The Five-membered Hetero Ring Is One Of The Cyclos In A Bicyclo Ring System Patents (Class 544/143)
  • Patent number: 4139634
    Abstract: Indole derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl radical, R.sub.2 and R.sub.3, which are the same or different, each represent a hydrogen atom, a methyl or ethyl radical, a benzyl radical or represent together a pentamethylene, hexamethylene, oxydiethylene or N-methylaminodiethylene chain, forming thus a cycle with the nitrogen atom, R.sub.4 represents a phenyl, 2', 4'-dimethyl-phenyl, isopropyl, cyclopropyl, 1-methyl-cyclopropyl, cyclopentyl or cyclohexyl radical, R.sub.5 represents a hydrogen atom, a branched- or straight-chain alkyl radical containing from 1 to 3 carbon atoms, a methylthio or ethylthio radical or a straight-chain acyl radical containing from 2 to 6 carbon atoms, R.sub.6 represents a hydrogen atom or a halogen atom, a methyl, methoxy, hydroxy, carboxy, nitro, amino, methylamino or dimethylamino radical, R.sub.7 represents a hydrogen atom or a halogen atom and n is 1 or 2, with the proviso that two at least of the groups R.sub.5, R.sub.
    Type: Grant
    Filed: May 20, 1977
    Date of Patent: February 13, 1979
    Assignee: Labaz
    Inventors: Charles Pigerol, Paul DE Cointet de Fillain, Pierre Eymard, Jean-Pierre Werbenec, Madeleine Broll
  • Patent number: 4126620
    Abstract: 2,4,5,6-Tetrahydrocyclopenta[c]pyrrole-4-carboxamide and 4-thiocarboxamide derivatives useful as antisecretory and anti-ulcer agents are prepared by hydrolysis or thiohydrolysis of the corresponding 2,4,5,6-tetrahydrocyclopenta[c]pyrrole-4-carbonitriles or, in the case of the thiocarboxamides, by reaction of the 4-carboxamide with phosphorus pentasulfide.
    Type: Grant
    Filed: February 25, 1977
    Date of Patent: November 21, 1978
    Assignee: Sterling Drug Inc.
    Inventors: Malcolm R. Bell, Rudolf Oesterlin
  • Patent number: 4122265
    Abstract: Isoindole derivatives of the formula ##STR1## wherein A, Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and n are as hereinafter set forth, as well as intermediates, are described. The end products of formula I are useful as appetite-suppressants.
    Type: Grant
    Filed: April 22, 1977
    Date of Patent: October 24, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Roland Jaunin
  • Patent number: 4098797
    Abstract: 2,4,5,6-Tetrahydrocyclopenta[c]pyrrole-4-carboxyamide and 4-thiocarboxamide derivatives useful as anti-secretory and anti-ulcer agents are prepared by hydrolysis or thiohydrolysis of the corresponding 2,4,5,6-tetrahydrocyclopenta[c]pyrrole-4-carbonitriles or, in the case of the thiocarboxamides, by reaction of the 4-carboxamide with phosphorus pentasulfide.
    Type: Grant
    Filed: July 9, 1976
    Date of Patent: July 4, 1978
    Assignee: Sterling Drug Inc.
    Inventors: Malcolm R. Bell, Rudolf Oesterlin
  • Patent number: 4097489
    Abstract: This invention relates to certain structural and pharmacological analogs of prostacyclin (PGI.sub.2) wherein a nitrogen atom is substituted for the 6,9.alpha.-epoxy-oxygen of prostacyclin. These novel nitrogen-containing prostacyclin-type compounds are useful for the pharmacological purposes for which prostacyclin is used, e.g., as antithrombotic agents, smooth muscle stimulators, gastric antisecretory agents, antihypertensive agents, antiasthma agents, nasal decongestants, or regulators of fertility and procreation.
    Type: Grant
    Filed: June 17, 1977
    Date of Patent: June 27, 1978
    Assignee: The Upjohn Company
    Inventor: Gordon L. Bundy
  • Patent number: 4080330
    Abstract: The present invention is concerned with novel 2-unsubstituted-3-phenylindolines and acid addition salts thereof. These compounds have been found to have valuable pharmacological properties indicative of possible utility, inter alia, of controlling coagulation of the blood and as hypoglycemic agents. The invention also provides novel processes for producing the novel compounds and pharmaceutical compositions containing same as active ingredients.
    Type: Grant
    Filed: June 23, 1975
    Date of Patent: March 21, 1978
    Assignee: Delmar Chemicals Limited
    Inventors: Rudolf Kubela, Vaclav Musil, Lise A. Hughes
  • Patent number: 4072675
    Abstract: N-Phenyl amidines which have diuretic, antithrombogenic, smooth muscle relaxant, anti-inflammatory and antiarrhythmic properties have been discovered. They are prepared by reacting a substituted aniline with a carboxamide selected from the group consisting of amides and lactams in the presence of phosphorus oxychloride. Typical examples of substituted N-phenyl amidines thus obtained are 5-methyl-2-(N-phenylbenzylamino)-1-pyrroline, 2-(N-phenylbenzylamino)-1-pyrroline, 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole and 4,5,6,7,8,9-hexahydro-2-(N-phenylphenethylamino)-3H-azonine. Indole substituted N-phenyl amidines can be rearranged to provide iminopyrrolidinylindoles which are useful as diuretic, antithrombogenic and smooth muscle relaxant agents. In the case of 3-[(N-1-pyrrolin-2-yl-p-anisidino)methyl]indole, the rearranged product is 3-[[2-(p-methoxyphenylimino)-1-pyrrolidinyl]methyl]indole.
    Type: Grant
    Filed: October 24, 1975
    Date of Patent: February 7, 1978
    Assignee: Mead Johnson & Company
    Inventors: Yao Hua Wu, Walter G. Lobeck, Jr.
  • Patent number: 4064270
    Abstract: A new class of N'-(aminoacylaminophenyl) acetamidines: ##STR1## in which R.sup.1 and R.sup.2 are the same or different and represent hydrogen, alkyl, aryl or the substituted derivatives thereof or, together with the nitrogen atom to which they are attached, an heterocyclic ring; and R.sup.3 is hydrogen, alkyl, aryl, aralkyl, or a heterocyclic moiety including the substituted derivatives thereof. The products have utility as anthelmintics.The products are obtained by treating a suitable amino-acid or a carbonyl-activated amino-acid, with the appropriate N'-(4-aminophenyl)-N,N-dimethylacetamidine. In addition, the products are obtained by treating a suitable N'-(haloacylaminophenylacetamidine with an appropriate amine.
    Type: Grant
    Filed: September 13, 1974
    Date of Patent: December 20, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmund Wollweber, Ekkehard Niemers, Hans Peter Schulz, Herbert Thomas, Peter Andrews
  • Patent number: 4056537
    Abstract: Pyranoindole and thiopyranoindole derivatives characterized by having an amino(lower)alkyl radical attached to either or both the 1 and 9 position of a pyrano[3,4-b]indole or thiopyrano[3,4-b]indole nucleus are disclosed. The amino portion of the amino(lower)alkyl radical may be further substituted with one or two lower alkyl groups or incorporated into a heterocyclic amine radical. The derivatives having the amino(lower)alkyl radical only at position 1 are further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives having the amino(lower)alkyl radical only at position 9 possess two substituents at position 1 and may be optionally substituted at position 3, 4, 5, 6, 7, and 8. The derivatives having an amino(lower)alkyl radical at both positions 1 and 9 are further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7 and 8.
    Type: Grant
    Filed: October 18, 1976
    Date of Patent: November 1, 1977
    Assignee: Ayerst McKenna and Harrison Ltd.
    Inventors: Christopher A. Demerson, Leslie G. Humber, Andre A. Asselin, Ivo Jirkovsky, Thomas A. Dobson
  • Patent number: 4046776
    Abstract: Lactone compounds of the formula ##STR1## wherein X represents alkyl with 1 to 12 carbon atoms, alkoxy with 1 to 12 carbon atoms or acyloxy with 2 to 12 carbon atoms,Y represents an optionally substituted 2-pyrrolyl, 3-indolyl or 3-carbazolyl radical,The nitrogen ring A represents a heterocyclic radical which optionally includes a further hetero atom as a ring member and the ring B represents a 6-membered aromatic or heterocyclic ring which may have an aromatic condensed ring and both the ring B and the condensed ring may be substituted. These lactone compounds are particularly useful as color formers which give intense green-blue, blue or violet-blue colors when they are brought into contact with an electron-accepting co-reactant.
    Type: Grant
    Filed: April 2, 1975
    Date of Patent: September 6, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert Garner, Jean-Claude Petitpierre
  • Patent number: 4044131
    Abstract: 2-Morpholinol derivatives characterized by having an aryloxymethyl radical attached to the 6 position and an alkyl or alkynyl radical attached to the nitrogen at the 4 position are disclosed. The derivatives may be optionally substituted at the 2 position with an alkyl or aryl group and the hydroxyl function at position 2 may be replaced with an alkoxy group. The 2-morpholinol derivatives of this invention are useful .beta.-adrenergic blocking and antifungal agents. Methods for the preparation and use of these derivatives are also described.
    Type: Grant
    Filed: November 24, 1975
    Date of Patent: August 23, 1977
    Assignee: American Home Products Corporation
    Inventors: Andre A. Asselin, Leslie G. Humber