Patents Assigned to Egyt Gyogyszervegyeszeti Gyar
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Patent number: 4259257Abstract: The invention relates to novel 1-phenyl-2-amino-1,3-propanediol-N-alkyl derivatives having the general formula I ##STR1## wherein R.sub.1 is hydrogen, alkyl having from 1 to 8 carbon atoms or phenoxymethyl, andR.sub.2 is hydrogen, alkyl having from 1 to 8 carbon atoms or 2,2-diphenylethyl,with the proviso that if R.sub.1 is phenoxymethyl then R.sub.2 may stand only for methyl, and if R.sub.2 is 2,2-diphenylethyl then R.sub.1 may stand only for hydrogen, and its isomers and pharmaceutically acceptable salts. Furthermore, the invention relates to a process for preparing these compounds.The novel 1-phenyl-2-amino-1,3-propanediol-N-alkyl derivatives having the general formula I possess significant anti-anginose activity and show several other biological activities.Type: GrantFiled: September 7, 1979Date of Patent: March 31, 1981Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Levai, Gabor Fazekas, Lujza Petocz, Katalin Grasser
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Patent number: 4244888Abstract: Racemic or optically active 2-(propargyloxyimino)-1,7,7-trimethyl-bicyclo[2,2,1]heptane of the formula (I) ##STR1## or a mixture of these isomers is prepared by reacting a racemic or optically active 1,7,7-trimethyl-bicyclo[2,2,1]heptane derivative of the general formula (II), ##STR2## wherein Y stands for oxygen atom, sulfur atom or oxime group, with a propyne derivative of the general formula (III),R--CH.sub.2 --C.tbd.CH (III)whereinR stands for halogen atom or aminooxy group, with the proviso that if Y represents oxime group, R may stand only for halogen, and if R represents aminooxy group, Y may stand only for oxygen or sulfur atom.The resulting product is new and possesses strong plant growth promoting and insecticidal effects.Type: GrantFiled: August 9, 1979Date of Patent: January 13, 1981Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Ferenc Jurak, Attila Kis-Tamas, Aranka Lay nee Konya, Tibor Mezei, Zoltan Vig, Terez Zubovits nee Kristof
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Patent number: 4243660Abstract: The invention relates to a composite insect attractant for male cabbage moths (Mamestra brassicae) containing (Z)-11-hexadecenyl acetate and (Z)-11-heptadecenyl acetate as active agents in a weight ratio of 70 to 90:80 to 1, optionally along with a liquid or solid adjuvant. An insect trap can contain the composition which is used for attracting and trapping cabbage moth. Their mating is disrupted by air permeation techniques. (Z)-11-heptadecenyl acetate is a synergistically active new compound. The composition according to the invention produces a significantly stronger stimulating reaction on male cabbage moths than the known sex lure compositions.Type: GrantFiled: April 19, 1979Date of Patent: January 6, 1981Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Csaba Szantay, Lajos Novak, Miklos Toth, Jozsef Balla, Bela Stefko, Attila Kis-Tamas
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Patent number: 4229350Abstract: This invention relates to novel dibenzo[d,g][1,3,6]dioxazocine derivatives represented by the general formula I ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, cyano or trifluoromethyl,Y stands for hydrogen or a group of formula ##STR2## wherein A stands for a straight or branched chained alkylene having from 2 to 5 carbon atoms andR.sub.3 and R.sub.4 independently stand for an alkyl having from 1 to 4 carbon atoms, orR.sub.3 and R.sub.4 together with the nitrogen atom they are attached to and optionally together with a further nitrogen atom or with an additional oxygen atom may form a five- or six-membered heterocyclic ring optionally substituted with an alkyl having from 1 to 4 carbon atoms,and pharmaceutically acceptable acid addition salts thereof formed with an inorganic or organic acid.A process for the preparation of these compounds is also within the scope of this invention.Type: GrantFiled: July 26, 1979Date of Patent: October 21, 1980Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Rozsa, Lujza Petocz, Katalin Grasser, Ibolya Kosoczky, Eniko Kiszelly, Jozsef Nagy
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Patent number: 4208410Abstract: This invention relates to novel dibenzo[d,g][1,3,6]dioxazocine derivatives represented by the general formula I ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, cyano or trifluoromethyl,Y stands for hydrogen or a group of formula ##STR2## wherein A stands for a straight or branched chained alkylene having from 2 to 5 carbon atoms andR.sub.3 and R.sub.4 independently stand for an alkyl having from 1 to 4 carbon atoms, orR.sub.3 and R.sub.4 together with the nitrogen atom they are attached to and optionally together with a further nitrogen atom or with an additional oxygen atom may form a five- or six-membered heterocyclic ring optionally substituted with an alkyl having from 1 to 4 carbon atoms,and pharmaceutically acceptable acid addition salts thereof formed with an inorganic or organic acid.The above compounds possess valuable pharmaceutical properties, for instance they are effective local anaesthetics and can be used for treating Parkinson syndrome.Type: GrantFiled: July 25, 1978Date of Patent: June 17, 1980Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Rozsa, Lujza Petocz, Katalin Grasser, Ibolya Kosoczky, Eniko Kiszelly, Jozsef Nagy
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Patent number: 4160035Abstract: A plant protecting composition with pesticidal effects contains an effective amount of at least one compound of the formula ##STR1## wherein R is a C.sub.1-20 alkyl group or a phenyl or phenyl-C.sub.1-3 alkylene group having optionally one or more C.sub.1-3 alkyl or halogen substituents on the phenyl ring, and a diluent in an amount necessary to make up the final weight of the composition. To kill plant pests, the composition is applied to growing plants either prior to or after emergence.Type: GrantFiled: November 3, 1977Date of Patent: July 3, 1979Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Levai, Gyula Mikite, Attila Kis-Tamas
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Patent number: 4127576Abstract: The invention relates to novel nortropine-carbazate derivatives of the general formula (I), ##STR1## wherein R.sub.1 is C.sub.1-4 alkyl, phenyl or halophenyl group,R.sub.2 is hydrogen or a C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkyl, C.sub.1-4 acyl, phenoxycarbonyl or C.sub.1-4 alkoxycarbonyl group, andR.sub.3 is hydrogen of a C.sub.1-4 alkyl or C.sub.1-4 acyl group, orR.sub.2 and R.sub.3 may form together a C.sub.1-10 alkylene group attachedTo the nitrogen atom with a double bond, as well as to pharmaceutically acceptable acid addition salts of said compounds.The above compounds are new and can be applied as narcosis potentiating agents.The compounds of the general formula (I) can be prepared by reacting a compound of the general formula (II), ##STR2## wherein R.sub.1 is as defined above and Q is halogen, C.sub.1-4 alkoxy or phenoxy, with a hydrazine compound of the general formula (III), ##STR3## wherein R.sub.2 and R.sub.3 are as defined above.Type: GrantFiled: November 29, 1977Date of Patent: November 28, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Gyula Mikite, Lujza Petocz, Ibolya Kosoczky, Katalin Grasser
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Patent number: 4123615Abstract: The invention relates to a novel process for producing the threo- and erythro-isomers of 1-phenyl-2-nitro-1,3-propanediol through the aldol-type alkaline condensation of benzaldehyde and nitroethanol, wherein the reaction mixture is acidified and, if desired, the isomers are separated from the obtained isomer mixture and the obtained isomers are transformed into each other through epimerization, characterized in that the condensation and, if desired, also the epimerization are carried out in the presence of catalytical amounts of an alkaline hydroxide.The process according to the invention makes it possible to produce 1-phenyl-2-nitro-1,3-propanediol, an intermediate of the antibiotic chloramphenicol, in high yields, and in an extremely advantageous way which can be carried out simply and economically even on an industrial scale.Type: GrantFiled: February 23, 1977Date of Patent: October 31, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Levai, Gyula Mikite
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Patent number: 4120657Abstract: The invention relates to a process of and equipment for a selective, quick and accurate analysis of liquid samples. According to the process of the invention a liquid or a gas sample absorbed by a liquid is allowed to flow at a constant volume rate and overtitrated with an amount of a reagent adequate to the measurement in a definite time. Then the flow of the reagent is decreased to zero in a definite time, meanwhile continuously following, in a known way, the changes occurring in the reaction mixture. The determination of the concentration is carried out by comparing the time elapsed between the appearances of the two chemical equivalence points with calibration curves prepared with standard solutions, said time having a well defined functional relationship with the concentration of the sample.Type: GrantFiled: April 18, 1977Date of Patent: October 17, 1978Assignee: EGYT Gyogyszervegyeszeti GyarInventors: Geza Nagy, Erno Pungor, Klara Toth, Jeno Havas, Zsofia Feher
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Patent number: 4097668Abstract: The invention provides 2-?(p-methoxy-benzoyl)-hydrazono-formyl!-quinoxaline-1,4-dioxide.This compound is indicated for use as a potent antibacterial agent having a low toxicity.Type: GrantFiled: March 9, 1977Date of Patent: June 27, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Pal Benko, Ildiko Simonek, Laszlo Pallos, Jeno Kovacs, Karoly Magyar
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Patent number: 4091206Abstract: The invention relates to new quinoxaline-1,4-dione derivatives of the formula ##STR1## wherein R is pyridyl, 5-nitrofuryl or 1-naphthylmethyl group. The new compounds of formula I have weight-gain increasing effects.Type: GrantFiled: March 9, 1977Date of Patent: May 23, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Pal Benko, Ildiko Simonek, Laszlo Pallos, Jeno Kovacs, Karoly Magyar
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Patent number: 4083978Abstract: Oxime ethers of the formula ##STR1## wherein R stands for a phenyl group which may be substituted by a halogen chlorine atom or by one to three methoxy groups;R.sup.1 and R.sup.2 denote each a hydrogen atom or together a valence bond;A denotes a C.sub.2 -C.sub.4 straight or branched-chain alkylene group;B is piperazino having a benzyl or C.sub.1-3 alkyl substituent on the nitrogen atom; andn denotes an integer from 3 to 6, have nicotine-lethality inhibiting, tetrabenazine-antagonistic and antiepileptic effects.This invention relates to novel oxime ethers possessing valuable therapeutic effects and their optical isomers and salts.The noval compounds have the general formula I ##STR2## wherein R stands for a phenyl group which may be substituted by a chlorine atom or by one to three methoxy groups;R.sup.1 and R.sup.2 denote each a hydrogen atom or together a valence bond;A denotes a C.sub.2 -C.sub.4 straight or branched-chain alkylene group; is piperazino having a benzyl or C.sub.Type: GrantFiled: January 27, 1976Date of Patent: April 11, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Aranka Lay nee Konya, Tibor Mezei, Katalin Grasser, Eniko Szirt nee Kiszelly, Ibolya Kosoczky, Lujza E. Petocz
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Patent number: 4077999Abstract: The invention relates to novel oxime ethers of the formula I ##STR1## wherein R stands for a phenyl group which may be substituted by a halogen atom or by one or more C.sub.1 -C.sub.4 alkoxy, hydroxyl, nitro or di(C.sub.1 -C.sub.3 alkyl)amino groups,R.sup.1 and R.sup.2 denote each a hydrogen atom or together a valence bond,A denotes a C.sub.2 -C.sub.4 straight or branched-chain alkylene group,N denotes an integer from 3 to 10, andR.sup.3 and R.sup.4 denote a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, furthermore to acid addition salts and quaternary ammonium salts thereof. These new compounds are biologically active, and possess primarily local analgesic, spasmolytic, nicotine-lethality inhibiting, tetrabenazine-antagonistic and tetra-cor-spasm inhibiting effects.Type: GrantFiled: December 10, 1976Date of Patent: March 7, 1978Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Aranka Lay nee Konya, Tibor Mezei, Katalin Grasser, Eniko Szirt nee Kiszelly, Ibolya Kosoczky, Lujza E. Petocz
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Patent number: 4065450Abstract: The invention relates to a novel process for preparing 2-guanidinomethyl-perhydroazocine-sulfate of formula I ##STR1## comprising the steps of catalytically reducing the 2-nitromethylene-perhydroazocine of formula IV ##STR2## in solution in acetone at a temperature of 20.degree. to 50.degree. C, treating the separated reaction product with an aqueous mineral acid and then reacting it with S-methyl-isothiocarbamid-sulfate.The process gives the desired end-product of formula I also on industrial scales.Type: GrantFiled: February 26, 1976Date of Patent: December 27, 1977Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Jozsef Rakoczi, Ivan Beck, Csaba Kiss, Imre Horvath, Miklos Nemes
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Patent number: 4052403Abstract: Novel 2-hydroxyimino-1,2,3,4,6,7-hexahydro-11bH-benzo [a] quinolisine derivatives are prepared by reacting substituted 2-oxo-benzo[a]quinolisine compounds with hydroxylamine or an acid addition salt thereof. The described compounds and their acid addition salts and quaternary onium derivatives evidence psychopharmacological properties in the absence of adverse side effects.Type: GrantFiled: April 21, 1976Date of Patent: October 4, 1977Assignee: EGYT Gyogyszervegyeszeti GyarInventors: Csaba Szantay, Andras Vedres, Karoly Thuranszky, Gyula Balogh, Maria Vedres nee Kozma
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Patent number: 3988461Abstract: Pharmaceutical compositions for the treatment of Parkinson's Disease contain 5-(1-methylpiperidylidene-4-5H-dibenzo(a,d)cycloheptene or a pharmaceutically acceptable salt thereof and L-3,4-dihydroxyphenylalanine or a pharmaceutically acceptable salt thereof in a weight ratio of 0.5-5 : 50-150, optionally together with a carrier.Type: GrantFiled: June 5, 1975Date of Patent: October 26, 1976Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Ibolya Kosoczky, Zoltan Budai, Laszlo Kosa, Lujza Petocz
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Patent number: 3963735Abstract: New acylated 2-aminothiazole derivatives of the general formula (I), ##SPC1##whereinR.sup.1 stands for phenyl group or a pyridyl group,R.sup.2 stands for hydrogen or lower alkyl,R.sup.3 stands for hydrogen, a lower alkyl group or benzyl group, andR.sup.4 and R.sup.5 each represent hydrogen, a C.sub.1-8 alkyl group, allyl group, a hydroxyalkyl group, a C.sub.3-6 cycloalkyl group, .beta.-dimethylaminoethyl group, .beta.-diethylaminoethyl group, benzyl group, 2-furylmethyl group, or a phenyl group having optionally a halogen, methyl, methoxy or trifluoromethyl substituent, orR.sup.4 and R.sup.5 may form, together with the adjacent nitrogen atom, a 5 to 8 membered polymethyleneimino group, morpholino group, piperazino group, N-methylpiperazino group or N-phenylpiperazino group, the compounds of formula I are anticholinergics.Type: GrantFiled: October 29, 1974Date of Patent: June 15, 1976Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Lajos Farkas, Endre Kasztreiner, Ferenc Andrasi, Jozsef Borsi, Istvan Elekes, Istvan Polgari
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Patent number: 3956312Abstract: New compounds of the general formula (I) ##SPC1##and salts thereof were prepared by reacting a compound of the general formula (II) ##SPC2##with a compound of the general formula (III) or (IV) ##EQU1## and optionally saturating the --C=N-- bond. In the above formulaeR.sup.1 and R.sup.2 are always the same and represent a C.sub.1-4 alkyl group,R.sup.3 stands for hydrogen,R.sup.4 and R.sup.5 each represent hydrogen or a straight-chained or branched C.sub.1-16 alkyl group optionally having an unsubstituted or substituted phenyl, furyl or naphthyl substituent, wherein said substituted aryl groups may contain up to 3 alkyl, C.sub.1-3 alkoxy, benzyloxy, nitro, amino, lower alkylamino, di-lower alkylamino, methylenedioxy, alkylmercapto, alkylsulfonyl or halogen substituents, orR.sup.4 and R.sup.5 may form together with the adjacent carbon atom a C.sub.3-12 cycloalkyl or C.sub.Type: GrantFiled: August 15, 1974Date of Patent: May 11, 1976Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Laszlo Magdanyi, Lujza Petocz, Eniko Kiszelly, Ibolya Kosoczky, Attila Varga
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Patent number: 3946018Abstract: Compounds of the formula ##SPC1##WhereinR.sub.1 and R.sub.2 each represent hydrogen or a straight-chained or branched C.sub.1.sub.-3 alkyl group,R stands for hydrogen or a straight-chained or branched C.sub.1.sub.-4 alkyl group,R.sub.3 stands for hydrogen or a straight-chained or branched C.sub.1.sub.-4 alkyl group.The new compounds of formula (I) possess valuable pharmacological properties, and act, primarily, on the central nervous system. Thus they can be used in the therapy first of all as the active agents of anticonvulsive medicines.Type: GrantFiled: February 5, 1974Date of Patent: March 23, 1976Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Gyula Deak, Margit Doda, Lajos Gyorgy, Laszlo Hazai, Klara Pfeifer, deceased