1,4-diazine Ring Patents (Class 544/120)
  • Patent number: 4414215
    Abstract: N-Acyl derivatives of 6-(alkylamino)-5-chloro-3-nitro-pyrazinamines are disclosed to have activity in increasing the sensitivity of tumor cells to radiation. Also disclosed are methods of preparing such compounds and pharmaceutical compositions including such compounds.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: November 8, 1983
    Assignee: Merck & Co., Inc.
    Inventor: George D. Hartman
  • Patent number: 4409219
    Abstract: The invention relates to new quinoxaline-1,4-derivatives of the general formula (I) and biologically acceptable salts thereof, ##STR1## wherein Q is a hydrogen atom or a methyl group,R.sub.1 represents a hydrogen atom, a cyano, lower alkanoyl or nitro group or a halogen atom,R.sub.2 stands for cyano, lower alkanoyl, or a group of the general formula --COOR.sub.3, --CONR.sub.4 R.sub.5 or --CO--NH--NR.sub.4 R.sub.5, andR.sub.3 represents a hydrogen atom or a C.sub.1-18 alkyl, C.sub.6-12 aryl or C.sub.6-10 aryl-(C.sub.1-14 alkyl) group optionally substituted by a halogen atom or a hydroxy group, whereby the aromatic ring of the said groups may optionally contain 1-3 identical or different substituents selected from the group consisting of lower alkyl or alkoxy, amino, nitro, halogen and/or hydroxy,R.sub.4 is a hydrogen atom or a C.sub.1-18 alkyl, a lower alkenyl, a lower alkynyl, a lower cycloalkyl, C.sub.6-10 aryl, C.sub.6-10 aryl-(C.sub.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: October 11, 1983
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Pal Benko, Daniel Bozsing, Jamos Gundel, Karoly Magyar
  • Patent number: 4247550
    Abstract: The invention relates to a series of new compounds, salts thereof and to methods for the preparation of the compounds which have the general formula ##STR1## in which R.sub.1 stands for an unsubstituted or substituted phenoxy, phenylthio, benzyl, phenylsulfinyl, or anilino radical;R.sub.2 stands for a --YR.sub.2 ' radical, in which Y represents --O--, --S--, or --NH--, and R.sub.2 ' represents C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl or -alkynyl; or methyl or ethyl substituted with phenyl, furyl, thienyl or pyridyl;R.sub.3 and R.sub.4 which can be the same or different, and unsubstituted or substituted, stand for hydrogen or for a straight or branched C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl or -alkynyl radical, a C.sub.5 -C.sub.7 -cycloalkyl, a phenyl, or a 5-, 6- or 7-membered heterocyclic ring system containing not more than two hetero atoms selected from the group consisting of oxygen, sulphur and nitrogen, or for a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 21, 1977
    Date of Patent: January 27, 1981
    Assignee: Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik Produktionsaktieselskab)
    Inventors: Peter W. Feit, Ole B. T. Nielsen, Herta Bruun, Claus A. S. Bretting
  • Patent number: 4199582
    Abstract: Novel 1,2-dihydronaphthalene derivatives of the formula ##STR1## wherein A is a di-lower alkylamino group or a 5- to 7-membered cyclic amino group which may contain one oxygen atom and n is 2 or 3, and its salts have excellent pharmacological activities such as vasodilator, hypotensive and cerebral blood flow increasing actions.
    Type: Grant
    Filed: July 26, 1978
    Date of Patent: April 22, 1980
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yoshikazu Oka, Katsumi Itoh, Minoru Hirata
  • Patent number: 4193995
    Abstract: 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing .beta.-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxymethyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: March 18, 1980
    Assignee: Merck Sharp & Dohme (I.A.) Corp.
    Inventors: Burton K. Wasson, Leonard M. Weinstock
  • Patent number: 4183946
    Abstract: Substituted 2-vinyl chromones are disclosed, wherein the chromone ring has an alkyl or alkenyl substituent at the 3-position, and a styryl substituent at the 2-position. The compounds exhibit anti-allergy activity and can be used to treat allergic conditions.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: January 15, 1980
    Assignee: Carlo Erba S.p.A.
    Inventors: Gianfederico Doria, Ciriaco Romeo, Francesco Lauria, Maria L. Corno, Piernicola Giraldi, Marcello Tibolla
  • Patent number: 4148900
    Abstract: Chromone compounds carrying a pyridyl substituent at the 2-position are disclosed, such as, for instance, 6-carboxy-2-(2'-pyridyl)-chromone. The disclosed compounds are useful in the treatment of allergies.
    Type: Grant
    Filed: September 16, 1977
    Date of Patent: April 10, 1979
    Assignee: Carlo Erba S.p.A.
    Inventors: Gianfederico Doria, Piernicola Giraldi, Francesco Lauria, Maria L. Corno, Piero Sberze, Marcello Tibolla
  • Patent number: 4136033
    Abstract: Compounds of the formula ##STR1## wherein K.sup..sym. is a cationic group, preferably heterocyclic,R is hydrogen or an organic radical, preferably alkyl, phenyl or acyl,R.sub.1 is hydrogen, hydrocarbyl, substituted hydrocarbyl, heterocyclyl, substituted heterocyclyl, amino or substituted amino, andA.sup..crclbar. is an anion,Are useful as intermediates in the synthesis of azo dyes of the formula ##STR2## wherein D is an aromatic carbocyclic or heterocyclic diazo component radical, andK.sup..sym., r, r.sub.1 and A.sup..crclbar. are as defined above.
    Type: Grant
    Filed: June 25, 1974
    Date of Patent: January 23, 1979
    Assignee: Sandoz Ltd.
    Inventor: Willy Steinemann
  • 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: 4118567
    Abstract: The compounds are 3-morpholino-2-heterocyclicthiopropanamides which are inhibitors of gastric acid secretion.
    Type: Grant
    Filed: June 23, 1972
    Date of Patent: October 3, 1978
    Assignee: SmithKline Corporation
    Inventors: L. Martin Brenner, Bernard Loev
  • Patent number: 4115575
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein Het denotes optionally substituted pyridazinyl, pyrimidinyl, pyrazinyl or substituted pyridyl, R.sub.1 is hydrogen or methyl and R.sub.2 is lower alkyl, optionally substituted phenyl-lower alkyl, carboxy-lower alkyl or functionally modified carboxy-lower alkyl, their condensation products with aldehydes, ketones or carbonic acid and their N-oxides, which are valuable (cardioselective) .beta.-rezeptor blocking agents, and/or (cardioselective) .beta.-rezeptor-stimulants.
    Type: Grant
    Filed: January 7, 1977
    Date of Patent: September 19, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Jorg Frei, Knut A. Jaeggi, Franz Ostermayer, Herbert Schroter
  • Patent number: 4115567
    Abstract: Chromone compounds carrying a pyrazinyl substituent at the 2-position are disclosed, such as, for instance, 6-carboxy-2-(2'-pyrazinyl)-chromone.The disclosed compounds are useful in the treatment of allergies.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: September 19, 1978
    Assignee: Carlo Erba S. p. A.
    Inventors: Gianfederico Doria, PierNicola Giraldi, Francesco Lauria, Maria Luisa Corno, Piero Sberze, Marcello Tibolla
  • Patent number: 4110450
    Abstract: 1,2-Dithiole derivatives of the formula: ##STR1## WHEREIN Het represents an aromatic heterocyclic radical with six atoms in the ring two of which are nitrogen atoms, the heterocyclic radical optionally carrying a single substituent selected from halogen, alkyl, alkoxy, mercapto, alkylthio, dialkylamino, pyrrolidin-1-yl, piperidino, morpholino and 4-alkylpiperazin-1-yl and R represents halogen, alkyl (optionally substituted by alkoxycarbonyl), carboxy, alkoxycarbonyl, carbamoyl, N-alkylcarbamoyl or a group R.sub.1 --C(OH)-- in which R.sub.1 represents hydrogen or alkyl, the said alkyl, alkoxy and alkylthio radicals or alkyl or alkoxy moieties containing 1 to 4 carbon atoms except in the case of R.sub.1 which contains 1 to 3 carbon atoms when an alkyl radical, are new compounds useful in the treatment of bilharziasis.
    Type: Grant
    Filed: February 9, 1977
    Date of Patent: August 29, 1978
    Assignee: Rhone-Poulenc Industries
    Inventors: Michel Barreau, Claude Cotrel, Claude Jeanmart
  • Patent number: 4088764
    Abstract: The present invention relates to new pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula ##STR1## Wherein A denotes -CH.sub.2 -alkoxy, -O-alkoxyalkyl, -O-hydroxyalkyl, or ##STR2## R.sub.1 denotes hydrogen or methyl, Het denotes the radical of a pyrrole, pyrazole, imidazole, furane, thiophene, thiazole, pyridine, pyridazine, pyrimidine or pyrazine, which can additionally be substituted by one or more methyl groups, said radical is linked through a C atom, and R.sub.2 and R.sub.3 denote hydrogen, alkyl, alkenyl or cycloalkyl or conjointly with the N atom to which they are linked, and optionally with a further oxygen or sulfur hetero-atom, denote a saturated, 5-membered or 6-membered, monocyclic, heterocyclic structure, and alkyl radicals contain 1 to 4 carbon atoms, alkoxy radicals contain 1 to 4 carbon atoms, alkenyl radicals contain 3 or 4 carbon atoms and cycloalkyl radicals contain 5 to 7 carbon atoms; and aldehyde condensation products and acid addition salts thereof.
    Type: Grant
    Filed: December 10, 1974
    Date of Patent: May 9, 1978
    Assignee: Cassella Farbwerke Mainkur Aktiengesellschaft
    Inventors: Thomas Raabe, Otto Grawinger, Josef Scholtholt, Rolf-Eberhard Nitz, Eckhard Schraven
  • Patent number: 4087526
    Abstract: This invention is concerned with (3-amino-5-substituted-6-fluoropyrazinoyl or pyrazinamido)guanidine compounds and derivatives thereof bearing substituents on the guanidine nitrogens. These compounds possess useful natriuretic properties. Also included are processes for preparing these compounds and a novel intermediate used in the preparation of these compounds.
    Type: Grant
    Filed: July 23, 1976
    Date of Patent: May 2, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4085211
    Abstract: The case involves novel pyrazinecarboxamides and processes for preparing same. The pyrazinecarboxamides are excellent eukalemic agents possessing diuretic and natriuretic properties.
    Type: Grant
    Filed: September 13, 1976
    Date of Patent: April 18, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr., Charles N. Habecker
  • Patent number: 4048106
    Abstract: Polyureas containing phosphorus are prepared by the reaction of a diisocyanate or a diisothiocyanate with a diamine. In a typical reaction, phenyl bispiperazidophosphate is reacted with tolylene -2,4-diisocyanate to yield a polyurea product which may be cast into a non-burning, flexible film.
    Type: Grant
    Filed: November 3, 1975
    Date of Patent: September 13, 1977
    Assignee: S.A. Texaco Belgium n.v.
    Inventor: Johny C. Hermans
  • 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: 4042586
    Abstract: 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing .beta.-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxy-methyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.
    Type: Grant
    Filed: June 6, 1975
    Date of Patent: August 16, 1977
    Assignee: Merck Sharp & Dohme (I.A.) Corporation
    Inventors: Burton Kendall Wasson, Leonard M. Weinstock
  • Patent number: 4041032
    Abstract: Pyrazine derivatives by the formula ##STR1## are disclosed. In the above formula, R.sup.1 and R.sup.2, which may be the same or different, each represents a hydrogen atom, a halogen atom, a hydroxy group, a lower alkoxy group, a phenyl lower alkoxy group, a phenoxy group, a mercapto group, a lower alkylthio group, a phenyl lower alkylthio group, a phenylthio group, an amino group, a substituted amino group, a lower alkyl group, a carbamoyl group or a sulfamoyl group; R.sup.3 represents a lower alkoxy group; R.sup.4, R.sup.5, and R.sup.6, which may be the same or different, each represents a hydrogen atom, a lower alkyl group, a cycloalkyl group, a phenyl lower alkyl group, or a phenyl group; and A represents a lower alkylene group; said R.sup.4 and A, said R.sup.5 and A, said R.sup.4 and R.sup.5, or said R.sup.5 and R.sup.
    Type: Grant
    Filed: December 19, 1974
    Date of Patent: August 9, 1977
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Masuo Murakami, Kozo Takahashi, Yasuhumi Hirata, Mutsuo Takashima, Masaaki Takeda, Hiroyoshi Ino, Sumio Iwanami