Halogen Bonded Directly To Triazine Ring Carbon Patents (Class 544/217)
  • Patent number: 8969553
    Abstract: Process for the selective N-sulfonylation of oxindoles, in particular process for the N-sulfonylation of 3-triazinyloxindoles, and also N-sulfonyl-substituted 3-triazinyloxindoles and the use of N-sulfonyl-substituted oxindoles and of N-sulfonyl-substituted 3-triazinyloxindoles as intermediates for the synthesis of fine chemicals and of active ingredients in the field of pharmacy and agriculture, and also the use of these compounds as active ingredients in the field of agriculture.
    Type: Grant
    Filed: December 19, 2011
    Date of Patent: March 3, 2015
    Assignee: Bayer Intellectual Property GmbH
    Inventors: Gunter Karig, Mark James Ford, Konrad Siegel, Stefan Schnatterer
  • Patent number: 8962828
    Abstract: Process for the preparation of triazinyl-substituted oxindoles of formula (3) and salts thereof by reacting an oxindole (1) with a triazine (2) in the presence of a carbonate, a hydroxide, a phosphate or a mixture of two or more of the aforementioned compounds, and also the compounds of formula (3) and salts thereof (3?) and the use of both for producing crop protection agents.
    Type: Grant
    Filed: December 19, 2011
    Date of Patent: February 24, 2015
    Assignee: Bayer Intellectual Property GmbH
    Inventors: Gunter Karig, Mark James Ford, Konrad Siegel
  • Patent number: 8507671
    Abstract: N-Azinyl-N?-aryl ureas and thioureas derivatives are effective at controlling insects.
    Type: Grant
    Filed: July 22, 2011
    Date of Patent: August 13, 2013
    Assignee: Dow Agrosciences LLC
    Inventors: Noormohamed M. Niyaz, Ricky Hunter, Timothy C. Johnson, Tony K. Trullinger, Annette V. Brown, Kristy Bryan
  • Publication number: 20120178758
    Abstract: The invention provides Styryl-Triazine derivatives, and further provides methods of using these compounds to modulate protein kinases and to treat protein kinase mediated diseases.
    Type: Application
    Filed: June 8, 2010
    Publication date: July 12, 2012
    Applicant: CALIFORNIA CAPITAL EQUITY, LLC
    Inventors: Chunlin Tao, Qinwei Wang, Neil Desai
  • Patent number: 8008484
    Abstract: Compounds of the formula (I), wherein Z represents C—R7 or N, and R5 represents alkyl that may be optionally substituted, alkenyl, alkynyl, cycloalkyl or alkoxycarbonylamino, are useful as agricultural and horticultural fungicides.
    Type: Grant
    Filed: July 21, 2005
    Date of Patent: August 30, 2011
    Assignee: Bayer CropScience AG
    Inventors: Koichi Araki, Sachio Kudo, Yoshitaka Sato, Masahito Ito, Takuya Gomibuchi, Yasuo Araki, Tetsuya Inuta, Keiji Endo, Shinichi Shirakura, Shin Nakamura
  • Patent number: 7652010
    Abstract: Azabicyclo pyridazinyl compounds including azabicyclooctyl-pyridazinyl-oxy compounds, which are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile, the compounds may be used for the treatment of various diseases or disorders, including those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.
    Type: Grant
    Filed: October 14, 2005
    Date of Patent: January 26, 2010
    Assignee: Neurosearch A/S
    Inventors: Dan Peters, Daniel B. Timmermann, Gunnar M. Olsen, Elsebet Østergaard Nielsen, Tino Dyhring Jørgensen
  • Patent number: 7642303
    Abstract: Thermoplastic composition and articles containing UV absorbers that protect the articles contents from harmful UV radiation are disclosed as well as methods for making the thermoplastic articles and methods for using the articles to contain and protect materials sensitive to UV radiation. The UV absorbers contain oxazolone and/or azine functional groups that absorb UV radiation and prevent its transmission into the article. Many of the compounds are novel compositions of matter. The generally clear thermoplastic articles of this disclosure are particularly useful for containing a variety of UV sensitive consumer products that would otherwise have to be packaged in opaque containers.
    Type: Grant
    Filed: October 13, 2005
    Date of Patent: January 5, 2010
    Inventors: Thomas L. Shakely, James John Krutak
  • Patent number: 7598260
    Abstract: This invention relates to pyrimidine derivatives of general formula I in which R1, R2, X, A and B have the meanings that are contained in the description, as inhibitors of the cyclin-dependent kinases, their production as well as their use as medications for treating various diseases.
    Type: Grant
    Filed: June 26, 2007
    Date of Patent: October 6, 2009
    Assignee: Bayer Schering Pharma Aktiengesellschaft
    Inventors: Thomas Brumby, Rolf Jautelat, Olaf Prien, Martina Schäfer, Gerhard Siemeister, Ulrich Lücking, Christoph Huwe
  • Publication number: 20090163501
    Abstract: The present invention relates to chemical compounds having a general formula I wherein A1, A2, C1, C2, D, L1, L2, Z and R3, R4, R6, R7 and R8 are defined herein, which are capable of modulating Aurora kinase protein activity, thereby influencing various disease states and conditions related to the activities of Aurora kinase proteins. For example, the compounds are capable of influencing the process of cell cycle and cell proliferation to treat cancer and cancer-related diseases. The invention also includes pharmaceutical compositions, processes of preparing compounds of the invention, synthetic intermediates and methods of treatment of conditions related to the activity of Aurora kinase.
    Type: Application
    Filed: February 12, 2009
    Publication date: June 25, 2009
    Applicant: Amgen Inc.
    Inventors: Victor J. Cee, Holly L. Deak, Bingfan Du, Stephanie D. Genus-Meyer, Brain L. Hodous, Han Nho Nguyen, Philip R. Olivieri, Vinod F. Patel, Karina Romero, Laurie Schenkel
  • Patent number: 7507734
    Abstract: Disclosed are compounds according to the general formula (I), where the definitions of the substituents X, R1 and R2 are detailed in the description, as well as their physiologically acceptable salts and solvate, methods for producing these compounds and their use as pharmaceuticals. These compounds are kinase inhibitors, in particular inhibitors of the kinase CDK2 (cyclin-dependent kinase 2).
    Type: Grant
    Filed: November 16, 2006
    Date of Patent: March 24, 2009
    Assignee: Aventis Pharma S.A.
    Inventors: Swen Hoelder, Gunter Muller, Karl Schoenafinger, David William Will, Hans Matter, Martin Bossart, Cecile Combeau, Christine Delaisi, Ingrid Sassoon, Anke Steinmetz, Didier Benard
  • Patent number: 7485723
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Grant
    Filed: September 14, 2006
    Date of Patent: February 3, 2009
    Assignee: Cytec Technology Corp.
    Inventors: Ram B. Gupta, Dennis J Jakiela, Sampath Venimadhavan, Russell C Cappadona, Venkatrao K. Pai
  • Patent number: 7442792
    Abstract: The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression.
    Type: Grant
    Filed: March 13, 2007
    Date of Patent: October 28, 2008
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: James P. Sherbine, Shawn K. Pack, Jaan A. Pesti, Robert E. Yule, Kenneth C. McNulty
  • Patent number: 7208596
    Abstract: The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression
    Type: Grant
    Filed: November 10, 2004
    Date of Patent: April 24, 2007
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: James P. Sherbine, Shawn K. Pack, Jaan A. Pesti, Robert E. Yule, Kenneth C. McNulty
  • Patent number: 7135567
    Abstract: A novel process for producing 2,4,6-tris(hydroxyphenyl amino)-1,3,5-triazine is disclosed. The process comprises reacting a compound represented by a formula (I) and a compound represented by a formula (II) in the presence of a base in a mixed solvent of at least one organic solvent and water, to produce a compound represented by a formula (III): where Y represents a substituent, R1 represents a hydrogen atom or a substituent, m is an integer from 1 to 5, n is an integer from 0 to 4, and when n is 2 or larger, plural Y are same or different each other or plural Y may bond to each other.
    Type: Grant
    Filed: March 18, 2005
    Date of Patent: November 14, 2006
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Negoro, Ken Kawata
  • Patent number: 7087753
    Abstract: Novel compounds of formula I are described wherein E corresponds to the formula or to the formula and the radicals R1, R2, R11, R22, R?22, R?33 and R?33 are as defined in claim 1. Compounds of formula I are suitable for stabilizing organic material, especially plastics materials, surface-coatings, cosmetic preparations, sun protection agents or photographic material, against damage by light, oxygen and/or heat.
    Type: Grant
    Filed: April 4, 2005
    Date of Patent: August 8, 2006
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Vien Van Toan, Georges Metzger, Thomas Schäfer, Stéphane Biry, Christophe Bulliard, Dieter Reinehr, Peter Michaelis
  • Patent number: 7078369
    Abstract: Phenylsulfonyl ureas are disclosed for controlling harmful plants in crops of useful plants. Also disclosed are processes for the preparation of phenylsulfonyl ureas, and their use as herbicides and plant growth regulators.
    Type: Grant
    Filed: September 9, 2003
    Date of Patent: July 18, 2006
    Assignee: Hoechst Schering AgrEvo GmbH
    Inventors: Hansjörg Dietrich, Christian Waldraff, Lothar Willms, Hermann Bieringer, Christopher Rosinger, Felix Thürwächter, Thomas Auler
  • Patent number: 6979575
    Abstract: New reactive dyes are described which can be used to fluorescently label bioorganic molecules such as amino acids, proteins, antibodies, nucleotides and also polymer particles. The color of the new dyes and conjugates thereof can be varied over a wide range. In contrast to known symmetric cyanine dyes, the dyes of the invention contain only one reactive group. Hence the labelling takes place without the interfering cross-linking that occurs with bireactive dyes. Their fluorescence quantum yields are very high (especially in the conjugated form). Conjugates thereof with proteins, oligonucleotides or particles can be used in fluorescence-based analytical methods of determination e.g. in immunoassays, in hybridization assays, in cytometry or for pharmaceutical screening.
    Type: Grant
    Filed: November 26, 2002
    Date of Patent: December 27, 2005
    Assignee: Chromeon GmbH
    Inventors: Nikolai N. Romanov, Otto S. Wolfbeis
  • Patent number: 6906067
    Abstract: N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-? expression utilizing compounds of the present invention are also disclosed.
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: June 14, 2005
    Assignees: Bristol-Myers Squibb Company, Pharmaceopeia, Inc.
    Inventors: Kevin Joseph Moriarty, Yvonne Shimshock, Gulzar Ahmed, Junjun Wu, James Wen, Wei Li, Shawn David Erickson, Jeffrey John Letourneau, Edward McDonald, Katerina Leftheris, Stephen T. Wrobleski, Zahid Hussain, Ian Henderson, Axel Metzger, John J. Baldwin, Alaric J. Dyckman
  • Patent number: 6903094
    Abstract: The present invention relates to a compound of the formula [1?] ? wherein R2 is lower alkyl optionally substituted by hydroxy, amino and the like, ring B is phenyl, thienyl and the like, E is a single bond, —O—, —S— and the like, ring G is aryl, heterocyclic group and the like, R5 is halogen atom, hydroxy, lower alkyl optionally substituted by halogen atom etc., and the like, t is 0 or an integer of 1 to 5, when t is an integer of 2 to 5, each R5 may be the same or different, m is 0 or an integer of 1 to 8, and n is 0 or an integer of 1 to 4, and a nociceptin antagonist containing compound [1?] as an active ingredient. The compound [1?] shows, due to nociceptin antagonistic action, analgesic effect against sharp pain such as postoperative pain and the like. The present invention also relates to the use of certain amide derivative inclusive of compound [1?] as a nociceptin antagonist or analgesic.
    Type: Grant
    Filed: May 10, 2002
    Date of Patent: June 7, 2005
    Assignee: Japan Tabacco, Inc.
    Inventors: Hisashi Shinkai, Takao Ito, Hideki Yamada
  • Patent number: 6900314
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Grant
    Filed: April 30, 2004
    Date of Patent: May 31, 2005
    Assignee: Cytec Technology Corp.
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6867210
    Abstract: This invention relates aryl substituted pyridines, pyrimidines, pyrazines and triazines of Formula I: or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein A1, A2, A3, R1-R4, X and Y are set in the specification. The invention is also directed to the use of compounds of Formula I for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyotrophic lateral sclerosis (ALS), and for the treatment, prevention or amelioration of both acute or chronic pain, as antitinnitus agents, as anticonvulsants, and as antimanic depressants, as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy.
    Type: Grant
    Filed: March 12, 2001
    Date of Patent: March 15, 2005
    Assignee: Euro-Celtique S.A.
    Inventors: Derk J. Hogenkamp, Phong Nguyen, Bin Shao
  • Patent number: 6864255
    Abstract: The invention encompasses compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions, uses and methods for prophylaxis and treatment of cancer and angiogenesis-related disease.
    Type: Grant
    Filed: April 10, 2002
    Date of Patent: March 8, 2005
    Assignee: Amgen Inc.
    Inventors: Stephanie D. Geuns-Meyer, Lucian V. DiPietro, Joseph L. Kim, Vinod F. Patel
  • Patent number: 6855269
    Abstract: This invention relates generally to phenyl ether substituted triazines compounds and compositions containing same and their use to protect against degradation by environmental forces. A method for stabilizing a material by incorporating such triazines is also disclosed.
    Type: Grant
    Filed: November 9, 2001
    Date of Patent: February 15, 2005
    Assignee: Cytec Technology Corp.
    Inventors: Ram Baboo Gupta, Hargurpreet Singh, Russell C. Cappadona
  • Patent number: 6803349
    Abstract: A heterocyclic ring-containing compound represented by the following formula (1). In the formula, D represents a heterocyclic ring residue having a 5- to 7-membered ring structure and substituted with (m+n) of substituents, X represents a divalent linking group consisting of a single bond, NR3 group (R3 represents a hydrogen atom or an alkyl group having 1-30 carbon atoms), an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group or a combination thereof, R1 represents an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heterocyclic group, which may be substituted or unsubstituted, R2 represents a halogen atom, a hydroxy group, an unsubstituted amino group, a mercapto group, a cyano group, a sulfide group, a carboxy group or salt thereof, a sulfo group or salt thereof, a hydroxyamino group, a ureido group or a urethane group, m represents 1 or 2, and n represents an integer of 1 or larger.
    Type: Grant
    Filed: September 25, 2002
    Date of Patent: October 12, 2004
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Negoro, Kensuke Morita, Ken Kawata
  • Patent number: 6800762
    Abstract: There is described the use of indoline derivatives of formula wherein R1 is hydrogen; C1-C5alkyl; C1-C18alkoxy; or halogen; R2 is C1-C8alkyl; C5-C7cycloalkyl; C6-C10aryl; R3 is C1-C18alkyl or a radical of formula (1a) R4 is hydrogen; or a radical of formula R5 is C1-C18alkoxy; or a radical of formula R6 and R7 are each independently of the other hydrogen; or C1-C5alkyl; R8 is hydrogen; C1-C5alkyl; C5-C7cycloalkyl; phenyl; phenyl-C1-C3alkyl; R9 is C1-C18alkyl; X is halogen; a radical of formula (1c) and n is 0; or 1, as light-protective agents.
    Type: Grant
    Filed: January 23, 2002
    Date of Patent: October 5, 2004
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Rudolf Zink, Helmut Luther
  • Patent number: 6800757
    Abstract: The present invention relates to novel red-shifted UV absorbers comprising 1,3,5-triazine structures containing a 2-naphthol-derived substituent. The present invention also relates to a method for stabilizing a material by incorporating into such material, e.g., organic material, the novel red-shifted triazine compounds in an amount effective to stabilize the material against the effects of actinic radiation.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: October 5, 2004
    Assignee: Cytec Technology Corp.
    Inventors: Ram Baboo Gupta, Hargurpreet Singh, Russell C. Cappadona
  • Patent number: 6730785
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: May 4, 2004
    Assignee: Cytec Technology Corp.
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6710177
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: March 23, 2004
    Assignee: Cytec Technology Corp.
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6664391
    Abstract: Novel N-fluorotriazinium electrophilic fluorinating agents have the Formula I: wherein three A moieties are independently CR, where each R is, independently, hydrogen, halogen, hydroxyl, (primary, secondary or tertiary) amino, amino, cyano, perfluorothio, hydroxysulfonyl, halosulfonyl, hydrocarbyloxysulfonyl, or a carbon-containing substituent selected from the group consisting of optionally substituted hydrocarbyl, hydrocarbyloxy, hydrocarbyloxycarbonyl, and hydrocarbylthio groups, and at least one R is neither hydrogen nor halogen; two A moieties are independently Z, where each Z is independently nitrogen or a quaternary nitrogen atom and Y is a counterion or group of counterions which are inert to chemical attack by fluorine, or adjacent triazinium moieties are linked by a common R substituent to provide an oligomer or polymer.
    Type: Grant
    Filed: October 23, 2001
    Date of Patent: December 16, 2003
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ronald Eric Banks, Mohamed Khalifa Besheesh
  • Patent number: 6635760
    Abstract: Aromatic compounds having one or more electron-withdrawing substituents are fluorinated, preferably in a nitromethane solvent, by contact with tri(halo- or trifluoromethyl) substituted N-fluorotriazinium salts of the following Formula I: wherein three A moieties are independently CR, where each R is independently halogen or trifluoromethyl; two A moieties are independently Z, where each Z is independently nitrogen or a quaternary nitrogen atom and Y is a counterion or group of counterions which are inert to chemical attack by fluorine. Preferably the cation of the salt is 2,4,6-trichloro-1,3,5-triazinium.
    Type: Grant
    Filed: October 23, 2001
    Date of Patent: October 21, 2003
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ronald Eric. Banks, Mohamed Khalifa Besheesh
  • Patent number: 6576631
    Abstract: A pyrimidinylbenzimidazole or triazinylbenzimidazole derivative represented by the general formula (I): wherein A is N or CR3, and R1, R2, R3, X, Y and n are as defined in the disclosure.
    Type: Grant
    Filed: May 8, 2001
    Date of Patent: June 10, 2003
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Masaru Shibata, Kiyoshi Kawai, Takechi Makihara, Norihisa Yonekura, Takehiro Kawashima, Junetsu Sakai, Norimichi Muramatsu
  • Patent number: 6570011
    Abstract: This invention relates to a process for the preparation of a stabilized aqueous alkali metal-2-hydroxy-4,6-dichloro-s-triazine (AHDT) solution, which entails starting at 5 to 40° C. with a solution containing either the corresponding alkali hydrogencarbonate, acetone, or a mixture thereof, and then, while cooling, adding cyanuric chloride and an alkali lye simultaneously in such a manner that the reaction temperature does not exceed 25° C. and the pH does not drop below 5.5, and during a subsequent stirring time of 2 to 30 hours adding either a very small quantity of alkali lauryl sulfate if the original starting solution contained hydrogencarbonate, or adding alkali hydrogencarbonate if exclusively acetone was used in the first reaction step, and then finally adding an alkali borate and/or a dialkali hydrogenphosphate and/or potassium hexacyanoferrate (II) as buffer. The pH, which should be ≧7.0 during the entire process, may, if necessary, be adjusted with an acid to a value between 8.0 and 9.5.
    Type: Grant
    Filed: March 8, 2001
    Date of Patent: May 27, 2003
    Assignee: Degussa AG
    Inventor: Thomas Neumann
  • Patent number: 6548645
    Abstract: To improve the detection of LSD, and LSD metabolites in biological samples, antibodies are raised to 2-oxo-3-hydroxy-LSD conjugated to a protein carrier. Selected antibodies are matched with an immunoassay reagent in which the 2-oxo-3-hydroxy-LSD is conjugated in the same position to a labeling or separation means. The set of reagents can be used in immunoassays for detecting or confirming the presence of LSD or LSD metabolites in a sample potentially containing interfering substances.
    Type: Grant
    Filed: June 16, 2000
    Date of Patent: April 15, 2003
    Assignee: Microgenetics Corporation
    Inventors: Anthony de Jesus Sanchez, David Davoudzadeh, William A. Coty
  • Publication number: 20020195328
    Abstract: The present invention relates to a device and method for the production of cyanuric chloride. The device has three units for the production, purification and isolation of cyanuric chloride, the second unit having a partial condensation and being set in such a way that the quantity of gaseous pure cyanuric chloride produced is greater than that of the liquid impure cyanuric chloride discharged from it.
    Type: Application
    Filed: May 13, 2002
    Publication date: December 26, 2002
    Applicant: DE GUSSA AG
    Inventors: Kurt Puschner, Stephanie Schauhoff
  • Patent number: 6486316
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Grant
    Filed: November 17, 1999
    Date of Patent: November 26, 2002
    Assignee: Cytec Technology Corp.
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6486317
    Abstract: The invention provides new processes for preparing compositions containing at least one triazine compound, including new compounds for use in these processes to form the compositions and the new compositions that are formed.
    Type: Grant
    Filed: October 18, 2000
    Date of Patent: November 26, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6479492
    Abstract: Disclosed are compounds which bind VLA-4. Certain of these compounds also inhibit leukocyte adhesion and, in particular, leukocyte adhesion mediated by VLA-4. Such compounds are useful in the treatment of inflammatory diseases in a mammalian patient, e.g., human, such as asthma, Alzheimer's disease, atherosclerosis, AIDS dementia, diabetes, inflammatory bowel disease, rheumatoid arthritis, tissue transplantation, tumor metastasis and myocardial ischemia. The compounds can also be administered for the treatment of inflammatory brain diseases such as multiple sclerosis.
    Type: Grant
    Filed: January 21, 2000
    Date of Patent: November 12, 2002
    Assignee: Elan Pharmaceuticals, Inc.
    Inventors: Andrei W. Konradi, Michael A. Pleiss, Eugene D. Thorsett, Susan Ashwell, Dimitrios Sarantakis, Gregory S. Welmaker, Anthony Kreft, Christopher Semko, Robert Warren Sullivan, Christopher Joseph Soares, Kiev Sui Ly, Christine M. Tarby
  • Patent number: 6465645
    Abstract: Hindered amine compounds which are substituted by a long hydrocarbon chain are useful in a number of applications where the solubility or compatibility afforded by said substitution is needed. This is seen particularly for example with white, dyed, dipped, unscented and/or scented candle wax which is effectively stabilized against discoloration and fading by the incorporation therein of a long chain hindered amine alone or in combination with a UV absorber and/or an antioxidant.
    Type: Grant
    Filed: April 17, 2001
    Date of Patent: October 15, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Mervin G. Wood, Andrea R. Smith, James P. Galbo
  • Patent number: 6399620
    Abstract: There are described cycloalkyl derivatives of the formula (I) R1—Y—A—B—D—E—F—G  (I) in which R1, Y, A, B, D, E, F and G have the meaning indicated herein, their preparation and their use as medicaments. The compounds according to the invention can be used as vitronectin receptor antagonists and as inhibitors of bone resorption.
    Type: Grant
    Filed: June 29, 2000
    Date of Patent: June 4, 2002
    Assignee: Aventis Pharma S.A.
    Inventors: Volkmar Wehner, Jochen Knolle, Hans Ulrich Stilz, Jean-Francois Gourvest, Denis Carniato, Thomas Richard Gadek, Robert McDowell, Robert Maurice Pitti, Sarah Catherine Bodary
  • Publication number: 20020013463
    Abstract: It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.
    Type: Application
    Filed: February 9, 2001
    Publication date: January 31, 2002
    Applicant: CYTEC Industries Corp.
    Inventors: Ram B. Gupta, Dennis J. Jakiela, Sampath Venimadhavan, Russell C. Cappadona, Venkatrao K. Pai
  • Patent number: 6254669
    Abstract: A compound of the Formula (1) and salts thereof: wherein: Ar, Ar1, J, J1, X, X1 W, W1, L and m are as defined in the description. The compounds of Formula (1) are useful as additives in inks, especially ink jet printing inks, for reducing color bleed between adjacent printed regions. Also claimed are inks containing a compound of the Formula (1), a method of ink jet printing using the inks, a substrate printed with the ink and an ink jet printer cartridge containing the ink.
    Type: Grant
    Filed: August 5, 1999
    Date of Patent: July 3, 2001
    Assignee: Zeneca Limited
    Inventors: Aidan Joseph Lavery, Prahalad Manibhai Mistry, Ronald Wynford Kenyon
  • Patent number: 6191131
    Abstract: Corticotropin releasing factor (CRF) antagonists of formula I or II: and their use in treating anxiety, depression, and other psychiatric, neurological disorders as well as treatment of immunological, cardiovascular or heart-related diseases and colonic hypersensitivity associated with psychopathological disturbance and stress.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: February 20, 2001
    Assignee: DuPont Pharmaceuticals Company
    Inventors: Liqi He, Paul Gilligan, Robert Chorvat, Argyrios Georgios Arvanitis
  • Patent number: 6184425
    Abstract: The present invention relates to a process for preparing fluorine-containing compounds by reacting a compound which contains fluorine-exchangeable halogen with a fluoride or a mixture of fluorides with the formula I MeF  (I), in which Me is an alkaline earth metal ion, NH4+-ion or alkali metal ion, in the presence of a compound or a mixture of compounds of the formula (II) in which A1, A2, A3, A4, A5, A6, A7, A8 independently of one another are identical or different and are a straight-chain or branched alkyl or alkenyl having 1 to 12 carbon atoms, cycloalkyl having 4 to 8 carbon atoms, an aryl having 6 to 12 carbon atoms, or an aralkyl having 7 to 12 carbon atoms, or A1 A2, A3A4, A5A6, and A7A8 independently of one another are identical or different and are connected to one another directly or by way of O or N—A9 to form a ring having 3 to 7 ring members, A9 is an alkyl having 1 to 4 carbon atoms and B− is a monovalent acid radical or the equivalent of a polyval
    Type: Grant
    Filed: July 7, 1999
    Date of Patent: February 6, 2001
    Assignee: Aventis Research & Technologies GmbH & Co.
    Inventors: Alexander Kolomeitsev, Sergej Pasenok
  • Patent number: 6136827
    Abstract: The present invention is directed to cyclic amines of the formula I: ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, m and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-1, CCR-2, CCR-2A, CCR-2B, CCR-3, CCR-4, CCR-5, CXCR-3, and/or CXCR-4.
    Type: Grant
    Filed: July 21, 1998
    Date of Patent: October 24, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Charles G. Caldwell, Paul E. Finke, Malcolm Maccoss, Laura C. Meurer, Sander G. Mills, Bryan Oates
  • Patent number: 6114524
    Abstract: The present invention relates to a process for producing a compound represented by the formula (II): ##STR1## wherein X is a halogen atom, each of A.sup.1, A.sup.2 and A.sup.3 are the same or different and are selected from a carbon atom or a nitrogen atom, provided that at least A.sup.1, A.sup.2, or A.sup.3 is a nitrogen atom. Each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and are selected from a hydrogen atom, a lower alkyl group, a cyano group, a carboxyl group, a lower alkoxycarbonyl group, a halogen atom, and a nitro group. It is also provided that where R.sup.1 and R.sup.2 are adjacent to each other, R.sup.1 and R.sup.2 may be combined with each other to form a 5- or 6-membered ring which may carry on the ring thereof one substituent selected from the group consisting of a lower alkyl group, a nitrile group, a carboxyl group, a lower alkoxycarbonyl group, a carbamoyl group, a halogen atom, a nitro group, and an amino-(lower alkyl) group.
    Type: Grant
    Filed: June 8, 1999
    Date of Patent: September 5, 2000
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Shigemitsu Okada, Ryosuke Ushijima, Kiyofumi Ishikawa
  • Patent number: 6096890
    Abstract: This invention provides a convenient process for the preparation of monoacylhydrazines from carboxylic acids or their salts and hydrazine or substituted hydrazine in the presence of a 1,3,5-triazine substituted with at least one chloro or fluoro. The resulting monoacylhydrazine can further be converted to a diacylhydrazine by effectively either repeating the reaction or through reaction with a carboxylic acid chloride.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: August 1, 2000
    Assignee: Rohm and Haas Company
    Inventors: Catherine Dubuisson-Brengel, Heather Lynnette Rayle
  • Patent number: 6057444
    Abstract: A process is described for the preparation of an aryl-1,3-5-triazine compound of formula (1). This process comprises reacting an aldehyde compound of formula (2) with biuret, compound of formula (3), in hydrochloric medium or with methyl sulfate (1.sup.st reaction step), then oxidizing the resulting compound of formula (4) to the compound of formula (5) or (6) (2.sup.nd reaction step) and subsequently chlorinating the compound so obtained to the compound of formula (1) (3.sup.rd reaction step) according to the following scheme: ##STR1## In the above scheme: R.sub.1 and R.sub.2 are each independently of the other hydrogen; hydroxy or C.sub.1 -C.sub.5 alkoxy. The compounds of formula (1) are used as UV absorbers or as starting products for the preparation of UV absorbers.
    Type: Grant
    Filed: February 17, 1999
    Date of Patent: May 2, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jurg Haase, Tanja Mossner
  • Patent number: 6048824
    Abstract: Compounds of formula (I), wherein A is an unsubstituted or substituted aromatic or non-aromatic, monocyclic or bicyclic heterocyclic radical wherein a ring nitrogen atom may have been replaced by a group ##STR2## R.sub.1 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.3 is hydrogen, an unsubstituted or substituted C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl group, or C(.dbd.O)--R.sub.5, R.sub.5 is C.sub.1 -C.sub.4 alkyl C.sub.1 -C.sub.4 alkoxy, an unsubstituted or substituted phenyl, phenoxy or benzyloxy group, or N(R.sub.6).sub.2, each R.sub.6, independently of the other, is hydrogen, C.sub.1 -C.sub.4 alkyl or unsubstituted or substituted phenyl, X is CH--NO.sub.2, N--CN or N--NO.sub.2 and n is from 1 to 3, in free form or in salt form, and, where appropriate, tautomers of those compounds and the salts thereof, can be used as agrochemical active ingredients and can be prepared in a manner known per se.
    Type: Grant
    Filed: November 22, 1995
    Date of Patent: April 11, 2000
    Assignee: Novartis Corporation
    Inventors: Peter Maienfisch, Jozef Gonda, Olivier Jacob, Laurenz Gsell
  • Patent number: 6025491
    Abstract: Onium salts of taxo-diterpenoid-C.sup.n, 2-0-aza-arenes are employed as water soluble prodrugs. For example, taxol-2'-methylpyridiniumtosylate (MPT) is characterized by an elevated aqueous solubility, rapid activation by serum protein, good stability in most other aqueous solutions, formation of a protein:taxol intermediate and good retension within the circulatory system. The toxicity of the activated form is comparable or greater than underivatized taxol. Furthermore, taxol-2'-MPT can be synthesized by a simple one step reaction between taxol and 2-fluoro-1-MPT. The invention is applicable to taxol and taxol mimetics having hydroxyls that are reactive with onium salts of 2-halogenated-aza-arenes. For example, taxol, C-2 substituted analogs of taxol, and Taxotere each have reactive hydroxyls at the 2' and 7 positions. The invention is also applicable to a wide array of 2-halogenated-aza-arenes.
    Type: Grant
    Filed: December 14, 1998
    Date of Patent: February 15, 2000
    Assignee: The Scripps Research Institute
    Inventors: Kyriacos C. Nicolaou, Wolfgang Wrasidlo, Rodney K. Guy, Emmanuel Pitsinos
  • Patent number: 5998306
    Abstract: The compounds of the s-triazine series of formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, X and n possess the significances given in claim 1, are eminently suitable, when applied to textile material, as UV-absorbers, as resist agents for anionic dyes, and as stain blockers.
    Type: Grant
    Filed: May 13, 1998
    Date of Patent: December 7, 1999
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Jean Luc Mura