Plural Carbocyclic Rings Bonded Directly To The Same Acyclic Carbon Patents (Class 544/396)
  • Patent number: 6130222
    Abstract: Compounds of the formula (I) ##STR1## as well as their pharmaceutically acceptable salts, and pharmaceutical compositions comprising the novel compounds. The novel compounds of the formula (I) are useful in the management of pain.
    Type: Grant
    Filed: April 24, 1997
    Date of Patent: October 10, 2000
    Assignee: Astra Pharma Inc.
    Inventors: Edward Roberts, Niklas Plobeck, Claes Wahlestedt
  • Patent number: 6100400
    Abstract: The invention provides a process for the preparation of esters [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid, of the formula (I) ##STR1## wherein X represents a halogen atom and R represents a lower alkyl group comprising reacting:(a) a compound of the formula (II) ##STR2## (b) a compound of the formula (III) ##STR3## and (c) a tertiary amine as a solvent and as an acid scavengerat a temperature of at least 100.degree. C., wherein X is a halogen atom, X' is selected from the group consisting of bromine and chlorine and R is a lower alkyl group.
    Type: Grant
    Filed: April 15, 1999
    Date of Patent: August 8, 2000
    Assignee: Chemiagis, Ltd.
    Inventors: Ori Lerman, Erez Gal, Joseph Kaspi
  • Patent number: 6046332
    Abstract: The present invention relates to a process for the preparation of a [2-[4-[4-(chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid derivative of formula I: and, in particular, for the preparation of cetirizine. The method comprises the oxidation of a primary alcohol of a hydroxyzine. Cetirizine is a non-sedating type histamine H1-receptor antagonist and is used in the treatment of allergic syndromes.
    Type: Grant
    Filed: January 20, 1999
    Date of Patent: April 4, 2000
    Inventors: Yong Tao, Khashayar Karimian, Tim Fat Tam
  • Patent number: 5985880
    Abstract: A method of reducing, treating or preventing drug-mediated respiratory depression in an animal, incident to the administration to said animal of a respiratory depression-mediating drug, comprising administering to the animal receiving said drug an effective amount of a .delta. receptor agonist compound.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: November 16, 1999
    Assignee: Delta Pharmaceuticals
    Inventors: Kwen-Jen Chang, Robert W. McNutt, Jr., Hugh O. Pettit, Michael J. Bishop
  • Patent number: 5985881
    Abstract: The invention relates to new compounds of general formula I ##STR1## and the pharmaceutically acceptable salts thereof, wherein A, B, Z, R.sup.1, R.sup.2, R.sup.3 and m are defined as in the specification, processes for preparing them and pharmaceutical compositions containing these compounds. The compounds are valuable neurokinin (tachykinin) antagonists.
    Type: Grant
    Filed: August 2, 1997
    Date of Patent: November 16, 1999
    Assignee: Boehringer Ingelheim KG
    Inventors: Horst Dollinger, Gerd Schnorrenberg, Hans Briem, Birgit Jung, Georg Speck
  • Patent number: 5977115
    Abstract: This invention relates to certain novel compounds and derivatives thereof, their synthesis, and their use as selective alpha-1a adrenergic receptor antagonists. One application of these compounds is in the treatment of benign prostatic hyperplasia. These compounds are selective in their ability to relax smooth muscle tissue enriched in the alpha 1a receptor subtype without at the same time inducing orthostatic hypotension. One such tissue is found surrounding the urethral lining. Therefore, one utility of the instant compounds is to provide acute relief to males suffering from benign prostatic hyperplasia, by permitting less hindered urine flow. Another utility of the instant compounds is provided by combination with a human 5-alpha reductase inhibitory compound, such that both acute and chronic relief from the effects of benign prostatic hyperplasia are achieved.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: November 2, 1999
    Assignee: Merck & Co., Inc.
    Inventors: Michael A. Patane, Mark G. Bock, Roger M. Freidinger, Rose Ann Ponticello, Randall C. Newton
  • Patent number: 5919777
    Abstract: The present invention relates to novel compounds of the general formula I ##STR1## which can be used for treating medical disorders resulting from a deficiency in growth hormone.
    Type: Grant
    Filed: April 23, 1997
    Date of Patent: July 6, 1999
    Assignee: Novo Nordisk A/S
    Inventors: Thomas Kruse Hansen, Bernd Pesche, Knud Erik Andersen
  • Patent number: 5910499
    Abstract: An antiallergic agent having leucotriene production inhibiting action and antihistaminic action, which can be orally administered is provided; the antiallergic agent comprises a hydroquinone derivative of general formula ##STR1## (wherein n represents an integer of 2-10).
    Type: Grant
    Filed: March 18, 1998
    Date of Patent: June 8, 1999
    Assignees: LTT Institute Co., Ltd., Kuree Co., Ltd.
    Inventors: Toshio Satoh, Tetsuo Ebata, Yasuo Kosaka
  • Patent number: 5854249
    Abstract: A method for the treatment or prophylaxis of one or more conditions or disorders selected from the group consisting of physiological pain, diarrhea, urinary incontinence, mental illness, drug and alcohol addiction/overdose, lung edema, depressioysema, apnea, cognitive disorders and gastrointestinal disorders, comprising administration to a subject in need of such treatment or prophylaxis, of a diarylmethylpiperazine or piperidine opioid compound.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: December 29, 1998
    Assignee: Delta Pharmaceuticals, Inc.
    Inventors: Kwen-Jen Chang, Grady Evan Boswell, Dulce Garrido Bubacz, Mark Allan Collins, Ann Otstot Davis, Robert Walton McNutt, Jr.
  • Patent number: 5840896
    Abstract: There is disclosed a process for preparing (l)-(-)-2-aminocarbonyl)-N-(4-amino-2,6-dichlorophenyl)-4-?5,5-bis(4-fluor ophenyl)pentyl!-1-piperazineacetamide which comprises the steps of (a) cyclizing (-)-(S,S)-N.sup.1,N.sup.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: November 24, 1998
    Assignee: Janssen Pharmaceutica, N.V.
    Inventors: Herman Van Belle, Willy Joannes Carolus Van Laerhoven
  • Patent number: 5807858
    Abstract: The present invention relates to, inter alia, methods and compositions for reducing, treating or preventing respiratory depression in an animal, using a compound of the formula: ##STR1## wherein: Ar, G, Z, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are as defined in specification,or a pharmaceutically acceptable ester or salt thereof.
    Type: Grant
    Filed: June 5, 1996
    Date of Patent: September 15, 1998
    Assignee: Delta Pharmaceutical, Inc.
    Inventors: Kwen-Jen Chang, Robert W. McNutt, Jr., Hugh O. Pettit, Michael J. Bishop
  • Patent number: 5747494
    Abstract: A method for treating a depressive disorder which comprises administering to a patient in need thereof a therapeutically effective amount of a combination of(i) hydroxyzine, an individual optical isomer thereof, or a pharmaceutically acceptable salt thereof, and(ii) at least one therapeutic substance which is a serotonin uptake inhibitor, an individual optical isomer thereof or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: May 5, 1998
    Assignee: U C B S.A.
    Inventors: Nadia Medjad, Martine Billardon
  • Patent number: 5716950
    Abstract: A diazacycloalkanealkylsulfonamide derivative having the following formula ?I!: ##STR1## and pharmacologically acceptable salts thereof. The compounds have antiallergic activity with low antihistaminic activity and low toxicity and are useful as an medicament for preventing and treating diseases such as bronchial asthma, allergic rhinitis, atopic dermatitis, urticaria.
    Type: Grant
    Filed: November 20, 1995
    Date of Patent: February 10, 1998
    Assignee: Nippon Shoji Kabushiki Kaisha
    Inventors: Kenichi Kashima, Yoshinobu Akimoto, Yasuhiko Sakamoto, Hirohiko Sakamoto, Kayo Yokode, Toshimi Sakurai, Takeshi Takeno, Shigetaka Takemura, Hiroichi Nagai
  • Patent number: 5703082
    Abstract: Levorotatory and dextrorotatory enantiomers of 1-?(4-chlorophenyl)phenylmethyl!-4-?(4-methylphenyl)sulfonyl!piperazine of the formula ##STR1## their preparation and use for the preparation of substantially optically pure enantiomers of 1-?(4-chlorophenyl)phenylmethyl!piperazine, which are themselves valuable intermediate products for the preparation of optically active therapeutic compounds having a very high degree of optical purity.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 30, 1997
    Assignee: U C B S.A.
    Inventors: Eric Cossement, Guy Bodson, Jean Gobert
  • Patent number: 5703071
    Abstract: The present invention provides novel tropolone derivatives of the formula I ##STR1## wherein R.sub.10 is a substituted or unsubstituted piperazinyl or benzothiazolidinyl group, and pharamaceutical compositions thereof. These compounds are useful for the prevention and treatment of ischemic diseases, including cerebrovascular diseases and cardiovascular diseases.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: December 30, 1997
    Assignee: Pharmacia & Upjohn Company
    Inventors: Noriie Itoh, Mineo Kunihara, Hiroshi Kushida, William W. McWhorter, Syunji Nomura, Kazunori Ozawa, Mikio Taniguchi, Kazuo Tsuzuki
  • Patent number: 5696123
    Abstract: The invention relates to new compounds of general formula I ##STR1## and the pharmaceutically acceptable salts thereof, wherein A, B, Z, R.sup.1, R.sup.2, R.sup.3 and m are defined as in the specification, processes for preparing them and pharmaceutical compositions containing these compounds. The compounds are valuable neurokinin (tachykinin) antagonists.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 9, 1997
    Assignee: Boehringer Ingelheim KG
    Inventors: Horst Dollinger, Gerd Schorrenberg, Hans Briem, Birgit Jung, Georg Speck
  • Patent number: 5681830
    Abstract: Diarylmethyl piperazine compounds having utility as exogenous receptor combinant species for binding with receptors such as delta, mu, sigma, and/or kappa receptors are disclosed. Compounds of the invention may be employed as conjugates in agonist/antagonist pairs for transductional monitoring and assays of neurotransmitter function, and also variously exhibit therapeutic utility, including mediating analgesia, and possessing utility for the treatment of diarrhea, urinary incontinence, mental illness, drug and alcohol addiction/overdose, lung edema, depression, asthma, emphysema, cough, and apnea, respiratory depression, cognitive disorders, emesis and gastrointestinal disorders.
    Type: Grant
    Filed: August 3, 1994
    Date of Patent: October 28, 1997
    Assignee: Delta Pharmaceuticals, Inc.
    Inventors: Kwen-Jen Chang, Dulce G. Bubacz, Ann O. Davis, Robert W. McNutt, Jr., Mark A. Collins, Michael J. Bishop
  • Patent number: 5658908
    Abstract: Diarylmethylpiperazine compounds having utility as receptor-binding species, e.g., for mediating analgesia, and for combatting drug addiction, alcohol addiction, and drug overdose. The compounds may be administered orally, rectally, topically, nasally, ophthalmically, or parenterally (subcutaneously, intramuscularly, and intravenously), for veterinary and human use, and include delta receptor and mu receptor binding species.
    Type: Grant
    Filed: August 3, 1994
    Date of Patent: August 19, 1997
    Assignee: Delta Pharmaceuticals, Inc.
    Inventors: Kwen-Jen Chang, Grady Evan Boswell, Dulce Garrido Bubacz, Mark Allan Collins, Ann Otstot Davis, Robert Walton McNutt, Jr.
  • Patent number: 5646149
    Abstract: Compounds having both calcium antagonist and antioxidant activity are disclosed. The compounds are useful in preventing or alleviating damage to tissues at the cellular level. Methods of treatment which employ these properties of the compounds and corresponding pharmaceutical compositions are also disclosed.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 8, 1997
    Assignee: Alcon Laboratories, Inc.
    Inventors: Mark R. Hellberg, George Barnes, Robert J. Collier, Jr.
  • Patent number: 5633248
    Abstract: A compound of the formula: ##STR1## wherein Ar.sup.1 and Ar.sup.2 independently represent an optionally substituted aromatic group; P and Q independently represent a divalent aliphatic hydrocarbon group having at least 2 carbon atoms and optionally having either oxygen or sulfur in the carbon chain; R.sup.1 and R.sup.3 independently represent --CO--R, --CONH--R (R represents a hydrocarbon group or a heterocyclic group) or a hydrocarbon group; R.sup.2 and R.sup.4 independently represent hydrogen or an alkyl group; R.sup.2 and R.sup.4 independently represent hydrogen or an alkyl group; R.sup.1 and R.sup.2 or R.sup.3 and R.sup.4, taken together with the adjacent nitrogen atom, may form a nitrogen-containing heterocyclic group; and j represents 0 or 1, or a salt thereof, has excellent GnRH-receptor antagonizing activity and is useful as a prophylactic and therapeutic agent for hormone-dependent and other diseases.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: May 27, 1997
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Kaneyoshi Kato, Yoshihiro Sugiura, Koichi Kato
  • Patent number: 5574159
    Abstract: Diarylmethyl piperazine compounds having utility as exogenous receptor combinant species for binding with receptors such as delta, mu, sigma, and/or kappa receptors are disclosed. Compounds of the invention may be employed as conjugates in agonist/antagonist pairs for transductional monitoring and assays of neurotransmitter function, and also variously exhibit therapeutic utility, including mediating analgesia, and possessing utility for the treatment of diarrhea, urinary incontinence, mental illness, drug and alcohol addiction/overdose, lung edema, depression, asthma, emphysema, cough, and apnea, respiratory depression, cognitive disorders, emesis and gastrointestinal disorders.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: November 12, 1996
    Assignee: Delta Pharmaceuticals, Inc.
    Inventors: Kwen-Jen Chang, Dulce G. Bubacz, Ann O. Davis, Robert W. McNutt, Jr., Michael J. Bishop
  • Patent number: 5565611
    Abstract: The present invention provides a process for preparing an acid addition salt of the Z-isomer of a compound of the formula ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, or taken together with the nitrogen atom to which they are attached, form a nitrogen-containing heterocyclic group optionally containing other hetero atom or atoms; R.sup.3 and R.sup.4 represent H, a lower alkyl group, OH, a lower alkoxy group, a lower alkylcarbonyloxy group, an arylcarbonyloxy group optionally substituted with 1-2 substituents selected from lower alkyl, lower alkoxy, halo and CN on the benzene ring, a benzylcarbonyloxy group, a mono- or di(lower alkyl)aminocarbonyloxy group or a mono- or di(aryl)aminocarbonyloxy group; R.sup.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: October 15, 1996
    Assignee: Taiho Pharmaceutical Co., Ltd.
    Inventors: Shinozaki Fumihiko, Nagasawa Hiroshi, Maruhashi Kazuo
  • Patent number: 5525633
    Abstract: The present invention relates to novel triaryl-ethylene derivatives that are useful as anti-neoplastic agents, antiatherosclerotic agents, and hypocholesterolemic agents.
    Type: Grant
    Filed: June 15, 1994
    Date of Patent: June 11, 1996
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Donald P. Matthews, Alan J. Bitonti, William A. Van Sickle, Donald A. Kaplan
  • Patent number: 5478941
    Abstract: Levorotatory and dextrorotatory enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine of the formula ##STR1## their preparation and use for the preparation of substantially optically pure enantiomers of 1-[(4-chlorophenyl)phenylmethyl]piperazine, which are themselves valuable intermediate products for the preparation of optically active therapeutic compounds having a very high degree of optical purity.
    Type: Grant
    Filed: March 8, 1994
    Date of Patent: December 26, 1995
    Assignee: U C B, S.A.
    Inventors: Eric Cossement, Guy Bodson, Jean Gobert
  • Patent number: 5413997
    Abstract: A triphenylmethane derivative represented by the following general formula: ##STR1## exhibits bone absorption inhibiting effects and is useful as a medicament for treating osteoporosis.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: May 9, 1995
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Iwao Kinoshita, Daisuke Machii, Yasuo Onoda, Haruki Takai, Nobuo Kosaka, Katsuichi Shuto, Katsushige Gomi, Makoto Morimoto, Akio Ishii
  • Patent number: 5391552
    Abstract: A diphenylpiperazine derivative represented by general formula (1), salt thereof, and drug for the circulatory organs containing the same as the active ingredient: ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different from each other and each represents hydrogen, halogen, alkyl, alkoxy, nitro, amino, hydroxy, optionally esterified carboxyl or trifluoromethyl; R.sup.3 represents hydrogen, alkyl, aralkyl, acyl, nitro or optionally esterified carboxymethyl; Ar represents phenyl or naphthyl which may have one to three substituents such as halogen, alkyl, alkoxy, aryloxy, aralkyloxy, nitro, amino, cyano, acyl, hydroxy, optionally esterified carboxyl, substituted sulfonyl, aryl or trifluoromethyl; Z represents sulfur or -NR.sup.4 - wherein R.sup.4 represents hydrogen, alkyl, aralkyl, acyl, aryl, substituted sulfonyl or optionally esterified carboxyl; m represents a number of 1 to 5; and n represents a number of 0 to 5.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: February 21, 1995
    Assignee: Pola Chemical Industries, Inc.
    Inventors: Masato Inazu, Yoshiyuki Miyata, Toshihiro Morimoto, Takeshi Yamamoto, Yuji Yoshiko, Kazunori Harada, Yoshiharu Momota, Masayuki Yanagi, Ryoko Yokota, Tetsuo Katoh, Takayuki Namiki, Makoto Kimura, Nobuyuki Kawakatsu
  • Patent number: 5387593
    Abstract: Novel piperazinyl- and piperidinyl-cyclohexanols of the following formula are useful as anxiolytic agents and have other psychotropic properties ##STR1##
    Type: Grant
    Filed: February 17, 1994
    Date of Patent: February 7, 1995
    Assignee: Briston-Myers Squibb
    Inventors: Ronald J. Mattson, John D. Catt
  • Patent number: 5382687
    Abstract: An enamine derivative containing a fluoroalkyl group, a fluoroaryl group or a fluoroaralkyl group is effective as a charge transport material in an electrophotographic member excellent in sensitivity, residual potential, durability and the like electrophotographic properties.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: January 17, 1995
    Assignee: Hitachi Chemical Company Ltd.
    Inventors: Yoshii Morishita, Shigeru Hayashida, Yasushi Sugimoto, Hiroko Ishikawa, Hiroshi Kobayashi, Takaaki Sonoda
  • Patent number: 5342839
    Abstract: 2-Hydroxy-3-phenoxy-propyl-substituted piperazines of the formula I ##STR1## in which R.sup.1 -R.sup.5, Y, m and n have the meaning indicated in the description, and the preparation thereof are described. The novel compounds are suitable for the therapy of oxygen deficiency diseases of the brain.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: August 30, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Joerg Treiber, Hans P. Hofmann, Laszlo Szabo, Liliane Unger, Manfred Raschack
  • Patent number: 5326762
    Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected form the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: July 5, 1994
    Assignee: Schering Corporation
    Inventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
  • Patent number: 5324728
    Abstract: A naphthoic acid derivative represented by the following general formula or a salt thereof: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently a hydrogen atom, a halogen atom, a hydroxyl group, a lower alkyl group, a lower alkoxy group, a lower alkanoyloxy group, a hydroxy-lower alkyl group, a lower alkoxy-lower alkyl group, a lower alkanoyloxy-lower alkyl group or an aralkyloxy group;R.sub.4 is a hydrogen atom or a lower alkyl group;R.sub.5 is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaromatic group;X is a group ##STR2## a cycloalkylene group, a bivalent nitrogen-containing heterocyclic group, or a group ##STR3## --R.sub.8 --NH-- or --NH--R.sub.8, where R.sub.6 and R.sub.7 are each a hydrogen atom or a lower alkyl group and R.sub.8 is a cycloalkylene group, or R.sub.6 and R.sub.7, together with R.sub.4, may form an alkylene group of 1-3 carbon atoms;Y is --S(O).sub.p --, --(CH.sub.2).sub.
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: June 28, 1994
    Assignee: Fujirebio Inc.
    Inventors: Yasuo Sekine, Tetsuaki Yamaura, Masato Nishimura, Eri Kojima, Yasuko Emoto, Yasushi Higashide
  • Patent number: 5308840
    Abstract: Aminophenol derivatives of the following formula (I) ##STR1## wherein X is hydrogen atom, lower alkyl or a protecting group for phenolic hydroxy, Y is hydrogen atom or lower alkyl, Z is hydrogen atom, lower alkyl, halogen atom or trifluoromethyl, A is hydrogen atom or lower alkyl, t is an integer of 1 to 5, l and m are respectively an integer of 2 to 4, E and W are nitrogen atoms, F is a direct bond or oxygen atom, P and Q are each hydrogen atom, halogen atom, lower alkyl or lower alkoxy, and R.sup.8 is hydrogen atom, hydroxy or a hydroxy-protecting group, and their pharmcologically acceptable salts. Since the aminophenol derivatives (I) of the present invention have excellent antioxidative action and antiinflammatory and antiallergic action in mammalian animals including human, they are extremely useful as pharmaceuticals such as an antiinflammatory or an antiallergic.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: May 3, 1994
    Assignee: Green Cross Corporation
    Inventors: Naoki Sugiyama, Fumihiko Akaboshi, Haruko Yakumaru, Tomokazu Gotoh, Masanori Sugiura, Shigeki Kuwahara, Masahiko Kajii, Yoshiko Tanaka, Takao Kondoh, Chikara Fukaya
  • Patent number: 5215987
    Abstract: Substituted benzhydryl 2-hydroxypropyl piperazine derivatives and methods of synthesis of the derivatives are described. The substituted benzhydryl 2-hydroxypropyl piperazine derivatives are useful as cardiotonic agents.
    Type: Grant
    Filed: April 23, 1990
    Date of Patent: June 1, 1993
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Zoltan G. Hajos, Ramesh M. Kanojia, Jeffrey B. Press
  • Patent number: 5190946
    Abstract: Compounds of formula ##STR1## wherein R and R.sup.3, which may be the same or different, each is hydrogen, an alkyl group containing 1 to 5 carbon atoms, or an optionally substituted aryl or aralkyl group, substituents being selected from the group consisting of halogen, alkoxy and alkyl groups containing 1 to 5 carbon atoms, said alkyl groups in turn being optionally halo-substituted; R.sup.1 and R.sup.2, which may be the same or different, each is hydrogen, an alkyl group containing 1 to 5 carbon atoms, or an optionally substituted aryl or aralkyl group, substituents being as indicated above or R.sup.1 and R.sup.2 taken together are an alkylene group containing 2 or 3 carbon atoms; m and p, which may be the same or different each is a number from 0 to 3; n is the number 2 or 3; and X is a group of the formula R.sub.x.sup.4 --CO--, R.sub.x.sup.4 --COO--, R.sub.x.sup.4 --CONH--, R.sub.x.sup.4 --NHCO--, or R.sub.x.sup.4 --O-- and Y is a group of formula R.sub.y.sup.4 --CO--, R.sub.y.sup.4 --COO--, R.sub.y.sup.
    Type: Grant
    Filed: February 12, 1991
    Date of Patent: March 2, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Avner Ramu, Karel Valter
  • Patent number: 5166205
    Abstract: The present invention relates to novel derivatives of 1-diphenylmethyl piperazinyl, characterized in that they correspond to the general formula I, and their therapeutically acceptable salts, ##STR1## in which: R.sub.1 and R.sub.2, equal or different, represent a hydrogen atom, a halogen, a lower alkyl radical, a hydroxy radical, an alkoxy radical, an alkyl carboxylate radical, an aryl or substituted aryl radical,n may have the values 2 to 4,X, Y, Z and W, equal or different, represent a nitrogen atom or a carbon atom linked to a hydrogen atom, a halogen or to another alkyl, aryl, carboxyalkyl, carbonyl, hydroxyl, sulfonyl and alkylsulfonyl radical.The present invention also relates to the process of preparing these compounds and their use for the manufacture of medicaments intended for prophylaxis and for the treatment of various allergic disorders caused by histamine.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: November 24, 1992
    Assignee: Laboratorios Del Dr. Esteve, S. A.
    Inventors: Maria R. Cuberes-Altisent, Jordi Frigola-Constansa, Juan Pares-Corominas
  • Patent number: 5142052
    Abstract: Aryl- and heterocyclic-methanamines are prepared by reacting a hydroxy-aryl carbinol or a heterocyclic carbinol with a primary or a secondary amine in the presence of a cationic effect reagent.
    Type: Grant
    Filed: October 21, 1988
    Date of Patent: August 25, 1992
    Assignee: Laboratoires Syntex
    Inventors: Serge Beranger, Bruno Francois
  • Patent number: 5141937
    Abstract: Pharmaceutical products containing a 7-diphenylmethylenebicycloheptane or 7-diphenylmethylenebicycloheptene derivative of the formula I ##STR1## in which A, B, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the stated meanings, or a physiologically tolerated acid addition salt of these compounds, and the use thereof as hypolipidemics are described. In addition, new 7-diphenylmethylenebicycloheptane and -heptene derivatives of the formula Ia ##STR2## in which A, B, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the stated meanings, and the physiologically tolerated acid addition salts thereof, as well as processes for the preparation thereof, are described.
    Type: Grant
    Filed: September 21, 1988
    Date of Patent: August 25, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Herbert Siegel, Ernold Granzer
  • Patent number: 5087627
    Abstract: A method for treatment of disorders of the cerebro-neural transmission system which comprises administering a compound of the formula (I) or a pharmaceutically acceptable salt thereof in a therapeutically effective amount, either alone or in admixture with one or more pharmaceutically acceptable excipients, ##STR1## wherein Ar or Ar' is unsubstituted or substituted phenyl or pyridyl; R is hydrogen, lower alkyl, lower alkoxy, halogen or lower alkylenedioxy; A is C.sub.1 -C.sub.6 alkylene; and n is 0 or 1. A compound of the formula (II) or a pharmaceutically acceptable salt thereof, ##STR2## wherein R.sup.1 is hydrogen or fluorine; R.sup.2 is hydrogen or fluorine; R.sup.3 is hydrogen, lower alkyl, lower alkoxy, halogen or lower alkylenedioxy; A is lower C.sub.1 -C.sub.6 alkylene, and n is 0 or 1, provided that at least one of R.sup.1 or R.sup.2 is fluorine.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: February 11, 1992
    Assignee: Santen Pharmaceutical Co., Ltd.
    Inventors: Takakazu Morita, Tadashi Iso, Hideyasu Yamauchi
  • Patent number: 5039673
    Abstract: Compounds are described of the formula (1) ##STR1## where: R.sup.1 is a hydrogen atom or a methyl group;X is cis or trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --, m is 2, 3 or 4 and n is 1; or X is trans --CH.dbd.CH--, m is zero and n is 3;Y is a saturated heterocyclic amino group;Alk is a C.sub.1-5 alkyl chain;l is zero or 1;p is zero, 1, 2, 3 or 4;R.sup.2 is a hydroxyl group or a group selected from --OCOR.sup.3, --CO.sub.2 R.sup.3, CONR.sup.3 R.sup.4, --SO.sub.2 NR.sup.3 R.sup.4, --NHCOR.sup.3, --NHSO.sub.2 R.sup.5, --SO.sub.2 R.sup.5, --SR.sup.5, --NR.sup.3 R.sup.4, --COR.sup.5, --NHCONR.sup.3 R.sup.4 and --NHCSNH.sub.2 ; and their physiologically acceptable salts, solvates and cyclodextrin complexes.These compounds inhibit blood platelet aggregation, bronchoconstriction and vasoconstriction and may be formulated for use as antithrombotic agents.
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: August 13, 1991
    Assignee: Glaxo Group Limited
    Inventors: Eric W. Collington, Harry Finch, Roger Hayes, Keith Mills, David F. Woodings
  • Patent number: 5028610
    Abstract: Compounds of formula (I):A--M--B-- (I)(in which: M represents a saturated heterocyclic group having from 5 to 7 ring atoms of which 2 are nitrogen atoms, said group being unsubstituted or being substituted at any of its carbon atoms by C.sub.1 -C.sub.6 alkyl and/or oxo substituents: A represents a halo-substituted benzhydryl substituent; and B represents certain specific substituted alkyl groups) and salts thereof are valuable for the treatment and prophylaxis of disorders arising from circulatory problems, especially those affecting the brain. They may be prepared by reacting a compound of formula A--M--H with a halo or acyloxy derivative corresponding to the alkyl substituent B which it is desired to introduce.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: July 2, 1991
    Assignee: Sankyo Company Limited
    Inventors: Koichi Hirai, Yuji Iwano, Katsumi Fujimoto, Yoshiki Matsui
  • Patent number: 5026853
    Abstract: A method of improving sleep in warm-blooded animals suffering from sleep disorders, which method comprises the administration of particular N-aryl-piperazinealkanamide derivatives and compositions containing the same. Novel N-aryl-piperazinealkanamide derivatives.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: June 25, 1991
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Freddy F. Vlaeminck, Marc G. C. Verdonck
  • Patent number: 5006523
    Abstract: Novel compounds of the formula ##STR1## and tautomers thereof are disclosed. These compounds possess potassium channel blocking activity and, as such, are useful as antiarrhythmic agents.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: April 9, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Karnail Atwal
  • Patent number: 4978666
    Abstract: A novel (-)-optically active piperazine derivative of the formula: ##STR1## (wherein the mark of * indicates an optically active carbon) shows an increased cerebral circulation-improving effect as well as an enhanced safety.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: December 18, 1990
    Assignee: Nippon Chemiphar Co., Ltd.
    Inventors: Hiroyuki Nohira, Mitsuo Masaki, Masao Yamamoto
  • Patent number: 4968684
    Abstract: A method of improving sleep in warm-blooded animals suffering from sleep disorders, which method comprises the administration of particular N-aryl-piperazinealkanamide derivatives and compositions containing the same. Novel N-aryl-piperazinealkanamide derivatives.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: November 6, 1990
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Freddy F. Vlaeminck, Marc G. C. Verdonck
  • Patent number: 4957941
    Abstract: A new class of anti-spasmodic compounds having two branch chains is provided. The compounds have the general formula: ##STR1## where Y is H or OH;j is an integer from 0 to 4;k is an integer from 0 to 4, and whereinm is an integer from 1 to 4;n is an integer from 1 to 4;p is an integer from 1 to 4; andX may be nonexistent or may be O, S, NH or CH.sub.2 or salts thereof, but when X is nonexistent the terminal group in which both the n-chain and the p-chain is a methyl group. ##STR2## The reaction was performed under reflux condensation. Following the reaction, which was usually complete within a few hours, the acid chlorides were vacuum distilled and reacted with a thiol compound as described above.The compounds of this invention are anti-muscarinic agents (cholinergic-muscarinic receptor antagonists) which inhibit the actions of acetylcholine on autonomic effectors innervated by postganglionic cholinergic nerves as well as on smooth muscle that lacks cholinergic innervation.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: September 18, 1990
    Assignee: United Pharmaceuticals, Inc.
    Inventor: William M. Davis
  • Patent number: 4948892
    Abstract: A sulfonamide compound represented by the following formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical or different, and each represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group; R.sup.4 represents a hydrogen atom, a lower alkyl group, or a substituted or unsubstituted aralykyl group; R.sup.5 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted aralkyl group; R.sup.6 and R.sup.7 are identical or different and each represents a hydrogen atom, a lower alkyl group or a lower alkoxy group; and n is an integer of 1 to 8,and an acid addition salt thereof. The compounds of formula (I) provided by this invention have some useful biological activities such as the spasmolytic activity on the vascular smooth muscles and anti-platelet aggregatory activity and are useful as drugs for treating cardiovascular disorders such as angina pectoris, cerebral circulation disorder and thrombosis.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: August 14, 1990
    Assignee: Kowa Comp., Ltd.
    Inventors: Sohei Tanabe, Seiichi Sato, Yoshinori Kyotani, Tomio Ohta, Yasumi Uchida
  • Patent number: 4933346
    Abstract: Compounds I are described ##STR1## with R.sup.1 equal to (cyclo)alk(en)yl or ##STR2## R.sup.2 /R.sup.3 equal to phenyl or phenylalkyl, A equal to ##STR3## m equal to 2-4, and n equal to 1-4.Compounds I and their salts are calcium antagonists.
    Type: Grant
    Filed: May 10, 1988
    Date of Patent: June 12, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Ruger, Hansjorg Urbach, Joachim Kaiser
  • Patent number: 4933329
    Abstract: Novel bis-S-alkylbenzene derivatives capable of inhibiting lipoxygenase, inparticular, 5-lipoxygenase are disclosed. It is expected that the compounds, which are hardly metabolized in vivo, are highly useful in the treatment and/or prevention of various diseases, including allergic diseases such as asthma, inflammation, myocardial infarction, nephritis, scabies and gout.
    Type: Grant
    Filed: December 6, 1988
    Date of Patent: June 12, 1990
    Assignee: Green Cross Corporation
    Inventors: Youichiro Naito, Yasunari Yamaura, Masanori Sugiura, Chikara Fukaya, Kazumasa Yokoyama
  • Patent number: 4918073
    Abstract: A compound I ##STR1## in which R.sup.1 is cycloalkyl, alkenyl, cycloalkenyl, phenyl, ##STR2## whereJ, L, M, and E are methine or nitrogen and J', L', M', and E' are methylene, carbonyl or imino;R.sup.2 is phenyl or phenylalkyl;a is various amine radicals;m is 2, 3 or 4; andn is 1, 2, 3, or 4 is described; salts of these compounds I are also described. Compounds I and the salts are calcium antagonists.
    Type: Grant
    Filed: January 7, 1987
    Date of Patent: April 17, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Ruger, Hansjorg Urbach, Wilhelm Bartmann, Joachim Kaiser
  • Patent number: 4906631
    Abstract: Novel amide derivatives are disclosed. As examples of said amide derivatives are mentioned 1-[2-[5-(3-methoxy-4-ethoxycarbonyloxyphenyl)-2,4-pentadienoyl]-aminoethyl ]-4-benzhydroxypiperidine, 1-[2-[3-(3-methoxy-4-ethoxycarbonyloxyphenyl)-2-propenoyl]-4-benzhydroxypi peridine, 1-[3-[-(3-methoxy-4-ethoxycarbonyloxyphenyl)-2,4-pentadienoyl]aminopropyl] -4-benzhydrylpiperazine and the like. These amide derivatives are useful as antiallergic agents.
    Type: Grant
    Filed: August 31, 1988
    Date of Patent: March 6, 1990
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Shin Hattori, Makoto Takai, Kazuhiro Omori, Shinji Ozawa, Toshio Wakabayashi