Chalcogen Bonded Directly To Ring Carbon Of The Six-membered Hetero Ring Patents (Class 546/103)
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Patent number: 5086179Abstract: This invention is directed to certain dibenzofurancarboxamides and dibenzofurancarboxamide acids and their use as 5HT.sub.3 antagonists having unique CNS, anti-emetic and gastric prokinetic activity void of any significant D.sub.2 receptor binding properties. Further, this invention relates to a process for the synthesis of stereoisomeric compounds having such CNS, anti-emetic and gastric prokinetic activity.Type: GrantFiled: September 24, 1990Date of Patent: February 4, 1992Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: Matthew R. Powers, Raymond D. Youssefyeh, William L. Studt, Frederick A. Golec
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Patent number: 5032592Abstract: A compound of the formula ##STR1## wherein X has the formula ##STR2## wherein ring a is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl; wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent selected from halogeno, nitro, cyano, trifluoromethyl, alkylthio, alkylsulphinyl, and alkylsulphonyl or each is hydrogen, alkyl, alkoxy or dialkylamino provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent; wherein R.sup.5 and R.sup.6, which may be the same or different, each is hydrogen, halogeno or alkyl; wherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 is carbamoyl, alkyl, cycloalkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkanoyl, alkylcarbamoyl, dialkylcarbamoyl or aroyl; or wherein R.sup.Type: GrantFiled: May 30, 1989Date of Patent: July 16, 1991Assignee: Imperial Chemical Industries PLCInventors: Leslie R. Hughes, John Oldfield, Howard Tucker
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Patent number: 5030631Abstract: Novel tricyclic arylsulfonamides useful for treating hypertension and bronchoconstiction, as well as to their pharmaceutical compositions and methods for using the same.Type: GrantFiled: November 27, 1989Date of Patent: July 9, 1991Assignee: Schering CorporationInventor: Barr E. Bauer
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Patent number: 4994452Abstract: Novel hexahydro-1H-quino[4,3,2-ef][1,4]benzoxazepines and related compounds, intermediates for the preparation thereof, and a method for relieving memory dysfunction, utilizing the compounds are disclosed.Type: GrantFiled: November 28, 1989Date of Patent: February 19, 1991Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: Gregory M. Shutske, Kevin J. Kapples, John D. Tomer, IV
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Patent number: 4985430Abstract: There are disclosed a 9-acylamino-tetrahydroacridine derivative represented by the following formula (I): ##STR1## wherein R ##STR2## are as defined in the specification, its optical antipode or pharmaceutically acceptable acid addition salt thereof and a memory enhancing agent containing the same as an active ingredient.Type: GrantFiled: December 2, 1988Date of Patent: January 15, 1991Assignee: Mitsubishi Kasei CorporationInventors: Shuji Morita, Ken-Ichi Saito, Kunihiro Ninomiya, Akihiro Tobe, Issei Nitta, Mamoru Sugano
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Patent number: 4962198Abstract: The invention relates to a generally applicable process for the hydroxylation of electrophilic aromatic compounds, according to which the electrophilic aromatic compounds are reacted with organic hydroperoxides in the presence of bases.Type: GrantFiled: July 7, 1989Date of Patent: October 9, 1990Assignee: Bayer AktiengesellschaftInventors: Mieczyslaw Makosza, Krzysztof Sienkiewicz
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Patent number: 4960890Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.Type: GrantFiled: October 5, 1989Date of Patent: October 2, 1990Assignee: BASF AktiengesellschaftInventors: Ewald Daltrozzo, Werner Sulger
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Patent number: 4950613Abstract: A method of preparing a labelled specific binding partner, such as a biological probe in the form of an antibody or oligonucleotide probe, using a protected label (the corresponding unprotected label being susceptible to inactivation, such as by hydrolysis to yield a non-chemiluminescent form of the label). The specific binding partner is linked to the label, and an adduct of the label is prepared using a protective adduct former which produces a protected label which is less susceptible to inactivation. Particularly preferred labels are the acridiniums and acridans, most preferably the former having the general structure: ##STR1## wherein the phenyl rings are optionally additionally substituted, R.sub.1 is preferably an alkyl, and R.sub.5 is an optionally substituted hydrocarbon, most preferably a phenyl moiety which is either linked to the specific binding partner, or capable of being linked thereto.Type: GrantFiled: February 26, 1988Date of Patent: August 21, 1990Assignee: Gen-Probe IncorporatedInventors: Lyle J. Arnold, Jr., Alexander A. Waldrop, III, Philip W. Hammond
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Patent number: 4937345Abstract: A process for the preparation of 2-(arylamino)-3-carboxy-9(10H)-acridones of the formula A ##STR1## in which R and R' represent hydrogen, fluorine, chlorine or bromine atoms, alkyl(C.sub.1 -C.sub.4)-, oxalkyl(C.sub.1 -C.sub.4)- or carbonamide groups and x and y denote integers from 1 to 4, by cyclizing 2,5-diarylaminoterephthalic acids of the formula D ##STR2## in which R, R', x and y have the meanings mentioned previously, in a 5- to 15-fold amount by weight of polyphosphoric acid (P.sub.4 O.sub.10 content 80 to about 85%) or of an acidic polyphosphate (P.sub.4 O.sub.10 contents 75 to about 85%) as a water-abstracting agent at about 60.degree. C. to about 100.degree. C.Type: GrantFiled: October 6, 1988Date of Patent: June 26, 1990Assignee: Hoechst AktiengesellschaftInventors: Erwin Dietz, Heinrich Hamal, Frank Prokschy
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Patent number: 4881980Abstract: Pigments of the quinacridonequinone series consisting of 98-20 mol percent of a quinacridonequinone of the general formula (1) ##STR1## in which R denotes a hydrogen or chlorine atom or a methyl or carbonamide group and m and n are 1 or 2, and 1-65 mol percent of a quinacridone of the general formula (2) ##STR2## in which R, m and n have the abovementioned meaning, and 1-15 mol percent of one or two acridone derivatives of the general formulae (3) and/or (4) ##STR3## in which X denotes O or NH and R can be identical or different and, like m and n, has the abovementioned meaning, the added compounds of the general formulae (2), (3) and/or (4) being predominantly incorporated into the crystal lattice if the quinacridonequinone of the general formula (1), processes for their preparation and their use for coloring synthetic and naturally occurring materials.Type: GrantFiled: July 9, 1987Date of Patent: November 21, 1989Assignee: Hoechst AktiengesellschaftInventors: Erwin Dietz, Frank Prokschy
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Patent number: 4834769Abstract: Dye compositions containing (a) at least one blue sulpho group-containing triphendioxazine dye and (b) at least one blue sulpho group-containing anthraquinone dye and preferably (c) lignine sulphonic acid or a salt of it and optionally (d) a non-ionic blending agent are outstandingly suitable for the level and fast dyeing of leather substrates.Type: GrantFiled: December 8, 1987Date of Patent: May 30, 1989Assignee: Sandoz Ltd.Inventors: Michel Dien, Herbert Holliger
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Patent number: 4810636Abstract: Chromogenic acridinone enzyme substrate compounds comprising 7-hydroxy-9H-acridin-2-one chromogens derivatized at the 7-hydroxy-position with an enzymatically-cleavable group and disubstituted at the 9-position with alkyl or aryl groups, which can be the same or different, preferably lower alkyl or phenyl, respectively, or together form a cyclohexa-2,5-diene-4-one residue or a 4-hydroxycycloxhexyl residue, and 7-hydroxy-1,3-dihalo-9,9-dimethyl-acridin-2-one intermediates useful for the preparation of the novel chromogenic acridinone enzyme substrate compounds and methods therefor.Type: GrantFiled: November 20, 1987Date of Patent: March 7, 1989Assignee: Miles Inc.Inventor: Paul F. Corey
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Patent number: 4810708Abstract: Novel polycyclic quinoline, naphthyridine and pyrazinopyridine derivatives are disclosed which are useful for treating allergic reactions, inflammation, peptic ulcers, hypertension, and hyperproliferative skin diseases and for suppressing the immune response in mammals. Methods for preparing said compounds are also disclosed.Type: GrantFiled: February 17, 1987Date of Patent: March 7, 1989Assignee: Schering CorporationInventors: Ashit K. Ganguly, Richard J. Friary, John H. Schwerdt, Marvin I. Siegel, Sidney R. Smith, Vera A. Seidl, Edmund J. Sybertz
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Patent number: 4803204Abstract: The present invention relates to novel, 1-substituted 3-aryl-7-chloro-3,4-dihydro-(2H)-acridone N-oxides, a process for their preparation, pharmaceutical compositions containing these compounds, and their use as chemotherapeutic agents, in particular as antimalarials and coccidiostatics.Type: GrantFiled: July 20, 1987Date of Patent: February 7, 1989Assignee: Hoechst AktiengesellschaftInventors: Rajkumar Dhar, Bindumadhavan Venugopalan, Dipak K. Chatterjee, Richard H. Rupp, Noel J. de Souza
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Patent number: 4751309Abstract: Methine dyes (I) which conform in one of their tautomeric forms to the general formula ##STR1## where Y.sup.1 is in both or either case an electron-attracting group and the other Y.sup.1 is hydrogen,Y.sup.2 is in each case, independently of the others, hydrogen, --CN, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl, pyridyl or together with a further Y.sup.2 a five- or six-membered ring which may have a fused-on benzene ring,R is hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.10 -aralkyl or .beta.Type: GrantFiled: September 15, 1986Date of Patent: June 14, 1988Assignee: BASF AktiengesellschaftInventors: Ewald Daltrozzo, Werner Sulger
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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: 4626540Abstract: Substituted 1-amino-4-nitroacridinones, their method of manufacture, pharmaceutical compositions and their use as antibacterial and antitumor agents are herein described.Type: GrantFiled: October 10, 1984Date of Patent: December 2, 1986Assignee: Warner-Lambert CompanyInventor: David B. Capps
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Patent number: 4593027Abstract: 3-Aryl-7-chloro-3,4-dihydroacridine-1,9(2H,10H)-dione 1-oximes and 1-hydrazone derivatives of the formula I ##STR1## and their physiologically tolerated acid addition and ammonium salts are described, as is a process for their preparation. The new compounds are chemotherapeutic agents and are active against protozoa, especially malaria plasmodia.Type: GrantFiled: October 11, 1983Date of Patent: June 3, 1986Assignee: Hoechst AktiengesellschaftInventors: Erhardt Winklemann, Walter Durckheimer, Wolfgang Raether
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Patent number: 4590277Abstract: 4-Carboxamidoacridine compounds represented by the general formula (I), ##STR1## where R.sub.1 represents H, CH.sub.3 or NHR.sub.3, where R.sub.3 is H, COCH.sub.3, SO.sub.2 CH.sub.3, COPh, SO.sub.2 Ph or lower alkyl optionally substituted with hydroxyl and/or amino functions;R.sub.2 represents H or up to two of the groups CH.sub.3, OCH.sub.3, halogen, CF.sub.3, NO.sub.2, NH.sub.2, NHCOCH.sub.3, and NHCOOCH.sub.3 placed at positions 1-3 or 5-8;Y represents C(NH)NH.sub.2, NHC(NH)NH.sub.2, or NR.sub.4 R.sub.5, where each of R.sub.4 and R.sub.5 is H or lower alkyl optionally substituted with hydroxyl and/or amino functions; andx is from 2 to 6,and the acid addition salts thereof, possess antibacterial and antitumor properties.Type: GrantFiled: June 21, 1983Date of Patent: May 20, 1986Assignee: Development Finance Corporation of New ZealandInventors: Graham J. Atwell, Bruce C. Baguley, William A. Denny, Gordon W. Rewcastle
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Patent number: 4588730Abstract: Pyrazolo[3,4,5-k1]acridines are described as antibacterial agents and antitumor agents as well as pharmaceutical compositions and methods for their preparation.Type: GrantFiled: August 22, 1985Date of Patent: May 13, 1986Assignee: Warner-Lambert CompanyInventor: David B. Capps
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Patent number: 4575553Abstract: The compounds are of the class of 9-anilinoacridines, useful as antitumor agents and are analogs of m-AMSA. These compounds have the formula ##STR1## in which R.sup.1 is Br, Cl or CH.sub.3, and R.sup.2 is CH.sub.2 NHCH.sub.3, CH.sub.2 N(CHO)CH.sub.3 or CH.sub.2 NHCHO. Intermediate 3-substituted-9(10H)acridone-5-carboxylic acids are prepared by converting diphenylaminedicarboxylic acids via acyl chloride to dipiperidides, purifying the dipiperidides, treating said dipiperidides with phosphorous oxychloride in an inert organic solvent at a temperature in the range of about 70.degree. C. to 110.degree. C. to yield 9-acridine, subjecting said 9-acridine to mild acid hydroylsis to yield 9-acridone and thereafter hydroylzing said 9-acridones to the acid product.Type: GrantFiled: June 18, 1984Date of Patent: March 11, 1986Assignee: Bristol-Myers CompanyInventors: Gerry Kavadias, Terrance W. Doyle, Elizabeth Janik, Richard A. Partyka
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Patent number: 4544746Abstract: A process is disclosed wherein 2,5-di(phenylamino) terephthalic acid is half-cyclized by dissolving it in a mixture of polyphosphoric acid and phosphoric acid and heating at 100.degree.-120.degree. C. to form 2-(phenyl)amino-3-carboxy-9(10H)acridone (ACA). The ACA is decarboxylated to form 2-(phenyl)amino-9(10H)acridone, also known as 2-anilinoacridone, by dissolving it in tetramethylene sulfone and heating in the presence of a basic cupric carbonate catalyst.Type: GrantFiled: May 17, 1982Date of Patent: October 1, 1985Assignee: Ciba-Geigy CorporationInventor: Wilfried G. Holtje
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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: 4366102Abstract: In a process for the preparation of an aromatic chloroformic acid ester by contacting a phenol and phosgene, the improvement wherein the reaction is carried out in a homogeneous liquid phase at a temperature of 60.degree. to 180.degree. C. in the presence of organic phosphorus compound of the formulaR.sup.1 R.sup.2 R.sup.3 PR.sup.4.sub.n X.sub.nin whichR.sup.1, R.sup.2 and R.sup.3 independently of one another represent hydrogen, alkyl, alkenyl, aralkyl, aryl or halogen and two of the said radicals together with the phosphorus atom can form a 5-membered or 6-membered phosphorus-containing saturated or unsaturated heterocyclic radical,X represents OH, homopolar-bonded halogen or an inorganic or organic acid anion,R.sup.4 denotes hydrogen or alkyl or, if X denotes halogen, can also denote halogen and n denotes 0 or 1,and in which, furthermore,R.sup.4 and X together can represent oxygen or sulfur.Type: GrantFiled: May 6, 1981Date of Patent: December 28, 1982Assignee: Bayer AktiengesellschaftInventors: Gunter Rauchschwalbe, Heinz U. Blank, Karl Mannes, Dietmar Mayer
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Patent number: 4291034Abstract: 7-Chloro-3-substituted aryl-3,4-dihydro-1,9-(2H,1OH) and 10-hydroxy-acridinedioneimines and their pharmaceutically acceptable salts and a process for preparing them are disclosed and claimed. The compounds are useful in the treatment of protozoan diseases.Type: GrantFiled: March 20, 1980Date of Patent: September 22, 1981Assignee: Warner Lambert CompanyInventor: Leslie M. Werbel
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Patent number: 4258190Abstract: A process for preparing cyclohexanonecarboxylate ester intermediates for the preparation of 1,2,3,4-tetrahydro-7-(phenyl)amino-9(10H)acridinone and 2-(phenyl)amino-9(10H)acridinone and for preparing said acridinones.Type: GrantFiled: August 29, 1979Date of Patent: March 24, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Arthur J. Taggi
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Patent number: 4250294Abstract: A polymer having aromatic or heterocyclic rings as the only structural elements said aromatic or heterocyclic rings containing at least two nitro groups is disclosed as well as a method of preparing the same. The polymers are useful as binding agents for thermo stable propellants and can be easily formed into films. They remain thermally stable up to temperatures of at least 200.degree. C.Type: GrantFiled: November 22, 1978Date of Patent: February 10, 1981Assignee: Dynamit Nobel AktiengesellschaftInventors: Rainer Hagel, Klaus Redecker
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Patent number: 4244954Abstract: 9-Phenyl(or benzyl)acridines, 9-phenyl(or benzyl)-9-acridinols and acridinium compounds, useful as trypanosomacidal and antibacterial agents, are prepared from aminoalkoxy substituted 9-acridinones via reaction with the appropriate Grignard reagents or aryllithium. The intermediate aminoalkoxy substituted 9-acridinones, prepared from the corresponding halo or hydroxy substituted 9-acridinones, are useful as antiviral agents.Type: GrantFiled: October 2, 1978Date of Patent: January 13, 1981Assignee: Sterling Drug Inc.Inventor: John W. Schulenberg
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Patent number: 4165319Abstract: Bis-isoindoline pigments of the formula ##STR1## wherein A represents a carbocyclic or heterocyclic aromatic radical,Q represents an oxygen atom or an imino group,E represents a cyano or acetyl group, a group of the formula --COOR, wherein R represents a C.sub.1 -C.sub.4 -alkyl group or a phenyl group which is unsubstituted or substituted in the o-, p- or m-position by halogen atoms, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy groups, or represents a group of the formula --CONHR.sub.1, wherein R.sub.1 represents a hydrogen atom, a C.sub.1 -C.sub.4 -alkyl group or a phenyl group which is unsubstituted or substituted in the o-, p- or m-position by halogen atoms or C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy groups,X represents a hydrogen atom,Y represents a chlorine or bromine atom,M and n are integers from 0 to 4,P is an integer from 0 to 1, while the sum of m+n+p must be 4, andZ if p is 1 and m is 3, represents a nitro or C.sub.2 -C.sub.Type: GrantFiled: July 18, 1977Date of Patent: August 21, 1979Assignee: Ciba-Geigy CorporationInventors: Jost von der Crone, Christoph Frey
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Patent number: 4150134Abstract: 9-Phenyl(or benzyl)acridines, 9-phenyl(or benzyl)-9-acridinols and acridinium compounds, useful as trypanosomacidal and antibacterial agents, are prepared from dialkylaminoalkoxy substituted 9-acridinones via reaction with the appropriate Grignard reagents or aryllithium.Type: GrantFiled: March 4, 1977Date of Patent: April 17, 1979Assignee: Sterling Drug Inc.Inventor: John W. Schulenberg
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Patent number: 4131673Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.Type: GrantFiled: June 7, 1977Date of Patent: December 26, 1978Assignees: Mitsubishi Chemical Industries, Limited, Shosuke OkamotoInventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
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Patent number: 4127573Abstract: Acridone and xanthone compounds substituted by at least one tetrazolyl group in one ring, and further substituted in the other ring, optionally for the acridones have antiallergic activity.Type: GrantFiled: September 5, 1973Date of Patent: November 28, 1978Assignee: Burroughs Wellcome Co.Inventor: John H. Gorvin