Patents Assigned to CL Pharma Aktiengesellschaft
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Patent number: 5066810Abstract: A process for the preparation of compounds of formula I ##STR1## in which X is the radical OH or Cl, by the catalytic hydrogenation of 3,5-dimethyl-4-methoxy-2-cyanopyridine, subsequent reaction of the resulting 3,5-dimethyl-4-methoxy-2-aminomethylpyridine to give 3,5-dimethyl-4-methoxy-2-hydroxymethylpyridine and, if desired, chlorination to give 3,5-dimethyl-4-methoxy-2-chloromethylpyridine, and the novel intermediate 3,5-dimethyl-4-methoxy-2-aminomethylpyridine.Type: GrantFiled: November 7, 1989Date of Patent: November 19, 1991Assignee: CL Pharma AktiengesellschaftInventor: Karl Baumann
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Patent number: 5034391Abstract: The invention relates to new piperazinylalkyl-3(2H)-pyridazinones of the formula ##STR1## in which the radicals R.sub.1 represents hydrogen, phenyl, benzyl, or (C.sub.1 -C.sub.6)-alkyl which is unsubstituted or substituted one or more times by hydroxyl, piperidine, morpholine or by a group NR.sub.4 R.sub.5 in which R.sub.4 and R.sub.5 can be identical or different and which represent hydrogen, methyl or ethyl,R.sub.2 and R.sub.3 represent hydrogen, halogen, (C.sub.1 -C.sub.6)-alkoxy or (C.sub.1 -C.sub.6)-alkyl, where at least one of the radicals R.sub.2 or R.sub.3 denotes hydrogen,R.sub.6 represents hydrogen, (C.sub.1 -C.sub.4)-alkyl, phenyl, benzyl or phenylethyl,B represents (C.sub.1 -C.sub.7)-alkylene which is unsubstituted or substituted one or more times by hydroxyl, (C.sub.1 -C.sub.4)-alkyl or by the group NR.sub.4 R.sub.5 and which can optionally be closed to form an alicyclic 4- to 7-membered ring,R.sub.8 and R.sub.9, which can be identical or different, represent hydrogen or (C.sub.1 -C.sub.Type: GrantFiled: November 30, 1989Date of Patent: July 23, 1991Assignee: CL Pharma AktiengesellschaftInventors: Heinz Blaschke, Heimo Stroissnig, Harald Fellier, Rita Enzenhofer
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Patent number: 4965277Abstract: New allylaminoethylimidazoles of the formula: ##STR1## in which R is a hydrogen atom or an alkyl group containing 1 to 5 carbon atoms; each of Ar and Ar' is an unsubstituted phenyl group, a phenyl group substituted by one or more substituents selected from C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, nitro and halogen, an unsubstituted thienyl group, or a thienyl group substituted by halogen or naphthyl; phytophysiologically or pharmacologically tolerated acid addition thereof; and fungicidal and antimycotic agents containing such compounds.Type: GrantFiled: July 12, 1989Date of Patent: October 23, 1990Assignee: CL Pharma AktiengesellschaftInventors: Karl Schermanz, Gerald Saischek, Dietmar Kores, Josef Graf, Gerhard Haas, Kurt Martetschlager
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Patent number: 4927821Abstract: The invention relates to new enol ethers of 6-chloro-4-hydroxy-2-methyl-N-(2-pyridyl)-2H-thieno(2,3-e)-1,2- thiazine-3-carboxamide 1,1-dioxide of the formula ##STR1## in which R denotes (C.sub.1 -C.sub.6)-alkyl, (C.sub.5 -C.sub.7)-cycloalkyl or benzyl, and a process for their preparation. The new compounds have an antiinflammatory activity and are suitable for the treatment of rheumatism.Type: GrantFiled: October 18, 1988Date of Patent: May 22, 1990Assignee: CL Pharma AktiengesellschaftInventors: Dieter Binder, Franz Rovenszky, Hubert P. Ferber
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Patent number: 4925855Abstract: New imidazole derivatives of the formula ##STR1## in which Ar denotes phenyl, biphenylyl, naphthyl or thienyl, each of which is optionally substituted by halogen, lower alkyl or lower alkoxy, R.sub.1 denotes hydrogen or lower alkyl, Alk denotes straight-chain or branched alkylene having 1 to 10 carbon atoms, Y denotes oxygen, sulfur, sulfinyl or sulfonyl, n denotes one of the numbers 0, 1 or 2, Z denotes sulfur or sulfinyl, m denotes the number 0 or 1, m being the number 0 when Y denotes sulfur, sulfinyl or sulfonyl, and m being the number 1 when Y denotes oxygen, and R.sub.2 denotes cyclohexyl, phenyl or naphthyl, each of which is optionally substituted by hydroxyl, halogen, trifluoromethyl, lower alkyl or lower alkoxy, or denotes biphenylyl or pyridyl, and processes for their preparation. The imidazole derivatives have excellent antimycotic properties for use in human and veterinary medicine.Type: GrantFiled: December 23, 1987Date of Patent: May 15, 1990Assignee: CL Pharma AktiengesellschaftInventors: Karl Schermanz, Gerald Saischek, Robert Urmann, Kurt Martetschlager
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Patent number: 4877809Abstract: The invention relates to novel 2-thienyloxyacetic acid derivatives of the general formula ##STR1## in which R denotes a phenyl or thienyl group which is optionally mono- or polysubstituted by halogen, trifluoromethyl or C.sub.1 -C.sub.4 alkyl, and pharmaceutically usable salts thereof, a process for the preparation of these compounds and their use for the treatment of thromboses, inflammations, high blood pressure, apoplexy and angina pectoris.Type: GrantFiled: March 29, 1988Date of Patent: October 31, 1989Assignee: CL Pharma AktiengesellschaftInventors: Dieter Binder, Franz Rovensky, Hubert P. Ferber
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Patent number: 4841065Abstract: Substituted isoxazoles of the formula ##STR1## in which R.sub.1 denotes C.sub.1 -C.sub.4 alkyl, R.sub.2 denotes hydrogen, C.sub.1 -C.sub.4 alkyl chlorine or bromine, R.sub.3 and R.sub.4, which are the same or different are hydrogen or C.sub.1 -C.sub.4 alkyl, but not both hydrogen and n denotes the interger 6, 7, or 8. The novel ocmpounds have a pronounced antiviral action and can be employed for the treatment and prophylaxis of virus diseases.Type: GrantFiled: January 11, 1988Date of Patent: June 20, 1989Assignee: CL Pharma AktiengesellschaftInventors: Dieter Binder, Franz Rovenszky, Hubert P. Ferber
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Patent number: 4814112Abstract: Single-stage process for preparing mixed-substituted enantiomerically pure 1,2-diacyl-sn-glycero-3-phosphocholines of general formula I ##STR1## in which R.sub.1 and R.sub.2 are different and independently of each other denote a substituted or unsubstituted C.sub.1 to C.sub.24 -alkyl or C.sub.3 to C.sub.24 -alkenyl radical, by reacting 1-0-triphenylmethyl-2-acyl-sn-glycero-3-phosphocholine of the general formula ##STR2## in which T denotes a substituted or unsubstituted triphenylmethyl group and R.sub.2 is as defined above, with a reactive carboxylic acid derivative of the general formulaR.sub.1 --CO--X IIIin which R.sub.Type: GrantFiled: November 10, 1987Date of Patent: March 21, 1989Assignee: CL Pharma AktiengesellschaftInventors: Friedrich Paltauf, Albin Hermetter, Rudolf Franzmair
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Patent number: 4812465Abstract: Imidazole and triazole derivatives of the general formula ##STR1## in which Ar denotes thienyl or denotes phenyl, biphenylyl or naphthyl, each of which is substituted by halogen, lower alkyl or lower alkoxy, R.sub.1 denotes hydrogen or lower alkyl, Alk denotes straight-chain or branched alkyl having 1 to 10 carbon atoms, Y denotes oxygen, sulfur, sulfinyl or sulfonyl, n denotes zero, 1 or 2, Z denotes oxygen, sulfur or sulfinyl, m denotes zero or 1, R.sub.3 denotes hydrogen, straight-chain or branched alkyl, cyclohexyl, or denotes phenyl which is optionally substituted by hydroxyl, halogen, trifluoromethyl, lower alkyl or lower alkoxy, or denotes biphenlyl, pyridyl or denotes naphthyl which is optionally substituted by halogen, X denotes CH or N, and R.sub.2 denotes hydrogen or lower alkyl, and their pharmaceutically acceptable acid addition salts for use as antimycotic agents in human and veterinary medicine.Type: GrantFiled: December 23, 1987Date of Patent: March 14, 1989Assignee: CL Pharma AktiengesellschaftInventors: Karl Schermanz, Gerald Saischek, Robert Urmann, Kurt Martetschlager
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Patent number: 4795646Abstract: Process for the preparation of binder-free granules which can be compressed to give solid medicament forms, which consists in initially placing a predetermined amount of celiprolol hydrochloride, over 50% of which have a particle size below 40 .mu.m and not more than 10% have a particle size above 100 .mu.m, in a fluidized bed granulator, forming a fluidized bed by passing in additional air at a temperature not higher than 30.degree. C. and, by spraying distilled water into the fluidized bed preparing free-flowing granules having a water content of 20-40% by weight, less than 10% of which have a particle size below 63 .mu.m, and drying these granules at temperatures from 30.degree. to 60.degree. C. after they have been discharged, and the use thereof.Type: GrantFiled: October 21, 1987Date of Patent: January 3, 1989Assignee: CL Pharma AktiengesellschaftInventor: Heinrich Schlunken