Four Or More Ring Hetero Atoms In The Polycyclo Ring System Patents (Class 544/184)
  • Patent number: 4525357
    Abstract: Novel derivatives of bicyclic 2-iminothiazolidine oximes and methods of preparing same. This invention is also directed to an insecticidal composition comprising an acceptable carrier and an insecticidally effective amount of a compound of this invention, as well as to a method of controlling insects which comprises subjecting the insects to an insecticidally effective amount of a compound of this invention.
    Type: Grant
    Filed: June 24, 1983
    Date of Patent: June 25, 1985
    Assignee: Union Carbide Corporation
    Inventors: Dean F. Bushey, Themistocles D. J. D'Silva
  • Patent number: 4496725
    Abstract: Substituted 1,2,3-triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-ones useful as antiallergic agents are described herein. The compounds are prepared by the reaction of an appropriate substituted 3-aminothieno[2,3-b]quinoline-2-carboxamide with sodium nitrite in an acid such as acetic acid.
    Type: Grant
    Filed: May 23, 1983
    Date of Patent: January 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: James R. McCarthy, Paul J. Widner
  • Patent number: 4469692
    Abstract: A spiro derivative of the pyrazolo [1,5-d] [1,2,4] triazine ring system of the formula I ##STR1## wherein R.sub.1 and R.sub.2 represent, independently from each other, a hydrogen atom or a C.sub.1-4 alkyl group,R.sub.3 stands for a hydrogen atom, an unbranched or branched C.sub.1-4 alkyl, C.sub.2-5 alkenyl or benzyl group,R.sub.4 represents a hydrogen atom, an unbranched or branched C.sub.1-4 alkyl, C.sub.4-6 cycloalkyl, an unsubstituted or mono-halo or polyhalo benzyl group, andn is a whole number from 4 to 8,wherein R stands for an unbranched or branched C.sub.1-4 alkyl, or C.sub.4-6 cycloalkyl, C.sub.2-5 alkenyl, an unsubstituted or a monohalogeno or polyhalogenobenzyl group, and X represents a halogen or a 4-methyl-phenylsulfonyloxy group. Compounds of the formula I exhibit valuable CNS activities.
    Type: Grant
    Filed: November 17, 1982
    Date of Patent: September 4, 1984
    Assignee: Alkaloida Vegyeszeti Gyar
    Inventors: Endre Tihanyi, Ferenc Andrasi, Melinda Gal, Eleonora Sineger
  • Patent number: 4447603
    Abstract: This disclosure describes new compounds and compositions of matter useful as anti-asthmatic agents and the method of meliorating asthma in mammals therewith, the novel active ingredients of said compositions of matter being certain 1-substituted-6-n-propyl-8-methylimidazo [1,5-d]-as-triazin-4(3H)-ones and/or the pharmacologically acceptable acid-addition salts thereof.
    Type: Grant
    Filed: February 4, 1981
    Date of Patent: May 8, 1984
    Assignee: American Cyanamid Company
    Inventor: Rolf Paul
  • Patent number: 4424351
    Abstract: Acylated pyrido ?3,4-e!-as-triazines of the formula (I), ##STR1## wherein R.sub.1 stands for alkyl, alkoxy, haloalkyl, furyl, pyridyl, phenyl, phenyl-(C.sub.1-4 alkyl) or phyenyl-(C.sub.2-4 alkenyl) optionally substituted. R.sub.2 stands for hydrogen or a group of the formula R.sub.1 --CO--, R.sub.3 stands for hydrogen, a phenyl group or a naphthy6l group optionally substituted, or a phenyl-(C.sub.1-4 alkyl) group, pyridyl group or a C.sub.1-20 alkyl group, and R.sub.4 stands for hydrogen or a group of the formula R.sub.1 --CO--, and R.sub.5 forms together with R.sub.2 or R.sub.4 a valence bond, wherein R.sub.2 or R.sub.4 taking part in forming said valence bond may not have the above meaning, and pharmaceutically acceptable acid addition salts thereof, which are prepared by reacting a pyrido ?3,4-e!-as-triazine of the formula (II) or an acid addition salt thereof ##STR2## R.sub.6 stands for hydrogen, and R.sub.5 forms together with R.sub. and R.sub.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: January 3, 1984
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Pal Benko, Gyo/ rgyi nee Lax Kovanyi, Judit nee Gergely Timar, Maria nee Lakatos Sigmond, Lujza Petocz, Peter Go/ ro/ g, Ibolya Kosoczky, Eniko nee Kiszelly Szirt, Hristone Toncsev
  • Patent number: 4405619
    Abstract: Substituted 1,2,4-triazolo[4,3-b]-1,2,4-triazines have been found to be effective antiinflammatory and analgesic agents for warm-blooded animals. Pharmacological compositions thereof and methods of using same are described.
    Type: Grant
    Filed: September 2, 1981
    Date of Patent: September 20, 1983
    Assignee: Diamond Shamrock Corporation
    Inventors: William P. Heilman, James M. Gullo
  • Patent number: 4395547
    Abstract: This disclosure describes a novel process for the preparation of 1-(lower alkyl)substituted derivatives of 6-n-propyl-8-alkylimidazo[1,5-d]-as-triazin-4(3H)-ones which are useful as anti-asthmatic agents.
    Type: Grant
    Filed: February 10, 1982
    Date of Patent: July 26, 1983
    Assignee: American Cyanamid Co.
    Inventors: Sivaraman Raghu, James S. Farina, Steven L. Peake
  • Patent number: 4342766
    Abstract: New compounds are disclosed of the formulae ##STR1## or pharmaceutically effective salts thereof, wherein R is hydrogen, C.sub.1-12 alkyl, or R is phenyl or phenyl-C.sub.1 to C.sub.4 alkyl wherein the phenyl can be substituted with 1 to 3 halogen, C.sub.1 to C.sub.4 alkyl, or C.sub.1 to C.sub.4 alkoxy substituents; andX.sub.1, X.sub.2 and X.sub.3 are hydrogen, C.sub.1 to C.sub.6 alkanoyl, or C.sub.1 to C.sub.6 haloalkanoyl; and where X.sub.1 is hydrogen, X.sub.2 and X.sub.3 are not simultaneously hydrogen. The compounds possess antiphlogistic, analgesic, anticonvulsive, or tranquilizing properties.
    Type: Grant
    Filed: April 16, 1981
    Date of Patent: August 3, 1982
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Edit Berenyi nee Poldermann, Peter Gorog, Katalin Grasser, Ibolya Kosoczky, Agnes Koracs nee Palotay, Lujza Petocz
  • Patent number: 4324786
    Abstract: New pyrido[2,3-e]-as-triazine derivatives of the general formula (I), ##STR1## wherein R.sup.1 and R.sup.2 each stand for a C.sub.1-20 alkylcarbonyl, halogenated (C.sub.1-4 alkyl)-carbonyl, C.sub.1-4 alkoxycarbonyl, benzoyl, phenyl-(C.sub.1-4 alkyl)-carbonyl or phenyl-(C.sub.2-4 alkenyl)-carbonyl group or a 5-10-membered mono- or bicyclic nitrogen-containing heterocyclic acid residue (preferably a pyridylcarbonyl group) containing optionally one or more additional nitrogen, oxygen and/or sulfur atoms in the heterocyclic ring, and optionally one or more identical or different substituents selected from the group consisting of halogen, C.sub.1-4 alkoxy, nitro and hydroxy are attached to the aromatic or heterocyclic rings, furthermore one of R.sup.1 and R.sup.2 may also stand for hydrogen atom, orR.sup.1 and R.sup.2 may form, together with the adjacent nitrogen atoms, a pyrazole-2,4 ring having optionally a C.sub.1-6 alkyl substituent in position 3, andR.sup.3 stands for hydrogen, halogen, C.sub.
    Type: Grant
    Filed: April 25, 1980
    Date of Patent: April 13, 1982
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Andras Messmer, Pal Benko, Gyorgy Hajos, Lujza Petocz, Ibolya Kosoczky, Peter Gorog
  • Patent number: 4320127
    Abstract: The invention relates to new pyrido[3,2-e]-as-triazine derivatives of the formula I and pharmaceutically acceptable acid addition salts thereof, ##STR1## wherein R.sub.1 stands for a C.sub.1-20 alkyl-carbonyl group, halogen-C.sub.1-4 alkyl-carbonyl, benzoyl, phenyl-C.sub.1-4 alkyl-carbonyl, or pyridyl-carbonyl group;R.sub.2 is a hydrogen atom or a C.sub.1-4 alkyl-carbonyl group; or R.sub.1 and R.sub.2 form together with the adjacent nitrogen atoms a pyrazole-2,4-dione ring which carries a C.sub.1-6 alkyl substituent in position 3;R.sub.3 is a hydrogen atom, a C.sub.1-20 alkyl, phenyl, phenyl-C.sub.1-3 alkyl, furyl or pyridyl group or a phenyl group optionally substituted by one to three C.sub.1-4 alkoxy-groups.The compounds of the formula I are prepared by acylating the respective 1,2-un-substituted 1,2-dihydropyrido [3,2-e]-as-triazine derivatives. The new compounds exert valuable effects on the central nervous system and possess analgesic, antiphlogistic effects, and can be applied to advantage in therapy.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: March 16, 1982
    Assignee: Edyt Gyogyszervegyeszeti Gyar
    Inventors: Pal Benko, Andras Messmer, Gyorgy Hajos, Sandor Batori, Lujza Petocz, Iboly Kosoczky, Peter Gorog
  • Patent number: 4318859
    Abstract: In order to prepare basic dyestuffs of the general formula ##STR1## in which A and B independently of one another represent a hetero-aromatic radical or a radical of the general formula ##STR2## in which Ar denotes the grouping ##STR3## in which Y represents hydrogen or a non-ionic substituent andn represents a number between 1 and 4, andR.sub.1 and R.sub.2 represent hydrogen or alkyl, aryl or aralkyl which is optionally substituted by non-ionic or acid groups, or together, or with the o-position of Ar, form a heterocyclic ring,D denotes hydrogen, alkyl, aryl which is optionally substituted by neutral or acid groups, or a hetero-aromatic radical andX.sup.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: March 9, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventor: Karl H. Hermann
  • Patent number: 4316022
    Abstract: The invention relates to new benzo-as-triazine derivatives of the formulae (I) and (Ia) and pharmaceutically acceptable acid addition salts thereof, ##STR1## wherein R.sub.1 and R.sub.2 each represent hydrogen, a C.sub.1-20 alkylcarbonyl group, a phenylcarbonyl or phenyl-(C.sub.1-4 alkyl)-carbonyl group having optionally one or more halogen, hydroxy or C.sub.1-3 alkoxy substituents which may be the same or different, furthermore a pyridylcarbonyl, a pyrazinylcarbonyl, a furylcarbonyl, a chloroacetyl or a C.sub.1-4 alkoxycarbonyl group, orR.sub.1 and R.sub.2 may form, together with the adjacent nitrogen atoms, a pyrazole ring having optionally a C.sub.1-6 alkyl substituent in position 4,with the proviso that one of R.sub.1 and R.sub.2 is always different from hydrogen,R.sub.3 stands for hydrogen, mercapto group, a C.sub.1-4 alkylmercapto group, amino group, a C.sub.1-4 alkylamino group, a piperazino group having optionally an N-alkyl or 2-pyridyl substituent, a morpholino group or a piperidino group, andR.sub.
    Type: Grant
    Filed: March 28, 1980
    Date of Patent: February 16, 1982
    Assignee: EGYT Gyogyszervegyeszeti Gyar
    Inventors: Gyorgy Hajos, Andras Messmer, Pal Benko, Lujza Petocz, Peter Gorog, Ibolya Kasoczky
  • Patent number: 4286090
    Abstract: Tetrazolobenzotriazine compounds such as 7-chlorotetrazolo[4,5-C][1,2,3]benzotriazine are prepared by the reaction of the corresponding substituted 5-(2-aminophenyl)tetrazole with nitrous acid. These new compounds are useful as initiating explosives, propellants, and chemical blowing agents.
    Type: Grant
    Filed: February 15, 1980
    Date of Patent: August 25, 1981
    Assignee: The Dow Chemical Company
    Inventors: Thomas C. Britton, Eugene R. Wagner
  • Patent number: 4285944
    Abstract: This disclosure describes novel compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 each independently represent hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl, straight chain lower alkoxy, amino, nitro or trifluoromethyl, andR.sub.3 represents hydrogen or lower alkyl, andX represents ##STR2## which are useful as sleep inducers.
    Type: Grant
    Filed: April 10, 1980
    Date of Patent: August 25, 1981
    Assignee: Sandoz, Inc.
    Inventor: Gregory B. Bennett
  • Patent number: 4278673
    Abstract: There are provided compounds of the general formula (I): ##STR1## and physiologically acceptable salts thereof in which Z represents a group ##STR2## wherein R.sub.2 represents a hydrogen atom or a straight or branched chain alkyl radical, or Z can additionally represent a group ##STR3## and R.sub.1, R.sub.3 and R.sub.4, which may be the same or different, each represent a hydrogen atom, a cycloalkyl group, an aryl group which may optionally be substituted by one or more hydroxy, alkoxy, or halogen radicals, or a straight or branched alkyl or alkenyl group, which alkyl or alkenyl group may be substituted with an aryl group, which aryl group may optionally be substituted by one or more hydroxy, alkoxy or halogen radicals. The compounds possess spasmolytic and cAMP phosphodiesterase inhibitory activity.
    Type: Grant
    Filed: September 4, 1979
    Date of Patent: July 14, 1981
    Assignee: Allen & Hanburys Limited
    Inventors: David Hartley, Alexander W. Oxford
  • Patent number: 4239887
    Abstract: New pyridothienotriazines are described. These compounds are useful as anti-allergic reagents.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: December 16, 1980
    Assignee: USV Pharmaceutical Corporation
    Inventors: Raymond D. Youssefyeh, Jeffrey D. Wilson
  • Patent number: 4228280
    Abstract: This disclosure describes novel compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 each independently represent hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl, straight chain lower alkoxy, amino, nitro or trifluoromethyl, andX represents ##STR2## which are useful as minor tranquilizers and sleep inducers.
    Type: Grant
    Filed: May 16, 1979
    Date of Patent: October 14, 1980
    Assignee: Sandoz, Inc.
    Inventor: Gregory B. Bennett
  • Patent number: 4170599
    Abstract: 1,3,3-Trimethyl-2-oxabicyclo[2,2,2]octan-6-ones are prepared by first epoxidizing .alpha.-terpineol with a peracid and thereafter oxidizing the resulting product with an appropriate oxidizing agent.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: October 9, 1979
    Assignee: Sandoz, Inc.
    Inventor: Gregory B. Bennett
  • Patent number: 4168964
    Abstract: This disclosure describes herbicidal methods for the pre- and postemergence control of undesired mono- and dicotyledonous plants using substituted imidazo[1,5-d]-as-triazin-4(3H)-ones and substituted imidazo[1,5-d]-as-triazine-4(3H)-thiones.
    Type: Grant
    Filed: August 11, 1978
    Date of Patent: September 25, 1979
    Assignee: American Cyanamid Company
    Inventor: Bryant L. Walworth
  • Patent number: 4159375
    Abstract: This application discloses 6- or 7-(o-, m- or p-substituted-phenyl)-1,2,4-triazolo[4,3-b]-1,2,4-triazines useful as anxiolytic agents.
    Type: Grant
    Filed: August 24, 1978
    Date of Patent: June 26, 1979
    Assignee: American Cyanamid Company
    Inventors: Ronald I. Trust, Jay D. Albright
  • Patent number: 4126444
    Abstract: There are provided substituted imidazo[1,5-d]-as-triazin-4-ols, useful as herbicides for the pre- and postemergence control of undesired mono- and dicotyledonous plants.
    Type: Grant
    Filed: November 22, 1977
    Date of Patent: November 21, 1978
    Assignee: American Cynamid Company
    Inventor: Barrington Cross
  • Patent number: 4124766
    Abstract: There are provided substituted 3-(4-imidazolyl-methylene)carbazic acid esters and 3-(4-imidazolylmethylene)dithiocarbazic acid esters useful as intermediates for the preparation of compounds which inhibit the enzyme cyclic-AMP phosphodiesterase.
    Type: Grant
    Filed: November 7, 1977
    Date of Patent: November 7, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4115572
    Abstract: There are provided substituted imidazo[1,5-d]-as-triazin-1(2H)-ones useful as anti-asthmatic agents.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: September 19, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4107309
    Abstract: This disclosure describes novel 5-substituted imidazo[1,2-d]-as-triazines useful as anti-asthmatic agents and as inhibitors of the enzyme cyclic-AMP phosphodiesterase.
    Type: Grant
    Filed: May 23, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4107308
    Abstract: There are provided novel substituted imidazo-[1,5-d]-as-triazines useful as hypotensive agents as well as exhibiting herbicidal activity.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4107307
    Abstract: There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4096257
    Abstract: This disclosure describes 5-n-propyl-imidazo[1,2-d]-as-triazin-8(7H)-one and 5-phenyl-imidazo[1,2-d]-as-triazin-8(7H)-one which are useful as anti-asthmatic agents and as inhibitors of the enzyme cyclic-AMP phosphodiesterase.
    Type: Grant
    Filed: May 23, 1977
    Date of Patent: June 20, 1978
    Assignee: American Cyanamid Company
    Inventors: Judith Menschik, Rolf Paul
  • Patent number: 4084053
    Abstract: Polycyclic compounds of the general formula I ##STR1## in which the nucleus A can be further substituted, Y is a hydrogen atom or an optionally substituted hydrocarbon radical, and R.sub.1 and R.sub.2 each denote hydrogen, aryl, aralkyl, cycloalkyl or an aliphatic radical, and R.sub.1 and R.sub.2 can form a ring containing the amine nitrogen and mixtures thereof with one another. The dyestuffs dye natural and synthetic fibres in fast yellow and orange shades.
    Type: Grant
    Filed: June 16, 1975
    Date of Patent: April 11, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Nalin Binduprasad Desai, Visvanathan Ramanathan
  • Patent number: 4057547
    Abstract: Novel azabicyclic compounds useful for their central nervous system depressant and cardiovascular activity, methods for preparing same, and intermediates.
    Type: Grant
    Filed: February 2, 1976
    Date of Patent: November 8, 1977
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Seymour Levine, Vinayak V. Kane
  • Patent number: RE30511
    Abstract: There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.
    Type: Grant
    Filed: August 8, 1979
    Date of Patent: February 10, 1981
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik