Nitrogen, Other Than As Nitro Or Nitroso, Attached Directly Or Indirectly To The Acridine Ring System By Nonionic Bonding Patents (Class 546/104)
  • Patent number: 4666917
    Abstract: This invention concerns novel substituted acridine compounds which are useful as modulators of the immune system in warm-blooded animals.
    Type: Grant
    Filed: November 9, 1984
    Date of Patent: May 19, 1987
    Assignee: American Cyanamid Company
    Inventors: Raymond G. Wilkinson, Yang-I Lin
  • Patent number: 4665173
    Abstract: This invention relates to novel 2-acetyl- and 2-propionylpyridine selenosemicarbazones. These compounds are useful as antimalarial and antileukemic agents. Also disclosed are several synthetic procedures used to prepare the selenosemicarbazones.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: May 12, 1987
    Inventors: Daniel L. Klayman, John P. Scovill
  • Patent number: 4656274
    Abstract: Polyfluorinated substituted quinoline mono- and dioxo compounds and a method for preparing them are described. The fluorinated oxo compounds are useful as antifungal agents.
    Type: Grant
    Filed: February 12, 1985
    Date of Patent: April 7, 1987
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Jack B. Jiang, David Isaacson
  • Patent number: 4608383
    Abstract: The present invention provides aryloxypropanolamines of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, are hydrogen or halogen atoms or lower alkyl, cyano, carboxamide, hydroxyl, lower acyloxy, lower alkoxy, lower alkenyloxy or aryl lower alkoxy radicals, R.sub.5 and R.sub.6, which may be the same or different, are hydrogen atoms or lower alkyl radicals, X is a straight or branched alkylene chain containing 2 to 6 carbon atoms, A is a mono-, bi- or tricyclic heteroaromatic or hydroheteroaromatic radical or, when at least one of the symbols R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is other than a hydrogen atom, may also be a phenyl radical, with the proviso that when A is a uracil-6-yl radical, the 5-position of the uracil moiety does not contain a hydrogen atom, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 26, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Fritz Wiedemann, deceased, Wolfgang Kampe, Karl Dietmann, deceased, Gisbert Sponer
  • Patent number: 4590277
    Abstract: 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: Grant
    Filed: June 21, 1983
    Date of Patent: May 20, 1986
    Assignee: Development Finance Corporation of New Zealand
    Inventors: Graham J. Atwell, Bruce C. Baguley, William A. Denny, Gordon W. Rewcastle
  • Patent number: 4546186
    Abstract: 1,4,5,6,7,8-Hexahydro-4-heterocyclyl-5-oxo-quinoline derivatives and corresponding acridine derivatives and pharmaceutically acceptable salts thereof are useful antihypertensive agents.
    Type: Grant
    Filed: December 14, 1983
    Date of Patent: October 8, 1985
    Assignee: American Home Products Corporation
    Inventor: Magid A. Abou-Gharbia
  • Patent number: 4539406
    Abstract: An improved process for preparing fused carbocyclic ring derivatives of pyridine especially 5,6,7,8-tetrahydroquinoline 8-nitriles, amides and thioamides is described. The nitriles and thioamides are anti-ulcer and/or anti-secretory agents. Typically a compound of formula A ##STR1## wherein M is sodium, potassium, lithium or MgHal where Hal is chlorine, bromine or iodine, is reacted with a silyl compound R.sub.x.sup.a Si(NCY).sub.4-x III, wherein R.sup.a is selected from electron donating substituents, e.g. alkoxy or dialkylamino, and hydrocarbon substituents e.g. alkyl, at least one R.sup.a being an electron donating substituent, Y is oxygen or sulphur, x has a value from 1 to 3, then subjecting the product to hydrolysis or alcoholysis to obtain the corresponding nitrile, amide or thioamide, provided that when a nitrile is desired the molar ratio of compound III to compound A is at least 2:1 and x is 3 and Y is S. The products may be isolated as acid addition salts.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: September 3, 1985
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4529798
    Abstract: Fused carbocyclic ring derivatives of pyridine which contain a nitrile or thioamide group on the carbocyclic ring e.g. 8-cyano or thiocarboxamido-5,6,7,8-tetrahydroquinolines are prepared by a process in which a sodium, potassium, lithium or magnesium halide derivative of the pyridine compound is treated with a compound RaRbNCN wherein Ra and Rb are the same or different and represent alkyl, cycloalkyl, or aralkyl, or Ra and Rb are joined to form a heterocyclic ring with the nitrogen, and the product is treated with a proton source to obtain the nitrile which is optionally treated with a sulphurizing agent to form the thioamide. The nitriles or thioamides may be isolated as their acid addition salts.
    Type: Grant
    Filed: December 2, 1981
    Date of Patent: July 16, 1985
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shephard
  • Patent number: 4526970
    Abstract: An improved process for preparing tetrahydroquinolines and related compounds especially 5,6,7,8-tetrahydroquinoline-8-nitriles, amides and thioamides is described. The nitriles and thioamides are anti-ulcer and/or anti-secretory agents. Typically a compound of formula A ##STR1## where M is sodium, potassium, lithium or MgHal where Hal is chlorine, bromine or iodine, is reacted, e.g., in an ether solvent, with a silyl compound R.sub.x.sup.a Si(NCY).sub.4-x (III) wherein R.sup.a is alkyl, cycloalkyl, aralkyl, or aryl, at least one group R.sup.a being a branched chain alkyl, cycloalkyl, aryl or branched chain aralkyl, Y is oxygen or sulphur, x has a value from 1 to 3, then subjecting the product to hydrolysis or alcoholysis, to obtain the corresponding nitrile, amide or thioamide, provided that when a nitrile is desired the molar ratio of compound III to compound A is at least 2:1 and x is 3 and Y is S. The products may be obtained as acid addition salts.Compound A may contain various substituents, e.g.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: July 2, 1985
    Assignee: John Wyeth & Brother Limited
    Inventor: Robin G. Shepherd
  • Patent number: 4440771
    Abstract: This invention relates to the preparation and use of various 2-acetyl quiine thiosemicarbazones which are substituted on the 4-nitrogen atom. These compounds are useful in the treatment of gonorrhea and, in addition, many are useful either in the treatment of malaria or bacterial infections, such as leprosy and meningitis.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: April 3, 1984
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: John P. Scovill, Daniel L. Klayman, Samuel P. Massie, Steven D. Grant, Armando Gonzalez, Norman E. Morrison, Arthur S. Dobek
  • Patent number: 4435330
    Abstract: Amphoteric branched sulfatobetaines of the formula ##STR1## wherein R.sub.f is perfluoroalkyl or perfluoroxyperfluoroalkyl; R.sub.1 is a direct bond or a divalent connecting group; R.sub.2, R.sub.3, and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5, R.sub.6 and R.sub.7 are independently lower alkyl, and R.sub.6 may additionally represent aralkyl, and R.sub.6 and R.sub.7 taken together with the nitrogen to which they are attached may also represent piperidino or morpholino and R.sub.5, R.sub.6 and R.sub.7 taken together may also represent pyridyl, acridyl or quinolyl and salts thereof, their preparation and use as surfactants are disclosed.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: March 6, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert A. Falk
  • Patent number: 4408043
    Abstract: Fluorinated compounds of the formula ##STR1## are disclosed. The cationic amine compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 4, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4404377
    Abstract: Heterocyclic/aromatic fluorinated compounds of the formula ##STR1## are disclosed. The cationic compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: September 13, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4314061
    Abstract: This disclosure describes compositions of matter useful for inducing the regression of tumors in warm-blooded animals and for enhancing the immune system, and the method of treatment of tumors and enhancing the immune response in mammals therewith, the active ingredients of said compositions of matter being certain 3,6-bis(aminoalkoxy)acridines or the pharmacologically acceptable acid-addition salts thereof.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: February 2, 1982
    Inventors: Keith C. Murdock, Martin R. Damiani, Frederick E. Durr
  • Patent number: 4263398
    Abstract: The compound 9-(p-diethylaminophenyl)-9-chloro-10-phenylacridan is a useful antibacterial agent.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: April 21, 1981
    Assignee: Morton-Norwich Products, Inc.
    Inventors: James J. Miyashiro, Lorraine M. Marold
  • Patent number: 4244954
    Abstract: 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: Grant
    Filed: October 2, 1978
    Date of Patent: January 13, 1981
    Assignee: Sterling Drug Inc.
    Inventor: John W. Schulenberg
  • Patent number: 4237281
    Abstract: Novel dyestuffs containing amino or imino groups and their preparation are provided.These dyestuffs have the general formula ##STR1## wherein R is --N(R.sub.3)CH.sub.2 --Z or --N.dbd.CH--Z, X is N or CR.sub.6 where R.sub.6 is a hydrogen atom or an optionally substituted alkyl or aryl group, Y is S.sup..sym., O.sup..sym., N or N.sup..sym. R.sub.7 where R.sub.7 is a hydrogen atom or an optionally substituted alkyl or aryl group, R.sub.1, R.sub.1 and R.sub.2 each represent a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, or R.sub.1 and R.sub.2 together with the nitrogen atom complete a heterocyclic ring, or one of R.sub.1 and R.sub.2 can be hydrogen and the other of R.sub.1 and R.sub.2 can be aryl, Z is a group which comprises both an activating group which contains at least one double bond system and also a ballasting group and R.sub.4 and R.sub.5 each represent optional substituents or form an annelated benzene ring.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: December 2, 1980
    Assignee: Ciba-Geigy Aktiengesellschaft
    Inventor: William E. Long
  • Patent number: 4191761
    Abstract: The invention relates to copper complexes of 5,6,7,8-tetrahydroquinoline-8-thiocarboxamides. The copper complexes are of value in the treatment of ulcers and hypersecretion in mammals.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: March 4, 1980
    Assignee: John Wyeth & Brother Ltd.
    Inventor: Roger Crossley
  • Patent number: 4131673
    Abstract: 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: Grant
    Filed: June 7, 1977
    Date of Patent: December 26, 1978
    Assignees: Mitsubishi Chemical Industries, Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura