Containing Six-membered Hetero Ring Patents (Class 435/122)
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Publication number: 20080248537Abstract: The present invention relates to biocatalytic asymmetric reduction for the preparation of 2-amino-[5-(1-hydroxy-2-hydroxy or halogen-ethyl)]-pyrazine derivatives of the formula wherein R is lower alkylcarbonyl or an amino protecting group and R1 is hydroxy or halogen. The compounds are key intermediates in the manufacture of a glucokinase activator.Type: ApplicationFiled: April 3, 2008Publication date: October 9, 2008Inventors: Steven Paul Hanlon, Hans Iding, Ernst Kupfer, Roumen Nikolaev Radinov, Lianhe Shu, Ping Wang
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Patent number: 7432089Abstract: The present invention relates to a DNA encoding a novel flavin adenine dinucleotide (FAD)-dependent D-erythronate 4-phosphate (EN4P) dehydrogenase originated from Sinorhizobium meliloti, which is involved in vitamin B6 biosynthesis, and a recombinant microorganism transformed with a vector having the DNA. It also relates to a process for production of vitamin B6 by using the recombinant microorganism. “Vitamin B6” as used in this invention includes pyridoxol (PN), pyridoxal and pyridoxamine. Vitamin B6 is a vitamin indispensable to human beings or other animals, and is used as a raw material of medicines or as feed additives.Type: GrantFiled: September 25, 2003Date of Patent: October 7, 2008Assignee: DSM IP Assets B.V.Inventors: Tatsuo Hoshino, Keiko Ichikawa, Masaaki Tazoe
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Publication number: 20080193975Abstract: A D-aminotransferase can be modified so as to efficiently produce (2R,4R)-monatin having high sweetness intensity from 4-(indol-3-ylmethyl)-4-hydroxy-2-oxoglutaric acid by mutating the amino acid sequence of a wild-type D-aminotransferase represented in SEQ ID NO:4.Type: ApplicationFiled: March 26, 2008Publication date: August 14, 2008Applicant: AJINOMOTO CO., INC.Inventors: Masakazu SUGIYAMA, Kunihiko WATANABE, Tasuki KASHIWAGI, Ei-ichiro SUZUKI
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Patent number: 7371547Abstract: Disclosed is a mutant of a recombinant microorganism of the genus Sinorhizobium capable of producing vitamin B6 having a recombinant plasmid with pdxJ gene that acquired histidine requirement of glycine resistance, or its combination thereof.Type: GrantFiled: September 16, 2003Date of Patent: May 13, 2008Assignee: DSM IP Assets B.V.Inventors: Tatsuo Hoshino, Yoichiro Nagatani, Keiko Ichikawa, Masaaki Tazoe
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Patent number: 7297800Abstract: The present invention relates to a process for producing efficiently glutamic acid derivatives (including salts thereof) such as monatin by converting a substituted ?-keto acid of formula (1) into a glutamic acid derivative of formula (2) in the presence of an enzyme catalyzing conversion of the sameType: GrantFiled: June 28, 2004Date of Patent: November 20, 2007Assignee: Ajinomoto Co., Inc.Inventors: Masakazu Sugiyama, Kunihiko Watanabe, Nao Funakoshi, Yusuke Amino, Shigeru Kawahara, Tadashi Takemoto
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Patent number: 7241601Abstract: A process for the preparation of a compound of the formula by means of bioconversion with a microorganism culture of a compound of the formulaType: GrantFiled: March 20, 2003Date of Patent: July 10, 2007Assignee: Aventis Pharma SAInventors: Robert Azerad, Jacques Biton, Isabelle Lacroix
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Patent number: 7232908Abstract: The present invention relates to a process for the production of piperidine derivatives with microorganisms. This is carried out by incubating starting compounds in the presence of a microorganism under conditions effective to produce piperidine derivative products. Suitable microorganisms can be from any one of the genus of Stemphylium, Gliocladium, Bacillus, Botrytis, Cyathus, Rhizopus, Pycniodosphora, Pseudomonas, Helicostylum, Mucor, Gelasinospora, Rhodotorula, Candida, Mycobacterium, and Penicillium. In another aspect of the invention, starting compounds are incubated in the presence of Cunninghamella bainieria under conditions effective to produce piperidine derivative products.Type: GrantFiled: August 11, 2003Date of Patent: June 19, 2007Assignee: AMR Technology, Inc.Inventors: Peter C. Michels, Eric L. Zirbes
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Patent number: 7052885Abstract: A process for preparing enantiomer-enriched heterocyclic (R)- and (S)-cyanohydrins of the formula (I), where R1, R2, R3, R4 independently of one another are H, an unsubstituted or substituted C1–C24-alkyl, alkenyl or alkynyl radical, where one or more carbon atoms in the chain can be replaced by an oxygen atom, a nitrogen atom, a sulfur atom, an SO or an SO2 group, an unsubstituted or substituted aryl or heteroaryl radical or heterocyclic radical or halogen, hydroxyl, NR5R6, acetyl, oxo, C1–C6-carbalkoxy, C1–C6-carbalkoxyamino, COOR7, cyano, amide, benzoylamino or NO2, R5 and R6 are H, C1–C6-alkyl radical, phenyl radical, benzyl radical or COOR7, or together form a C2–C8-alkylene or heteroalkylene radical, R7 is H or C1–C6-alkyl, n is 0, 1, 2 or 3, X, Y and Z can be an unsubstituted or substituted carbon atom or a radical selected from the group consisting of N, O, S or NR5R6, where R5 and R6 are as defined above, SO or SO2, and at least one of the radicals X, Y and Z is not a carbon atom, where the compoType: GrantFiled: December 23, 2002Date of Patent: May 30, 2006Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventors: Peter Poechlauer, Wolfgang Skranc, Herbert Mayrhofer, Irma Wirth, Rudolf Neuhofer, Herfried Griengl, Martin Fechter
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Patent number: 6946269Abstract: The invention relates to lower-alkyl esters of 3-(3,4-dihalophenyl)-2,6-dioxopiperidine-3-propionic acid derivatives, and to processes for preparing the same.Type: GrantFiled: December 4, 2003Date of Patent: September 20, 2005Assignee: Sanofi-AventisInventors: Bertrand Castro, Jean-Robert Dormoy, Alain Rabion
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Patent number: 6919199Abstract: The present invention provides methods of using a microbe containing a polypeptide that degrades, preferably detoxifies, a compound that is present in the environment. Preferably, the polypeptide is a hydrolase and the compound is at least one s-triazine. The present invention also provides a microbe containing a polypeptide that degrades, preferably detoxifies, a compound that is present in the environment.Type: GrantFiled: December 10, 2002Date of Patent: July 19, 2005Assignee: Regents of the University of MinnesotaInventor: Hugh McTavish
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Patent number: 6780635Abstract: The present invention provides a process for preparation of optically active azabicyclo heptanone derivates using lactamases that will react with racemic lactam of formula (I) to give a single enanotiomer of lactam (III) and the corresponding ring opened compound of formula (IV) in an enantiomerically pure form.Type: GrantFiled: December 27, 2001Date of Patent: August 24, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Rohini Ramesh Joshi, Asmita Ashutosh Prabhune, Ramesh Anna Joshi, Mukund Keshav Gurjar
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Patent number: 6780634Abstract: A biotechnological method is described for preparing compounds of the general formulas wherein R1 is acyl or acyloxy and R2 is a hydrogen atom or C1-10 alkyl, comprising the conversion of a lactam of the general formula by means of a hydrolase in the presence of a nucleophile and in the presence of a base in a constant pH range.Type: GrantFiled: April 17, 2001Date of Patent: August 24, 2004Assignee: Lonza AGInventors: Christine Bernegger-Egli, Frank Brux, Jean Paul Roduit, Oleg Werbitzky, Yves Guggisberg
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Patent number: 6770463Abstract: There is provided a process for the preparation of a chiral insecticidal and acaricidal compound of formula I. Also provided are intermediate compounds useful in the process of the present invention.Type: GrantFiled: August 2, 2001Date of Patent: August 3, 2004Assignee: BASF AktiengesellschaftInventors: John Francis Chiarello, Brian Lee Buckwalter, Timothy Claude Barden
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Publication number: 20040086983Abstract: An objective of the present invention is to provide a method of producing hydroxylated heterocyclic compounds and hydroxylated aromatic carboxylic acids by bioengineering technique, and modified enzymes which can be used for this method. A method of producing hydroxylated heterocyclic compounds or hydroxylated aromatic carboxylic acids comprises reacting an aromatic ring dioxygenase with heterocyclic compounds or aromatic carboxylic acids to hydroxylate these compounds. An enzyme according to the present invention is an aromatic ring dioxygenase comprising an &agr;-subunit consisting of the amino acid sequence of SEQ ID NO: 2, which is modified according to the &agr;-subunit of the biphenyl dioxygenase derived from the strain Burkholderia cepacia LB400, a &bgr;-subunit consisting of the amino acid sequence of SEQ ID NO: 4, and a ferredoxin consisting of the amino acid sequence of SEQ ID NO: 6, and a ferredoxin reductase consisting of the amino acid sequence of SEQ ID NO: 8.Type: ApplicationFiled: September 13, 2001Publication date: May 6, 2004Inventors: Norihiko Misawa, Kazutoshi Shindo, Hiroshi Okazaki, Kensuke Furukawa, Sueharu Horinouchi
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Publication number: 20040029237Abstract: A process for the preparation of N-substituted 4-hydroxypiperidine, wherein an oxygen atom is inserted regioselectively into the corresponding N-substituted piperidine, by using as a biocatalyst a bacterium degrading alkanes or alicyclic hydrocarbons, or a prokaryotic host-organism having the gene(s) necessary for the hydroxylation derived from the said bacterium, or an enzyme having hydroxylation activity derived therefrom. The bacterium may be selected from species from, for example, the genera Sphingomonas and Pseudomonas, that are capable of degrading n-alkanes having 4 to 20 carbon atoms.Type: ApplicationFiled: August 21, 2003Publication date: February 12, 2004Inventors: Zhi Li, Dongliang Chang, Bernard Witholt
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Patent number: 6689587Abstract: The present invention relates to polynucleotides corresponding to the nadC gene and which encode the nicotinate nucleotide pyrophosphorylase protein, methods of producing nicotinic acid or nicotinic acid derivatives, and methods of screening for polynucleotides which encode proteins having nicotinate nucleotide pyrophosphorylase activity.Type: GrantFiled: February 22, 2001Date of Patent: February 10, 2004Assignee: Degussa AGInventors: Christine Bastuck, Brigitte Bathe, Nicole Dusch, Bettina Moeckel, Georg Thierbach
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Patent number: 6686182Abstract: The invention relates to lower-alkyl esters of 3-(3,4-dihalophenyl)-2,6-dioxopiperidine-3-propionic acid derivatives, and to processes for preparing the same.Type: GrantFiled: June 19, 2002Date of Patent: February 3, 2004Assignee: Sanofi-SynthelaboInventors: Bertrand Castro, Jean-Robert Dormoy, Alain Rabion
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Patent number: 6673582Abstract: The present invention provides methods of using a microbe containing a polypeptide that degrades, preferably detoxifies, a compound that is present in the environment. Preferably, the polypeptide is a hydrolase and the compound is at least one s-triazine. The present invention also provides a microbe containing a polypeptide that degrades, preferably detoxifies, a compound that is present in the environment.Type: GrantFiled: January 25, 2001Date of Patent: January 6, 2004Assignee: Regents of the University of MinnesotaInventor: Hugh McTavish
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Publication number: 20030232405Abstract: Methods of producing fluorescence from fluorogenic substrates reactive with a peroxidase enzyme are disclosed. Use of the methods in assays for peroxidase enzymes, peroxidase-labeled analytes are provided. Fluorogenic compounds, compositions and kits for reaction with peroxidase enzymes are described. Two modes of producing fluorescent compounds are described.Type: ApplicationFiled: June 6, 2002Publication date: December 18, 2003Inventors: Hashem Akhavan-Tafti, Renuka de Silva, Mark Sandison, Richard Handley
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Publication number: 20030186395Abstract: The present invention relates to a process for the systhesis of optically enriched dextro- and laevo-rotatory isomers of rose oxide from racemic citronellol. The invention particularly relates to the preparation of optically enriched (−)-(2 S, 4 R)-rose oxide and its isomer (+)-(2 R, 4 S)-rose oxide torn racemic citronellol.Type: ApplicationFiled: March 29, 2002Publication date: October 2, 2003Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Shubhash Chandra Taneja, Vijay Kumar Sethi, Surrinder Koul, Samar Singh Andotra, Ghulam Nabi Qazi
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Publication number: 20030165968Abstract: Recombinant microbial strains are provided that express nitrilase enzyme and are useful as biocatalysts for the hydrolysis of nitrile-containing substrates. The recombinant cells are transformed with a foreign gene isolated from Acidovorax facilis 72W encoding a thermostable nitrilase enzyme that catalyzes the hydrolysis of nitrile-containing substrates to carboxylic acids under mild reaction conditions. The nucleotide sequence of the nitrilase gene and the deduced amino acid sequence encoded by the nitrilase gene are provided.Type: ApplicationFiled: February 27, 2003Publication date: September 4, 2003Inventors: Sarita Chauhan, Robert Dicosimo, Robert D. Fallon, John E. Gavagan, Mark S. Payne
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Patent number: 6613907Abstract: The present invention relates to the production of a product compound having a structure according to Formulae IA and/or IB: wherein n is 0 or 1; R1 is hydrogen or hydroxy; R2 is hydrogen; or, when n is 0, R1 and R2 taken together form a second bond between the carbon atoms bearing R1 and R2, provided that when n is 1, R1 and R2 are each hydrogen; R3 is —COOH or —COOR4; R4 is an alkyl or aryl moiety; A, B, and D are the substituents of their rings, each of which may be different or the same, and are selected from the group consisting of hydrogen, halogens, alkyl, hydroxy, and alkoxy. This process involves incubating a starting compound having a structure according to Formulae IIA and/or IIB: wherein R3 is —CH3 and R1, R2, A, B, and D are defined above In the presence of a microorganism under conditions effective to produce the product compound.Type: GrantFiled: January 4, 2001Date of Patent: September 2, 2003Assignee: AMR Technology, Inc.Inventors: Peter C. Michels, Eric L. Zirbes
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Publication number: 20030130521Abstract: It is an objective to produce intermediates of optically active beta-3 adrenaline receptor agonists from readily available raw materials in a safe, efficient and industrially advantageous manner. A substituted acetylpyridine derivative represented by the general formula (9) is reduced by enantioselective reduction to produce an optically active hydroxyethylpyridine derivative represented by the general formula (10) (wherein * represents an asymmetric carbon atom), and it is further derivatized to an intermediate of an optically active beta-3 adrenaline receptor agonist, such as an optically active dihydroxyethylpyridine derivative represented by the general formula (14) or an optically active oxirane derivative represented by the general formula (16).Type: ApplicationFiled: November 27, 2002Publication date: July 10, 2003Applicant: KANEKA CORPORATIONInventors: Susumu Amano, Naoaki Taoka, Masaru Mitsuda, Kenji Inoue
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Publication number: 20030096335Abstract: The invention relates to a process halogenation, which comprises halogenating a chemical compound in the presence of a halogenase, where the halogenase isType: ApplicationFiled: April 5, 2002Publication date: May 22, 2003Inventors: Stefan Pelzer, Petra Huber, Roderich Suessmuth, Juergen Recktenwald, Dorothee Heckmann, Wolfgang Wohlleben
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Patent number: 6558931Abstract: The invention concerns a method for preparing Fexofenadine from Terfenadine by a bioconversion process using Absidia corymbifera LCP 63-1800 or Stepromyces platensis NRRL 2364 strain.Type: GrantFiled: October 31, 2000Date of Patent: May 6, 2003Assignee: Aventis Pharma S.A.Inventors: Robert Azerad, Jacques Biton, Isabelle Lacroix
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Patent number: 6489147Abstract: A gene which contains the nucleotide sequence shown in SEQ ID NO:1 from nucleotide 671 to nucleotide 6295 or a nucleotide sequence which can be obtained therefrom by substitution, insertion or deletion of up to 30%, preferably up to 10%, particularly preferably up to 20%, especially preferably up to 5%, of the nucleotides, and whose gene product has the enzymatic activity of an adenylate cyclase, and its use.Type: GrantFiled: June 21, 1999Date of Patent: December 3, 2002Assignee: BASF AktiengesellschaftInventors: Regula Altmann-Jöhl, Peter Philippsen, Henning Althöfer, Harald Seulberger
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Publication number: 20020161027Abstract: The present invention relates to a novel antifungal antibacterial compound 2-methylheptylisonicotinate of formula 1 below obtained from natural sources and to a process for the isolation thereof.Type: ApplicationFiled: December 20, 2001Publication date: October 31, 2002Applicant: Council of Scientific and Industrial ResearchInventors: Gojendra Nath Bordoloi, Babita Kumari, Nabibjyoti Bordoloi, Monoj Kanti Roy, Tarun Chandra Bora
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Patent number: 6451587Abstract: The present invention relates to microbial processes for carrying out the asymmetric reduction of a ketone to an alcohol, which comprises: contacting the ketone with a microorganism, or an enzyme reduction system capable of accomplishing the subject reduction comprising an enzyme derived from said microorganism and a co-factor for said enzyme, and incubating the resulting mixture under conditions sufficient to yield more of the desired (R)-enantiomer of the corresponding alcohol than the undesired (S)-enantiomer. The chiral (R)-enantiomer can be used in the synthesis of certain &bgr;-adrenergic receptor agonists.Type: GrantFiled: June 2, 2000Date of Patent: September 17, 2002Assignee: Pfizer Inc.Inventors: Michael P. Burns, John W. Wong
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Patent number: 6444450Abstract: A process for large-scale, low cost, batch or continuous production of polyphenols using enzyme-mediated reactions and methods for recycling non-consumed reactants.Type: GrantFiled: January 28, 1998Date of Patent: September 3, 2002Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Joseph A. Akkara, Madhu S. R. Ayyagari, David L. Kaplan
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Publication number: 20020115132Abstract: A method for producing carbon dioxide in a high concentration suitable for direct usage or more facile further purification wherein microbial growth and fermentation of one or more carbonaceous materials are carried out with the use of defined high concentration oxidant fluid which is provided to a fermentation broth to provide oxygen in a defined limited amount.Type: ApplicationFiled: April 3, 2002Publication date: August 22, 2002Inventors: Chris Ka Kee Ho, Dan Grunwald
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Patent number: 6416979Abstract: The present invention provides novel 5-substituted picolinic acid compounds of formula (I) or a pharmaceutically acceptable salt thereof: wherein R1 and R2 are independently H, C2-C6 acyl or halo-substituted benzoyl; and R3 is —C(O)O—C1-C6 alkyl, C(O)OH, CN, CONH2, CONHCH3, CON(CH3)2, 1-methyltetrazole or 2-methyltetrazole, with the proviso that when R2 is acetyl and R3 is methoxycarbonyl, R1 is not H; and that when R3 is CN, CONH2, CONHCH3, CON(CH3)2, 1-methyltetrazole or 2-methyltetrazole, R1 and R2 are H. The present invention also relates to a pharmaceutical composition comprising compound of the present invention, which is useful in the treatment of IL-1 and TNF mediated diseases or the like. The present invention further relates to a process for producing the compounds of the formula (I).Type: GrantFiled: September 8, 2000Date of Patent: July 9, 2002Assignee: Pfizer Inc.Inventors: Hideo Hirai, Katsuomi Ichikawa, Nakao Kojima, Hiroyuki Nishida, Kunio Satake, Nobuji Yoshikawa
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Patent number: 6410265Abstract: This invention relates to the isolation of a novel putative efflux gene from Pseudomonas mendocina. The putative efflux gene is useful for probing an organism's efflux system to gain an understanding of the mechanisms of solvent tolerance. The invention further provides a Pseudomonas mendocina strain deficient in this gene. This strain is unable to grow in the presence of chloramphenicol and, compared to the wildtype strain, grows slowly in the presence of high concentrations of PHBA.Type: GrantFiled: October 30, 1998Date of Patent: June 25, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Kevin Keqin Chen
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Patent number: 6387667Abstract: A process for producing cytidine diphosphate choline is provided. The process comprises carrying out an enzymatic reaction using microorganisms having the enzyme activities of cytidine-5′-triphosphate synthetase (pyrG), cholinephosphate cytidylyltransferase (CCT) and choline kinase (CKI) and a microorganism capable of producing uridine-5′-triphosphate from orotic acid as the enzyme sources, and orotic acid and choline and/or phosphorylcholine as the substrates; allowing cytidine diphosphate choline to accumulate in the reaction mixture; and recovering cytidine diphosphate choline from said reaction mixture.Type: GrantFiled: January 28, 1993Date of Patent: May 14, 2002Assignee: Kyowa Hakko Kogyo, Co., Ltd.Inventors: Akihiko Maruyama, Tatsuro Fujio, Sadao Teshiba
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Publication number: 20020045225Abstract: The present invention relates to processes for the microbial oxidation of bicyclic heteroaromatic compounds which comprise contacting these compounds with a microorganism, or a suitable mutant thereof, and incubating the resulting mixture under conditions sufficient to yield an amount of their respective carboxylic acids. The present processes optionally further comprise the isolation and purification of the product carboxylic acids.Type: ApplicationFiled: August 8, 2001Publication date: April 18, 2002Inventors: James J. Cawley, John W. Wong
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Patent number: 6361979Abstract: The present invention relates to processes for the microbial oxidation of 2-methylquinoxaline to 2-quinoxalinecarboxylic acid which comprise contacting 2-methylquinoxaline with a microorganism, or a suitable mutant thereof, and incubating the resulting mixture under conditions sufficient to yield an amount of said 2-quinoxalinecarboxylic acid. The present processes optionally further comprise the isolation and purification of 2-quinoxalinecarboxylic acid.Type: GrantFiled: January 27, 2000Date of Patent: March 26, 2002Assignee: Pfizer Inc.Inventors: Michael P. Burns, James J. Cawley, John W. Wong
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Publication number: 20020006644Abstract: Disclosed is a method for preparing an R- or S-forms of &agr;-substituted heterocyclic carboxylic acid (&agr;-HCCA) and a counter enantiomeric form of &agr;-substituted heterocyclic carboxylic acid ester thereto by use of an enzyme. A racemic &agr;-HCCA is reacted with alcohol to give a racemic &agr;-HCCA ester, which is then brought into contact with an enzyme with enantioselectivity, whereby either R-form or S-form of the racemate is hydrolyzed. Extraction with an organic solvent can obtain enantiomers of the &agr;-HCCA ester. Thus, a certain enantiomeric form of &agr;-HCCA and a counter enantiomeric form of &agr;-HCCA ester thereto, respectively can be prepared with high optical purity at high yields as well as at low cost.Type: ApplicationFiled: May 30, 2001Publication date: January 17, 2002Inventors: Ki-Nam Uhm, Sang-Chul Lim, Jong-Ho Lim
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Patent number: 6284522Abstract: An isolated and purified DNA molecule, and an isolated and purified protein, that are involved in the degradation of s-triazine compounds (e.g., atrazine) are provided. A method for the purification of this protein is also provided.Type: GrantFiled: October 23, 1995Date of Patent: September 4, 2001Assignee: Regents of the University of MinnesotaInventors: Lawrence P. Wackett, Michael J. Sadowsky, Mervyn L. de Souza
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Patent number: 6268183Abstract: The invention discloses a two-step process for recovery of thuringiensin, comprising adsorbing the thuringiensin from fermentation broth by calcium silicate, and dissociating the thuringiensin by dibasic sodium phosphate. The resulting thuringiensin can be further purified by using semi-preparative HPLC and electrodialysis to remove the excess salts from the recovered thuringiensin solution.Type: GrantFiled: June 2, 2000Date of Patent: July 31, 2001Assignee: National Science CouncilInventors: Yew-Min Tzeng, Bing-Lan Liu, Shyuan-Shuenn Huang, Cheng-Ming Liu, Hung-Yieng Tsun
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Publication number: 20010008768Abstract: A process for large-scale, low cost, batch or continuous production of polyphenols using enzyme-mediated reactions and methods for recycling non-consumed reactants.Type: ApplicationFiled: January 28, 1998Publication date: July 19, 2001Inventors: JOSEPH A. AKKARA, MADHU S. R. AYYAGARI, DAVID L. KAPLAN
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Patent number: 6248571Abstract: A process for the preparation of dihydroxypyrimidine derivatives of the general formula: in which R1 and R2 are identical or different and are a hydrogen atom, aryl group, or a C1-C4-alkyl group or an aryl group, starting from a compound of the general formula: in which R2 has the meaning mentioned above and R3 is —CN or COOR4, in which R4 is a C1-C4-alkyl group.Type: GrantFiled: February 25, 1998Date of Patent: June 19, 2001Assignee: Lonza AGInventors: Beat Schmidt, Andreas Kiener, John McGarrity
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Patent number: 6207444Abstract: This invention relates to crystalline pharmaceutically acceptable salts of an alpha 1a adrenergic receptor antagonist, Compound A, which are useful in the treatment of benign prostatic hyperplasia. Pharmaceutical compositions employing the crystalline salts, and processes for making and using the crystalline salts and pharmaceutical compositions of Compound A are also disclosed. This invention further relates to a process for obtaining enantiomerically pure intermediate useful for the synthesis of end product alpha 1a adrenergic receptor antagonists. The end product compounds are useful for the treatment of benign prostatic hyperplasia and for relaxing lower urinary tract tissue. The invention also relates to a process for preparing a class of dihydropyrimidinone compounds of which Compound A is a member, wherein the process involves deprotonating a dihydropyrimidinone compound and then coupling the deprotonated derivative with a primary amine.Type: GrantFiled: July 24, 1998Date of Patent: March 27, 2001Assignee: Merck & Co., Inc.Inventors: Daniel R. Sidler, Michel Chartrain, Norihiro Ikemoto, Gerald F. Bills, Christopher Roberge, Colleen S. Taylor
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Patent number: 6143541Abstract: This invention provides DNA fragments for efficiently preparing a protein having asymmetric hydrolase activity for 4-substituted 1,4-dihydropyridine derivatives, transformants obtained by using such a DNA fragment, and a process for preparing the aforesaid enzyme. Specifically, an isolated gene derived from the chromosome of Streptomyces viridosporus and encoding a protein having asymmetric hydrolase activity for 4-substituted 1,4-dihydropyridine derivatives, plasmids having the aforesaid gene integrated thereinto, transformants obtained by using such a plasmid, and a process for preparing the aforesaid enzyme by using such a transformant are disclosed. A process for the enzymatic conversion of 4-substituted 1,4-dihydropyridine derivatives by using the aforesaid enzyme is also disclosed.Type: GrantFiled: January 30, 1998Date of Patent: November 7, 2000Assignee: Mercian CorporationInventors: Akira Arisawa, Motoko Matsufuji, Takurou Tsuruta, Kazuyuki Dobashi, Takashi Nakashima, Kunio Isshiki, Takeo Yoshioka
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Patent number: 6121025Abstract: The present invention relates to a process for producing optically active 3-quinuclidinol or derivatives, wherein a racemic 3-quinuclidinol ester represented by the general formula (I): ##STR1## wherein R represents a straight-chain or branched alkyl group, and (H.sup.+) represents that said ester may be in the form of a salt formed with a mineral acid or an organic acid, is reacted with a microorganism belonging to the genus Aspergillus, Rhizopus, Candida or Pseudomonas having the ability to asymmetrically hydrolyze said ester linkage, a culture of said microorganism, a treated material from said microorganism, an enzyme produced by said microorganism, or an enzyme derived from swine or cattle.According to the present invention, there is provided a process for easily producing optically active 3-quinuclidinol derivatives which are important synthetic intermediates for pharmaceutical preparations etc.Type: GrantFiled: May 5, 1999Date of Patent: September 19, 2000Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Eiji Sato, Kanehiko Enomoto
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Patent number: 6037166Abstract: The invention relates to a process for preparing a substituted (6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperidine compound of the formula (+)-I ##STR1## wherein: R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen, halo, C.sub.1 -C.sub.6 alkyl, amino, --OCH.sub.3, --OCF.sub.3 and CF.sub.3, and the dotted line represents an optional double bond; comprising:enzymatically catalyzing the acylation of a compound of the formula (.+-.)-II ##STR2## wherein the variables are as defined above, and hydrolysing the product to obtain (+)-I.Type: GrantFiled: June 15, 1998Date of Patent: March 14, 2000Assignee: Schering CorporationInventors: William Brian Morgan, Jinchu Liu
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Patent number: 5989876Abstract: Colorant precursors, which are present in the cells of plants belonging to the genus Medicago, such as alfalfa, can react with quinones so as to yield colorants which can be used in dyeing compositions for textiles or hair.Type: GrantFiled: December 10, 1997Date of Patent: November 23, 1999Assignee: L'OrealInventors: Beatrice Belcour-Castro, Georges Hussler, Anne Bonnet
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Patent number: 5986095Abstract: A process is described for preparing a compound of the formula or the S-enantiomer thereof,wherein:R is alkyl, aryl, cycloalkyl, aralkyl, or cycloalkylalkyl,R.sup.1 is halogen;R.sup.2 is halogen, alkyl, cycloalkyl, aryl or ##STR1## wherein the process comprises treating the associated racemic alcohol with an acylatingagent ##STR2## (wherein L is a leaving group) and an enzyme or microorganism capable of enantioselective acylation. This process may also be used to isolate the unreacted R- or S-alcohol. The acylated product may be enantioselectively hydrolyzed with a lipase or lipase-supplying microorganism to the S- or R-alcohol. Compounds prepared by this invention are useful antipsychotic agents or useful intermediates therefor.Type: GrantFiled: January 6, 1992Date of Patent: November 16, 1999Assignee: E.R. Squibb & Sons, Inc.Inventors: Ronald L. Hanson, Ramesh N. Patel, Laszlo J. Szarka
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Patent number: 5976563Abstract: The invention is related to a novel strain(s) of Bacillus thuringiensis in which essentially all of the pesticidal activity of said strain is in the supernatant of a fermentation of said strain. The strain produces a substance which has activity against an insect pest(s) of the order Coleoptera and which enhances the pesticidal activity of a Bacillus related pesticide. The invention further relates to pesticidal compositions comprising the substance and a pesticidal carrier, or the substance and a Bacillus related pesticide, a chemical pesticide and/or a virus with pesticidal properties as well as methods of using the pesticidal compositions to control a pest.Type: GrantFiled: October 8, 1997Date of Patent: November 2, 1999Assignee: Abbott LaboratoriesInventors: Chi-Li Liu, Anita M. MacMullan, Patricia Ann Lufburrow, Robert L. Starnes, Denise C. Manker
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Patent number: 5968788Abstract: Disclosed is a method for producing folic acid, comprising incubating yeast having the ability to produce folic acid of 0.3 mg or more or incubating bacteria having the ability to produce folic acid of 1 mg or more per liter of the culture, thereby accumulating folic acid in the culture.Type: GrantFiled: August 26, 1996Date of Patent: October 19, 1999Assignee: Toray Industries, Inc.Inventors: Reiko Miyata, Tetsu Yonehara
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Patent number: 5922589Abstract: A process for the preparation of five-membered or six-membered ring lactams from aliphatic .alpha., .omega.-dinitriles has been developed. In the process an aliphatic .alpha.,.omega.-dinitrile is first converted to an ammonium salt of an .omega.-nitrilecarboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and amidase (EC 3.5.1.4) activities. The ammonium salt of the .omega.-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate .omega.-nitrilecarboxylic acid or .omega.-aminocarboxylic acid. When the aliphatic .alpha.,.omega.-dinitrile is also unsymmetrically substituted at the .alpha.-carbon atom, the nitrilase produces the .omega.-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the .omega.Type: GrantFiled: July 1, 1998Date of Patent: July 13, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Robert Di Cosimo, Robert Donald Fallon, John Edward Gavagan, Frank Edward Herkes
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Patent number: 5908954Abstract: A process for the preparation of five-membered or six-membered ring lactams from aliphatic .alpha.,.omega.-dinitriles has been developed. In the process an aliphatic .alpha.,.omega.-dinitrile is first converted to an ammonium salt of an .omega.-nitrile-carboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and arnidase (EC 3.5.1.4) activities. The ammonium salt of the .omega.-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate .omega.-nitrilecarboxylic acid or .omega.-aminocarboxylic acid. When the aliphatic .alpha.,.omega.-dinitrile is also unsymmetrically substituted at the .alpha.-carbon atom, the nitrilase produces the .omega.-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the .omega.Type: GrantFiled: July 1, 1998Date of Patent: June 1, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Robert Di Cosimo, Robert Donald Fallon, John Edward Gavagan, Frank Edward Herkes