Four Or More Ring Hetero Atoms In The Polycyclo Ring System Patents (Class 544/184)
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Patent number: 4525357Abstract: 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: GrantFiled: June 24, 1983Date of Patent: June 25, 1985Assignee: Union Carbide CorporationInventors: Dean F. Bushey, Themistocles D. J. D'Silva
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Patent number: 4496725Abstract: 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: GrantFiled: May 23, 1983Date of Patent: January 29, 1985Assignee: The Dow Chemical CompanyInventors: James R. McCarthy, Paul J. Widner
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Patent number: 4469692Abstract: 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: GrantFiled: November 17, 1982Date of Patent: September 4, 1984Assignee: Alkaloida Vegyeszeti GyarInventors: Endre Tihanyi, Ferenc Andrasi, Melinda Gal, Eleonora Sineger
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Patent number: 4447603Abstract: 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: GrantFiled: February 4, 1981Date of Patent: May 8, 1984Assignee: American Cyanamid CompanyInventor: Rolf Paul
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Patent number: 4424351Abstract: 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: GrantFiled: February 22, 1980Date of Patent: January 3, 1984Assignee: Egyt Gyogyszervegyeszeti GyarInventors: 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
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Patent number: 4405619Abstract: 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: GrantFiled: September 2, 1981Date of Patent: September 20, 1983Assignee: Diamond Shamrock CorporationInventors: William P. Heilman, James M. Gullo
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Patent number: 4395547Abstract: 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: GrantFiled: February 10, 1982Date of Patent: July 26, 1983Assignee: American Cyanamid Co.Inventors: Sivaraman Raghu, James S. Farina, Steven L. Peake
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Patent number: 4342766Abstract: 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: GrantFiled: April 16, 1981Date of Patent: August 3, 1982Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Edit Berenyi nee Poldermann, Peter Gorog, Katalin Grasser, Ibolya Kosoczky, Agnes Koracs nee Palotay, Lujza Petocz
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Patent number: 4324786Abstract: 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: GrantFiled: April 25, 1980Date of Patent: April 13, 1982Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Andras Messmer, Pal Benko, Gyorgy Hajos, Lujza Petocz, Ibolya Kosoczky, Peter Gorog
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Patent number: 4320127Abstract: 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: GrantFiled: May 23, 1980Date of Patent: March 16, 1982Assignee: Edyt Gyogyszervegyeszeti GyarInventors: Pal Benko, Andras Messmer, Gyorgy Hajos, Sandor Batori, Lujza Petocz, Iboly Kosoczky, Peter Gorog
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Patent number: 4318859Abstract: 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: GrantFiled: November 23, 1979Date of Patent: March 9, 1982Assignee: Bayer AktiengesellschaftInventor: Karl H. Hermann
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Patent number: 4316022Abstract: 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: GrantFiled: March 28, 1980Date of Patent: February 16, 1982Assignee: EGYT Gyogyszervegyeszeti GyarInventors: Gyorgy Hajos, Andras Messmer, Pal Benko, Lujza Petocz, Peter Gorog, Ibolya Kasoczky
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Patent number: 4286090Abstract: 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: GrantFiled: February 15, 1980Date of Patent: August 25, 1981Assignee: The Dow Chemical CompanyInventors: Thomas C. Britton, Eugene R. Wagner
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Patent number: 4285944Abstract: 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: GrantFiled: April 10, 1980Date of Patent: August 25, 1981Assignee: Sandoz, Inc.Inventor: Gregory B. Bennett
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Patent number: 4278673Abstract: 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: GrantFiled: September 4, 1979Date of Patent: July 14, 1981Assignee: Allen & Hanburys LimitedInventors: David Hartley, Alexander W. Oxford
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Patent number: 4239887Abstract: New pyridothienotriazines are described. These compounds are useful as anti-allergic reagents.Type: GrantFiled: October 31, 1979Date of Patent: December 16, 1980Assignee: USV Pharmaceutical CorporationInventors: Raymond D. Youssefyeh, Jeffrey D. Wilson
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Patent number: 4228280Abstract: 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: GrantFiled: May 16, 1979Date of Patent: October 14, 1980Assignee: Sandoz, Inc.Inventor: Gregory B. Bennett
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Patent number: 4170599Abstract: 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: GrantFiled: June 19, 1978Date of Patent: October 9, 1979Assignee: Sandoz, Inc.Inventor: Gregory B. Bennett
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Patent number: 4168964Abstract: 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: GrantFiled: August 11, 1978Date of Patent: September 25, 1979Assignee: American Cyanamid CompanyInventor: Bryant L. Walworth
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Patent number: 4159375Abstract: 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: GrantFiled: August 24, 1978Date of Patent: June 26, 1979Assignee: American Cyanamid CompanyInventors: Ronald I. Trust, Jay D. Albright
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Patent number: 4126444Abstract: 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: GrantFiled: November 22, 1977Date of Patent: November 21, 1978Assignee: American Cynamid CompanyInventor: Barrington Cross
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Patent number: 4124766Abstract: 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: GrantFiled: November 7, 1977Date of Patent: November 7, 1978Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik
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Patent number: 4115572Abstract: There are provided substituted imidazo[1,5-d]-as-triazin-1(2H)-ones useful as anti-asthmatic agents.Type: GrantFiled: October 18, 1977Date of Patent: September 19, 1978Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik
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Patent number: 4107309Abstract: 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: GrantFiled: May 23, 1977Date of Patent: August 15, 1978Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik
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Patent number: 4107308Abstract: There are provided novel substituted imidazo-[1,5-d]-as-triazines useful as hypotensive agents as well as exhibiting herbicidal activity.Type: GrantFiled: October 18, 1977Date of Patent: August 15, 1978Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik
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Patent number: 4107307Abstract: 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: GrantFiled: October 18, 1977Date of Patent: August 15, 1978Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik
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Patent number: 4096257Abstract: 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: GrantFiled: May 23, 1977Date of Patent: June 20, 1978Assignee: American Cyanamid CompanyInventors: Judith Menschik, Rolf Paul
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Patent number: 4084053Abstract: 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: GrantFiled: June 16, 1975Date of Patent: April 11, 1978Assignee: Ciba-Geigy CorporationInventors: Nalin Binduprasad Desai, Visvanathan Ramanathan
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Patent number: 4057547Abstract: Novel azabicyclic compounds useful for their central nervous system depressant and cardiovascular activity, methods for preparing same, and intermediates.Type: GrantFiled: February 2, 1976Date of Patent: November 8, 1977Assignee: Ortho Pharmaceutical CorporationInventors: Seymour Levine, Vinayak V. Kane
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Patent number: RE30511Abstract: 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: GrantFiled: August 8, 1979Date of Patent: February 10, 1981Assignee: American Cyanamid CompanyInventors: Rolf Paul, Judith Menschik