Naphtho-pyrans (including Hydrogenated) Patents (Class 549/389)
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Publication number: 20090054516Abstract: A pharmaceutical composition having a cytotoxic effect to a cancer cell and a method for the same are provided. The pharmaceutical composition comprises a flavonoid compound having at least one of the following formulas: wherein B ring is a 4-oxo-cyclohexa-2,5-dienyl group, and any one of R1-R12 is one selected from a group consisting of hydrogen group, hydroxyl group, C1-C20 alkyl group, C1-C20 ether group, C1-C20 ester group, carboxyl group, halogen and sugar.Type: ApplicationFiled: August 24, 2007Publication date: February 26, 2009Applicant: KAOHSIUNG MEDICAL UNIVERSITYInventors: Yang-Chang Wu, An-Shen Lin, Kuo-Hsiung Lee, Fang-Rong Chang
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Publication number: 20090028952Abstract: The present invention provides sodium 6-hydroxy-2,2-dimethyl-5-oxo-3,4,5,6-tetrahydro-2H-benzo(h)chromene-6-sulfonate, and its synthesis and uses in the treatment of cancer.Type: ApplicationFiled: April 30, 2008Publication date: January 29, 2009Inventors: Judit Bartis, Erika Volckova, Manish Tandon, Deirdre Lowe, Martin P. Redmon
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Patent number: 7329687Abstract: Compounds useful as chemotherapeutic, chemopreventive, and antiangiogenic agents are provided. The compounds are flavanoids, including flavanones, flavanols, and chalcones. The compounds have the structure of formula (I) wherein R1 through R3 and R5 through R11 are defined herein, and ?, ?, and ? are optional bonds, providing that when ? is absent, ? is present, and when ? is absent, ? is present. When ? is present, preferred R4 moieties are selected from O, S, NH and CH2, and when ? is absent, preferred R4 groups are selected from OH, SH, NH2 and CH3. When ? is present, the preferred R5 substituent is O, while when ? is absent, the preferred R5 substituent is OH. Pharmaceutical compositions are provided as well, as are methods of synthesis and use.Type: GrantFiled: April 18, 2003Date of Patent: February 12, 2008Assignee: SRI InternationalInventors: Nurulain Zaveri, Wan-Ru Chao
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Patent number: 7253207Abstract: Novel quinones are provided, as well as compositions comprising these novel quinones. Methods of using the novel quinones in treatment of various indications including cancer are also provided.Type: GrantFiled: August 2, 2004Date of Patent: August 7, 2007Assignee: Cellgate, Inc.Inventors: Andrei V. Blokhin, Benjamin Frydman, Laurence J. Marton, Karen M. Neder, Jerry Shunneng Sun
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Patent number: 7250120Abstract: Disclosed are novel benzo-, naphtho- and phenanthrochromenes substituted by carbamated or ureated phenyls having the following general formula (I): wherein R1 represents a group their preparation, photochromic compositions and articles containing them. This family of compounds have interesting and useful photochromic properties, especially in terms of absorption band and discoloration speed.Type: GrantFiled: June 14, 2004Date of Patent: July 31, 2007Assignee: Corning Inc.Inventors: You-Ping Chan, Olivier Breyne
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Patent number: 7105685Abstract: The invention provides cannabinol derivatives and pharmaceutical preparations thereof.Type: GrantFiled: December 22, 2002Date of Patent: September 12, 2006Inventor: Craig R. Travis
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Patent number: 6967249Abstract: Specific photochromic 3H-naphtho[2,1-b]-pyran compounds useful with various types of synthetic resin materials to form photochromic articles, especially ophthalmic lenses, and photochromic articles formed with such compounds. The compounds of the invention have especially long-wave absorption maxima in the open form thereof and enable violet to blue tints to be obtained when used in photochromic articles.Type: GrantFiled: July 2, 2004Date of Patent: November 22, 2005Assignee: Rodenstock GmbHInventors: Claudia Mann, Manfred Melzig, Udo Weigand
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Patent number: 6939007Abstract: The invention provides photochromic bis-naphthopyran compounds as well as methods for their manufacture and their use. The bis-naphthopyran compounds of the invention exhibit a wide range of color, i.e., from pink to purple to blue gray, upon activation by a source of UV light. Additionally, the bis-naphthopyran compounds of the present invention exhibit broad coloration ability, fast response as to both color change on activation and return to original color, and good fatigue-resistance.Type: GrantFiled: October 28, 2003Date of Patent: September 6, 2005Inventors: Weili Zhao, Erick M. Carreira
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Patent number: 6890950Abstract: In part, the present invention is directed to a system comprising a lapachone or a prodrug thereof and a polymer, such as a biocompatible and optionally biodegradable polymer, methods for treatment using the subject polymer compositions, and methods of making and using the same. In another part, the present invention includes inclusion complexes of a lapachone or a prodrug thereof and a cyclodextrin, preferably a ?-cyclodextrin, such as hydroxypropyl ?-cyclodextrin, e.g., to improve the solubility of the lapachone or prodrug thereof.Type: GrantFiled: April 23, 2003Date of Patent: May 10, 2005Assignee: Case Western Reserve UniversityInventors: David Boothman, Jinming Gao, Norased Nasongkla, John Pink
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Patent number: 6887533Abstract: Compounds of the formula (I) where: X1 is H or F G1-G2 is —CH2—CH— or CH?C— R1, R2 are a) H b) the M2-A2-R5 moiety c) for example, a straight-chain or branched alkyl radical having from 1 to 16 carbon atoms R3 and R4 are each, for example, H, the M2-A2-R5 moiety or a straight-chain or branched alkyl or alkyloxy radical having from 1 to 16 carbon atoms A2 is, for example, 1,4-phenylene, with the provisos that a) when R2 is not H, R1 and R3 have to be H, b) when R2 is H, R4 must not have the definitions c) or d), c) R1, R2, R3 and R4 must not at the same time be H.Type: GrantFiled: March 24, 2004Date of Patent: May 3, 2005Assignee: Clariant International, Ltd.Inventors: Wolfgang Schmidt, Barbara Hornung, Rainer Wingen
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Patent number: 6863843Abstract: A photochromic [1,2-b] naphthopyran having a fluoro substituent in at least one of the 7-position or the 9-position of the naphthopyran provides a stable photochromic compound with a narrow range of absorption. A preferred photochromic naphthopyran has the 2-position of the naphthopyran with two aromatic substituents thereon. It is further preferred to have at least one 2-position aromatic substituent comprising a phenyl group.Type: GrantFiled: December 21, 2000Date of Patent: March 8, 2005Assignee: Vision-Ease Lens, Inc.Inventors: Frank J. Hughes, Xuzhi Qin, J. Thomas Ippoliti
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Patent number: 6809176Abstract: Novel quinones are provided, as well as compositions comprising these novel quinones. Methods of using the novel quinones in treatment of various indications including cancer are also provided.Type: GrantFiled: May 6, 2002Date of Patent: October 26, 2004Assignee: SLIL Biomedical, CorporationInventors: Andrei V. Blokhin, Benjamin Frydman, Laurence J. Marton, Karen M. Neder, Jerry Shunneng Sun
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Patent number: 6747145Abstract: The invention provides photochromic bis-naphthopyran compounds as well as methods for their manufacture and their use. The bis-naphthopyran compounds of the invention exhibit a wide range of color, i.e., from pink to purple to blue gray, upon activation by a source of UV light. Additionally, the bis-naphthopyran compounds of the present invention exhibit broad coloration ability, fast response as to both color change on activation and return to original color, and good fatigue-resistance.Type: GrantFiled: September 4, 2001Date of Patent: June 8, 2004Assignee: Johnson & Johnson Vision Care, Inc.Inventors: Weili Zhao, Erick M. Carreira
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Patent number: 6719926Abstract: A chromene compound which develops yellow to red color, a high color density and a little initial color and which, when used in combination with an existing photochromic compound that exhibits blue color so as to develop a neutral tint, maintains uniformity in the color tone at the time of developing color or fading color, or exhibits a very large color fading rate.Type: GrantFiled: February 19, 2002Date of Patent: April 13, 2004Assignee: Tokuyama CorporationInventors: Junji Momoda, Shingo Matsuoka, Hironobu Nagou
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Patent number: 6700001Abstract: A process for the stereoselective synthesis of 2-hydroxymethyl-chromans of formula (II) is provided where R, R1, R2 and R3 are as defined herein. The compound of formula (II) is prepared using an optically active benzene compound of formula (I) where R0 is as defined herein. The 2-hydroxymethyl-chroman compounds of formula (II) are useful as intermediates for preparing a variety of medicinal agents.Type: GrantFiled: October 4, 2002Date of Patent: March 2, 2004Assignee: WyethInventors: Jonathan L. Gross, Gary P. Stack
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Publication number: 20030229136Abstract: Novel compounds useful as chemotherapeutic, chemopreventive, and antiangiogenic agents are provided. The compounds are flavanoids, including flavanones, flavanols, and chalcones.Type: ApplicationFiled: April 18, 2002Publication date: December 11, 2003Inventors: Nurulain Zaveri, Wan-Ru Chao
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Patent number: 6630597Abstract: Described are novel photochromic 6-aryl substituted 3H-naphtho[2,1-b]pyran compounds, examples of which are naphthopyran compounds having a substituted aryl group at the number 6 carbon atom and certain substituents at the 3-position of the pyran ring. Certain substituents may also be present at the number 7, 8, 9 or 10 carbon atoms of the compounds. These compounds may be represented by the following graphic formula: Also described are polymeric organic host materials that contain one or more of such compounds or combinations of such compounds) with complementary photochromic compounds, e.g., other naphthopyrans, benzopyrans and spiro(oxazine)type compounds.Type: GrantFiled: December 15, 1997Date of Patent: October 7, 2003Assignee: Transitions Optical, Inc.Inventors: Jibing Lin, Barry Van Gemert
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Patent number: 6627121Abstract: A photochromic naphthopyran of formula (I) wherein R1 through R15, which may be the same or different, are independently selected from the group consisting of hydrogen, C1-C4 alkyl, C1-C4 alkoxy, halogen, C1-C4 alkylcarbonyloxy, benzoyloxy, C3-C6 cycloalkyl, phenyl, and NR16R17, wherein R16 and R17 are each C1-C4 alkyl or together with the N atom form a 5-12 membered monocyclic or polycyclic ring having, optionally, one or more further heteroatoms; R is hydrogen, alkyl or alkoxy; and >C(CnH2n=1) (CmH2m=1) is a tert-alkylene grup, wherein n and m are integers from 1 to 5.Type: GrantFiled: June 10, 2002Date of Patent: September 30, 2003Assignee: Yeda Research and Development Co. Ltd.Inventors: Valeri Krongauz, Emmanuel Lurie, Alexandre Chif, Judith Ratner
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Patent number: 6602903Abstract: The invention relates to compounds of formula (I): and medicinal products containing the same are useful in treating or in preventing melatoninergic disorders.Type: GrantFiled: August 28, 2001Date of Patent: August 5, 2003Assignee: Les Laboratories ServierInventors: Gérald Guillaumet, Marie-Claude Viaud, Ahmed Mamai, Isabelle Charton, Pierre Renard, Caroline Bennejean, Béatrice Guardiola, Philippe Daubos
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Patent number: 6555028Abstract: Described are polymeric matrix compatibilized naphthopyran compounds, examples of which are certain 2H-naphtho[1,2-b]pyrans, 3H-naphtho[2,1-b]pyrans and indeno[2,1-f]naphtho[1,2-b]pyrans each having at least one substituent containing terminal and/or pendant groups selected from hydroxyl, carboxyl, sulfo, sulfono, (meth)acryloxy, 2-(methacryloxy)ethylcarbamyl, epoxy or a mixture thereof. Specific substituents are also present on the naphtho, indeno and/or pyrano portions of the compounds. These compounds may be represented by the following graphic formulae: Also described are various substrates that contain or that are coated with such compounds. Optically clear articles such as contact lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, are also described.Type: GrantFiled: April 6, 2001Date of Patent: April 29, 2003Assignee: Transitions Optical, Inc.Inventors: Robert W. Walters, Barry Van Gemert
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Publication number: 20030078441Abstract: The invention provides photochromic bis-naphthopyran compounds as well as methods for their manufacture and their use. The bis-naphthopyran compounds of the invention exhibit a wide range of color, i.e., from pink to purple to blue gray, upon activation by a source of UV light. Additionally, the bis-naphthopyran compounds of the present invention exhibit broad coloration ability, fast response as to both color change on activation and return to original color, and good fatigue-resistance.Type: ApplicationFiled: September 4, 2001Publication date: April 24, 2003Inventors: Weili Zhao, Erick M. Carreira
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Patent number: 6525194Abstract: A chromene compound which develops yellow to red color, a high color density and a little initial color and which, when used in combination with an existing photochromic compound that exhibits blue color so as to develop a neutral tint, maintains uniformity in the color tone at the time of developing color or fading color, or exhibits a very large color fading rate.Type: GrantFiled: May 24, 2002Date of Patent: February 25, 2003Assignee: Tokuyama CorporationInventors: Junji Momoda, Shingo Matsuoka, Hironobu Nagou
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Publication number: 20020173667Abstract: Described are photochromic 2H-naphtho[1,2-] pyrans characterized by having an aromatic substituent in the 5 position. The aromatic group at 5-position of the naphthopyran is a substituted or unsubstituted aryl group or other substituted or unsubstituted aromatic group.Type: ApplicationFiled: December 15, 2000Publication date: November 21, 2002Inventor: Jibing Lin
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Patent number: 6478989Abstract: Described are photochromic 2H-naphtho[1,2-b]pyrans characterized by having an aromatic substituent in the 5 position. The aromatic group at 5-position of the naphthopyran is a substituted or unsubstituted aryl group or other substituted or unsubstituted aromatic group. These compounds may be represented by the following graphic formula: Also described are polymeric organic host materials that contain or that are coated with such compounds.Type: GrantFiled: December 15, 2000Date of Patent: November 12, 2002Assignee: Transitions Optical, Inc.Inventor: Jibing Lin
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Patent number: 6478988Abstract: The present invention relates to naphthopyrans, particularly 3,3-[substituted]-naphtho[2,1-b]pyrans and 2,2-[substituted]-naphtho[1,2-b]pyrans and particularly to novel substitution on the 3-position and 2-position, respectively, of these naphthopyrans. It has been found that there are classes and types of substitution on the 3-position and 2-position (especially combinations of 3,3-substitution and 2,2-substitution) which are novel. Some of these substitutions provide particularly desirable properties.Type: GrantFiled: December 31, 1998Date of Patent: November 12, 2002Assignee: BMC Vision-Ease Lens, Inc.Inventors: Frank J. Hughes, J. Thomas Ippoliti
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Patent number: 6458974Abstract: A novel process for synthesizing &bgr;-lapachone (beta-lapachone), an agent that has demonstrated significant antineoplastic activity against human cancer lines. The process comprises the conversion of starting material, 2-hydroxy-1,4-naphothoquinone into &bgr;-lapachone intermediate, lapachol. The lapachol is then converted to &bgr;-lapachone by treatment with sulfuric acid and purified by recrystallization from ethanol. This novel process is extremely simple and provides &bgr;-lapachone in excellent quality and high yield.Type: GrantFiled: September 19, 2001Date of Patent: October 1, 2002Assignee: Cyclis Pharmaceuticals, Inc.Inventors: Zhiwei Jiang, Jane Hogeland
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Patent number: 6403347Abstract: Natural products such as certain chaetochromins are described. These compounds are useful in the inhibition of HIV integrase, the prevention or treatment of infection by HIV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.Type: GrantFiled: October 25, 1999Date of Patent: June 11, 2002Assignee: Merck & Co., Inc.Inventors: Gerald F. Bills, Russell B. Lingham, Ali Shafiee, Keith C. Silverman, Sheo Bux Singh, Deborah L. Zink, Fernando Pelaez, Ana M. Teran
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Patent number: 6398987Abstract: The present invention relates to novel compounds of the naphthopyran type which have a perfluoroalkyl group (X) in position 5. These compounds are of formula (I) given below: These compounds (I) possess interesting photochromic properties. The invention also relates to their preparation, their applications as photochromes as well as the compositions and matrices containing them.Type: GrantFiled: November 3, 2000Date of Patent: June 4, 2002Assignee: Corning S.A.Inventors: Olivier Breyne, You-Ping Chan, Patrick Jean
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Patent number: 6399791Abstract: For subject, the present invention has novel naphthopyran derivatives of formula: optionally substituted in position(s) 2, 3, 4, 6, 7, 8, 9 or/and 10; the substituent Z in position 5 being of formula —C(R1)(R2)(OR3). The invention also relates to compositions and (co)polymer matrices containing such derivatives. Said derivatives have interesting photochromic properties.Type: GrantFiled: July 20, 1999Date of Patent: June 4, 2002Assignee: Corning S.A.Inventors: Olivier Breyne, You-Ping Chan
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Patent number: 6353102Abstract: Described are novel photochromic naphtho[1,2-b]pyran compounds having certain substituents at the 2 position of the pyran ring, certain substituents at the 5 and 6 positions and optionally at the 7, 8, 9 and 10-positions of the naphtho portion of the compound. These compounds may be represented by the following graphic formula: Also described are polymeric organic host materials that contain or that are coated with such compounds. Optically clear articles such as ophthalmic lenses or contact lenses that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., certain other naphthopyrans, benzopyrans, and spiro(indoline)type compounds, are also described.Type: GrantFiled: December 17, 1999Date of Patent: March 5, 2002Assignee: PPG Industries Ohio, Inc.Inventor: Anil Kumar
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Patent number: 6348604Abstract: Described are novel photochromic 2H-naphtho[1,2-b]pyran compounds essentially characterized by having two adjacent moderate to strong electron donor substituents at the 8 and 9 positions or a fused heterocyclic group formed by the substituents coming together, weak to moderate electron donors at the 2 position and a rating of at least 80 in the Relative &Dgr;OD at Saturation Test. The compounds also have certain substituents at the 5 position and optionally at the 6 position of the naphtho portion of the compound. These compounds may be represented by the following graphic formula: Also described are polymeric organic host materials that contain or that are coated with such compounds. Optically clear articles such as ophthalmic lenses or adjacent plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g.Type: GrantFiled: September 6, 2000Date of Patent: February 19, 2002Assignee: PPG Industries Ohio, Inc.Inventors: Clara M. Nelson, Anu Chopra, David B. Knowles, Barry Van Gemert, Anil Kumar
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Patent number: 6340766Abstract: Described are novel reversible photochromic naphthopyran compounds, examples of which are compounds having a cycloalkyl ester substituent at the number 5 carbon atom and optionally certain substituents at the number 6 carbon atom of the naphtho portion of the naphthopyran and certain substituents at the 2-position of the pyran ring. Substituents may also be present at the number 7, 8, 9 or 10 carbon atoms of the naphtho portion of the naphthopyran. These compounds may be represented by the following graphic formulae: Also described are various substrates, e.g., paper, glass, organic polymeric materials, etc., that contain or that are coated with such compounds. Optically clear articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., certain other naphthopyrans, indenonaphthopyrans, benzopyrans, oxazine-type compounds, etc., are also described.Type: GrantFiled: December 15, 2000Date of Patent: January 22, 2002Assignee: Transition Optical, Inc.Inventor: Jibin Lin
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Publication number: 20020007078Abstract: Described are novel reversible photochromic naphthopyran compounds, examples of which are compounds having a cycloalkyl ester substituent at the number 5 carbon atom and optionally certain substituents at the number 6 carbon atom of the naphtho portion of the naphthopyran and certain substituents at the 2-position of the pyran ring. Substituents may also be present at the number 7, 8, 9 or 10 carbon atoms of the naphtho portion of the naphthopyran.Type: ApplicationFiled: December 15, 2000Publication date: January 17, 2002Inventor: Jibin Lin
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Patent number: 6337409Abstract: A naphthopyran compound represented by the formula: wherein R4, R5, R6, R7, R8, R9, R10, and R11 are each selected from the group consisting essentially of hydrogen, a first stable organic radical, a heterocyclic group, halogen, a first nitrogen-substituted group, and a first nitrogen-substituted ring compound; A and B are each selected from the group consisting essentially of hydrogen, substituted phenyl, and substituted naphthyl, provided that at least one of A or B is substituted phenyl or substituted naphthyl; and any substituent of any substituted phenyl or substituted naphthyl at A or B is selected from the group consisting essentially of hydrogen, a second stable organic radical, a heterocyclic group, halogen, a second nitrogen-substituted group, and a second nitrogen-substituted ring compound, provided that at least one substituent of any substituted phenyl or substituted naphthyl at either A or B is phenyl, naphthyl, or furyl.Type: GrantFiled: July 28, 1994Date of Patent: January 8, 2002Assignee: Vision-Ease Lens, Inc.Inventors: Frank J. Hughes, Edward A. Travnicek
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Patent number: 6281366Abstract: The present invention relates to photochromic [3H]naphtho[2,1-b]pyran compounds containing an acetylenic substituent, process for their manufacture, and photochromic materials and articles obtained therefrom. The invention, in some specific aspects, relates to photochromic compounds having a [3H]naphtho-[2,1-b]pyran structure and bearing an acetylenic group in one of the positions 7 to 10 of the naphthopyran ring structure.Type: GrantFiled: February 29, 2000Date of Patent: August 28, 2001Assignee: Essilor International Compagnie Generale d'OptiqueInventors: Michel Frigoli, Corinne Moustrou, André Samat, Robert Guglielmetti
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Patent number: 6248264Abstract: Compositions comprising a naphtho [1,2-b]pyran of formula (I): wherein R7 and/or R9 is hydrogen or an amino group provided that R7 and R9 are not both hydrogen, and the other substituents are as defined in the specifcation.Type: GrantFiled: November 1, 1999Date of Patent: June 19, 2001Assignee: James Robinson LimitedInventors: David A. Clarke, Bernard Mark Heron, Christopher David Gabbutt, John David Hepworth, Steven Michael Partington, Stephen Nigel Corns
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Patent number: 6215007Abstract: Novel polyketides and novel methods of efficiently producing both new and known polyketides, using recombinant technology, are disclosed. In particular, a novel host-vector system is described which is used to produce polyketide synthases which in turn catalyze the production of a variety of polyketides.Type: GrantFiled: March 5, 1999Date of Patent: April 10, 2001Assignees: The Leland Stanford Junior Univ., The John Innes InstituteInventors: Chaitan Khosla, David A. Hopwood, Suzanne Ebert-Khosla, Robert McDaniel, Hong Fu
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Patent number: 6211374Abstract: The present invention provides water-soluble, pyran-based photochromic compounds characterized by improved stability when in an open, excited configuration. The advantages of the present invention are provided, at least in part, by functionalizing a pyran-based photochromic compound with carboxylate functionality in such a way that the carboxylate and/or its counter ion have sufficient mobility to engage in intermolecular and intramolecular interactions. In preferred embodiments, such a mobile carboxylate and/or counter ion provided on one side of an open pyran ring is preferably capable of complexing with functionality on the other side of the open pyran ring, greatly stabilizing the open configuration.Type: GrantFiled: April 22, 1998Date of Patent: April 3, 2001Inventor: Joseph Thomas Ippoliti
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Patent number: 6197225Abstract: A photochromic compound featuring a large fading rate to prevent a change in the color tone at the time of fading, exhibiting little color after aged, and exhibiting good durability in the photochromic property. The photochromic compound is a novel chromene compound having a substituted phenyl group at the second position of the naphthopyrane ring and an alkyl group at the fifth position thereof, and is represented by, for example, the following formula, wherein R1 is an alkyl group, R2 and R3 are substituted phenyl groups, and R4 and R5 are substituents.Type: GrantFiled: February 19, 1999Date of Patent: March 6, 2001Assignee: Tokuyama CorporationInventors: Tsuneyoshi Tanizawa, Tadashi Hara, Yuichiro Kawabata, Junji Momoda, Hironobu Nagoh
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Patent number: 6190580Abstract: Photochromic diaryl-2H-naphthopyran structures, which dye photochromically well at room temperature, lighten up quickly when incorporated into ophthalmic lenses, possess longevity, and due to their special structure, have a reduced tendency of the molecules to migrate in plastics.Type: GrantFiled: November 23, 1999Date of Patent: February 20, 2001Assignee: Optische Werke G. RodenstockInventors: Manfred Melzig, Herbert Zinner
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Patent number: 6146554Abstract: What is described here are photochromic naphthopyrane dyes with different substituents whose properties can be set by controlled selection of the substituents. In this manner it is possible to take an influence on the migration characteristics, the absorption characteristics and the brightening rate and kinetics. The inventive compounds display good darkening and brightening properties at a very good service life.The invention excels itself by the fact that a method is made available which is substantially improved over prior art, in addition to the surprising influence on specific properties of the inventive compounds. The described compounds are suitable for application in synthetic materials of any kind.A photochromic object is also the subject matter of the invention, which comprises one or several photochromic naphthopyrane dyes as well as at least one polymer material, with the photochromic object being producible by mass-dyeing or superficial dyeing.Type: GrantFiled: May 21, 1999Date of Patent: November 14, 2000Assignee: Optische Werke G. RodenstockInventors: Manfred Melzig, Claudia Mann, Udo Weigand
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Patent number: 6113814Abstract: Described are novel photochromic polymerizable polyalkoxylated naphthopyran compounds, examples of which are certain 2H-naphtho[1,2-b]pyrans, 3H-naphtho[2,1-b]pyrans and indeno[2,1-f]naphtho[1,2-b]pyrans each having at least one polyalkoxylated substituent of from 1 to 50 alkoxy units per substituent which is end-capped with a polymerizable group. Specific substituents are also present on the naphtho, indeno and pyrano portions of the compounds. These compounds may be represented by the following graphic formulae: ##STR1## Also described are various substrates, e.g., paper, glass, polymeric organic materials, etc., that contain or that are coated with such compounds. Optically clear articles such as contact lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., certain other naphthopyrans, indenonaphthopyrans, benzopyrans, oxazine-type compounds, etc., are also described.Type: GrantFiled: November 10, 1999Date of Patent: September 5, 2000Assignee: Transitions Optical, Inc.Inventors: Barry Van Gemert, Anu Chopra, Anil Kumar
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Patent number: 6096246Abstract: The invention relates to photochromic compounds of general formula (I), in which: R3 and R5 are C1-C6 alkoxy groups and the rest of the R groups represent various substituents.Type: GrantFiled: October 23, 1998Date of Patent: August 1, 2000Assignee: Corning IncorporatedInventors: You-Ping Chan, Nathan Bryson
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Patent number: 6080338Abstract: Described are novel water soluble photochromic naphthopyran and benzopyran compounds having an alkylaminoalkylamino group on the pyran portion or on the pyran portion and the naphtho- or benzo-portion thereof. These compounds may be represented by one of the following graphic formula: ##STR1## wherein B and/or B' is an alkylaminoalkylamino-substituted aryl group and R.sub.1 may also be an alkylaminoalkylamino group. Articles such as ophthalmic lenses or other plastic transparencies and coating compositions such as paints and inks that incorporate the novel water soluble compounds are also described.Type: GrantFiled: March 5, 1999Date of Patent: June 27, 2000Assignee: Transitions Optical, Inc.Inventor: Anil Kumar
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Patent number: 6043269Abstract: The present invention relates to therapeutically active compounds of formula I ##STR1## a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in the prevention or treatment of estrogen related diseases or syndromes.Type: GrantFiled: October 27, 1997Date of Patent: March 28, 2000Assignee: Novo Nordisk A/SInventors: Poul Jacobsen, Svend Treppendahl, Paul Stanley Bury, Anders Kanstrup, Lise Brown Christiansen
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Patent number: 6043381Abstract: Compounds of Formula 1 ##STR1## where the symbols have the meaning disclosed in the specification are prepared by reaction of a compound of Formula 2 ##STR2## with an organometal reagent R--M to provide a compound of Formula 3 ##STR3## that is reacted with the reagent X.sub.3 --Y(R.sub.2)--A--B in the presence of a catalyst to provide the compounds of Formula 1.Type: GrantFiled: May 7, 1999Date of Patent: March 28, 2000Assignee: Allergan Sales, Inc.Inventors: Vidyasagar Vuligonda, Roshantha A. Chandraratna
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Patent number: 6036890Abstract: Photochromic diaryl-2H-naphthopyran structures, which dye photochromically well at room temperature, lighten up quickly when incorporated into ophthalmic lenses, possess longevity, and due to their spacial structures, have a reduced tendency of the molecules to migrate in plastics.Type: GrantFiled: July 31, 1998Date of Patent: March 14, 2000Assignee: Optische Werke G. RodenstockInventors: Manfred Melzig, Herbert Zinner
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Patent number: 6034256Abstract: A class of benzopyran, derivatives is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I' ##STR1## wherein X, A.sup.1, A.sup.2, A.sup.3, A.sup.4, R, R", R.sup.1 and R.sup.2 are as described in the specification.Type: GrantFiled: April 17, 1998Date of Patent: March 7, 2000Assignee: G.D. Searle & Co.Inventors: Jeffery S Carter, Mark G Obukowicz, Balekudru Devadas, John J Talley, David L Brown, Matthew J Graneto, Stephen R Bertenshaw, Donald J Rogier, Jr., Srinivasan R Nagarajan, Cathleen E Hanau, Susan J Hartmann, Cindy L Ludwig, Suzanne Metz
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Patent number: 5990305Abstract: Disclosed is a photochromic compound having a diaryl-3H-napthopyran structure, which has at the 8-position a nitrogen atom-linked hetercyclus, in which the heterocylcus can also have a HALS compound as a substituent or the heterocyclus itself can be formed as a HALS compound.Furthermore a photochromic compound is described having a diaryl-3H-naphtopyran structure which has at the 8-position an N-atom linked and an alkyl-bridge linked HALS compound.Type: GrantFiled: February 5, 1998Date of Patent: November 23, 1999Assignee: Optische Werke G. RodenstockInventors: Herbert Zinner, Manfred Melzig
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Patent number: 5969163Abstract: A process for the preparation of .beta.-lapachone and dunnione derivatives of formulae I and II ##STR1## wherein, the a solution of lawsone in dimethylsufoxide at a temperature of -78.degree. C. or less is reacted with lithium hydride forming the lithium salt of lawsone; alkylating the lithium salt with an allyl halide; and cyclizing the C-alkylated lawsone derivative.Type: GrantFiled: October 9, 1997Date of Patent: October 19, 1999Assignee: Wisconsin Alumni Research FoundationInventors: Benjamin J. Frydman, Donald T. Witiak, deceased, Jerry Shunneng Sun, Andrew H. Geiser