Chalcogen Or Nitrogen Bonded Directly To Ring Carbon Of The Six-membered Hetero Ring Patents (Class 546/68)
  • Patent number: 10703753
    Abstract: Provided herein are ergoline compounds and pharmaceutical compositions thereof. In some embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1A, 5-HT1B and 5-HT1D receptors without agonizing the 5-HT2B receptor using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the 5-HT2B adrenergic alpha2A and/or the alpha2B receptors using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the D2 and D3 receptor using the compounds and pharmaceutical compositions disclosed herein.
    Type: Grant
    Filed: April 10, 2019
    Date of Patent: July 7, 2020
    Assignee: Xoc Pharmaceuticals, Inc.
    Inventors: Thomas Armer, Geoff McKinley, Scott Borland, Miguel Guzman, Armin Szabolcs, Janos Gerencser
  • Patent number: 10308651
    Abstract: Provided herein are ergoline compounds and pharmaceutical compositions thereof. In some embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1A, 5-HT1B and 5-HT1D receptors without agonizing the 5-HT2B receptor using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the 5-HT2B adrenergic alpha2A and/or the alpha2B receptors using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the D2 and D3 receptor using the compounds and pharmaceutical compositions disclosed herein.
    Type: Grant
    Filed: June 22, 2018
    Date of Patent: June 4, 2019
    Assignee: XOC Pharmaceuticals, Inc.
    Inventors: Thomas Armer, Geoff McKinley, Scott Borland, Miguel Guzman, Ármin Szabolcs, János Gerencser
  • Patent number: 10301311
    Abstract: The present invention provides novel neuromodulatory compounds and compositions thereof. The invention also relates to methods of treating various diseases, disorders, and conditions using the compounds of this invention; processes for preparing the compounds of this invention; as well as intermediates for the preparation compounds.
    Type: Grant
    Filed: June 4, 2018
    Date of Patent: May 28, 2019
    Assignee: XOC Pharmaceuticals, Inc.
    Inventors: Thomas Armer, Scott Borland, Miguel Guzman
  • Patent number: 9815830
    Abstract: Provided herein are isoergoline compounds and pharmaceutical compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1A, 5-HT1B and 5-HT1D receptors without agonizing the 5-HT2B receptor using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the 5-HT2B adrenergic alpha2A and/or the alpha2B receptors using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the D2 and D3 receptor using the compounds and pharmaceutical compositions disclosed herein.
    Type: Grant
    Filed: May 3, 2017
    Date of Patent: November 14, 2017
    Assignee: Xoc Pharmaceuticals, Inc.
    Inventors: Thomas Armer, Geoff McKinley, Scott Borland, Miguel Guzman
  • Patent number: 9777016
    Abstract: Provided herein are isoergoline compounds and pharmaceutical compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1A, 5-HT1B and 5-HT1D receptors without agonizing the 5-HT2B receptor using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the 5-HT2B adrenergic alpha2A and/or the alpha2B receptors using the compounds and pharmaceutical compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing the D2 and D3 receptor using the compounds and pharmaceutical compositions disclosed herein.
    Type: Grant
    Filed: May 3, 2017
    Date of Patent: October 3, 2017
    Assignee: Xoc Pharmaceuticals, Inc.
    Inventors: Thomas Armer, Geoff McKinley, Scott Borland, Miguel Guzman
  • Publication number: 20150148371
    Abstract: Provided herein are novel neuromodulatory compounds and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine and Parkinson's disease, using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein. In other embodiments, provided herein are methods of agonizing dopaminergic D2 receptors and/or antagonizing or inhibiting activity of receptors such as the 5-HT2 receptors using the compounds and compositions disclosed herein.
    Type: Application
    Filed: January 28, 2015
    Publication date: May 28, 2015
    Inventors: Robert O. Cook, Jian Zhang, Thomas A. Armer
  • Patent number: 8969374
    Abstract: Provided herein are novel iso-ergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein.
    Type: Grant
    Filed: October 3, 2013
    Date of Patent: March 3, 2015
    Assignee: MAP Pharmaceuticals, Inc.
    Inventors: Jian Zhang, Robert O. Cook
  • Patent number: 8946420
    Abstract: Provided herein are novel neuromodulatory compounds and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine and Parkinson's disease, using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein. In other embodiments, provided herein are methods of agonizing dopaminergic D2 receptors and/or antagonizing or inhibiting activity of receptors such as the 5-HT2 receptors using the compounds and compositions disclosed herein.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: February 3, 2015
    Assignee: Map Pharmaceuticals, Inc.
    Inventors: Robert O. Cook, Jian Zhang, Thomas A. Armer
  • Patent number: 8846924
    Abstract: The invention concerns the production of quinoline compounds containing sulfonic acid groups, the said quinoline compounds and their conversion into dyes containing sulfonic acid groups. The dyes according to the invention are used especially to label analytes, for example to label biomolecules.
    Type: Grant
    Filed: March 25, 2011
    Date of Patent: September 30, 2014
    Assignee: Atto-Tec GmbH
    Inventors: Alexander Zilles, Jutta Arden-Jacob, Karl-Heinz Drexhage, Norbert Uwe Kemnitzer, Monika Hamers-Schneider
  • Patent number: 8796456
    Abstract: The invention relates to novel compounds which are naphthalene diimides of general formula (I). The compounds are used in therapy, particularly in cancer treatment.
    Type: Grant
    Filed: November 28, 2008
    Date of Patent: August 5, 2014
    Assignee: University College London
    Inventors: Mekala Gunaratnam, Francisco Cuenca, Stephen Neidle
  • Patent number: 8722699
    Abstract: Provided herein are novel iso-ergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein.
    Type: Grant
    Filed: October 3, 2013
    Date of Patent: May 13, 2014
    Assignee: Map Pharmaceuticals, Inc.
    Inventors: Jian Zhang, Robert O. Cook
  • Publication number: 20140058108
    Abstract: The present invention relates to the use of 5-HT2 receptor antagonists and in particular of 8-?-ergolines such as lisuride, terguride and the derivatives thereof as 5-HT2B and 5-HT2A receptor antagonists and antioxidants in preferably higher-dosed and preferably continuous use for the treatment, progression prophylaxis and general prophylaxis of organ fibroses and other pathological organ remodeling caused by mesenchymal proliferation
    Type: Application
    Filed: November 4, 2011
    Publication date: February 27, 2014
    Applicant: SINOXA PHARMA UG
    Inventors: Reinhard Horowski, Heinz Palla, Johannes Tack
  • Publication number: 20140039188
    Abstract: Provided herein are novel iso-ergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein.
    Type: Application
    Filed: October 3, 2013
    Publication date: February 6, 2014
    Applicant: MAP PHARMACEUTICALS, INC.
    Inventors: Jian Zhang, Robert O. Cook
  • Patent number: 8604035
    Abstract: Provided herein are novel fluoroergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: December 10, 2013
    Assignee: Map Pharmaceuticals, Inc.
    Inventors: Robert O. Cook, Jian Zhang, Thomas A. Armer
  • Patent number: 8592445
    Abstract: Provided herein are novel iso-ergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1Breceptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2Breceptors using the compounds and compositions disclosed herein.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: November 26, 2013
    Assignee: MAP Pharmaceuticals, Inc.
    Inventors: Jian Zhang, Robert O. Cook
  • Publication number: 20130165469
    Abstract: Provided herein are novel neuromodulatory compounds and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine and Parkinson's disease, using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1B receptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2B receptors using the compounds and compositions disclosed herein. In other embodiments, provided herein are methods of agonizing dopaminergic D2 receptors and/or antagonizing or inhibiting activity of receptors such as the 5-HT2 receptors using the compounds and compositions disclosed herein.
    Type: Application
    Filed: June 22, 2012
    Publication date: June 27, 2013
    Applicant: MAP Pharmaceuticals, Inc.
    Inventors: Robert O. Cook, Jian Zhang, Thomas A. Armer
  • Publication number: 20130158064
    Abstract: Provided herein are novel iso-ergoline derivatives and compositions thereof. In other embodiments, provided herein are methods of treatment, prevention, or amelioration of a variety of medical disorders such as, for example, migraine using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of agonizing receptors such as, for example, the 5-HT1D and/or the 5-HT1Breceptor, without agonizing the 5-HT2B receptor using the compounds and compositions disclosed herein. In still other embodiments, provided herein are methods of antagonizing or inhibiting activity at receptors such as, for example, the adrenergic alpha2A and/or the alpha2Breceptors using the compounds and compositions disclosed herein.
    Type: Application
    Filed: June 22, 2012
    Publication date: June 20, 2013
    Applicant: MAP Pharmaceuticals, Inc.
    Inventors: Jian Zhang, Robert O. Cook
  • Patent number: 8362276
    Abstract: The present invention provides a novel ?-sulfonimide compound having at least one imide group and at least one sulfonyl group and a method for preparing the same.
    Type: Grant
    Filed: April 5, 2006
    Date of Patent: January 29, 2013
    Assignee: INKTEC Co., Ltd.
    Inventors: Kwang-Choon Chung, Hyun-Nam Cho, Myoung-Seon Gong, Yun-Ho Jung
  • Patent number: 8324386
    Abstract: Disclosed is a series of somatostatin-dopamine chimeric analogs which retain both somatostatin and dopamine activity in vivo. An example is: 6-n-propyl-8?-ergolinglmethylthioacetyl-D-Phe-c(Cys-Tyr-D-Trp-Lys-Abu-Cys)-Thr-NH2.
    Type: Grant
    Filed: October 7, 2009
    Date of Patent: December 4, 2012
    Assignee: IPSEN Pharma S.A.S.
    Inventors: Michael D. Culler, Zheng Xin Dong, Sun H. Kim, Jacques-Pierre Moreau
  • Publication number: 20110059977
    Abstract: The present invention relates to the use, for the preparation of a medicament intended for the treatment or the prevention of pathologies linked to, or caused by mycobacteria, of at least one of the compounds of the following formula (I): in which B represents in particular a nitrogen atom, and R1, R2, R3, R4, R5, R6, R7 and R8 represent in particular a hydrogen atom.
    Type: Application
    Filed: March 22, 2007
    Publication date: March 10, 2011
    Applicant: INSTITUT DE RECHERCHE POUR LE DEVELOPPEMENT (I.R.D.)
    Inventors: Alain Robert Francois Maxime Fournet, Delphine Lagoutte, Erwan Poupon, Flor Soriano-Agaton
  • Publication number: 20100179304
    Abstract: Disclosed is a series of somatostatin-dopamine chimeric analogs which retain both somatostatin and dopamine activity in vivo.
    Type: Application
    Filed: October 7, 2009
    Publication date: July 15, 2010
    Inventors: Michael D. Culler, Zheng Xin Dong, Sun H. Kim, Jacques-Pierre Moreau
  • Publication number: 20090312553
    Abstract: A thin film transistor comprises a layer of organic semiconductor material comprising a tetracarboxylic diimide naphthalene-based compound having, attached to each of the imide nitrogen atoms, an aromatic moiety, at least one of which moieties is substituted with at least one electron donating group. Such transistors can further comprise spaced apart first and second contact means or electrodes in contact with said material. Further disclosed is a process for fabricating an organic thin-film transistor device, preferably by sublimation deposition onto a substrate, wherein the substrate temperature is no more than 100° C.
    Type: Application
    Filed: August 21, 2009
    Publication date: December 17, 2009
    Inventors: Deepak Shukla, Diane C. Freeman, Shelby F. Nelson, Jeffrey T. Carey, Wendy G. Ahearn
  • Patent number: 7622476
    Abstract: This invention relates to 1-allyl ergot alkaloids and their derivatives with selective antagonistic properties to 5-HT2 receptors for the prevention of, and relief from, migraine-related headache, Parkinson's disease, disorders of the thrombocyte function, etc.
    Type: Grant
    Filed: December 21, 2002
    Date of Patent: November 24, 2009
    Assignee: Axxonis Pharma AG
    Inventors: Miroslav Flieger, Heinz Pertz, Karel Kranda, Jan Cvak, Sven Jaenichen, Erika Glusa
  • Patent number: 6777406
    Abstract: The present invention is directed to certain novel compounds represented by structural Formula (I) or pharmaceutically acceptable salt forms thereof, wherein is R1, R6a, R6b, R7, R8, R9, X, b, m, and n are described herein. The invention is also concerned with pharmaceutical formulations comprising these novel compounds as active ingredients and the use of the novel compounds and their formulations in the treatment of certain disorders. The compounds of this invention are serotonin agonists and antagonists and are useful in the control or prevention of central nervous system disorders including obesity, anxiety, depression, psychosis, schizophrenia, sleep disorders, sexual disorders, migraine, conditions associated with cephalic pain, social phobias, and gastrointestinal disorders such as dysfunction of the gastrointestinal tract motility.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: August 17, 2004
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: John M. Fevig, Ian S. Mitchell, Taekyu Lee, Wenting Chen, Joseph Cacciola
  • Patent number: 6476021
    Abstract: Novel fused tetracyclic heterocyclic compounds having a potent and highly selective effect of inhibiting cyclic GMP phosphodiesterase (cGMP-PDE) and a high safety; a process for producing the same; drugs characterized by containing at least one of these compounds as the active ingredient, in particular, preventives and/or remedies for pulmonary hypertension, ischemic heart diseases, erectile insufficiency, female sexual dysfunction or diseases against which cGMP-PDE inhibitory effects are efficacious and intermediates useful in producing the above compounds.
    Type: Grant
    Filed: May 26, 2000
    Date of Patent: November 5, 2002
    Assignee: Mochida Pharmaceutical Co., Ltd.
    Inventors: Masayuki Ohashi, Hidemitsu Nishida, Toshiyuki Shudo
  • Patent number: 6388079
    Abstract: This invention relates to a process for preparing pergolide, which comprises the steps of reacting 9,10-dihydrolysergol with an acid anhydride at an elevated temperature in the presence of a catalyst to form a triacylated product intermediate; reducing the triacylated product intermediate with a reducing agent in a solvent to form a primary amino alcohol intermediate; and reacting the amino alcohol intermediate with dimethyl disulfide and trialkyl phosphine, aryl phosphine or the polymeric derivatives of phosphine analogs thereof in a polar solvent to obtain pergolide; or the steps of reacting 9,10-dihydrolysergol with dimethyl disulfide and trialkyl phosphine, aryl phosphine or the polymeric derivatives of phosphine analogs thereof in a polar solvent to form a methylsulfide intermediate; reacting the methylsulfide intermediate with an acid anhydride at an elevated temperature in the presence of a catalyst to form a diacylated amide intermediate; and reducing the diacylated amide intermediate with a reducing
    Type: Grant
    Filed: August 29, 2000
    Date of Patent: May 14, 2002
    Assignee: Scinopharm Singapore Pte Ltd.
    Inventors: Edwin S. C. Wu, Mark Wu
  • Publication number: 20010044118
    Abstract: The present invention provides hapten derivatives useful for the preparation of antigens, antibodies and reagents for use in immunoassays for the detection of LSD and 2-oxo-3-hydroxy LSD. In the present invention, the 2-oxy LSD nucleus is derivatized out of the indole nitrogen to form an aminoalkyl derivative. The resulting haptens can then be further modified at this functionalized position for linking to appropriate immunogenic or labeling groups to provide reagents for immunoassays having substantially equal specificity for both LSD and 2-oxo-3-hydroxy-LSD.
    Type: Application
    Filed: December 8, 2000
    Publication date: November 22, 2001
    Inventors: Mitali Ghoshal, Stephen Vitone, Gerald F. Sigler, Alan J. McNally
  • Patent number: 6087371
    Abstract: Ergoline derivative having formula (I) wherein R.sub.1 is hydrogen atom or C.sub.1-4 alkyl group; R.sub.2 is hydrogen, chlorine, or bromine atom, methyl or C.sub.1-4 alkylthio group; n is 0, 1 or 2; the substituent at position 8 is in .alpha. or .beta. configuration; Het represents an aromatic 5-membered heterocyclic ring, said ring having three heteroatoms which are the same or different and which are selected from the group consisting of sulfur, oxygen and nitrogen atom and X is hydrogen, chlorine or bromine or fluorine atom, or a pharmaceutically acceptable acid addition salt thereof are active at the Central Nervous System level. A process for their preparation is also described, as are pharmaceutical compositions containing them.
    Type: Grant
    Filed: August 17, 1998
    Date of Patent: July 11, 2000
    Assignee: Pharmacia & Upjohn S.p.A.
    Inventors: Sergio Mantegani, Tiziano Bandiera, Maurizio Meroni, Mario Varasi, Carla Caccia
  • Patent number: 6060483
    Abstract: The present invention provides the new use in the treatment of neurodegenerative diseases with ergoline derivatives of formula (I) ##STR1## wherein R.sub.1 represents a hydrogen atom or a linear or branched C.sub.1 -C.sub.5 alkyl or C.sub.2 -C.sub.5 alkenyl group optionally substituted with a C.sub.3 -C.sub.7 cycloalkyl, a hydroxy group or a R.sub.3 -substituted phenyl group wherein R.sub.3 is a hydroxy or a hydroxymethyl group; R.sub.2 represents a hydrogen atom or a linear or branched C.sub.1 -C.sub.5 alkyl or a C.sub.2 -C.sub.5 alkenyl group optionally substituted with a hydroxy group, or a R.sub.3 -substituted phenyl group wherein R.sub.3 is as above defined, or with a C.sub.1 -C.sub.5 alkoxy group; the symbols--at positions 2,3 and 8, 9 independently denote a single or double chemical bond and Z represents a group (CH.sub.2).sub.n OH, wherein n is 0 or an integer from 1 to 3, or a group C(R.sub.4).sub.2 OH wherein R.sub.4 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 28, 1998
    Date of Patent: May 9, 2000
    Assignee: Pharmacia & Upjohn S.p.A.
    Inventors: Sergio Mantegani, Enzo Brambilla, Nicola Carfagna, Mario Varasi
  • Patent number: 5547958
    Abstract: 8.alpha.-acylamino ergolines are useful dopamine agonists.
    Type: Grant
    Filed: December 27, 1994
    Date of Patent: August 20, 1996
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Thomas Brumby, Helmut Wachtel, Jonathan Turner, Peter-Andreas Loschmann
  • Patent number: 5495032
    Abstract: The invention provides a process for the production of compounds of the formula: ##STR1## wherein, R, R.sup.3, R.sup.4, X and W are defined in the specification in which a compound of the following formula: ##STR2## is reacted with a nucleophile of the formula WH in an inert atmosphere in the presence of a polar-protic or a polar-aprotic solvent. The resulting compounds are useful as antibiotics.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: February 27, 1996
    Assignee: American Cyanamid Company
    Inventors: Phaik-Eng Sum, Ving J. Lee, Joseph J. Hlavka, Raymond T. Testa
  • Patent number: 5463060
    Abstract: Pergolide is produced from 8,9-dihydroelymoclavine by a one-pot process in which it is reacted successively with 1-iodopropane, with a sulfonyl halide, and with an alkali metal thiomethoxide without isolation of intermediate products.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: October 31, 1995
    Assignee: Eli Lilly and Company
    Inventor: Jerry W. Misner
  • Patent number: 5430031
    Abstract: The present invention provides compounds of the formula (I) ##STR1## wherein A, R.sub.1, R.sub.2 and R.sub.3 are defined as in the specification, or a pharmaceutically acceptable salt thereof. A process for their preparation and the pharmacetical compositions comprising them are also provided.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: July 4, 1995
    Assignee: Farmitalia Carlo Erba S.r.l.
    Inventors: Sergio Mantegani, Enzo Brambilla, Carla Caccia, Nicola Carfagna
  • Patent number: 5411966
    Abstract: Compounds of formula I and their acid addition salts ##STR1## in which R.sup.2 R.sup.6 R.sup.13 and X have the meanings defined herein are described as well as a process and intermediates for their production, and pharmaceutical agents containing these compounds.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: May 2, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Bernd Schroter, Thomas Brumby, Helmut Wachtel, Peter A. Loschmann
  • Patent number: 5401748
    Abstract: 2,14-Disubstituted ergolines of formula I ##STR1## in which R, R.sup.2, R.sup.6, R.sup.14 and X have the meaning named in the application, as well as their production and use in pharmaceutical agents, are described.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: March 28, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Helmut Wachtel, Peter A. Loschmann
  • Patent number: 5242678
    Abstract: Compounds of general Formula I labeled with 7.sup.5 Br, .sup.76 Br, .sup.77 Br, .sup.80m Br or .sup.80 Br isotopes ##STR1## wherein R.sup.6 is a C.sub.1-6 hydrocarbon residue and C.sub.2 C.sub.3, C.sub.9 C.sub.10 is a single or a double bond, as well as their acid addition salts, as diagnostic media to image dopamine.
    Type: Grant
    Filed: June 26, 1989
    Date of Patent: September 7, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Bernard Maziere, Helmut Wachtel, Peter-Andreas Loeschmann, Rainer Dorow, Bernard Acksteiner, Dominique Comar, Christian Loch
  • Patent number: 5212178
    Abstract: 8.alpha.-acylamino ergolines are useful dopamine agonists.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: May 18, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Thomas Brumby, Helmut Wachtel, Jonathan Turner, Peter-Andreas Loschmann
  • Patent number: 5158957
    Abstract: 2-Substituted ergolines ##STR1## wherein C.sub.2 C.sub.3 and C.sub.9 C.sub.10 represent a single of double bond;X is oxygen or sulfur;R.sup.2 is C.sub.1-10 alkyl, optionally halogen-substituted C.sub.2-10 alkenyl, CH.sub.2 YR.sup.3, CR.sup.12 (OR.sup.4)R.sup.5, CH.sub.2 --CHR.sup.9 --COR.sup.10 or COR.sup.12,whereinY is oxygen or sulfur,R.sup.3 is hydrogen, C.sub.1-4 alkyl, phenyl, C.sub.2-5 acyl or phenyl C.sub.1-4 alkyl,R.sup.4 is hydrogen or C.sub.2-5 acyl,R.sup.5 is C.sub.1-9 alkyl,R.sup.9 is COCH.sub.3 or COO-C.sub.1-4 alkyl,R.sup.10 is C.sub.1-4 alkyl or O-C.sub.1-4 alkyl,R.sup.12 is hydrogen or C.sub.1-9 alkyl; andR.sup.6 is C.sub.2-10 alkyl, C.sub.3-10 alkenyl or C.sub.4-10 cycloalkyl-C.sub.1-3 -alkyl,and acid addition salts, isomers and isomeric mixtures thereof are dopaminergic agonists and useful for treating Parkinson's Disease.
    Type: Grant
    Filed: June 26, 1991
    Date of Patent: October 27, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Thomas Brumby, Gerhard Sauer, Josef Heindl, Jonathan Turner, Gerhard Kuhne, Helmut Wachtel
  • Patent number: 5097031
    Abstract: The invention relates to a novel stereoselective process for the preparation of dihdyrolysergol from lysergol by hydrogenation in the presence of solvent and palladium catalyst applied on a carrier, which comprises hydrogenating lysergol in the presence of one or more aprotic solvent(s) containing tertiary nitrogen atom(s) and a palladium catalyst applied on activated carbon, and recovering the product obtained from the reaction mixture in a known manner.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: March 17, 1992
    Assignee: Richter Gedeon Vegyeszeti Gyar R.T.
    Inventors: Istvan Polgar, Jozsef Foldesi, Janos Kiss, Piroska Major nee Forstner, Karoly Molnar, Andras Sugar, Tamas Szen, Katalin Balogh nee Nemes
  • Patent number: 5079364
    Abstract: t-alkyl eroline derivatives of formula I are produced ##STR1## wherein (R.sub.1 =H, OCH.sub.3 and R.sub.2 H) or (R.sub.1 +R.sub.2 =a ring bond and R.sub.3 =H, optionally substituted nicotinynoyl or 1-oxo-2-cyclopenten-3-yl); and their pharmaceutically acceptable salts.A process for the preparation of these derivatives from lysergol and a t-alkyl alcohol is also described, as are pharmaceutical compositions containing them.
    Type: Grant
    Filed: March 24, 1989
    Date of Patent: January 7, 1992
    Assignee: Farmitalia Carlo Erba
    Inventors: Aldemio Temperilli, Enzo Brambilla, Mauro Gobbini, Maria A. Cervini
  • Patent number: 5077298
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, R.sub.2 is hydrogen, chlorine, bromine or methyl, R.sub.3 is C.sub.1-5 alkyl or C.sub.3-5 alkenyl and R.sub.4 is C.sub.3-7 alkyl; C.sub.3-7 cycloalkyl; adamantyl; or optionally substituted phenyl, having valuable pharmaceutical, and in particular LH- and PRL-secretion inhibiting as well as neuroleptic activity.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: December 31, 1991
    Assignee: Sandoz Ltd.
    Inventor: Walter Haefliger
  • Patent number: 5075318
    Abstract: 8.alpha.-Acylaminoergoline useful in the treatment of psychotic disorders and Parkinson's disease.
    Type: Grant
    Filed: November 2, 1990
    Date of Patent: December 24, 1991
    Assignee: Sandoz Ltd.
    Inventor: Walter Haefliger, deceased
  • Patent number: 5037832
    Abstract: 2-Substituted ergolines ##STR1## wherein C.sub.2 C.sub.3 and C.sub.9 C.sub.10 represent a single or double bond;X is oxygen or sulfur;R.sup.2 is C.sub.1-10 alkyl, optionally halogen-substituted C.sub.2-10 alkenyl, CH.sub.2 YR.sup.3, CR.sup.12 (OR.sup.4)R.sup.5, CH.sub.2 -CHR.sup.9 -COR.sup.10 or COR.sup.12, whereinY is oxygen or sulfur,R.sup.3 is hydrogen, C.sub.1-4 alkyl, phenyl, C.sub.2-5 acyl or phenyl C.sub.1-4 alkyl,R.sup.4 is hydrogen or C.sub.2-5 acyl,R.sup.5 is C.sub.1-9 alkyl,R.sup.9 is COCH.sub.3 or COO-C.sub.1-4 alkyl,R.sup.10 is C.sub.1-4 alkyl or O-C.sub.1-4 alkyl,R.sup.12 is hydrogen or C.sub.1-9 alkyl; andR.sup.6 is C.sub.2-10 alkyl, C.sub.3-10 alkenyl or C.sub.4-10 cycloalkyl-C.sub.1-3 -alkyl,and acid addition salts, isomers and isomeric mixtures thereof are dopaminergic agonists and useful for treating Parkinson's Disease.
    Type: Grant
    Filed: July 17, 1989
    Date of Patent: August 6, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Thomas Brumby, Gerhard Sauer, Josef Heindl, Jonathan Turner, Gerhard Kuhne, Helmut Wachtel
  • Patent number: 4970314
    Abstract: 2-bromo-8-ergolinyl compounds of the formula ##STR1## wherein R.sup.8 is NH.sub.2, NH--CONEt.sub.2, CONH.sub.2, ##STR2## and ##STR3## wherein R.sup.1 =C.sub.1-4 -alkyl andR.sup.2 =C.sub.1-4 -alkyl and benzyl,R.sup.9 and R.sup.10 each mean hydrogen or, together, a bond, and the substituent R.sup.8 can be in the .alpha.- or .beta.- position, and their acid addition salts,can be prepared from corresponding 8-ergolinyl compounds and their acid addition salts by bromination with elemental bromine in the presence of hydrogen bromide in a halogenated hydrocarbon.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: November 13, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Borner, Gregor Haffer, Gerhard Sauer
  • Patent number: 4968801
    Abstract: Ergoline derivatives of general Formula I ##STR1## wherein C.sub.8 C.sub.9 and C.sub.9 C.sub.10 are both CC-single bonds or one is a C.dbd.C-double bond,R.sup.6 is C.sub.1-4 alkyl,R.sup.8 is methyl, hydroxymethyl, carbonylmethoxy, ureido or N,N-diethylureido, each in the .alpha.- or .beta.-position, andR is hydrogen or nitro,are prepared by dehydrogenation of corresponding 2,3-dihydroergoline derivatives using an electrophilic reagent in an apolar solvent and a base.
    Type: Grant
    Filed: May 25, 1989
    Date of Patent: November 6, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Gerhard Sauer, Helmut Biere, Gregor Haffer, Andreas Huth
  • Patent number: 4950672
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, R.sub.2 is hydrogen, chlorine, bromine or methyl, R.sub.3 is C.sub.1-5 alkyl or C.sub.3-5 alkenyl and R.sub.4 is C.sub.3-7 alkyl; C.sub.3-7 cycloalkyl; adamantyl; or optionally substituted phenyl, having valuable pharmaceutical, and in particular LH- and PRL-secretion inhibiting as well as neuroleptic activity.
    Type: Grant
    Filed: February 27, 1989
    Date of Patent: August 21, 1990
    Assignee: Sandoz Ltd.
    Inventor: Walter Haefliger
  • Patent number: 4939258
    Abstract: Cycloalkyl or ketocycloalkyl esters of 1-substituted-6-C.sub.1-4 straight chain alkyl (or allyl)-ergoline-8.beta.-carboxylic acids, useful as 5HT receptor antagonists.
    Type: Grant
    Filed: January 10, 1990
    Date of Patent: July 3, 1990
    Assignee: Eli Lilly and Company
    Inventors: Kathleen R. Whitten, William L. Garbrecht, Gifford P. Marzoni, C. John Parli
  • Patent number: 4927926
    Abstract: The present invention relates to new heterocyclic compounds, derivatives of 7-(1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids, characterized in that they correspond to formula (I) ##STR1## The invention also relates to the preparation of these compounds and their applications as medicines.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: May 22, 1990
    Assignee: Laboratorios del Dr. Esteve S.A.
    Inventors: Juan P. Corominas, Jordi F. Constansa, Augusto C. Pinol
  • Patent number: 4910302
    Abstract: Compounds of the formula: ##STR1## in which Z is ##STR2## wherein X is alkylene, ethanylene or alkylidene; Q is alkylene, alkylidene, ##STR3## or Q, taken together with the carbon atoms to which it is attached forms a benzene ring or a substituted benzene ring, in which said substituents are --OH, --OCH.sub.3, alkyl, halo, --CF.sub.3, --NH.sub.2, monoalkylamino, dialkylamino or alkanoylamino; R.sup.1 is hydrogen or alkyl; R.sup.2 and R.sup.3 are, independently, hydrogen or alkyl or taken together with the carbon atoms to which they are attached, they form a cycloalkane or cycloalkene ring; m is one of the integers 2-5; R.sup.4 is hydrogen, hydroxy, cyano, alkyl, alkoxy, halo, amino, alkylamino, phenylamino, tolylamino, xylylamino, mesitylamino, methoxyphenylamino, or halophenylamino; and the dotted lines represent optional unsaturation; or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: March 20, 1990
    Assignee: American Home Products Corporation
    Inventors: Magid A. Abou-Gharbia, Gary P. Stack
  • Patent number: 4908449
    Abstract: A process for preparing 1-methyllysergol or 10.alpha.-methoxy-1-methyllumilysergol, which comprises adding a base, which is an alkali metal hydride or alcoholate, to a solution of lyergol or 10.alpha.-methoxylumilysergol in a polar aprotic solvent in such a way that the molecular ratio between the base and the lysergol or 10.alpha.-methoxylumilysergol remains less than 0.5:1, and then adding a methylating agent which is methyl iodide, methyl sulphate or trimethylsulphonium iodide.1-methyllysergol and 10.alpha.-methoxy-1-methyllysergol are useful intermediates in the synthesis of pharmacological compounds.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: March 13, 1990
    Assignee: Rhone-Poulenc Sante
    Inventor: Christian Gervais