamino, dimethylamino or azido. When R.sup.3 is azido group, the product thus obtained is further subjected to catalytic hydrogenation. A cyclodextrin derivative of the formula: ##SPC2##Wherein R.sup.1 is amino, methylamino or dimethylamino and n is the same as defined above, is obtained. Said cyclodextrin derivative is useful as a hypolipemic agent.Type: GrantFiled: May 22, 1974Date of Patent: August 10, 1976Assignee: Tanabe Seiyaku Co., Ltd.Inventors: Hironori Kurita, Mitsutaka Kawazu, Kohki Takashima