Carbon To Carbon Unsaturation Containing Patents (Class 568/843)
-
Patent number: 11679098Abstract: Some embodiments of the invention include methods of using a compound such as Formula (I), Formula (II), or I-1 (e.g., in compositions or in pharmaceutical compositions) for treating diseases (e.g., cancer such as chemo-resistant cancer or cancer-therapy-resistant cancer). Additional embodiments of the invention are also discussed herein.Type: GrantFiled: October 9, 2019Date of Patent: June 20, 2023Assignee: UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION, INC.Inventors: Paula J. Bates, Sarah A. Andres, Joseph A. Burlison, Levi Beverly, Nagaraju Miriyala
-
Patent number: 9383364Abstract: Provided herein are methods for predicting efficacy of a DNA (cytosine-5)-methyltransferase 1 (DNMT1) inhibitor treatment in a subject having a cancer, methods of identifying a subject having a cancer that is more likely to respond to a DNMT1 inhibitor treatment, and methods of selecting a treatment for a subject having a cancer that include determining a level of SOX9 in a sample containing cells from a subject having a cancer. Also provided are methods of treating a subject having a cancer that include selectively administering a DNMT1 inhibitor to a subject having cancer determined to have an elevated level of SOX9 in a sample containing cells from the subject compared to a reference level. Also provided are antibodies and antigen-binding antibody fragments that specifically bind to SOX9, and nucleic acid sequences that contain at least 10 nucleotides complementary to a contiguous sequence present in a SOX9 nucleic acid for use in these methods.Type: GrantFiled: March 7, 2012Date of Patent: July 5, 2016Assignee: University of Louisville Research Foundation, Inc.Inventors: Paula J. Bates, Mohammad Tariq Malik, Francesca R. Salipur
-
Patent number: 9227897Abstract: A coating liquid including a fluorine-containing organic magnesium compound represented by the following chemical formula (1), a method for manufacturing an optical component having an optical film obtained from the coating liquid, and a photographic optical system are disclosed: Mg(OR11)(OR22)??Chemical formula (1) where R11 represents an alkyl group that may have a substituent group having 1 or more and 6 or less carbon atoms having at least a fluorine atom, R22 represents an alkyl group that may have a substituent group having 1 or more and 6 or less carbon atoms that may have a fluorine atom, or an aromatic cyclic group that may have a substituent group, and R11 is different from R22.Type: GrantFiled: June 20, 2011Date of Patent: January 5, 2016Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Tanaka, Motokazu Kobayashi, Teigo Sakakibara
-
Patent number: 8846958Abstract: Processes for preparing and purifying lubiprostone are disclosed. Intermediates and preparation thereof are also disclosed.Type: GrantFiled: November 16, 2010Date of Patent: September 30, 2014Assignee: Scinopharm (Kunshan) Biochemical Technology Co., Ltd.Inventors: Julian Paul Henschke, Yuanlian Liu, Lizhen Xia, Yung-Fa Chen
-
Patent number: 8618330Abstract: A hexafluorodimethylcarbinol terminated compound, method of making it, and a composition of matter are disclosed. The compound may have the formula (CF3)2C(OH)-L-M-R. The substructure L may be selected from an optionally substituted propenylene group (—CH2CH?CH—) and trimethylene group (—CH2CH2CH2—). The substructure M may be selected from a substituted or unsubstituted methylene chain, a substituted or unsubstituted oxyalkylene chain, and a silicon-containing chain or combination thereof. In one embodiment, M may be selected from —(CH2)n—, —(OCH2CH2)m—, and —(Si(CH3)2O)p—Si(CH3)2—(CH2)q—, wherein n is at least 1, e.g., n is up to 10, m can be at least 1, e.g., m is up to 10, p can be 0 and in one embodiment is from 1 to 10, and wherein q can be 1 and in one embodiment is from 1 to 12. The substructure R represents one of a halogen, —SH, —SZ, —S—S-M-L-C(CF3)2(OH), wherein Z represents a thiol protecting group.Type: GrantFiled: August 27, 2009Date of Patent: December 31, 2013Assignee: The United States of America, as represented by the Secretary of the NavyInventor: Arthur W Snow
-
Publication number: 20130303774Abstract: A production method of a ?-fluoroalcohol includes performing a reaction of an ?-fluoroester with hydrogen gas (H2) in the presence of a specific ruthenium complex (i.e. a ruthenium complex of the general formula [2], preferably a ruthenium complex of the general formula [4]). This production method can employ a suitable hydrogen pressure of 1 MPa or less by the use of such a specific ruthenium complex and does not require a high-pressure gas production facility when put in industrial practice. In addition, this production method can remarkably reduce the amount of catalyst used therein (to e.g. a substrate/catalyst ratio of 20,000) in comparison to the substrate/catalyst ratio conventional reduction of ?-fluoroalcohol. It is possible by these reduction in hydrogen pressure and catalyst amount to largely reduce the production cost of the ?-fluoroalcohol.Type: ApplicationFiled: January 27, 2012Publication date: November 14, 2013Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Takehisa Ishimaru, Mari Imamura
-
Publication number: 20130225842Abstract: Processes for preparing and purifying lubiprostone are disclosed. Intermediates and preparation thereof are also disclosed.Type: ApplicationFiled: November 16, 2010Publication date: August 29, 2013Inventors: Julian Paul Henschke, Yuanlian Liu, Lizhen Xia, Yung-Fa Chen
-
Publication number: 20130094090Abstract: A coating liquid including a fluorine-containing organic magnesium compound represented by the following chemical formula (1), a method for manufacturing an optical component having an optical film obtained from the coating liquid, and a photographic optical system are disclosed: Mg(OR11)(OR22) ??Chemical formula (1) where R11 represents an alkyl group that may have a substituent group having 1 or more and 6 or less carbon atoms having at least a fluorine atom, R22 represents an alkyl group that may have a substituent group having 1 or more and 6 or less carbon atoms that may have a fluorine atom, or an aromatic cyclic group that may have a substituent group, and R11 is different from R22.Type: ApplicationFiled: June 6, 2011Publication date: April 18, 2013Applicant: CANON KABUSHIKI KAISHAInventors: Hiroyuki Tanaka, Motokazu Kobayashi, Teigo Sakakibara
-
Patent number: 8278361Abstract: Disclosed is a mixture of fluoroalkyl alcohols represented by the general formulae: CF3(CF2)n(CH?CF)a(CF2CF2)b(CH2CH2)cOH [Ia] and CF3(CF2)n-1(CF?CH)aCF2(CF2CF2)b(CH2CH2)cOH [Ib], wherein n is an integer of 1 to 5, a is an integer of 1 to 4, b is an integer of 0 to 3, and c is an integer of 1 to 3. This fluoroalkyl alcohol mixture is produced by the reaction of a fluoroalkyl iodide represented by the general formula: CF3(CF2)n(CH2CF2)a(CF2CF2)b(CH2CH2)cI [II], with N-methylformamide, followed by hydrolysis in the presence of a basic compound.Type: GrantFiled: January 20, 2009Date of Patent: October 2, 2012Assignee: Unimatec Co., Ltd.Inventors: Seiichiro Murata, Masayosi Horiuti, Katsuyuki Sato
-
Patent number: 8207381Abstract: The invention provides compounds of Formula (I): wherein R1 and R2 have any of the values or specific values defined herein, as well as compositions comprising such compounds and therapeutic methods comprising the administration of such compounds.Type: GrantFiled: February 6, 2008Date of Patent: June 26, 2012Assignee: University of Louisville Research FoundationInventors: Gerald B. Hammond, Bo Xu, Paula J. Bates
-
Publication number: 20120065321Abstract: A catalyst composition comprising a cation and an anion of the formula Anq?Qpm+, wherein m, n, p, and q are positive integers, wherein m*p=n*q, wherein Qm+ is an organo onium, and Aq? is an anion, provided that at least one Aq? is selected from the formula (I) wherein each R independently is H, halo, alkyl, aryl, aralkyl, or cycloalkyl, and which also may be halogenated, fluorinated, or perfluorinated, wherein two or more of R and R? groups may together form a ring, wherein each R group independently may contain one or more heteroatom(s), wherein R? can be the same as R, with the proviso that R? cannot be halo, and wherein the catalyst composition is essentially free of hydrocarbon containing alcohol.Type: ApplicationFiled: June 24, 2010Publication date: March 15, 2012Inventors: Werner M.A. Grootaert, Kim M. Vogel, Dennis E. Vogel
-
Publication number: 20090054700Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.Type: ApplicationFiled: October 16, 2008Publication date: February 26, 2009Applicant: International Business Machines CorporationInventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
-
Publication number: 20090036717Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.Type: ApplicationFiled: October 16, 2008Publication date: February 5, 2009Applicant: International Business Machines CorporationInventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
-
Publication number: 20080188570Abstract: The invention provides compounds of Formula (I): wherein R1 and R2 have any of the values or specific values defined herein, as well as compositions comprising such compounds and therapeutic methods comprising the administration of such compounds.Type: ApplicationFiled: February 6, 2008Publication date: August 7, 2008Inventors: Gerald B. Hammond, Bo Xu, Paula J. Bates
-
Patent number: 7244545Abstract: The present invention provides a fluorinated compound having functional groups in a high concentration so that adequate characteristics of the functional groups can be obtained and having high transparency in a wide wavelength region, a fluoropolymer, and a process for its production. The present invention provides a fluorinated diene represented by the following formula (1): CF2?CFCH2CH(C(R1)(R2)(OH))CH2CH?CH2??(1) wherein each of R1 and R2 which are independent of each other, is a fluorine atom or a fluoroalkyl group having at most 5 carbon atoms.Type: GrantFiled: April 27, 2006Date of Patent: July 17, 2007Assignee: Asahi Glass Company, LimitedInventors: Yoko Takebe, Osamu Yokokoji
-
Patent number: 6894196Abstract: A process for producing a high-purity fluorinated alcohol in a good purification yield, is provided. In a process for producing a fluorinated alcohol, which comprises reacting methanol with tetrafluoroethylene or hexafluoropropylene in the presence of an alkyl peroxide, the reaction liquid after completion of the reaction is distilled in the presence of water and HF to separate it into a fraction containing an alcohol derived from the alkyl peroxide and a bottom liquid containing the fluorinated alcohol, and then, the bottom liquid is purified to recover the fluorinated alcohol.Type: GrantFiled: February 24, 2003Date of Patent: May 17, 2005Assignee: Asahi Glass Company, LimitedInventor: Hidekazu Okamoto
-
Patent number: 6673976Abstract: Provided are methods of producing fluorinated alcohols from non-perfluorinated fluoroolefins and methanol. Certain preferred embodiments of such methods involve advantageously reacting a non-perfluorinated fluoroolefin with methanol under ambient-pressure and/or low-temperature conditions.Type: GrantFiled: September 19, 2002Date of Patent: January 6, 2004Assignee: Honeywell International, IncInventors: Haridasan K. Nair, David Nalewajek, Andrew Poss
-
Patent number: 6506947Abstract: The subject-matter of the invention is a fluorinated diol and its process of preparation. The fluorinated diol corresponds to the formula (I): CnF2n+1—A—CH2OCH2—C(CH2OH)2—R in which n has a value from 2 to 20 and A means —CH═CH— or —CH2CH2— and R is an alkyl group comprising 1 to 4 carbon atoms.Type: GrantFiled: December 20, 2001Date of Patent: January 14, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Marie-Jose Lina, Eric Lacroix, Sophie Vanpoulle, Gerard Orcel, Robert Overton
-
Patent number: 6479712Abstract: Methods for producing perfluorocarbon monomethanols or dimethanols are disclosed. The methods of the invention can provide branched perfluorocarbon monomethanols or dimethanols with good purity and yields.Type: GrantFiled: July 13, 1999Date of Patent: November 12, 2002Assignee: Exfluor Research CorporationInventor: Hajimu Kawa
-
Patent number: 6111130Abstract: The present invention relates to a process for the preparation of trifluoromethylated derivatives of the formula CF.sub.3 CCl.dbd.CHCH.sub.2 OC(.dbd.O)R, wherein R is unsubstituted or substituted C.sub.1 to C.sub.6 straight chain or branched alkyl, unsubstituted or substituted C.sub.3 to C.sub.7 cycloalkyl, unsubstituted or substituted C.sub.2 to C.sub.12 alkenyl, a benzyl group unsubstituted or substituted with R', a phenyl group unsubstituted or substituted with R'; R' is an unsubstituted or substituted C.sub.1 to C.sub.6 straight chain or branched alkyl; and wherein where R and/or R' are substituted each is substituted with R', by reaction of HCFC-353 with carboxylic acid salts. The trifluoromethylated derivatives, particularly CF.sub.3 CCl.dbd.CHCH.sub.2 OC(.dbd.O)CH.sub.3, are versatile intermediates for the synthesis of a wide variety of trifluoromethylated organic compounds, which find utility as pharmaceuticals, agricultural chemicals, and materials such as liquid crystals.Type: GrantFiled: May 10, 1999Date of Patent: August 29, 2000Assignee: AlliedSignal Inc.Inventor: Michael Van Der Puy
-
Patent number: 6015926Abstract: An efficient method for the preparation of key intermediate, in the synthesis of (-)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-ben zoxazin-2-one, a reverse transcriptase inhibitor is achieved using a chiral addition reaction to the 4-chloro-2-trifluoromethylketoaniline with an organozinc complex to give the desired alcohol. This instant method has broad applicability in the chiral addition to any prochiral ketone.Type: GrantFiled: May 11, 1998Date of Patent: January 18, 2000Assignee: Merck & Co., Inc.Inventors: Cheng Yi Chen, Lushi Tan, Richard D. Tillyer
-
Patent number: 6002052Abstract: A compound having the formula: ##STR1## wherein: R is fluorine, hydrogen, an unsubstituted or substituted aliphatic or unsubstituted or substituted aromatic radical;R.sub.1 is an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical; andR.sub.2 is hydrogen, an unsubstituted or substituted aliphatic radical, or unsubstituted or substituted aromatic radical.Type: GrantFiled: January 6, 1999Date of Patent: December 14, 1999Assignee: AlliedSignal Inc.Inventor: Michael Van Der Puy
-
Patent number: 5986150Abstract: To provide a fluorine-containing olefin represented, for example, by CH.sub.2 .dbd.CFCF.sub.2 --R.sub.f.sup.6 --(CH.sub.2).sub.k --X.sup.2 [wherein, X.sup.2 is ##STR1## R.sub.f.sup.6 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or --OR.sub.f.sup.7 --(Rf.sup.7 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or a fluorine-substituted fluorine-containing ether group having 3 to 50 carbon atoms), k is 0 or an integer of 1 to 6]; a fluorine-containing polymer with functional group which is prepared by polymerizing the above-mentioned olefin, has good affinity with various heat-resisting thermoplastic resins and is capable of forming homogeneous dispersion with the thermoplastic resin; and a thermoplastic resin composition comprising the above-mentioned fluorine-containing polymer with functional group and an aromatic polyester or the like as the heat-resisting thermoplastic resin.Type: GrantFiled: May 15, 1997Date of Patent: November 16, 1999Assignee: Daikin Industries, Ltd.Inventors: Takayuki Araki, Tetsuo Shimizu, Takafumi Yamato, Masahiro Kumegawa, Yoshihisa Yamamoto
-
Patent number: 5907070Abstract: The invention provides an improved process for preparing halogenated alcohols of the formula CX1X2X3CH(OH)CH:C(CH3)2 (I, X1, X2, X3=halo) by reacting CX1X2X3H with 3-methylbut-2-en-1-al in the presence of a strong base and an inert solvent.Type: GrantFiled: January 6, 1997Date of Patent: May 25, 1999Assignee: Zeneca LimitedInventors: Martin Charles Bowden, Stephen Martin Brown, Trevor Robert Perrior
-
Patent number: 5654473Abstract: Novel trifluoromethylated intermediates are provided which are useful in synthesizing trifluoromethylated organic compounds. Specifically, compounds of the formula CF.sub.3 CCl.dbd.CHCH.sub.2 X are provided, which compounds are versatile intermediates for the synthesis of a wide variety of trifluoromethylated organic compounds.Type: GrantFiled: March 16, 1995Date of Patent: August 5, 1997Assignee: AlliedSignal Inc.Inventor: Michael Van Der Puy
-
Patent number: 5576467Abstract: The present invention relates to a method of preparing an alcohol by reducing a carboxylic acid or a derivative thereof, more particularly, a method of preparing an alcohol by a reduction reaction in the presence of a zirconium-titanium oxide catalyst. A carboxylic acid or a carboxylic acid derivative is converted into a corresponding alcohol by a reduction reaction in the presence of a zirconium-titanium oxide catalyst using an alcohol as a hydrogen source. An alcohol can be prepared in a high yield in the present invention. To be more specific, the method of the present invention can convert a higher fatty acid or a carboxylic acid derivative, which has given a corresponding alcohol in a low yield in the presence of a zirconium catalyst alone, into the corresponding alcohol in a high yield. Further, the reaction can be performed easily, and the product can be easily separated from the catalyst.Type: GrantFiled: June 7, 1995Date of Patent: November 19, 1996Assignee: Japan Tobacco Inc.Inventors: Kyoko Takahashi, Makoto Shibagaki, Hajime Matsushita
-
Patent number: 5527972Abstract: The invention discloses a process for the preparation of a halogenated alcohol of formula:CF.sub.3 --CXCl--CH(OH)--CH.dbd.C(CH.sub.3).sub.2wherein X is bromo or chloro which comprises reacting a compound of formula:CF.sub.3 CHXClwith 3-methylbut-2-en-1-al in the presence of a strong base and an inert solvent. The products are useful intermediates for the manufacture of insecticides.Type: GrantFiled: May 26, 1994Date of Patent: June 18, 1996Assignee: Zeneca LimitedInventors: Martin C. Bowden, Michael D. Turnbull
-
Patent number: 5354910Abstract: Repeat units having pendant functional groups increase the solubility of polymers containing repeat units of perfluoro-2,2-dimethyl-1,3-dioxole.Type: GrantFiled: February 1, 1994Date of Patent: October 11, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ming-Hong Hung, Paul R. Resnick
-
Patent number: 5349097Abstract: A process for the catalytic isomerization of secondary .alpha.-alkenols of formula I ##STR1## in which R.sup.1 is a C.sub.1 -C.sub.20 alkyl group or a C.sub.2 -C.sub.2 alkenyl group and in which R.sup.2 stands for hydrogen, a halogen atom, a C.sub.1 -C.sub.10 alkoxy group, a carbonyl group, or a C.sub.1 -C.sub.20 alkyl group and in which R.sup.1 and R.sup.2 can be joined together to complete a five-membered or six-membered carbocyclic ring, to primary .alpha.-alkenols of formula II ##STR2## or for the isomerization of primary .alpha.-alkenols of formula II to secondary .alpha.-alkenols of formula I, wherein the isomerization is carried out in the presence of organotrioxorhenium(VII) compounds of formula III ##STR3## in which R.sup.3 is a C.sub.1 -C.sub.10 alkyl group, a cyclopentadienyl group substituted by from one to five C.sub.1 -C.sub.4 alkyl groups, an unsubstituted cyclopentadienyl group, a C.sub.6 -C.sub.10 aryl group, or a C.sub.7 -C.sub.Type: GrantFiled: July 29, 1993Date of Patent: September 20, 1994Assignee: BASF AktiengesellschaftInventors: Alfred Thome, Michael Roeper, Heinz-Josef Kneuper
-
Patent number: 5318783Abstract: A composition and method of making same comprising a grass of the family Graminae with the addition of an extract from bermuda grass in an amount effective to render said composition as an attractant or phagostimulant for hervivorous insects wherein the extract comprises an isoprenoid ketone having a 6, 10, 14-trimethylpentadecane-2-one skeleton in its molecular construction.Type: GrantFiled: March 18, 1992Date of Patent: June 7, 1994Assignee: Louisiana State University Board of SupervisorsInventors: Mirza A. Mohamed, Sharron S. Quisenberry
-
Patent number: 5296620Abstract: Novel processes, intermediates and reagents for the preparation of 3-substituted furanose or furanoside compounds of Formula I: ##STR1## wherein M is hydrogen or alkyl (C.sub.1 -C.sub.3), A is halogen or A may be selected from a moiety of the formula: OR, SR, N.sub.3, SCR, OC--R or CN wherein R is hydrogen, branched or unbranched alkyl (C.sub.1 -C.sub.4) or phenyl which compounds have antiviral and other biological activity.Type: GrantFiled: March 12, 1993Date of Patent: March 22, 1994Assignee: American Cyanamid CompanyInventor: Yuri E. Raifeld
-
Patent number: 5292911Abstract: Novel monocyclic terpene derivative of the formula: ##STR1## wherein R is hydrogen atom, trimethylsilyl group or 1-ethoxyethyl group, and novel intermediates therefor. The terpene derivative (I) is a useful intermediate for preparing Sarcophytol A having an anti-carcinogenesis promoter activity and an antitumor activity.Type: GrantFiled: March 10, 1992Date of Patent: March 8, 1994Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
-
Patent number: 5254756Abstract: (2R,3E)-4-halo-3-buten-2-ols are produced by kinetic resolution of racemates from the corresponding racemates. The racemate is esterified by reaction with a carboxylic acid derivative, preferably with chloroacetyl chloride. Then the (R)-ester is enantioselectively hydrolyzed with a lipase from Pseudomonas fluorescens. The corresponding (2R,3E)-4-halo-3-buten-2-ol also can be obtained from the remaining (S)-ester after separation. The compounds are chiral synthesis structural elements for the production of optically active natural substances.Type: GrantFiled: November 5, 1992Date of Patent: October 19, 1993Assignee: Lonza Ltd.Inventors: Markus Banziger, John McGarrity
-
Patent number: 5254660Abstract: Solutions of a) a fluorine-containing polyisocyanate in b) an isocyanate-inert solvent are used to impart water, oil and dirt resistance to porous inorganic substrates impregnated therewith. The fluorine-containing polyisocyanate is preferably selected from fluorine-containing polyisocyanates having a fluorine content in the form of perfluorinated alkyl groups of from about 15 to about 60% by weight and an isocyanate content of from about 0.5 to about 15% by weight. These isocyanates are obtained by reaction of (cyclo)aliphatic isocyanates with fluorine-containing mono- and polyhydric alcohols, and selected fluorine-containing alcohols suitable for the production of these polyisocyanates.Type: GrantFiled: November 2, 1992Date of Patent: October 19, 1993Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Hanns-Peter Muller, Hermann Kober, Stefan Bohm, Josef Pedain
-
Patent number: 5157166Abstract: This invention relates to a process for making di-fluoro analogs of squalene.Type: GrantFiled: March 2, 1992Date of Patent: October 20, 1992Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Esa T. Jarvi, Michael L. Edwards, James R. McCarthy
-
Patent number: 5149843Abstract: Conjugated diene compounds of the general formula: ##STR1## which are industrially advantageous intermediates for preparing sarcophytol A useful as an anticarcinogenic promotor or antitumor agent are provided.Type: GrantFiled: June 7, 1991Date of Patent: September 22, 1992Assignee: Mitsubishi Kasei CorporationInventors: Hisao Takayanagi, Yasunori Kitano, Yasuhiro Morinaka
-
Patent number: 5087774Abstract: A novel process for converting myrcene to a key palladium-myrcene complex using palladium (II) chloride in the presence of an aqueous cycloamide solvent and lithium salt is disclosed. Novel processes for converting the palladium-myrcene complex to citral using a phosphine compound, or to nerol using a nitrogen-donor compound in the presence of hydrogen gas, are also presented.Type: GrantFiled: July 10, 1990Date of Patent: February 11, 1992Assignee: Union Camp CorporationInventor: James B. Woell
-
Patent number: 5064864Abstract: This invention relates to certain novel di- and tetra-fluoro analogs of squalene and to their methods of use in lowering plasma cholesterol and in inhibiting squalene epoxidase in patients in need thereof.Type: GrantFiled: December 12, 1990Date of Patent: November 12, 1991Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Esa T. Jarvi, Michael L. Edwards, James R. McCarthy
-
Patent number: 5057626Abstract: A process for the synthesis of alpha,alpha-difluoroketones from alpha,alpha-difluoroacylsilanes and intermediates therefor.Type: GrantFiled: October 1, 1990Date of Patent: October 15, 1991Assignee: Pfizer Inc.Inventor: Peter A. McCarthy
-
Patent number: 5011859Abstract: This invention relates to certain novel di- and tetra-fluoro analogs of squalene and to their methods of use in lowering plasma cholesterol and in inhibiting squalene epoxidase in patients in need thereof.Type: GrantFiled: March 30, 1990Date of Patent: April 30, 1991Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Esa T. Jarvi, Michael L. Edwards, James R. McCarthy
-
Patent number: 4987236Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom, R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.Type: GrantFiled: November 17, 1989Date of Patent: January 22, 1991Assignee: Nissan Chemical Industries, Ltd.Inventor: Fumie Sato
-
Patent number: 4982009Abstract: Novel hydroxy containing fluorovinyl ethers, polymers of hydroxy containing fluorovinyl ethers, copolymers of selected hydroxy containing fluorovinyl ethers, a process for reducing ester containing fluorovinyl compounds to the corresponding alcohol with borohydrides, and a process for polymerizing hydroxy containing fluorovinyl ethers are disclosed.Type: GrantFiled: January 31, 1990Date of Patent: January 1, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Ming-Hong Hung
-
Patent number: 4968848Abstract: A process for the preparation of perfluoroalkyl compounds which comprises reacting a perfluoroalkyl-trimethylsilane of the general formula (CH.sub.3).sub.3 Si-C.sub.n F.sub.2n+1 (I), wherein the group C.sub.n F.sub.2n+1 represents a perfluoroalkyl group having from 1 to 6 carbon atoms, with a carbonyl compound of the general formula F.sup.1 --CO--R.sup.2 (II), wherein R.sup.1 represents a hydrocarbon group or hydrogen and R.sup.2 represents a hydrocarbon group, a perfluoroalkyl group or a perfluoroaryl group, but wherein R.sup.1 and R.sup.2 together may also be part of an alicyclic ring system, in the presence of a salt-like fluoride--which is at least partially soluble in the reaction medium--as a catalyst to yield a silylether of the formula ##STR1## and isolating this compound or hydrolyzing it to yield an alcohol of the formula IV ##STR2## The invention also relates to pentafluoroethyl trimethylsilane (CH.sub.3).sub.3 Si--CF.sub.2 CF.sub.3 and a process for the preparation of this compound.Type: GrantFiled: February 21, 1989Date of Patent: November 6, 1990Assignee: Hoechst AktiengesellschaftInventors: Alfred Kruse, Gunter Siegemund, Axel Schumann
-
Patent number: 4933511Abstract: An enantioselective process for the preparation of homoallyl alcohol enantiomer of formula II ##STR1## wherein: X.sup.1, X.sup.2 and X.sup.3 independently chosen from the group consisting of hydrogen, chlorine, bromine, fluorine, iodine, C.sub.1 to C.sub.6 alkyl, C.sub.1 and C.sub.6 haloalkyl, and haloaryl; andR.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently chosen from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, benzyl, substituted benzyl, phenyl, substituted phenyl; or R.sup.3 and R.sup.4 is as hereinbefore defined and R.sup.1 and R.sup.2 form a carbocyclic or heterocyclic ring; which process comprises; reacting an aldehyde of formula III with an alkene or formula IV in the presence of an optically-active organometallic catalyst. ##STR2## Furthermore, the compound of formula II can be isomerized to the allylic alcohol of formula I with retention of optical purity.Type: GrantFiled: April 7, 1987Date of Patent: June 12, 1990Assignee: ICI Australia LimitedInventors: Matthew Gredley, Colin Wilshire
-
Patent number: 4929776Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding unsaturated carbonyl compounds in a homogeneous medium and in the presence of a ruthenium-based catalyst.Type: GrantFiled: November 29, 1988Date of Patent: May 29, 1990Assignee: Rhone-Poulenc SanteInventors: Jean-Michel Grosselin, Claude Mercier
-
Patent number: 4925990Abstract: Unsaturated alcohols are prepared by the hydrogenation of an unsaturated carbonyl compound in a two-phase liquid medium and in the presence of a catalyst consisting of a ruthenium derivative associated with a water-soluble ligand or a complex of ruthenium with a water-soluble ligand.Type: GrantFiled: November 29, 1988Date of Patent: May 15, 1990Assignee: Rhone-Poulenc SanteInventors: Jean-Michel Grosselin, Claude Mercier
-
Patent number: 4910348Abstract: Polyfluoroenolates, R.sup.1 CX.dbd.CR.sup.2 OM (R.sup.1 is F or a perfluoroalkyl group, R.sup.2 is a perfluoroalkyl group, X is F, Cl or Br), are easily formed at good yields by dehydrohalogenation reaction of polyfluoroalcoholates, R.sup.1 CXY--CR.sup.2 HOM (Y is F, Cl or Br), with a strong base such as, e.g., an alkyl metal or an aryl metal. A typical example of the polyfluoroenolates is lithium pentafluoro-2-propenolate which is obtained from hexafluoro-2-propanolate. A polyfluoroenolate of the above general formula can be converted into another polyfluoroenolate having an alkyl or aryl group in place of the halogen X by reaction with an alkyl or aryl metal.Type: GrantFiled: October 5, 1987Date of Patent: March 20, 1990Assignee: Central Glass Company, LimitedInventors: Takeshi Nakai, Masamichi Maruta
-
Patent number: 4902812Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom. R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.Type: GrantFiled: July 30, 1987Date of Patent: February 20, 1990Assignee: Nissan Chemical Industries, Ltd.Inventor: Fumie Sato
-
Patent number: 4774369Abstract: This invention relates to novel carboxylic acid esters represented by the formula (I) below, methods for production thereof and insecticides containing them as the active ingredient, and an alcohol compound useful as an intermediate for manufacturing carboxylic acid esters represented by the formula (I). ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group; when R.sub.1 is a hydrogen atom, R.sub.2 represents a group of the formula ##STR2## in which X and Y are the same or different and represent a hydrogen atom, a methyl group, a halogen atom or a halogenated lower alkyl group, and when R.sub.1 is a methyl group, R.sub.2 represents a methyl group; R.sub.3 represents hydrogen atom or a methyl group; and R.sub.4 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group.Type: GrantFiled: September 14, 1987Date of Patent: September 27, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano
-
Patent number: 4754082Abstract: In a novel process for the preparation of perfluoroalkylalkenols, perfluoroalkylhalohydrins are dehydrohalogenated using specific ionic bases, namely using an alkali metal carbonate, an alkali metal hydrogen carbonate or an alkylammonium hydrogen carbonate, in the presence of aprotic and polar solvents. Using this process, high yields of the intended perfluoroalkylalkenols are achieved and only very small amounts, if any at all, of undesired byproducts, such as partially fluorinated ether alcohols and/or partially fluorinated epoxides, are formed.Type: GrantFiled: July 2, 1987Date of Patent: June 28, 1988Assignee: Hoechst AktiengesellschaftInventors: Klaus Raab, Johanna Poschl