Diazine Ring Patents (Class 544/114)
  • Patent number: 4624951
    Abstract: The present invention relates to novel substituted pyridazinones of the general formula I ##STR1## wherein R is a halogen atom, a lower alkyl or lower alkoxy group, the nitro, hydroxyl, cyano, carboxyl, lower alkoxycarbonyl or carbamoyl group or the trifluoromethyl group, and Z is hydrogen or an acyl group, and the salts and tautomeric forms thereof, which have a marked antithrombotic action, to the production of these novel compounds, to pharmaceutical preparations containing them, and to their use.
    Type: Grant
    Filed: January 10, 1986
    Date of Patent: November 25, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Richard Goschke
  • Patent number: 4616002
    Abstract: Compounds of the formula I ##STR1## in which n represents 1, 2 or 3, Ar represents a carbocyclic or heterocyclic aryl radical, Ac represents the acyl radical of an acid, Z represents a radical --OR.sub.7 or --NR.sub.8 R.sub.9, R.sub.1 represents hydrogen, unsubstituted or substituted lower alkyl, a carbocyclic or heterocyclic aryl radical or free, etherified or esterified hydroxy, R.sub.2 and R.sub.3, independently of one another, each represents hydrogen, unsubstituted or substituted lower alkyl, formyl or functionally modified formyl, carboxy or functionally modified carboxy, a carbocyclic or heterocyclic aryl radical or unsubstituted or mono- or di-substituted amino, R.sub.4 represents hydrogen or lower alkyl, R.sub.5 and R.sub.6, independently of one another, each represents hydrogen, unsubstituted or substituted lower alkyl or a carbocyclic or heterocyclic aryl radical, R.sub.7, R.sub.8 and R.sub.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: October 7, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Bruno Kamber, Thomas Leutert, Hans Kuhnis, Kurt Eichenberger
  • Patent number: 4613599
    Abstract: The invention concerns compounds of formula I ##STR1## wherein R is a fluorine, bromine or iodine atom or the amino, acetylamino, methyl, cyano, hydroxyl, methoxy or trifluoromethyl group, the tautomeric forms thereof, and acid addition salts of the compounds in which R represents amino. The products have antithrombotic activity. They can be prepared according to methods known per se.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: September 23, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Richard Goschke
  • Patent number: 4608383
    Abstract: The present invention provides aryloxypropanolamines of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be the same or different, are hydrogen or halogen atoms or lower alkyl, cyano, carboxamide, hydroxyl, lower acyloxy, lower alkoxy, lower alkenyloxy or aryl lower alkoxy radicals, R.sub.5 and R.sub.6, which may be the same or different, are hydrogen atoms or lower alkyl radicals, X is a straight or branched alkylene chain containing 2 to 6 carbon atoms, A is a mono-, bi- or tricyclic heteroaromatic or hydroheteroaromatic radical or, when at least one of the symbols R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is other than a hydrogen atom, may also be a phenyl radical, with the proviso that when A is a uracil-6-yl radical, the 5-position of the uracil moiety does not contain a hydrogen atom, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 26, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Fritz Wiedemann, deceased, Wolfgang Kampe, Karl Dietmann, deceased, Gisbert Sponer
  • Patent number: 4592978
    Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)-aminocarbonyl]-2-methoxycarbonylbenzenesul fonamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.
    Type: Grant
    Filed: December 22, 1982
    Date of Patent: June 3, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4590271
    Abstract: Compounds of the formula (II) ##STR1## or a salt, N-oxide or acyl derivative thereof, wherein Y is a group ##STR2## which is linked to the pyrimidinylmethyl moiety at the 1 or 7-position and is optionally substituted at the 2, 3, 4 or 6-position or at the 7-position when the linkage to the pyrimidinylmethyl moiety is at the 1-position wherein X is an oxygen or sulphur atom, a group CH.sub.2, a group S(O).sub.n where n=1 or 2, a group NR.sup.1 wherein R.sup.1 is hydrogen C.sub.1-4 alkyl or a group COR.sup.2 where R.sup.2 is hydrogen, C.sub.1-4 alkoxy or amino and the dotted line represents a single or double bond, have antimicrobial activity. Processes for making these compounds, pharmaceutical compositions containing them and the medical use of the compounds are also disclosed.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: May 20, 1986
    Assignee: Burroughs Wellcome Co.
    Inventors: Susan M. Daluge, Paul M. Skonezny, Barbara Roth, Barbara S. Rauckman
  • Patent number: 4587341
    Abstract: Compounds of the formula (II) ##STR1## or a salt, N-oxide or acyl derivative thereof, wherein Y is a group ##STR2## which is optionaly substituted and which optionally contain a nitrogen atom at one of positions A, B, C, D or E, in which the dotted line represents aromatic rings unless one of the rings contains a nitrogen atom in which case this ring is either aromatic or partially saturated, have antimicrobial properties. Processes for making these compounds, pharmaceutical compositions containing them and the medical use of the compounds are also disclosed.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: May 6, 1986
    Assignee: Burroughs Wellcome Co.
    Inventors: Barbara Roth, Barbara S. Rauckman
  • Patent number: 4576946
    Abstract: The present invention relates to derivatives of 4-methyl 6-phenyl pyridazine of formula: ##STR1## in which R is OH or H, R.sub.1 is H or ##STR2## n being 0 or 1, X being H, Y being H or alkyl or X and Y forms an ethylene or oxoethylene group;it also relates to a process for preparing the products of formula (I) and to drugs containing at least one product of formula (I).
    Type: Grant
    Filed: August 4, 1982
    Date of Patent: March 18, 1986
    Assignee: Sanofi
    Inventors: Camille G. Wermuth, Kathleen Biziere, Horace Davi
  • Patent number: 4572908
    Abstract: Dihydropyridine anti-ischaemic agents of the formula: ##STR1## and their salts where R is aryl or heteroaryl, R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl or 2-methoxyethyl, Y is --(CH.sub.2).sub.n -- where n is 2, 3, or 4 and is optionally substituted by 1 or 2 CH.sub.3 groups, and R.sup.3 is an optionally substituted 5- or 6-membered heterocyclic group attached to the adjacent N atom by a C atom, said group R.sup.3 being optionally fused to a further heterocyclic group or to a benzene ring.
    Type: Grant
    Filed: December 16, 1983
    Date of Patent: February 25, 1986
    Assignee: Pfizer Inc.
    Inventors: Simon F. Campbell, Peter E. Cross, John K. Stubbs, John E. Arrowsmith
  • Patent number: 4565814
    Abstract: This invention relates to pyridazine derivatives substituted in the 4-position by a cyano group having psychotropic activity. It also relates to a process for the preparation of these products and their application as medicaments.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: January 21, 1986
    Assignee: Sanofi
    Inventors: Jean-Paul Kan, Kathleen Biziere, Camille-Georges Wermuth
  • Patent number: 4562184
    Abstract: Novel substituted-aminohydroxypropoxy-thiadiazoles and pharmaceutically acceptable salts thereof exhibit .beta.-adrenergic blocking activity.
    Type: Grant
    Filed: April 2, 1984
    Date of Patent: December 31, 1985
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4532239
    Abstract: Basically-substituted pyridazines of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, independently of one another, denote hydrogen, halogen, hydroxyl, nitro, trifluoromethyl, alkyl, alkoxyalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, phenyl, alkoxy, hydroxyalkoxy, alkoxy-alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, phenalkoxy, alkanoyl, alkanoylamino and --NH--CO--R.sup.9, R.sup.9 representing morpholino, piperidino or 1-pyrrolididinyl, or an optionally substituted ureido radical, R.sup.4 denotes hydrogen or lower alkyl and W denotes hydrogen, chlorine or bromine; and the acid-addition salts thereof are useful alone or in pharmaceutical preparations for treating cardiac complaints, circulatory complaints and high blood pressure. Several methods for preparing the basically-substituted pyridazines are also provided.
    Type: Grant
    Filed: December 20, 1983
    Date of Patent: July 30, 1985
    Assignee: Cassella Aktiengesellschaft
    Inventors: Thomas Raabe, Helmut Bohn, Piero A. Martorana, Rolf-Eberhard Nitz
  • Patent number: 4524070
    Abstract: The present invention relates to aminated derivatives of pyridazine of formula: ##STR1## in which: . R.sub.1 designates a 2-thienyl, 3-thienyl or cyclohexyl group;R.sub.2 represents a lower alkyl group (1 to 4 atoms of carbon), or an atom of hydrogen as well as the salts of said derivatives with the acids; which compounds effect the central nervous system and may be used in human medicine to treat depression. It also relates to a process for preparing said derivatives and the drugs containing them.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: June 18, 1985
    Assignee: Sanofi
    Inventors: Jean-Paul Kan, Kathleen Biziere, Camille-Georges Wermuth
  • Patent number: 4514397
    Abstract: The present invention relates to derivatives of 4-methyl 6-phenyl pyridazine of formula: ##STR1## in which R is OH or H,R.sub.1 is ##STR2## n being 0 or 1, X and Y forms an ethylene or oxoethylene group;it also relates to a process for preparing the products of formula (I) and to drugs containing at least one product of formula (I).
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: April 30, 1985
    Assignee: Sanofi
    Inventors: Camille G. Wermuth, Kathleen Biziere, Horace Davi
  • Patent number: 4435395
    Abstract: Compounds of the formula: ##STR1## which are useful as antihypertensive agents are disclosed.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: March 6, 1984
    Assignee: USV Pharmaceutical Corporation
    Inventors: Bernard Loev, Howard Jones, James R. Shroff
  • Patent number: 4416817
    Abstract: Novel 3-methoxy-2-oxoazetidine derivatives, which are shown by the following formula ##STR1## wherein R.sub.1 is amino, acylated amino or protected amino, are of value as intermediates for the synthesis of useful compounds represented by the formula ##STR2## wherein R.sub.1 has the same meaning as defined above, as drugs in the treatment of bacterial infections.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: November 22, 1983
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Taisuke Matsuo, Michihiko Ochiai
  • Patent number: 4394506
    Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulf onamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: July 19, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4373102
    Abstract: Novel dyes of the formula ##STR1## where A is cyano, carbo-C.sub.1 -C.sub.4 -alkoxy, carbamyl, N-C.sub.1 -C.sub.4 -alkylcarbamyl, N-phenylcarbamyl, acetyl, benzoyl, 4-nitrophenyl or 4-cyanophenyl,X is hydrogen, chlorine, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, and if n is 2 the substituents may be identical or different,n is 1 or 2,R.sup.1 is hydrogen, methyl, ethyl or 2-hydroxyethyl andR.sup.2 is phenyl or cyclohexyl, orR.sup.1 is hydrogen andR.sup.2 is C.sub.1 -C.sub.4 -alkyl, orR.sup.1 and R.sup.2 are C.sub.1 -C.sub.6 -alkyl, allyl or phenyl-C.sub.1 -C.sub.4 -alkyl orthe group ##STR2## is a saturated heterocyclic five-membered or six-membered ring which may additionally contain an oxygen or a further nitrogen as ring members,Y is hydrogen, hydroxyl, methyl or ethyl; ##STR3## where R.sup.3 is linear or branched C.sub.1 -C.sub.12 -alkyl, or is phenyl; ##STR4## where R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.5 is hydrogen, linear or branched C.sub.1 -C.sub.
    Type: Grant
    Filed: March 7, 1980
    Date of Patent: February 8, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Wolfgang Elser, Gustav Bock, Wolf-Dieter Kermer
  • Patent number: 4362874
    Abstract: Quaternary compounds of the formula[(K.sup..sym..sub.m --X--).sub.n R]m.multidot.n.multidot.An.sup..crclbar.whereinK.sup..sym. denotes a cationic organic radical,X denotes a linking member,R denotes the radical of a heterocyclic reactive group,m denotes the numbers 1 or 2,n denotes the numbers 1 or 2 andAn.sup..crclbar. denotes an anion,can be used for increasing the affinity of anionic dyestuffs for natural or synthetic fibre materials containing nitrogen or hydroxyl groups.
    Type: Grant
    Filed: June 5, 1980
    Date of Patent: December 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Kalk, Karl H. Schundehutte, Manfred Soll
  • Patent number: 4329457
    Abstract: The invention relates to a novel process for the preparation of 6-(substituted amino)-3-pyridazinylhydrazines having the general formula I ##STR1## and their pharmaceutically acceptable acid addition salts, wherein R.sup.1 stands for hydrogen atom or an alkyl group containing from 1 to 4 carbon atoms;R.sup.2 and R.sup.3 may be the same or different and stand for alkyl groups containing from 1 to 6 carbon atoms, alkenyl groups containing from 2 to 6 carbon atoms, hydroxyalkyl groups containing from 2 to 4 carbon atoms, cycloalkyl groups containing from 3 to 8 carbon atoms, phenyl or benzyl groups or phenyl, benzyl or phenylethyl groups containing one or two halogen atoms, nitro, methoxy or hydroxyl groups, and one of R.sup.2 and R.sup.3 may stand also for a hydrogen atom, or R.sup.2 and R.sup.3 together with the neighboring nitrogen atom may build up also a morpholino, pyrrolidino, piperidino, heptamethyleneimino or N-methylpiperazino group.
    Type: Grant
    Filed: May 6, 1980
    Date of Patent: May 11, 1982
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Geza Szilagyi, Peter Matyus, Endre Kasztreiner, Tibor Balogh, Lajos Ila
  • Patent number: 4310346
    Abstract: This invention relates to N(Substituted Phenylsulfonyl) N'(Substituted Pyrimidinyl) urea compounds having the formulae I and IA ##STR1## to agricultural compositions containing them and to their methods of use as general as well as selective pre- and post-emergence herbicides and as plant growth regulants.
    Type: Grant
    Filed: May 30, 1980
    Date of Patent: January 12, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George Levitt, Richard F. Sauers
  • Patent number: 4302241
    Abstract: This invention relates to novel N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted by two carboxyl radicals. The compounds have utility as herbicides.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: November 24, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: George Levitt
  • Patent number: 4279908
    Abstract: 6-(3- And/or 5-halophenyl)pyridazines having an N-substituted carbamoyloxy, carbamoylthio, thiocarbamoyloxy or thiocarbamoylthio group at the 3- position on they pyridazine system and 6-(3- and/or 5-halophenyl)-3-pyridazone derivatives having a substituted or unsubstituted hydrocarbyloxycarbonyl substituent at the 2-position of the pyridazine ring have good fungicidal activity, making them useful as agricultural fungicides suitable for application to seeds, plants and agricultural land, and can be prepared by reacting the corresponding 6-substituted pyridazone or pyridazinethione with the corresponding carbamoyl halide or halocarbonate.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: July 21, 1981
    Assignee: Sankyo Company Limited
    Inventors: Teruomi Jojima, Hideo Takeshiba, Yukiyoshi Takahi
  • Patent number: 4259328
    Abstract: Pyridazinylhydrazones capable of lowering blood pressure having the formula ##STR1## wherein R.sup.1 is hydrogen, chlorine, alkyl having from 1 to 4 carbon atoms, methoxy, hydroxyl, carbamoyl or cyano;R.sup.2 is morpholino; andK is a group having the formula ##STR2## wherein one of R.sup.3, R.sup.4, R.sup.5 or R.sup.6 is carboxyl or alkoxycarbonyl.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: March 31, 1981
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt
    Inventors: Geza Szilagyi, Endre Kasztreiner, Judit Kosary, Peter Matyus, Zsuzsa Huszti, Gyorgy Cseh, Agnes Kenessey, Laszlo Tardos, Edit Kosa, Laszlo Jaszlits, Sandor Elek, Istvan Elekes, Istvan Polgari
  • Patent number: 4258185
    Abstract: Pyridazinone compounds of the formula: ##STR1## wherein A, B, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined hereinafter, and pharmaceutically acceptable acid addition salts thereof are disclosed. They are useful as antithrombotic and antihypertensive drugs.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: March 24, 1981
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Toru Nakao, Shinro Setoguchi, Osamu Yaoka
  • Patent number: 4251658
    Abstract: 3-(1-Pyrazolyl)-pyridazine derivatives of the formula I, or pharmaceutically acceptable acid addition salts thereof, which decrease high blood pressure and inhibit catabolism or prostaglandins, ##STR1## wherein R.sup.1 is hydrogen or C.sub.1-4 alkyl,R.sup.2 is hydrogen, cyano, carboxyl, carbamoyl, carbaxoyl or C.sub.1-4 alkoxycarbonyl,R.sup.3 is hydrogen or chlorine or --NR.sup.4 NHR.sup.5 or NR.sup.6 R.sup.7, wherein R.sup.4 and R.sup.5 are each hydrogen or C.sub.1-4 alkyl, wherein R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-5 alkyl, C.sub.1-5 hydroxyalkyl, C.sub.3-7 cycloalkyl, phenyl or benzyl, or benzyl or phenylethyl substituted with one or two chlorine atoms or methoxy groups, or a furylmethyl, pyridylmethyl, pyrrolidine or piperazine ring, or when R.sup.7 is hydrogen, R.sup.6 is --(CH.sub.2).sub.n --NR.sup.4 R.sup.5 wherein n is an integer from 1 to 3.
    Type: Grant
    Filed: June 9, 1978
    Date of Patent: February 17, 1981
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Geza Szilagyi, Endre Kasztreiner, Laszlo Tardos, Edit Kosa, Laszlo Jaszlits, Gyorgy Cseh, Andras Divald, Pal Tolnay, Sandor Elek, Istvan Elekes, Istvan Polgari
  • Patent number: 4247551
    Abstract: New-pyrrolyl-3-pyridazineamines having a further aminic substituent in the position 6. The compounds are useful as antihypertensive agents and may be prepared from 6-amino substituted-3-hydrazino pyridazines and .beta.-dicarbonyl compounds. The use of the novel compounds as antihypertensives and compositions containing the novel compounds as active ingredients are also claimed.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: January 27, 1981
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Elvio Bellasio, Nunzio Di Mola, Ambrogio Campi, Emiliana Baldoli
  • 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: 4238490
    Abstract: Compounds of the formula ##STR1## are useful antihypertensive agents.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: December 9, 1980
    Assignee: Diamond Shamrock Corporation
    Inventors: Larry J. Powers, Zaven S. Ariyan, Russell Buchman, James A. Scozzie, Robert E. Moser, William J. Pyne
  • Patent number: 4224325
    Abstract: The invention relates to compounds of general formula ##STR1## wherein R.sup.1 stands for a hydrogen atom or a C.sub.1-6 alkyl-, a C.sub.2-4 hydroxyalkyl, a C.sub.3-6 cycloalkyl or a phenyl group,R.sup.2 stands for a hydrogen, fluorine, chlorine or bromine atom or a C.sub.1-6 alkyl, a C.sub.2-4 hydroxyalkyl, a nitro or an --NR.sup.5 R.sup.6 group, wherein R.sup.5 and R.sup.6 may have the same or different meaning and stand each for a hydrogen atom or a C.sub.1-4 alkyl or a C.sub.2-4 hydroxyalkyl group,R.sup.3 stands for a hydrogen atom or a C.sub.1-6 alkyl, a C.sub.2-4 hydroxyalkyl, a C.sub.3-6 cycloalkyl or a phenyl group, a chlorine atom or a hydroxyl, amino or methoxy group,R.sup.4 stands for a carbamoyl, a cyano or an --NR.sup.7 --NHR.sup.8 group, wherein R.sup.7 and R.sup.8 may have the same or different meaning and stand each for a hydrogen atom or a C.sub.1-4 alkyl, a C.sub.2-4 hydroxyalkyl, a C.sub.1-4 alkoxycarbonyl or an --NR.sup.9 R.sup.10 group, wherein R.sup.9 and R.sup.
    Type: Grant
    Filed: July 11, 1978
    Date of Patent: September 23, 1980
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Geza Szilagyi, Endre Kasztreiner, Laszlo Tardos, Edit Kosa, Laszlo Jaszlits, Gyorgy Cseh, Ilona Kovacs, nee Szabo, Pal Tolnay, Sandor Elek, Istvan Elekes, Istvan Polgari
  • Patent number: 4221911
    Abstract: Naphtholactam dyes of formula ##STR1## wherein the cyclic and acyclic radicals can carry non-ionogenic substituents, the ring D can additionally be fused to a benzene ring, and R.sub.1 and R.sub.2 are hydrogen atoms or substituted or unsubstituted hydrocarbon radicals which together are also able to form a hydrocarbon chain which is optionally interrupted by heteroatoms, dyestuffs, dye polyester fibre in fast yellow and red shade.
    Type: Grant
    Filed: February 19, 1976
    Date of Patent: September 9, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Hansrudolf Schwander
  • 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: 4122263
    Abstract: Production of new 2-(o-alkylthiophenyl)-1,3-diazacycloalkene hydrohalides by reaction of a benzo-thietane-2-spiro-2'-(1',3'-diazacycloalkane) with an alkyl halide, and the new 2-(o-alkylthiophenyl)-1,3-diazacycloalkene hydrohalides which are pharmaceuticals, auxiliaries for the textile and rubber industries, plant protection agents and starting materials for the production of pharmaceuticals, plant protection agents and dyes.
    Type: Grant
    Filed: June 17, 1977
    Date of Patent: October 24, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, August Amann, Hubert Giertz
  • Patent number: 4097592
    Abstract: O-?1-substituted-6-pyridazinon(3)yl!-thionoalkanephosphonic acid esters of the formula ##STR1## in which R.sub.1 and R.sub.2 each independently is alkyl with 1 to 7 carbon atoms,R.sub.3 is alkyl, cyanoalkyl, alkylcarbonylalkyl, carbalkoxyalkyl, hydroxyalkyl, alkylthioalkyl or halogenalkyl with 1 to 4 carbon atoms per alkyl radical, alkenyl or alkynyl with 3 to 5 carbon atoms, benzyl, benzyl carrying at least one substituent selected from halogen and alkyl with 1 to 3 carbon atoms, phenyl, phenyl carrying at least one substituent selected from nitro, halogen, alkyl with 1 to 3 carbon atoms and carbalkoxy with 1 to 4 carbon atoms, morpholinomethyl or piperidinomethyl,R.sub.4 and R.sub.5 each independently is hydrogen or alkyl with 1 to 3 carbon atoms, andX and Y each independently is oxygen or sulfur,Which possess insecticidal and acaricidal properties.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: June 27, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Hofer, Fritz Maurer, Hans-Jochem Riebel, Lothar Rohe, Rolf Schroder, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
  • 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: 4088762
    Abstract: Compounds of the general formula: ##STR1## in which X represents A STRAIGHT OR BRANCHED CHAIN ALKYL OR ALKOXY GROUP,A hydroxymethyl group,A cycloalkoxy group,A hydroxyl group,A chlorine atom,A piperidino group,A pyrrolidino groupA cycloalkyl group,An aryloxy group,A fluorine atom,An amino or substituted amino group,A morpholino group,A 1,2,3,6-tetrahydropyridino group,A 4-[3-azabicyclo(3,2,2)-nonyl] group, or a 4-(piperazin-1-yl) or 4-(4-substituted-piperazin-1-yl) group of the formula ##STR2## in which R.dbd.
    Type: Grant
    Filed: April 27, 1976
    Date of Patent: May 9, 1978
    Assignee: BDH Pharmaceuticals Limited
    Inventors: Mehmood A. Hakim, Peter T. Bysouth
  • Patent number: 4087605
    Abstract: This invention concerns novel aminoalkylthiopyridazine compounds useful for inhibiting the aggregation of blood platelets in animals and a process for preparing the compounds from an isothiuronium salt generated in situ from an aminoalkyl halide and thiourea. The compounds also have fungicidal and nematocidal properties.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: May 2, 1978
    Assignee: The Dow Chemical Company
    Inventors: Joseph E. Dunbar, Louis E. Begin
  • Patent number: 4072672
    Abstract: Disclosed are basic dyes, e.g., azo dyes and anthraquinone dyes free from sulphonic acid groups and which contain, as characteristic group, a group of the formula ##STR1## in which R and R.sub.1, independently, are substituted or unsubstituted C.sub.1-4 alkyl or are linked to form a ring, orOne of R and R.sub.1 is --NH.sub.2 or C.sub.1-4 alkoxy, the other substituted or unsubstituted alkyl,R.sub.2 and R.sub.3, independently, are hydrogen or C.sub.1-4 alkyl,Y is a bridging group,Q is unsubstituted or substituted phenyl, biphenylyl, naphthyl or ##STR2## in which R.sub.7 is ##STR3## where R.sub.8 ic C.sub.1-4 alkyl, andA.sup.- is an anion. These dyes are useful for the dyeing and printing of polymers and copolymers of acrylonitrile and asymmetrical dicyanoethylene as well as polyesters and polyamides modified to contain acid groups. The dyes build-up well and exhibit good pH stability and stability to boiling.
    Type: Grant
    Filed: November 28, 1975
    Date of Patent: February 7, 1978
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi
  • Patent number: 4067726
    Abstract: New 3-amino-phenylacetic acid compounds of the formula: ##STR1## wherein X is hydrocarbyloxy or hydrocarbylthio optionally substituted by halogen, alkoxy, aryloxy, alkylmercapto or arylmercapto, or X is mono- or disubstituted amino, or represent a 5- to 8-membered heterocyclic ring;Y is oxygen or sulfur;Z is optionally substituted hydrocarbyl or hydrocarbyloxy or -thio, or Z can represent mono- or disubstituted amino, or a closed heterocyclic ring;Possess outstanding herbicidal activity, both pre-emergence and post-emergence.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: January 10, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Sasse, Ludwig Eue
  • Patent number: 4058520
    Abstract: This invention concerns novel aminoalkylthiopyridazine compounds useful for inhibiting the aggregation of blood platelets in animals and a process for preparing the compounds from an isothiuronium salt generated in situ from an aminoalkyl halide and thiourea. The compounds also have fungicidal and nematocidal properties.
    Type: Grant
    Filed: May 7, 1976
    Date of Patent: November 15, 1977
    Assignee: The Dow Chemical Company
    Inventors: Joseph E. Dunbar, Louis E. Begin
  • Patent number: 4054654
    Abstract: Isoindolin-1-one derivatives substituted on the nitrogen atom in the 2-position by an unsubstituted or substituted phenyl radical or a heterocyclic radical having aromatic characteristics, substituted in the 3-position by a 3-amino(or substituted amino)-2-hydroxy-propoxy group, and optionally substituted in the 5- and/or 6-positions by one or two alkoxy radicals or optionally substituted in the 5- and 6-positions by a methylenedioxy radical, possess pharmacodynamic properties, and are especially useful as antiarrhythmic agents.
    Type: Grant
    Filed: March 23, 1976
    Date of Patent: October 18, 1977
    Assignee: Rhone-Poulenc, S.A.
    Inventors: Claude Cotrel, Claude Jeanmart, Mayer Naoum Messer
  • 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: RE32154
    Abstract: Production of new 2-(o-alkylthiophenyl)-1,3-diazacycloalkene hydrohalides by reaction of a benzo-thietane-2-spiro-2'-(1',3'-diazacycloalkane) with an alkyl halide, and the new 2-(o-alkylthiophenyl)-1,3-diazacycloalkene hydrohalides which are pharmaceuticals, auxiliaries for the textile and rubber industries, plant protection agents and starting materials for the production of pharmaceuticals, plant protection agents and dyes.
    Type: Grant
    Filed: February 25, 1981
    Date of Patent: May 20, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, August Amann, Hubert Giertz