Patents by Inventor Werner Guthlein
Werner Guthlein has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5292669Abstract: A method of detecting hydrolase activity using as substrates the compounds of the formula ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 is C.sub.1 -C.sub.4 alkyl, or phenyl optionally substituted in the meta- or para- position by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or mono- or di-(C.sub.1 -C.sub.6)-alkylamino, or optionally substituted by an O-X group in which X is a glycosyl, phosphate or acyl moiety of a natural substrate of the corresponding glycosidase, phosphatase or esterase.Type: GrantFiled: August 10, 1992Date of Patent: March 8, 1994Assignee: Boehringer Mannheim GmbHInventors: Hans-Joachim Guder, Werner Guthlein, Wolfgang Weckerle, Johann Berger, Harvey Buck, Rupert Herrmann
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Patent number: 5260428Abstract: A process for the detection of substances with hydrolase activity in a sample by mixing the sample with a hydrolase substrate and an oxidising agent, and the evaluating the resultant colour intensity, wherein, as hydrolase substrate, there is used at least one compound of the formula ##STR1## in which R.sup.1 is hydrogen or an alkoxy radical,R.sup.2 is hydrogen or halogen, an amino group or an alkoxy or aralkoxy radical,R.sup.3, R.sup.4, R.sup.5, R.sup.6, which can be the same or different, are hydrogen, halogen, carboxyl, a carbamoyl group, sulpho, an amino groups alkyl, an alkoxy radical, aralkoxy, alkylcarbonyl or alkoxycarbonyl, andX is a glycosyl, phosphate or acyl residue. Optionally R.sup.2 and R.sup.3, R.sup.3 and R.sup.4, R.sup.4 and R.sup.5, and R.sup.5 and R.sup.6 can be joined to form a ring system. At least one of R.sup.1 and R.sup.2 must be hydrogen and at least one of R.sup.1, R.sup.2 and R.sup.3 must not be hydrogen. Compounds in which X is .beta.-galactosyl are new.Type: GrantFiled: January 29, 1993Date of Patent: November 9, 1993Assignee: Boehringer Mannheim GmbHInventors: Rupert Herrmann, Hans-Joachim Guder, Werner Guthlein, Manfred Kuhr, Johann Berger, Harvey Buck
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Patent number: 5202233Abstract: A process for the detection of substances with hydrolase activity in a sample by mixing the sample with a hydrolase substrate and an oxidizing agent, and the evaluating the resultant color intensity, wherein, as hydrolase substrate, there is used at least one compound of the formula ##STR1## in which R.sup.1 is hydrogen or an alkoxy radical,R.sup.2 is hydrogen or halogen, an amino group or an alkoxy or aralkoxy radical,R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which can be the same or different, are hydrogen, halogen, carboxyl, a carbamoyl group, sulpho, an amino groups alkyl, an alkoxy radical, aralkoxy, alkylcarbonyl or alkoxycarbonyl, andX is a glycosyl, phosphate or acyl residue.Optionally R.sup.2 and R.sup.3, R.sup.3 and R.sup.4, R.sup.4 and R.sup.5, and R.sup.5 and R.sup.6 can be joined to form a ring system. At least one of R.sup.1 and R.sup.2 must be hydrogen and at least one of R.sup.1, R.sup.2 and R.sup.3 must not be hydrogen. Compounds in which X is .beta.-galactosyl are new.Type: GrantFiled: January 3, 1992Date of Patent: April 13, 1993Assignee: Boehringer Mannheim GmbHInventors: Rupert Herrmann, Hans-Joachim Guder, Werner Guthlein, Manfred Kuhr, Johann Berger, Harvey Buck
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Patent number: 4966855Abstract: The invention provides new redox indicators and uses for these redox compounds (I): ##STR1## Wherein X is oxygen or sulphur, R.sub.1 is julolidine or tetrahydroquinoline, which can carry an alkyl radical on the nitrogen atom which, in turn, can be substituted by a sulphuric, phosphonic or carboxylic acid residues, or is (II); wherein R.sub.4 is hydroxyl or a mono- or dialkylated amino group, R.sub.5 and R.sub.6, which can be the same or different, are hydrogen, alkyl or alkoxy, R.sub.2 is hydrogen or alkyl, julolidine or tetrahydroquinoline, which can carry an alkyl on the nitrogen atom which alkyl can be substituted by sulphuric, phosphonic or carboxylic acids, or is III; wherein R.sub.5 and R.sub.6 are the same as in R.sub.1 and R'.sub.4 is hydroxyl, an amino or a mono-or dialkylated amino group, whereby the alkyl radicals can be substituted one or more times by hydroxyl, alkoxy, halogen, morpholine or a sulphuric, carboxylic or phosphonic acid residue, which acids can also be esterified, and R.sub.Type: GrantFiled: July 2, 1985Date of Patent: October 30, 1990Assignee: Boehringer Mannheim GmbHInventors: Ulfert Deneke, Werner Guthlein, Wolfgang Weckerle, Hans Wielinger
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Patent number: 4665023Abstract: The present invention provides imidazole derivatives of the general formula: ##STR1## wherein R, R.sub.1 and R.sub.2 are defined hereinbelow. The present invention is also concerned with processes for the preparation of these imidazole derivatives and with the use thereof as redox indicators.Type: GrantFiled: March 29, 1985Date of Patent: May 12, 1987Assignee: Boehringer Mannheim GmbHInventors: Ulfert Deneke, Werner Guthlein, Manfred Kuhr, Hartmut Merdes, Hans-Rudiger Murawski, Hans Wielinger
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Patent number: 4442033Abstract: Azo dyestuff ester of the formulaA--N.dbd.N--B(OR).sub.nwhereinA is a five- or six-membered heterocyclic radical of up to 2 hetero ring atoms selected from nitrogen, sulfur and oxygen, and wherein the heterocyclic ring may be substituted with at least one member of the group selected from halogen, lower alkyl and lower alkoxy; orA is phenyl substituted by at least one member of the group selected from lower alkyl, lower alkoxy, nitro, sulphanato and acylamino;B is benzene, naphthalene or quinoline, optionally substituted with one or two radicals selected from sulphanato, lower alkoxy and lower alkoxypoly-alkyleneoxy;R is a carboxylic acid residue or an amino acid or peptide residue having a nitrogen protective group; andn is 1 or 2.This dyestuff is particularly useful as a chromogen in a diagnostic composition for detecting leukocytes in body fluids.Type: GrantFiled: June 8, 1981Date of Patent: April 10, 1984Assignee: Boehringer Mannheim GmbHInventors: Dieter Berger, Franz Braun, Gunter Frey, Werner Guthlein, Manfred Kuhr
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Patent number: 4385114Abstract: The detection and determination of (a) hydrogen peroxide or of a substance which reacts with the formation of hydrogen peroxide or (b) of peroxidase or a peroxidatively active substance, is carried out by contacting an unknown sample with a chromogen and, in case (a), with a peroxidatively active substance or in case (b) with hydrogen peroxide or a substance which reacts with the formation of hydrogen peroxide, and evaluating the coloration produced by the reaction, wherein, as the chromogen, there is used at least one 3,3',5,5'-tetraalkylbenzidine compound of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which can be the same or different, are straight-chained or branched alkyl radicals containing up to 6 and preferably up to 4 carbon atoms.Type: GrantFiled: February 23, 1981Date of Patent: May 24, 1983Assignee: Boehringer Mannheim GmbHInventors: Werner Guthlein, Walter Rittersdorf, Hugo Tiedemann, Peter Vogel, Wolfgang Werner
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Patent number: 4331760Abstract: Diagnostic agent for the detection of leukocytes in body fluids, comprising an absorbent carrier which is impregnated with a chromogen and a buffer substance, wherein the chromogen is a sulfonphthalein ester of the formula ##STR1## wherein R.sub.1 is a carboxylic acid residue optionally substituted by halogen or lower alkoxy; or is an amino acid or peptide residue having a nitrogen protective group;R.sub.2 is a halogen atom or a lower alkyl radical; andR.sub.3 and R.sub.4 are individually selected from hydrogen and halogen.Certain of the chromogen are provided as novel compounds.Type: GrantFiled: May 25, 1979Date of Patent: May 25, 1982Assignee: Boehringer Mannheim GmbHInventors: Dieter Berger, Franz Braun, Gunter Frey, Werner Guthlein, Wolfgang Werner
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Patent number: 4297271Abstract: The invention provides a diagnostic agent for the detection of occult blood in feces comprising hydrogen peroxide and, as a chromogen, guaiaconic acid A, optionally with a stabilizer. The invention provides, as a novel substance, guaiaconic acid A having a specific extinction E.sub.1 cm.sup.1% at 600 nm of at least 200, determined by the reaction with peroxidase and hydrogen peroxide, having infra-red bands at1600 cm.sup.-1 (m);1505 cm.sup.-1 (v.s.);1206 cm.sup.-1 (s;b);1115 cm.sup.-1 (m);1025 cm.sup.-1 (m); and1200 cm.sup.-1 (s;b)and having an R.sub.F value of 0.45 (toluene/dioxan/glacial acetic acid; 90:25:10 v/v/v).Type: GrantFiled: January 25, 1980Date of Patent: October 27, 1981Assignee: Boehringer Mannheim GmbHInventors: Werner Guthlein, Hans Wielinger, Walter Rittersdorf, Wolfgang Werner
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Patent number: 4296202Abstract: Novel diagnostic composition for the detection of leukocytes in body fluids, comprising an absorbent carrier impregnated with a buffer substance and a chromgen, wherein the chromogen is an azo dyestuff ester of the formulaA--N.dbd.N--B(OR).sub.nwhereinA is a five- or six-membered heterocyclic radical of up to 2 hetero ring atoms selected from nitrogen, sulfur and oxygen, and wherein the heterocyclic ring may be substituted with at least one member of the group selected from halogen, lower alkyl and lower alkoxy; orA is phenyl substituted by at least one member of the group selected from lower alkyl, lower alkoxy, nitro, sulphanato and acylamino;B is benzene, naphthalene or quinolone, optionally substituted with one or two radicals selected from sulphanato, lower alkoxy and lower alkoxypoly-alkyleneoxy;R is a carboxylic acid residue or an amino acid or peptide residue having a nitrogen protective group; andn is 1 or 2.Type: GrantFiled: August 2, 1979Date of Patent: October 20, 1981Assignee: Boehringer Mannheim GmbHInventors: Dieter Berger, Franz Braun, Gunter Frey, Werner Guthlein, Manfred Kuhr
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Patent number: 4278763Abstract: The present invention provides a diagnostic agent for the detection of proteolytic enzymes, comprising an absorbent carrier, a film layer, a powder mixture, a lyophilisate, a solution or a reagent tablet, containing at least one chromogen and an appropriate buffer substance, wherein the chromogen used is an indoxyl- and/or thioindoxyl-amino acid ester and/or peptide ester of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: November 30, 1979Date of Patent: July 14, 1981Assignee: Boehringer Mannheim GmbHInventors: Dieter Berger, Franz Braun, Werner Guthlein, Manfred Kuhr, Wolfgang Werner
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Patent number: 4260777Abstract: Protein in body fluids, e.g., urine, is detected by contacting a sample of the body fluid with a diagnostic agent comprising an absorbent carrier impregnated with a pH indicator of the octahalosulfophthalein group, a buffer, and at least one linear or branched chain polypropylene glycol immiscible with water; the resulting test papers are highly sensitive to protein without being subject to interfering effects by nitrogen-containing compounds.Type: GrantFiled: November 10, 1976Date of Patent: April 7, 1981Assignee: Boehringer Mannheim GmbHInventors: Walter Rittersdorf, Werner Guthlein, Wolfgang Werner, Hanz-Georg Rey, Peter Rieckmann
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Patent number: 4245096Abstract: Bis-(2,4-dinitrophenyl)-methylpyridinium compounds useful as a pH indicator or for the detection of ammonia having the formula: ##STR1## wherein one of R.sub.1 and R.sub.2 is a bis-(2,4-dinitrophenyl)-methyl radical and the other is a lower alkyl radical;R.sub.2 can also be hydrogen atom or trifluoromethyl;R.sub.3 and R.sub.4 are hydrogen or, together with the carbon atoms to which they are attached, represent a benzene ring; andX.sup..crclbar. is an appropriate acid anionor said compounds are betaines.Type: GrantFiled: April 30, 1979Date of Patent: January 13, 1981Assignee: Boehringer Mannheim GmbHInventors: Anselm Rothe, Werner Guthlein, Walter Rittersdorf, Wolfgang Werner
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Patent number: 4219336Abstract: A diagnostic agent for the detection of occult blood in feces comprising hydrogen peroxide and, as a chromogen, guaiaconic acid A, optionally with a stabilizer. The invention provides, as a novel substance, guaiaconic acid A having a specific extinction E.sub.1 cm.sup.1% at 600 nm of at least 200, determined by the reaction with peroxidase and hydrogen peroxide, having infra-red bands at1600 cm.sup.-1 (m);1505 cm.sup.-1 (v.s.);1260 cm.sup.-1 (s;b);1115 cm.sup.-1 (m);1025 cm.sup.-1 (m); and1200 cm.sup.-1 (s;b)and having an R.sub.F value of 0.45 (toluene/dioxan/glacial acetic acid; 90:25:10 v/v/v).Type: GrantFiled: March 31, 1978Date of Patent: August 26, 1980Assignee: Boehringer Mannheim GmbHInventors: Werner Guthlein, Hans Wielinger, Walter Rittersdorf, Wolfgang Werner
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Patent number: 4070495Abstract: Microscope slide for blood investigation having a coating of highly purified methylene blue N and highly purified cresyl violet acetate in a weight ratio of from 1:1.5 to 1:5.Type: GrantFiled: March 31, 1976Date of Patent: January 24, 1978Assignee: Boehringer Mannheim GmbHInventors: Dieter Berger, Werner Guthlein, Wolfgang Werner, Peter Rieckmann
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Patent number: 4013416Abstract: Protein in body fluids, e.g., urine, is detected by contacting a sample of the body fluid with a diagnostic agent comprising an absorbent carrier impregnated with a pH indicator of the octahalosulfophthalein group, a buffer, and at least one linear or branched chain polypropylene glycol immiscible with water; the resulting test papers are highly sensitive to protein without being subject to interfering effects by nitrogen-containing compounds.Type: GrantFiled: February 26, 1976Date of Patent: March 22, 1977Assignee: Boehringer Mannheim G.m.b.H.Inventors: Walter Rittersdorf, Werner Guthlein, Wolfgang Werner, Hanz-Georg Rey, Peter Rieckmann
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Patent number: 3988208Abstract: Novel 3-aminocarbazole compounds of the formula: ##SPC1##WhereinX is hydrogen or halogen,Y is oxygen or represents two hydrogen atoms; andR.sub.1 and R.sub.2, which can be the same or different, are hydrogen, lower alkyl or hydroxyalkyl or amino; andN is 1 or 2, with the proviso that when n is2, X, Y, R.sub.1 and R.sub.2 cannot all be hydrogen atoms, as well as the salts thereof with inorganic and organic acids; are outstandingly effective indicators for the determination of glucose and provide stable compositions for such glucose determination.Type: GrantFiled: March 17, 1975Date of Patent: October 26, 1976Assignee: Boehringer Mannheim G.m.b.H.Inventors: Wolfgang Werner, Peter Vogel, Hugo Tiedemann, Werner Guthlein
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Patent number: 3975398Abstract: Novel 3-aminocarbazole compounds of the formula: ##SPC1##WhereinX is hydrogen or halogen,Y is oxygen or represents two hydrogen atoms; andR.sub.1 and R.sub.2, which can be the same or different, are hydrogen, lower alkyl or hydroxyalkyl or amino; andn is 1 or 2, with the proviso that when n is 2, X, Y, R.sub.1 and R.sub.2 cannot all be hydrogen atoms,As well as the salts thereof with inorganic and organic acids; are outstandingly effective indicators for the determination of glucose and provide stable compositions for such glucose determination.Type: GrantFiled: July 10, 1974Date of Patent: August 17, 1976Assignee: Boehringer Mannheim G.m.b.H.Inventors: Wolfgang Werner, Peter Vogel, Hugo Tiedemann, Werner Guthlein
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Patent number: 3947377Abstract: 9-(.gamma.-AMINOPROPYL)-3-AMINOCARBAZOLE, WHEN INCORPORATED INTO INDICATOR COMPOSITIONS ALSO COMPRISING OXIDATION INDICATORS SUCH AS O-TOLIDINE FOR THE ENZYMATIC DETECTION OF GLUCOSE, RESULTS IN OUTSTANDINGLY STABLE INDICATOR COMPOSITIONS AND NOT ADVERSELY EFFECTED BY NORMALLY INTERFERING COMPONENTS IN THE TEST SAMPLE.Type: GrantFiled: September 24, 1973Date of Patent: March 30, 1976Assignee: Boehringer Mannheim GmbHInventors: Wolfgang Werner, Peter Vogel, Hugo Tiedemann, Werner Guthlein