Patents Represented by Attorney Charles J. Metz
  • Patent number: 5677310
    Abstract: The present invention is concerned with compounds having the formula ##STR1## the pharmaceutically acceptable acid addition salts thereof, and the stereochemically isomeric forms thereof, wherein R.sup.1 is hydrogen or C.sub.1-6 alkyl; R.sup.2 is hydrogen or C.sub.1-6 alkyl; R.sup.3 is C.sub.1-6 alkyl, hydroxy, cyano, halo, C.sub.1-6 alkyloxy, aryloxy, arylmethoxy, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkyl-S-, C.sub.1-6 alkyl(S.dbd.O)--, C.sub.1-6 alkylcarbonyl; R.sup.4 is hydrogen, halo, hydroxy, C.sub.1-6 alkyl, or C.sub.1-6 alkyloxy; or R.sup.3 and R.sup.4 taken together form a bivalent radical; R.sup.5 and R.sup.6 each independently are hydrogen, halo, hydroxy, C.sub.1-6 alkyl, C.sub.1-6 alkyloxy, aryloxy or arylmethoxy; R.sup.7 is hydrogen; Alk.sup.1 is C.sub.2-5 alkanediyl; Alk.sup.2 is C.sub.2-15 alkanediyl; Q is a heterocyclic ring containing at least one nitrogen atom or a radical of formula ##STR2## Pharmaceutical compositions, preparations and use as a medicine are described.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: October 14, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Guy Rosalia Eugene Van Lommen, Marcel Frans Leopold De Bruyn, Piet Tom Bert Paul Wigerinck
  • Patent number: 5675027
    Abstract: Intermediate for making 4-?2-Benzothiazolyl)methylamino!-alpha-?93,4-difluorophenoxy0methyl!1-pipe ridineethanol having the formula ##STR1##
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Raymond Antoine Stokbroekx, Gilbert Arthur Jules Grauwels
  • Patent number: 5674868
    Abstract: Method of treating 5-HT.sub.3 -mediated disorders, which comprises systemic administration of an effective amount of a compound of formula (I) ##STR1## the pharmaceutically acceptable acid addition salt forms and the stereochemically isomeric forms thereof, wherein R.sup.1 and R.sup.2 represent hydrogen, or R.sup.1 and R.sup.2 taken together form a bivalent radical of formula --CH.dbd.CH--CH.dbd.CH-- (a), --CH.dbd.C(Cl)--CH.dbd.CH-- (b) or --CH.dbd.CH--C(Cl).dbd.CH-- (c); n represents 2, 3 or 4; R.sup.3 represents hydrogen or methoxy; m represents 1 or 2; R.sup.4 represents hydrogen, amino or C.sub.1-3 -alkylcarbonylamino; and R.sup.5 represents hydrogen or halo; novel compounds; compositions; processes for preparing novel compounds and intermediates.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges Henri Paul Van Daele, Jean-Paul Rene Marie Andre Bosmans, Willy Joannes Carolus Van Laerhoven
  • Patent number: 5674866
    Abstract: The present invention is concerned with novel imidazoazepines of formula ##STR1## the pharmaceutically acceptable addition salts and stereochemically isomeric forms thereof, wherein each of the dotted lines independently represents an optional bond; --A--B-- is a radical of formula --X--CH.dbd.CH-- (a-1); --CH.dbd.CH--X-- (a-2); or --CH.dbd.CH-- CH.dbd.CH-- (a-3); X represents O, S or NR.sup.1 ; R.sup.1 represents hydrogen or C.sub.1-6 alkyl; -----Y is a radical of formula .dbd.O (b-1); --OH (b-2); or .dbd.N--OH (b-3); and L represents hydrogen, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkyloxycarbonyl, phenylcarbonyl, C.sub.1-6 alkyl or C.sub.1-6 alkyl substituted with C.sub.1-4 alkyloxycarbonyl, hydroxycarbonyl, aryl, aryloxy or a radical of formula ##STR2## --D--Z-- is --S--CH.dbd.CH--, --S--CH.sub.2 --CH.sub.2 --, --S--CH.sub.2 --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --; and aryl is phenyl or phenyl substituted with halo, hydroxy or C.sub.1-4 alkyloxy.
    Type: Grant
    Filed: December 13, 1995
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Frans Eduard Janssens, Joseph Elisabeth Leenaerts
  • Patent number: 5674871
    Abstract: The present invention relates to the iontophoretic delivery to a patient, more in particular to a migraine patient, of a compound of formula (I) as shown hereinunder. The invention also relates to a device for the iontophoretic delivery of a compound of formula (I), as well as to a composition containing a compound of formula (I), which can be applied in a device for iontophoretic delivery. Said compounds are benzopyranalkylaminoalkyl substituted guanidines having the formula ##STR1## the pharmaceutically acceptable acid addition salts thereof, and the stereochemically isomeric forms thereof, wherein R.sup.1 is hydrogen or C.sub.1-6 alkyl; R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.3-6 alkenyl or C.sub.3-6 alkynyl; R.sup.3 is hydrogen or C.sub.1-6 alkyl; or R.sup.2 and R.sup.3 taken together form a bivalent radical of formula --(CH.sub.2).sub.m - wherein m is 4 or 5; or R.sup.1 and R.sup.2 taken together form a bivalent radical of formula --CH.dbd.CH-- or of formula --(CH.sub.2).sub.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: October 7, 1997
    Assignee: Janssen Pharmaceutica N. V.
    Inventors: Jean Louis Mesens, Gustaaf Van Reet, Frank Maria Jozef De Beukelaar
  • Patent number: 5663354
    Abstract: A process for preparing (+)-6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotri azole comprising the resolution of (.+-.)-6-[(4-chlorophenyl)-hydrazinomethyl)-1-methyl-1H-benzotriazole and converting the appropriate enantiomerically pure hydrazine intermediate into (+)-6-[(4-chlorophenyl)(1 H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: September 2, 1997
    Assignee: Janssen Pharmaceutica, N.V.
    Inventors: Albert Louis Anna Willemsens, Walter Louis Antoine Verstappen, Alex Herman Copmans, Anna Maria Jozefa Vandendriessche, Alfons Gaston Maria De Knaep, Marc Gaston Venet
  • Patent number: 5654293
    Abstract: The present invention relates to a topical oil-in-water emulsion composition comprising ketoconazole, an acetonide glucocorticosteroid and a dermatologically acceptable carrier, characterized by a pH above 2.5 and below 6, and a method of preparing said composition.
    Type: Grant
    Filed: June 14, 1995
    Date of Patent: August 5, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Marc Karel Jozef Fran.cedilla.ois, Alfons Jeanne Wouters, Gerard Frans Maria Jan Cauwenbergh
  • Patent number: 5650411
    Abstract: The use for the manufacture of a medicament for treating Helicobacter-related diseases of a compound of formula ##STR1## a pharmaceutically acceptable acid addition salt or a stereochemically isomeric form thereof, whereinX and Y each independently are CH or N;R.sup.1, R.sup.2 and R.sup.3 each independently are hydrogen or C.sub.1-4 alkyl;R.sup.4 and R.sup.5 each independently are hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkyloxy, hydroxy, trifluoromethyl, trifluoromethyloxy or difluoromethyloxy;Z is C.dbd.O or CHOH; andAr is phenyl optionally substituted with up to three substituents selected from hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkyloxy, halo, trifluoromethyl, triC.sub.1-4 alkylsilyloxy, nitro, amino and cyano or pyridinyl substituted with hydroxy or C.sub.
    Type: Grant
    Filed: July 18, 1995
    Date of Patent: July 22, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Joseph Hector Mostmans, Luc Alfons Leo Van Der Eycken, Frank Christopher Odds, Raymond Antoine Stokbroekx, Marcel Jozef Maria Van der Aa
  • Patent number: 5643603
    Abstract: A composition of a bioadhesive carrier for a prolonged, sustained and controlled delivery of a drug having a local or systemic action contains pregelatinized or thermally modified, food accepted starches and optionally a synthetic polymer.The pregelatinized starches are preferably precooked and dried starches.
    Type: Grant
    Filed: July 13, 1994
    Date of Patent: July 1, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Peter Bottenberg, Jean Paul Louis August Remon, Christian Dominique Erwin De Muynck, Dick Slop
  • Patent number: 5641494
    Abstract: The use of a compound having the formula ##STR1## wherein R represents methyl or ethyl, for regulating the greasiness of the skin, particular novel physical forms of said compound, cosmetic compositions comprising said agent, processes for preparing said agent and compositions, and a method of reducing the greasiness of the skin.
    Type: Grant
    Filed: October 6, 1995
    Date of Patent: June 24, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventor: Gerard Frans Maria Jan Cauwenbergh
  • Patent number: 5639754
    Abstract: The invention is concerned with the compounds having the formula ##STR1## the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein X is O or S; Y is CH or N; R.sup.1, R.sup.2 and R.sup.3 each independently are hydrogen or C.sub.1-4 alkyl; R.sup.4 and R.sup.5 each independently are hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkyloxy, hydroxy, trifluoromethyl, trifluoromethyloxy or difluoromethyloxy; R.sup.6 is C.sub.1-4 alkyl; C.sub.1-4 alkyl substituted with arylcyclohexyl; aryl or arylcarbonyl; wherein aryl is phenyl optionally substituted with one or two substituents selected from halo and C.sub.1-4 alkyl;Z is C.dbd.O or CHOH; and ##STR2## is a radical of formula ##STR3## Compositions comprising said compounds, processes for preparing the same and the use of these compounds as a medicine.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: June 17, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Raymond Antoine Stokbroekx, Marc Willems, Marcel Jozef Maria Van der Aa
  • Patent number: 5637592
    Abstract: The invention is concerned with the compounds having the formula ##STR1## the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein Y is CH or N; R.sup.1, R.sup.2 and R.sup.3 each independently are hydrogen or C.sub.1-4 alkyl; R.sup.4 and R.sup.5 each independently are hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkyloxy, hydroxy, trifiuoromethyl, trifiuoromethyloxy or difluoromethyloxy; R.sup.6 is hydrogen; or R.sup.6 is phenyl optionally substituted with halo; pyridinyl; furanyl; thienyl; 3-chloro-benzo[b]thien-2-yl; trifiuoromethyl; C.sub.1-4 alkyloxycarbonyl; dihalophenylcyclopropanyl; C.sub.3-6 cycloalkyl; adamantyl; C.sub.2-6 alkenyl optionally substituted with halophenyl; or C.sub.1-4 alkyl optionally substituted with halo, phenyl, halophenyl, dihalophenyl, phenyloxy, piperidinyl, pyrrolidinyl, piperazinyl, C.sub.1-4 alkylpiperazinyl, C.sub.1-4 alkylcarbonylpiperazinyl, C.sub.1-4 alkyloxycarbonylpiperazinyl, phthalimino, amino, mono- or di(C.sub.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: June 10, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jan Heeres, Raymond A. Stokbroekx, Joseph H. Mostmans, Louis J. E. Van der Veken
  • Patent number: 5633015
    Abstract: The present invention is concerned with beads comprising a 25-30 mesh core, a coating of a hydrophilic polymer and an antifungal agent, and a seal outer coating layer; pharmaceutical dosage forms comprising said beads and a method of preparing said beads. Preferred antifungal agents are lipophilic azole antifungals, such as itraconazole and saperconazole.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: May 27, 1997
    Inventors: Paul M. V. Gilis, Valentin F. V. De Conde, Roger P. G. Vandecruys
  • Patent number: 5629308
    Abstract: Antiallergic imidazo[1,2-a](pyrrolo, thieno or furano)[2,3-d]azepines of formula ##STR1## the pharmaceutically acceptable addition salts and stereochemically isomeric forms thereof, wherein each of the dotted lines independently represents an optional bond;R.sup.1 represents hydrogen, C.sub.1-4 alkyl, halo, ethenyl substituted with hydroxycarbonyl or C.sub.1-4 alkyloxycarbonyl, hydroxyC.sub.1-4 alkyl, formyl, hydroxycarbonyl or hydroxycarbonylC.sub.1-4 alkyl;R.sup.2 represents hydrogen, C.sub.1-4 alkyl, ethenyl substituted with hydroxycarbonyl or C.sub.1-4 alkyloxycarbonyl, C.sub.1-4 alkyl substituted with hydroxycarbonyl or C.sub.1-4 alkyloxycarbonyl, hydroxyC.sub.1-4 alkyl, formyl or hydroxycarbonyl;R.sup.3 represents hydrogen, C.sub.1-4 alkyl, hydroxyC.sub.1-4 alkyl, phenyl or halo;X represents O, S or NR.sub.4 ;L represents hydrogen; C.sub.1-6 alkyl; substituted C.sub.1-6 alkyl; C.sub.3-6 alkenyl; C.sub.3-6 alkenyl substituted with aryl; or a radical of formula-Alk-Y-Het.sup.1 (a-1), --Alk-NH-CO-Het.sup.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: May 13, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Frans E. Janssens, Gaston S. M. Diels, Joseph E. Leenaerts
  • Patent number: 5624952
    Abstract: The present invention is concerned with vasoconstricive [(benzodioxan, benzofuran or benzopyran)alkylamino]alkyl substituted guanidines having the formula ##STR1## the pharmaceutically acceptable acid addition salts thereof, and the stereochemically isomeric forms thereof, wherein X is O, CH.sub.2 or a direct bond; R.sup.1 is hydrogen or C.sub.1-6 alkyl; R.sup.2 is hydrogen, C.sub.1-6 alkyl, C.sub.3-6 alkenyl or C.sub.3-6 alkynyl; R.sup.3 is hydrogen or C.sub.1-6 alkyl; or R.sup.2 and R.sup.3 may be taken together to form a bivalent radical of formula --(CH.sub.2).sub.m --, wherein m is 4 or 5; or R.sup.1 and R.sup.2 taken together may form a bivalent radical of formula --CH.dbd.CH-- or of formula --(CH.sub.2).sub.n --, wherein n is 2, 3 or 4; or R.sup.3 may represent a bond when R.sub.1 and R.sup.2 taken together form a bivalent radical of formula --CH.dbd.CH--CH.dbd., --CH.dbd.CH--N.dbd., or --CH.dbd.N--CH.dbd.; R.sup.4 is hydrogen or C.sub.1-6 alkyl; Alk.sup.1 is a bivalent C.sub.
    Type: Grant
    Filed: April 15, 1996
    Date of Patent: April 29, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Guy R. E. Van Lommen, Marcel F. L. De Bruyn, Walter J. J. Janssens
  • Patent number: 5616738
    Abstract: N-(3-hydroxy-4-piperidinyl)(dihydrobenzofuran, dihydro-2H-benzopyran or dihydrobenzodioxin)carboxamide derivatives, their N-oxide forms and pharmaceutically acceptable salts having gastrointestinal motility stimulating properties, compositions containing these compounds as active ingredient and methods of treating warm-blooded animals suffering from the decreased peristalsis of the gastrointestinal system.
    Type: Grant
    Filed: March 31, 1995
    Date of Patent: April 1, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Frans M. A. Van den Keybus
  • Patent number: 5616583
    Abstract: N-(3-hydroxy-4-piperidinyl)(dihydrobenzofuran, dihydro-2H-benzopyran or dihydrobenzodioxin)carboxamide derivatives, their N-oxide forms and pharmaceutically acceptable salts having gastrointestinal motility stimulating properties, compositions containing these compounds as active ingredient and methods of treating warm-blooded animals suffering from the decreased peristalsis of the gastrointestinal system.
    Type: Grant
    Filed: April 13, 1995
    Date of Patent: April 1, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Frans M. A. Van den Keybus
  • Patent number: 5616587
    Abstract: The present invention is concerned with physicochemically stable aqueous solutions of risperidone for oral and parenteral administration; processes for preparing such formulations.
    Type: Grant
    Filed: April 26, 1995
    Date of Patent: April 1, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Marc K. J. Fran.cedilla.ois, Willy M. A. C. Dries
  • Patent number: 5612346
    Abstract: A compound which is a pamoate acid addition salt of risperidone, compositions comprising the same and processes for preparing said compound and compositions.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: March 18, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Jean L. Mesens, Jozef Peeters
  • Patent number: 5612354
    Abstract: (1H-azol-1-ylmethyl)substituted quinoline derivatives, compositions containing the same, and methods of treating mammals suffering from disorders which are characterized by an increased proliferation and/or abnormal differentiation of epithelial tissues.
    Type: Grant
    Filed: March 23, 1995
    Date of Patent: March 18, 1997
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Gerard C. Sanz, Marc G. Venet, Eddy J. E. Freyne, Alfons H. M. Raeymaekers