Ring Nitrogen Is Shared By Two Of The Cyclos Patents (Class 546/71)
  • Patent number: 5380729
    Abstract: 1-Hetero substituted 6,11-ethano-6,11-dihydrobenzo[b]quinolizinium salts, pharmaceutical compositions containing them, and methods for the treatment or prevention of neurodegenerative disorders or neurotoxic injuries utilizing them.
    Type: Grant
    Filed: September 14, 1993
    Date of Patent: January 10, 1995
    Assignee: Sterling Winthrop Inc.
    Inventors: Diane L. DeHaven-Hudkins, William G. Earley, Virendra Kumar, John P. Mallamo, Matthew S. Miller
  • Patent number: 5298509
    Abstract: Stereoisomeric substituted and/or unsubstituted octahydronaphthoquinolizines (OHNQs), and derivatives and analogs thereof are provided, including pharmaceutical and diagnostic compositions, as well as methods of making and using these compounds according to the following formula I: ##STR1##
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: March 29, 1994
    Assignee: New York University
    Inventors: David I. Schuster, Randall B. Murphy, Bing Cai
  • 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: 5142089
    Abstract: Dye corresponding to the following formula - ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represents substituted or unsubstituted amino, or R.sup.5 and R.sup.6 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus, including a heterocyclic nucleus with an aliphatic or aromatic ring fused-on;R.sup.7 and R.sup.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: August 25, 1992
    Assignee: Agfa-Gevaert, N.V.
    Inventor: Luc J. Vanmaele
  • Patent number: 5137909
    Abstract: An indole derivative represented by the general formula (I) ##STR1## wherein R is hydrogen, lower alkyl having 1 to 6 carbons, carboxymethyl, or substituted or unsubstituted aralkyl; R.sup.1, R.sup.2, R.sup.3, and R.sup.4 may be the same with or different from each other and are hydrogen, halogen, lower alkyl having 1 to 6 carbons, lower alkoxy having 1 to 6 carbons, acyl, substituted or unsubstituted amino, nitro, hydroxy, acyloxy, substituted or unsubstituted aralkyl, substituted or unsubstituted aryloxy, or substituted or unsubstituted aralkyloxy, or a combination of R.sup.2 and R.sup.3 may be methylenedioxy;R.sup.5 is hydrogen, lower alkyl having 1 to 6 carbons, or substituted or unsubstituted aralkyl; R and R.sup.4, or R.sup.1 and R.sup.5 may form together a six-membered ring constituted of methylene chains which may contain a heteroatom;R.sup.6 and R.sup.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: August 11, 1992
    Assignee: Kyorin Seiyaku Kabushiki Kaisha
    Inventors: Hidehiko Miura, Naoki Harano, Yasuo Takano, Toshiro Mochizuki, Yoshinori Takahashi, deceased, Takashi Nagayama
  • Patent number: 5049563
    Abstract: Annelated indoleketones with an imidazolylalkyl substituent having the formula (2): ##STR1## wherein R.sub.1 is alkyl or alkoxy having 1-4 C-atoms, hydroxy, halogen, trifluoromethyl, a group R.sub.5 R.sub.6 N or R.sub.5 R.sub.6 -N-CO, wherein R.sub.5 and R.sub.6 are hydrogen or alkyl having 1-4 C-atoms or wherein R.sub.5 R.sub.6 N is a saturated 5-6 ring, and n has the value 0, 1 or 2;A is a group of formula 3, 4 or 5 ##STR2## wherein one of the groups R.sub.2, R.sub.3 and R.sub.4 is hydrogen, alkyl having 1-4 C-atoms, cycloalkyl having 3-6 C-atoms or alkenyl having 2-4 C-atoms and the two other groups, independently of each other, are hydrogen or alkyl having 1-4 C-atoms,p has the value 0-3, and q has the value 2-5. These compounds (and pharmaceutically acceptable acid addition salts thereof) have good antagonistic activity of "neuronal" 5-hydroxytryptamine(5-HT)receptors, and the lower toxicity.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: September 17, 1991
    Assignee: Duphar International Research B.V.
    Inventors: Hans H. Haeck, Derk Hamminga, Ineke van Wijngaarden, Wouter Wouters
  • Patent number: 4920221
    Abstract: 1,2,3,4,4a,4b,5,6,7,8,8a,12b-Dodecahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy or alkoxyalkyl)triphenylenes, 2,3,3a,3b,4,5,6,7,7a,11b-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-1H-cyclopenta[1]-phenanthrenes, 2,3,4,4a,4b,5,6,7,8,8a-decahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl)-1H-pyrido[1,2-f]phenanthridines, and 1,2,3,3a,3b,4,5,6,7,7a-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-pyrrolo[1,2-f]phenanthridines and derivatives are valuable as central nervous system active agents or as intermediates to compounds having such activity.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: April 24, 1990
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4851416
    Abstract: The invention relates to novel racemic or optically active berban derivatives of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 represent independently from the other a hydroxyl, straight or branched chain alkoxy group 1 to 6 carbon atoms or R.sup.1 and R.sup.2 together represent a C.sub.1-3 alkylenedioxy group;R.sup.3 and R.sup.4 represent independently from the other hydrogen, straight or branched chain alkyl group, having 1 to 6 carbon atoms and optionally substituted by hydroxyl group, or a C.sub.2-6 alkoxycarbonyl or cyano group; andR.sup.5 represents hydrogen, straight or branched chain alkyl group having 1 to 6 carbon atoms, C.sub.1-7 aliphatic or aromatic acyl group or C.sub.1-7 alkylsulphonyl or arylsulphonyl group, anda salt thereof, to pharmaceutical compositions containing them, to the use as well as to process for preparing the novel compounds. The compounds of the formula (I) are selective .alpha..sub.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: July 25, 1989
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Szilveszter Vizi, Csaba Szantai, Lajos Szabo, Istvan Toth, Gabor Kovacs, Jeno Marton, Laszlo Harsing, Gyorgy Somogyi, Jozsef Gaal
  • Patent number: 4814452
    Abstract: An enantioselective synthesis of 1,3,4,6,7,12b(S)-hexahydro-2H-benzo[b]furo[2,3-a]quinolizin-2-one provides a key intermediate for the preparation of the .alpha..sub.2 -adrenergic antagonist (2R,12bS)-N-(1,3,4,6,7,12-hexahydro-2H-benzo[b]furo[2,3-a]quinolizin-2-yl) -N-methyl-2-hydroxyethanesulfonamide hydrochloride, useful as an anti-depressant.
    Type: Grant
    Filed: July 3, 1986
    Date of Patent: March 21, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Ralph P. Volante, Edward Corley, Ichiro Shinkai
  • Patent number: 4645772
    Abstract: Levorotatory enantiomers of the derivatives of 5,6,13,13a-tetrahydro-8H-dibenzo-[a,g]-quinolizine of formula III ##STR1## wherein R'.sub.3 is hydrogen, an aryl or alkyl group or a --OR or --SR moiety wherein R is hydrogen, an aryl or alkyl group or a group of formula: ##STR2## wherein R" is an aryl or alkyl group, R'.sub.10 and R'.sub.11 which are identical or different, represent hydrogen, an aryloxy, alkoxy or hydroxy group or R'.sub.10 and R'.sub.11 taken together form a --O--(CH.sub.2).sub.n --O-- group in which n is 1 to 3.Application to treatment of cardiovascular disorders.
    Type: Grant
    Filed: August 14, 1984
    Date of Patent: February 24, 1987
    Assignee: Urpha
    Inventors: Jean-Francois Stambach, Louis Jung, Christiane Heitz, Claire Schott, Jean-Claude Stoclet, Fabienne Schutz
  • Patent number: 4642373
    Abstract: 1,2,3,4,4a,4b,5,6,7,8,8a,12b-Dodecahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy or alkoxyalkyl)triphenylenes, 2,3,3a,3b,4,5,6,7,7a,11b-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-1H-cyclopenta[1]-phenanthrenes, 2,3,4,4a,4b,5,6,7,8,8a-decahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl)-1H-pyrido[1,2-f]phenanthridines, and 1,2,3,3a,3b,4,5,6,7,7a-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)pyrrolo[1,2-f]phenanthridines and derivatives are valuable as central nervous system active agents or as intermediates to compounds having such activity.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: February 10, 1987
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4595688
    Abstract: Novel compounds are disclosed, which are derivatives of 1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]-isoquinolines, represented by general formula (I): ##STR1## as well as pharmaceutical compositions and methods for the treatment of depression in warm-blooded animals, e.g., man. Novel intermediates are also part of the invention.
    Type: Grant
    Filed: May 18, 1984
    Date of Patent: June 17, 1986
    Assignee: McNeilab, Inc.
    Inventor: Bruce E. Maryanoff
  • Patent number: 4473704
    Abstract: 1,2,3,4,4a,4b,5,6,7,8,8a,12b-Dodecahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy or alkoxyalkyl)triphenylenes, 2,3,3a,3b,4,5,6,7,7a,11b-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)-1H-cyclopenta[1]phenanthrenes, 2,3,4,4a,4b,5,6,7,8,8a-decahydro-7-(oxo, hydroxy or amino)-9-hydroxy-11-(alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl)-1H-pyrido[1,2-f]phenanthridines, and 1,2,3,3a,3b,4,5,6,7,7a-decahydro-6-(oxo, hydroxy or amino)-8-hydroxy-10-(alkyl, alkoxy or alkoxyalkyl)pyrrolo[1,2-f]phenanthridines and derivatives are valuable as central nervous system active agents or as intermediates to compounds having such activity.
    Type: Grant
    Filed: March 16, 1982
    Date of Patent: September 25, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4456606
    Abstract: 1,2-dihydron-7-oxo-3H,5H-naphtho[1,2,3-ij]quinolizine-6-carboxylic acids are disclosed as active antimicrobial agents as are pharmaceutically acceptable esters, amides, acyl halides and salt derivatives thereof. Intermediates and synthetic processes are also disclosed.
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: June 26, 1984
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: John F. Gerster
  • Patent number: 4415577
    Abstract: Disclosed are a novel dimeric sparteine derivative, the 17S,17'S-bissparteine, and its physiologically compatible acid addition salts. Said compounds are produced by dimerization of 17-hydroxy sparteine or 17-dehydrosparteine salts by means of activated magnesium or an alkali metal. Pharmaceutical compositions containing said novel dimeric sparteine derivatives and their preparation are also described.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: November 15, 1983
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Bernd Hachmeister, Wolfgang Kehrbach, Ulrich Kuehl, Gerd Buschmann
  • Patent number: 4353911
    Abstract: The invention is a method of increasing femoral blood flow and vertebral blood flow a compound of the formula: ##STR1## wherein R is alkoxy carbonyl the alkoxy having up to 5 carbon atoms, trimethoxy substituted phenyl carbonyl or a therapeutically acceptable acid addition salt of one of the foregoing.
    Type: Grant
    Filed: July 20, 1979
    Date of Patent: October 12, 1982
    Inventor: Andre Buzas
  • Patent number: 4265912
    Abstract: Novel lactate salts of 1 and d,l-glaucine are prepared by reacting 1 or d,l-glaucine base with lactic acid. The glaucine salts have potent analgesic and antitussive properties, excellent flavor characteristics and stability properties. Pharmaceutical compositions, and methods of using the same are also described.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: May 5, 1981
    Assignee: The Dow Chemical Company
    Inventor: Samuel S. M. Wang
  • Patent number: 4128650
    Abstract: Compounds of the formula: ##STR1## wherein the symbols X each represent hydrogen or methoxy, R represents hydrogen or carboxymethyl, the symbols R.sub.1 each represent hydrogen or together represent a valency bond and the symbols R.sub.2 each represent hydrogen or together represent a valency bond, the pair of symbols R.sub.2 having the same significance as the pair of symbols R.sub.1, and when the symbols R.sub.1 and R.sub.2 represent hydrogen the symbol X also represents hydrogen, are new compounds possessing antiviral activity.
    Type: Grant
    Filed: May 18, 1977
    Date of Patent: December 5, 1978
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James