Tetracyclo Ring System Having The Six-membered Hetero Ring As One Of The Cyclos Patents (Class 546/61)
  • Patent number: 5338847
    Abstract: Described are a class of chemiluminescent compound characterized by the presence an aryl ester, thioester or amide of a carboxylic acid substituted heterocyclic ring that is susceptible to chemical attack (such as by oxidic attack) to dissociate the heterocyclic ring to a transient compound. The heterocyclic ring is ring carbon-bonded to the carbonyl of the ester, thioester and amide moiety and possesses a heteroatom in an oxidation state that allows chemiluminescence by dissociating a compound ("intermediate") that decays to produce chemiluminescence, at the carbon bonded to the carbonyl. The aryl ring or ring system is ring carbon-bonded to the oxygen, sulfur or nitrogen of the ester, thioester or amide, as the case may be, and contains at least three substituents on a six-member ring. The substitution on the six-member ring comprises three or more groups acting in concert to sterically and electronically hinder hydrolysis of the ester, thioester or amide linkage.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: August 16, 1994
    Assignee: London Diagnostics, Inc.
    Inventor: Frank McCapra
  • Patent number: 5334589
    Abstract: Compositions of a quinolone carboxylic acids useful for oral or parenteral administration to a human or veterinary patient are disclosed which comprise quinolone carboxylic acid--metal ion--acid complexes in combination with a physiologically acceptable carrier and having a pH of about 4 to about 10, as well as a method for their production and use in treatment. Such compositions are found to cause unexpectedly low levels of vein irritation upon intravenous administration.
    Type: Grant
    Filed: June 25, 1992
    Date of Patent: August 2, 1994
    Assignee: Abbott Laboratories
    Inventors: Laman A. Al-Razzak, Francisco J. Alvarez
  • Patent number: 5321136
    Abstract: A chemiluminescent label compound and conjugate containing the same, in which the compound involves a fused ring system comprising a(i) hetercyclic ring as a fused member thereof in which the heterocyclic ring contains(a) one or more nitrogen heteroatoms in the ring;(b) at least one saturated or unsaturated ring in fused state with the heterocyclic ring;(c) an available carbon atom in the heterocyclic ring that is adjacent to a carbon forming a fused ring with the heterocyclic ring; and(d) at least one substituent that is peri relative said available carbon of the heterocyclic ring, which substituent serves to enhance the hydrolytic stability of the chemiluminescent label compound; and(ii) a leaving group coupled to the heterocyclic ring through a carbon adjacent to a fused ring carbon such that the leaving group and heterocyclic ring join to form a difunctional carboxy-containing linkage in which the carboxy carbon is directly bonded to the carbon of the heterocyclic ring adjacent to a fused ring carbon,(a)
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: June 14, 1994
    Assignee: London Diagnostics, Inc.
    Inventor: Frank McCapra
  • Patent number: 5290936
    Abstract: A novel chemiluminescent labeling compositions comprising an ester, thiolester or amide covalently and jointly bonded to (1) a carbon of a heterocyclic ring or ring system that is susceptible to attack by peroxide or molecular oxygen and (2) an aryl ring or ring system wherein the heterocyclic ring or ring system is distinguished by a heteroatom thereof in an oxidation state which causes the attacked carbon atom to form an intermediate that decays and produces chemiluminescence; the aryl ring or ring system contains at least three substituents on a six-member aromatic hydrocarbon that together sterically and electronically hinder hydrolysis of the linkage, which substituents involve ortho substituent groups on the aryl in conjunction with --NO.sub.2 meta or para substituents thereon.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: March 1, 1994
    Assignee: London Diagnostics, Inc.
    Inventors: Iraj Beheshti, Harlen Koelling
  • Patent number: 5284951
    Abstract: A novel chemiluminescent labeling compositions comprising an ester, thioester or amide covalently and jointly bonded to (1) a carbon of a heterocyclic ring or ring system that is susceptible to attack by peroxide or molecular oxygen and (2) an aryl ring or ring system wherein the heterocyclic ring or ring system is distinguished by a heteroatom thereof in an oxidation state which causes the attacked carbon atom to form an intermediate that decays and produces chemiluminescence; the aryl ring or ring system contains at least three substituents on a six-member aromatic hydrocarbon that together sterically and electronically hinder hydrolysis of the linkage, which substituents involve ortho substituent groups on the aryl in conjunction with meta and/or para substituents thereon that possess an electron withdrawing capacity characterized as a .sigma..sub.p value greater than 0 and less than 1.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: February 8, 1994
    Assignee: London Diagnostics, Inc.
    Inventors: Frank McCapra, Iraj Beheshti
  • Patent number: 5284952
    Abstract: A chemiluminescent labeling composition comprising an ester, thioester or amide covalently and jointly bonded to (1) a carbon of a heterocyclic ring or ring system that is susceptible to attack by peroxide or molecular oxygen and (2) an aryl ring or ring system wherein the heterocyclic ring or ring system is distinquished by a heteroatom thereof in an oxidation state which causes the attacked carbon atom to form an intermediate that decays and produces chemiluminescence; the aryl ring or ring system contains at least three substituents on a six-member aromatic hydrocarbon that together sterically and electronically hinder hydrolysis of the linkage, which substituents involve ortho substituent groups on the aryl in conjunction with meta and/or para --SO.sub.2 -- substituents thereon.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: February 8, 1994
    Assignee: London Diagnostics, Inc.
    Inventor: Kastooriranganathan Ramakrishnan
  • Patent number: 5283334
    Abstract: A chemiluminescent compound possessing an aryl ester, thioester or amide of a carboxylic acid substituted heterocyclic ring or ring system that is susceptible to chemical attack to dissociate the heterocyclic ring to a transient compound. The heterocyclic ring is ring carbon-bonded to the carbonyl of the ester, thioester or amide moiety and possesses a heteroatom in an oxidation state that allows chemiluminescence by dissociating a compound at the carbon bonded to the carbonyl that decays to produce chemiluminescence. The heterocyclic ring or ring sustem contains bonded to it through an organic moiety, a functional group that is functionally reactive with an active hydrogen containing compound. The aryl ring is a ring or ring system that is ring carbon-bonded to the oxygen, sulfur or nitrogen of the ester, thioester or amide, as the case may be, and contains substituents on a six-member ring that act to sterically and electronically hinder hydrolysis of the ester, thioester or amide linkage.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: February 1, 1994
    Assignee: London Diagnostics, Inc.
    Inventor: Frank McCapra
  • Patent number: 5281712
    Abstract: A novel chemiluminescent labeling compositions comprising an ester or thiolester covalently and jointly bonded to (1) a carbon of a heterocyclic ring or ring system that is susceptible to attack by peroxide or molecular oxygen and (2) an aryl ring or ring system wherein the heterocyclic ring or ring system is distinquished by a heteroatom thereof in an oxidation state which causes the attacked carbon atom to form an intermediate that decays and produces chemiluminescence; the aryl ring or ring system contains at least three substituents on a six-member aromatic hydrocarbon that together sterically and electronically hinder hydrolysis of the linkage, which substituents involve ortho substituent groups on the aryl in conjunction with quaternary ammonium meta or para substituents thereon.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: January 25, 1994
    Assignee: London Diagnostics, Inc.
    Inventors: Frank McCapra, Beheshti Iraj, Kastooriranganathan Ramakrishnan
  • Patent number: 5276053
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: January 4, 1994
    Assignee: Warner-Lambert Company
    Inventor: Graham Johnson
  • Patent number: 5266699
    Abstract: The compounds of the formula I ##STR1## in which Y and Y.sub.1 are each, independently of one another, O, S, NH or N-alkyl, N-cycloalkyl,N-phenyl or N-benzyl, or Y and Y.sub.1 are together N-alkylene-N,R and R.sub.1 are each, independently of one another, H, alkyl, cycloalkyl, aralkyl or aryl,R.sub.2 and R.sub.3 are each, independently of one another, H, or R.sub.2 forms, together with R.sub.6 and the N and C atoms linking them, a 5- or 6-membered ring and R.sub.3 is H, or R.sub.3 forms, together with R.sub.7 and the N and C atoms linking them, a 5- or 6-membered ring and R.sub.2 is H,R.sub.4 and R.sub.5 are each, independently of one another, H, or R.sub.4 forms, together with R.sub.8 and the N and C atoms linking them, a 5- or 6-membered ring and R.sub.5 is H, or R.sub.5 forms, together with R.sub.9 and the N and C atoms linking them, a 5- or 6-membered ring and R.sub.4 is H,R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are each, independently of one another, H, alkyl, cycloalkyl, aralkyl or aryl, or R.sub.6 and R.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: November 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Naef, Beat Schmidhalter, Hanspeter Preiswerk
  • Patent number: 5223506
    Abstract: The present invention relates to certain substituted tetracyclic fused quinoline derivatives of formula (I): ##STR1## wherein: R.sup.1 is hydrogen, hydroxy, fluoro, chloro, bromo, iodo, methoxy or amino;R.sup.2 is hydrogen, hydroxy, methoxy or amino;R.sup.3 is hydrogen, hydroxy, methoxy, methoxymethoxy, amino, --OCONH.sub.2, [2(5H)-3,4-dihydro-3-oxyfuranone], 2-hydroxyethoxy, 2-aminoethoxy, 3-hydroxypropoxy or 3-aminopropoxy; or taken together with R.sup.2 or R.sup.4, methylenedioxy or ethylenedioxy;R.sup.4 is hydrogen, hydroxy or amino;Z is --CH.sub.2 --, --O-- or --NH--; anda) X.sup.1 is hydrogen; X.sup.2 is hydrogen, hydroxy, fluoro, chloro, bromo, iodo or methoxy; and X.sup.3 is hydrogen or hydroxy; orb) X.sup.2 taken together with X.sup.3 is methylenedioxy or ethylenedioxy, and X.sup.1 is hydrogenor a pharmaceutically acceptable salt thereof provided that:i) at least one of R.sup.1 through R.sup.4 is other than hydrogen;ii) when R.sup.1 is methoxy, R.sup.2 is hydroxy or methoxy, R.sup.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: June 29, 1993
    Assignee: Glaxo Inc.
    Inventors: Michael J. Luzzio, Jeffrey M. Besterman, Michael G. Evans, M. Ross Johnson, Milana Dezube, Salvatore Profeta, Jr.
  • Patent number: 5180736
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: May 17, 1991
    Date of Patent: January 19, 1993
    Assignee: Warner-Lambert Company
    Inventor: Graham Johnson
  • Patent number: 5151518
    Abstract: A process for the N-arylation of isatins with organo bismuth reagents is disclosed.
    Type: Grant
    Filed: November 30, 1989
    Date of Patent: September 29, 1992
    Assignee: Abbott Laboratories
    Inventors: James E. Dombrowski, Phillip G. Mattingly
  • Patent number: 5093247
    Abstract: The invention relates to 1,8-dihydroxy-3-methylbenz[b]phenanthridine-7,12-dione and its derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen or the radical of formula II ##STR2## and salts of the compound, wherein R.sup.1 is the radical of formula II. These compounds can be obtained by means of a novel microbiological process and used for the therapeutic treatment of tumors.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: March 3, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Gabriele Fendrich, Willy Zimmermann, Johannes Gruner, John A. L. Auden
  • Patent number: 5071853
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: February 27, 1990
    Date of Patent: December 10, 1991
    Inventors: Christopher F. Bigge, Sheryl J. Hays, Graham Johnson, Perry M. Novak, Daniel F. Ortwine
  • Patent number: 5047554
    Abstract: This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: September 10, 1991
    Assignee: Pfizer Inc.
    Inventors: Frederick J. Ehrgott, Carl J. Goddard, Gary R. Schulte
  • Patent number: 5047536
    Abstract: Trans-hexahydrobenzophenanthridines of the formula ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.1 is hydrogen, benzoyl or pivaloyl; and x is hydrogen, chloro, bromo, iodo or a group of the formula OR.sub.2, are novel ligands for dopamine receptors.
    Type: Grant
    Filed: March 17, 1989
    Date of Patent: September 10, 1991
    Assignee: Purdue Research Foundation
    Inventor: David E. Nichols
  • Patent number: 4985430
    Abstract: 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: Grant
    Filed: December 2, 1988
    Date of Patent: January 15, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shuji Morita, Ken-Ichi Saito, Kunihiro Ninomiya, Akihiro Tobe, Issei Nitta, Mamoru Sugano
  • Patent number: 4943502
    Abstract: An electrophotographic recording material which comprises an electrically conductive support having thereon a double layer of a charge generating layer in contiguous relationship with a charge transporting layer comprising a positive charge transporting compound corresponding to the following general formula (I): ##STR1## wherein: R represents hydrogen or an aliphatic or cycloaliphatic group including these groups substituted by non-ionic substituents,each of R.sup.1 and R.sup.2 (same or different) represents a C.sub.1 -C.sub.6 alkyl group or an aryl group, andZ represents the atoms necessary to close an adjacent aromatic nucleus or aromatic ring system including such nucleus or ring system substituted with one or more substituents of non-ionic character.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: July 24, 1990
    Assignee: Agfa-Gevaert, N.V.
    Inventors: David R. Terrell, Marcel J. Monbaliu, Ulrich Grigo, Klaus Berg
  • Patent number: 4939158
    Abstract: The invention relates to 1,8-dihydroxy-3-methylbenz[b]phenanthridine-7,12-dione and its derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen or the radical of formula II ##STR2## and salts of the compound, wherein R.sup.1 is the radical of formula II. These compounds can be obtained by means of a novel microbiological process and used for the therapeutic treatment of tumors.
    Type: Grant
    Filed: August 11, 1988
    Date of Patent: July 3, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Gabriele Fendrich, Willy Zimmermann, Johannes Gruner, John A. L. Auden
  • Patent number: 4918077
    Abstract: Dihydrobenz[c]acridine carboxylic acid derivatives are provided which are useful in treating tumors in mammals. These dihydrobenz[c]acridine carboxylic acid derivatives have the formula: ##STR1## or a pharmaceutically acceptable salt thereof, where R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined in the specification. Also provided are pharmaceutical compositions of said compounds. In addition, processes for the preparation of these compounds are disclosed.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: April 17, 1990
    Assignee: E. I. Du Pont de Nemours & Co., Inc.
    Inventor: Carl H. Behrens
  • Patent number: 4826850
    Abstract: The present invention provides a quinoline base compound represented by the following general formula (1) of: ##STR1## wherein X is CH.sub.2, O or S. Further provided are the process for the preparation of the aforementioned quinoline base compound and an anticancer agent including the same as a pharmacologically efficacious component.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: May 2, 1989
    Assignee: Mect Corporation
    Inventor: Masatoshi Yamato
  • Patent number: 4769452
    Abstract: A method of extracting benzo-c-phenanthridine alkaloids from plants of the families Papaveraceae, Fumariaceae, and Berberidaceae, comprising grinding the plant, extracting the ground plant with acidulated methanol or acidulated ethanol, precipitating the extract with an acid salt soluble in the solvent used, redissolving the precipitated salt in water, adding sufficient acid to form a precipitate, and collecting the precipitate so formed.
    Type: Grant
    Filed: June 18, 1987
    Date of Patent: September 6, 1988
    Assignee: Vipont Laboratories, Inc.
    Inventor: Richard T. Boulware
  • Patent number: 4767861
    Abstract: A method for extracting benzo-c-phenanthridine alkaloids from plants of the families Papaveracease Fumariaciae, and Berberidacae, comprising extracting ground plant material with acidulated methanol precipitating the extract with an acid salt which is soluble in methanol, redissolving the precipitated salt in water, adding sufficient acid to form a precipitate, and collecting the precipitate so formed. The benzo-c-phenanthridine alkaloids have valuable properties as antimicrobials as well as in treating mouth odors, gingivitis, and periodontitis.
    Type: Grant
    Filed: August 4, 1987
    Date of Patent: August 30, 1988
    Assignee: Vipont Laboratories
    Inventor: Richard Boulware
  • Patent number: 4739064
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of at least one hydrogenation catalyst selected from the group consisting of nickel, cobalt, palladium, platinum, ruthenium and rhodium in the presence of reaction modifiers exemplified by carbon monoxide, carbon disulfide and hydrogen sulfide.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4739063
    Abstract: Selective hydrogenation of the unsaturated nitrogen-containing ring in heterocyclic aromatic compounds is promoted by the use of hydrogenation catalysts selected from the group consisting of iridium, iridium dioxide, rhenium, molybdenum oxide, tungsten oxide, chromium trioxide, ferric oxide, iron pentacarbonyl, cobalt oxide-molybdenum oxide and copper chromite.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: April 19, 1988
    Assignee: Phillips Petroleum Company
    Inventor: James E. Shaw
  • Patent number: 4464378
    Abstract: The invention provides a novel method of administering narcotic antagonists, narcotic analgesics and related compounds, and novel dosage forms containing those compounds which are adapted for nasal administration. The nasal dosage forms disclosed include solutions, suspensions, gels and ointments. Especially preferred compounds which can be advantageously administered in accordance with the invention include naloxone, naltrexone, nalbuphine, levorphanol, buprenorphine, butorphanol, .DELTA..sup.9 -tetrahydrocannabinol (THC), cannabidiol (CBD) and levonantradol.
    Type: Grant
    Filed: April 28, 1981
    Date of Patent: August 7, 1984
    Assignee: University of Kentucky Research Foundation
    Inventor: Anwar A. Hussain
  • Patent number: 4290862
    Abstract: A method for the preparation of narwedine-type enones involves electrochemical oxidation of diphenolic derivatives in an organic solvent medium containing a conductive salt at a potential ranging from 1.1 to 1.7 volts. The enones so obtained are of high purity and are produced in good yields.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: September 22, 1981
    Assignee: Edinen Centar P Chimia
    Inventors: Radoslav Y. Vlahov, Dikran A. Krikoryan, Maria S. Zagorova, Maya H. Ninova, Stoyan P. Parushev
  • Patent number: 4277480
    Abstract: Isoquinoline compounds of the following formula are described: ##STR1## wherein the moiety A-B represents a group of formula;--CH.sub.2 --NR.sup.3 -- or --NR.sup.3 --CH.sub.2 --;wherein R.sup.3 represents hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl C.sub.1-4 alkyl, optionally substituted benzyl, C.sub.3-6 alkenyl or C.sub.1-4 alkanoyl;wherein R represents hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, or optionally substituted benzyl;wherein R.sup.1 and R.sup.2 each represent hydrogen or taken together represent a chemical bond; and wherein X is hydrogen or halogen; or an acid-addition salt thereof.The compounds are pharmaceuticals and especially useful in the treatment of disorders of the central nervous system.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: July 7, 1981
    Assignee: Lilly Industries Limited
    Inventors: David C. Horwell, David E. Tupper