Oxygen Or Sulfur Is Bonded Directly To The Aryl Ring Or Ring System And Is Part Of The Chain Patents (Class 564/324)
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Patent number: 11733219Abstract: Detection reagent is formed by reacting a catalyst and xanthydrol. The catalyst includes an active component loaded on a support, wherein the active component includes Pt, Ru, Rh, or a combination thereof, and the support includes carbon material, silica, alumina, or calcium carbonate. The detection reagent can be used to detect the primary amide compound.Type: GrantFiled: March 19, 2021Date of Patent: August 22, 2023Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTEInventors: Jie-Bi Hu, Chin-Ping Huang, Meng-Tzu Lai, Hsiao-Mei Wu, Pei-Hua Yeh, Tzu-Chia Lai, Jhih-Yun Lin
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Patent number: 9220679Abstract: The present invention relates to a new application of phosphodiesterase inhibitors for couple infertility treatment which forms an effective alternative to the invasive assisted reproductive techniques such as conjugal artificial insemination and which consists of the transvaginal administration of a phosphodiesterase inhibitor immediately before and/or after coitus. It also relates to dosage forms suitable for the intravaginal administration of phosphodiesterase inhibitors.Type: GrantFiled: June 20, 2012Date of Patent: December 29, 2015Assignee: PROKREA BCN, S.L.Inventors: Maria Carmen Pardina Palleja, Miguel Angel Vaz-Romero Uña
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Publication number: 20150105565Abstract: The present invention provides novel photoinitiators for polyurethane formation, in which a photoinitiator moiety and a tertiary amine are incorporated into the photoinitiator structure, and thus the polyurethane polymer.Type: ApplicationFiled: December 19, 2014Publication date: April 16, 2015Inventors: Niels Joergen Madsen, Petr Sehnal, Christian B. Nielsen, David George Anderson
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Publication number: 20150105488Abstract: The present invention provides polymeric quaternary ammonium photoinitiators being co-polymers of photoinitiator monomers, as well as quaternary ammonium photoinitiator monomer being valuable intermediates in the preparation of such polymeric photoinitiators. Additionally, there is provided a polyacrylate obtained by radical polymerization of at least one acrylate monomer (Ac) in the presence of such polymeric photoinitiators. In the photoinitiator monomers and polymeric photoinitiators, a photoinitiator moiety and a quaternary ammonium are incorporated into the photoinitiator structure.Type: ApplicationFiled: May 14, 2013Publication date: April 16, 2015Applicant: Coloplast A/SInventors: Niels Joergen Madsen, Petr Sehnal, David George Anderson, Bo Rud Nielsen
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Publication number: 20130296577Abstract: Novel photoinitiators provide for polyurethane formation, in which a photoinitiator moiety and a tertiary amine are incorporated into the photoinitiator structure, and thus the polyurethane polymer.Type: ApplicationFiled: November 11, 2011Publication date: November 7, 2013Applicant: Coloplast A/SInventors: Niels Joergen Madsen, Petr Sehnal, Christian B. Nielsen, David George Anderson
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Publication number: 20130090471Abstract: The present invention relates to a method for identifying compounds that modulate cholesterol metabolism by detecting enzyme activities involved in the synthesis or catabolism of cholesterol. Said method enables the lethal risk for mammalian cells when the cholesterol level decreases to be avoided, due to the use of genetically modified yeasts, the survival of which is not strictly dependent upon the cholesterol production.Type: ApplicationFiled: June 9, 2011Publication date: April 11, 2013Applicant: SANOFIInventors: Bruno Dumas, Isabelle Maury
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Patent number: 8128945Abstract: A vector for targeted delivery of drugs into estrogen receptors over-expressed cells is disclosed. The vector of the present invention is mainly about an active targeting delivery carrier which consists of a plurality of nanoparticles including: (i) a plurality of targeted moiety conjugated to the outer surface of the nanoparticles, the moiety being capable of binding with the estrogen receptor of a target cell, and (ii) bioactive agents encapsulated in the nanoparticles or forming complex with the nanoparticles. The targeted moiety of the present invention can also be conjugated to parent drugs for prodrug design.Type: GrantFiled: September 20, 2010Date of Patent: March 6, 2012Assignee: Industrial Technology Research InstituteInventors: Shyh-Dar Li, Ae-June Wang, Chung-Kung Lai
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Patent number: 8063249Abstract: The present invention is directed to compounds, compositions thereof, and the use of the compounds and compositions for the treatment and prevention of breast cancer. In one embodiment, the present invention relates to the use of a substituted triphenyl butene or prodrug thereof for the treatment of breast cancer in mono-therapy or in combination therapy, or for a reduction in the recurrence rate of previously-treated breast cancer.Type: GrantFiled: April 23, 2009Date of Patent: November 22, 2011Assignee: Olema Pharmaceuticals, Inc.Inventors: Peter Kushner, Cyrus Harmon, David Myles
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Publication number: 20100112041Abstract: The present invention provides compositions containing endoxifen, formulations and liposomes of endoxifen, methods of preparation of such agents and formulations, and use of such agents and formulations for the treatment of breast cancer and other breast diseases and diseases susceptible to endoxifen. In particular, the compositions of the present invention include liposomes, complexes, vesicles, emulsions, micelles and mixed micelles of endoxifen in which the compositions further contain any of a variety of neutral or charged lipids and desirably, cholesterol and cholesterol derivatives, sterols, Z- and E-guggulsterones, phospholipids, fatty acids, vitamin D, and vitamin E. The present invention also provides methods of preparing endoxifen. The present invention provides methods for treating and preventing breast cancer and other breast related diseases by administrating novel formulations or compositions comprising a therapeutically effective amount of endoxifen.Type: ApplicationFiled: November 21, 2007Publication date: May 6, 2010Applicant: JINA PHARMACEUTICALS, INC.Inventors: Ateeq Ahmad, Shoukath M. Ali, Moghis U. Ahmad, Saifuddin Sheikh, Imran Ahmad
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Publication number: 20090326249Abstract: The present invention provides a process for preparation of 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofuran carbonitrile comprising reacting a compound of formula IVa, in the presence of a base with a compound of formula RX, wherein R is selected from alkyl, alkenyl, aryl and heteroaryl which may be optionally substituted with electron withdrawing groups and X is selected from F, Cl, Br, I, CN, OTf and OR1, wherein Tf represents trifluoromethanesulfonyl group, and R1 is optionally substituted alkyl, Z is a cyano group or a group that may be converted to a cyano group; further wherein RX is selected such that an intermediate ether derivative, a compound of formula Va formed from said reaction cyclizes to a compound of formula VI, and where Z is not a cyano group, conversion of the group Z in the compound of formula VI to a cyano group to form 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofuran carbonitrile.Type: ApplicationFiled: August 12, 2005Publication date: December 31, 2009Inventors: Periyandi Nagarajan, Kilaru Srinivasu, Thennati Rajamannar
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Publication number: 20090325930Abstract: The present invention provides a compound represented by the following formula (I); [wherein T represents a single bond, a C1-C4 alkylene group which may have a substituent and the like; ??(I-1) formula (I-1) represents a single bond or a double bond; A represents a single bond, a bivalent 5- to 14-membered heterocyclic group which may have a substituent and the like; Y represents a single bond and the like; Z represents a methylene group and the like; ring G represents a phenylene group and the like which may condense with a 5- to 6-membered ring and may have a heteroatom; Ra and Rb are the same as or different from each other and represent a hydrogen atom and the like; W represents a single bond and the like; R? represents 1 to 4 independent hydrogen atoms and the like; and R? represents 1 to 4 independent hydrogen atoms and the like] or a salt thereof, or a hydrate thereof.Type: ApplicationFiled: August 20, 2009Publication date: December 31, 2009Inventors: Shinichi Hamaoka, Noritaka Kitazawa, Kazumasa Nara, Atsushi Sasaki, Atsushi Kamada, Tadashi Okabe
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Patent number: 7355077Abstract: A process for preparing tolterodine with high purity.Type: GrantFiled: October 26, 2005Date of Patent: April 8, 2008Assignees: Dr. Reddy's Laboratories Limited, Dr. Reddy's Laboratories, Inc.Inventors: Sundaram Venkataraman, Vijayavitthal Thippannachar Mathad, Kikkuru Srirami Reddy, Neti Srinivasan, Chinta Raveendra Reddy, Muthulingam Arunagiri, Routhu Lalitha Kumari
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Patent number: 6875775Abstract: The invention provides novel selective estrogen receptor modulator compounds of the general formula: wherein R1 and R2, which are the same or different are a) H, halogen, OCH3, OH; or where X is O, NH or S; and n is an integer from 1 to 4; and R4 and R5, which are the same or different, are a 1 to 4 carbon alkyl, H, —CH2C?CH or —CH2CH2OH; or R4 and R5 form an N-containing five- or six-membered ring or heteroaromatic ring; or c) —Y—(CH2)nCH2—O—R6 where Y is O, NH or S and n is an integer from 1 to 4; and R6 is H, —CH2CH2OH, or —CH2CH2Cl; or d) 2,3-dihydroxypropoxy, 2-methylsulfamylethoxy, 2-chloroethoxy, 1-ethyl-2-hydroxyethoxy, 2,2-diethyl-2-hydroxyethoxy or carboxymethoxy; and ?R3 is H, halogen, OH or —OCH3; stereoisomers thereof and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds exhibit valuable pharmacological properties.Type: GrantFiled: April 8, 2003Date of Patent: April 5, 2005Assignee: Hormos Medical Oy LTDInventors: Marja-Liisa Södervall, Arja Kalapudas, Lauri Kangas, Risto Lammintausta, Pirkko Härkönen, Kalervo Väänänen, Arto Karjalainen
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Patent number: 6723738Abstract: The invention provides novel selective estrogen receptor modulator compounds of the general formula: wherein R1 and R2 , which are the same or different are a) H, halogen, OCH3, OH; or where X is O, NH or S; and n is an integer from 1 to 4; and R4 and R5, which are the same or different, are a 1 to 4 carbon alkyl, H, —CH2C≡CH or —CH2CH2OH; or R4 and R5 form an N-containing five- or six-membered ring or heteroaromatic ring; or c) —Y—(CH2)nCH2—O—R6 where Y is O, NH or S and n is an integer from 1 to 4; and R6 is H, —CH2CH2OH, or —CH2CH2Cl; or d) 2,3-dihydroxypropoxy, 2-methylsulfamylethoxy, 2-chloroethoxy, 1-ethyl-2-hydroxyethoxy, 2,2-diethyl-2-hydroxyethoxy or carboxymethoxy; and R3 is H, halogen, OH or —OCH3; stereoisomers thereof and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds exhibit valuable pharmacological properties.Type: GrantFiled: April 8, 2003Date of Patent: April 20, 2004Assignee: Hormos Medical Oy LtdInventors: Marja-Liisa Södervall, Arja Kalapudas, Lauri Kangas, Risto Lammintausta, Pirkko Härkönen, Kalervo Väänänen
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Patent number: 6562080Abstract: Primary intermediates useful hair coloring systems comprise 2-arylaminomethyl-4-aminophenols. The invention provides new 2-arylaminomethyl-4-aminophenol compounds of Formula (1): wherein R is a moiety selected from formulae (2), (3) or (4) wherein R1, R2, R3, R4 and R5 are each independently selected from a hydrogen atom, a halogen atom, a hydroxy group, an amino group, a C1-C6 alkyl or haloalkyl group, a C1-C6 alkoxy or haloalkoxy group, and a nitrile group, and R6 is a hydrogen atom, a halogen atom, a C1-C4 alkyl or a C1-C4 alkoxy group.Type: GrantFiled: August 15, 2001Date of Patent: May 13, 2003Assignee: Clairol IncorporatedInventors: Mu-III Lim, Yuh-Guo Pan
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Patent number: 6451817Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 1-benzyl-naphthyls which are &agr;-substituted with ether, thioether, amino, hydrazino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.Type: GrantFiled: September 29, 1995Date of Patent: September 17, 2002Assignee: Eli Lilly and CompanyInventor: Brian S. Muehl
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Patent number: 6391892Abstract: The present invention provides a compound of formula I wherein R1 is H, OH, halo, OCO(C1-C6 alkyl), OCO(aryl), OSO2(C4-C6 alkyl), OCOO(C1-C6 alkyl), OCOO(aryl), OCONH(C1-C6 alkyl), or OCON(C1-C6 alkyl)2; R2 is aryl, C1-C6 alkyl, C3-C6 cycloalkyl, or 4-cyclohexanol; R3 is O(CH2)2 or O(CH2)3; R4 and R5 are optionally CO(CH2)2CH3, CO(CH2)3CH3, C1-C6 alkyl, or R4 and R5 combine to form, with the nitrogen to which they are attached, piperidine, morpholine, pyrrolidine, 3-methylpyrrolidine, 3,3-dimethylpyrrolidine, 3,4-dimethylpyrrolidine, azepine, or pipecoline; and pharmaceutically acceptable salts thereof. The invention further provides pharmaceutical compositions containing compounds of formula I and methods of use for the compounds of formula I.Type: GrantFiled: March 10, 1995Date of Patent: May 21, 2002Assignee: Eli Lilly and CompanyInventors: Henry U. Bryant, Jeffrey A. Dodge
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Patent number: 6384053Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 1-benzyl-naphthyls which are &agr;-substituted with ether, thioether amino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.Type: GrantFiled: March 10, 1995Date of Patent: May 7, 2002Assignee: Eli Lilly and CompanyInventor: Brian S. Muehl
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Patent number: 6204067Abstract: The present invention discloses the mechanism of tamoxifen mediated inhibition of acidification. This mechanism information is then used to design methods of identifying compounds that will have the pharmaceutical effect of tamoxifen without the corresponding side-effects.Type: GrantFiled: June 17, 1999Date of Patent: March 20, 2001Assignee: Board of Trustees Operating Michigan State UniversityInventors: Sanford M. Simon, Melvin S. Schindler, Yu Chen
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Patent number: 6096301Abstract: Proliferation of breast cancer is treated by a combined type I interferon/non-steroidal antiestrogen therapy. Preferably antiestrogen treatment is sequential to treatment with interferon.Type: GrantFiled: March 8, 1993Date of Patent: August 1, 2000Assignee: Industria Farmaceutica Serono SpAInventors: Sergio Del Bianco, Gigliola Sica
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Patent number: 6034275Abstract: Tertiary amines of the formula ##STR1## wherein A.sup.1, A.sup.2, A.sup.3, A.sup.4, L, M, p, T, and Q are as defined herein, have antimycotic and cholesterol-lowering activity.Type: GrantFiled: December 6, 1996Date of Patent: March 7, 2000Assignee: Hoffmann-La Roche Inc.Inventors: Johannes Aebi, Henrietta Dehmlow, Jacques Himber, Synese Jolidon, Hans Lengsfeld, Olivier Morand, Gerard Schmid, Ku-Hua Ji
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Patent number: 5958916Abstract: The instant invention provides dihydronaphthalene and naphthalene compounds, intermediates, formulations, and methods for use in the treatment of bone loss or bone resorption.Type: GrantFiled: August 26, 1997Date of Patent: September 28, 1999Assignee: Eli Lilly and CompanyInventors: Henry Uhlman Bryant, Thomas Alan Crowell, Charles David Jones
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Patent number: 5811421Abstract: The present invention provides compounds of formula ##STR1## wherein R.sup.1 is --H, --OH, --O(C.sub.1 -C.sub.4 alkyl), --OCOC.sub.6 H.sub.5, --OCO(C.sub.1 -C.sub.6 alkyl), or --OSO.sub.2 (C.sub.4 -C.sub.6 alkyl);R.sup.2 is C.sub.1 -C.sub.6 alkyl or C.sub.5 -C.sub.7 cycloalkyl which is optionally substituted with 1 to 3 substitutents selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy, amino, nitro, and halo;X is --CH(OH)-- or --CH.sub.2 --;M is --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--;n is 2 or 3; andR.sup.3 is 1-piperidinyl, 1-pyrrolidinyl, methyl-1-pyrrolidinyl, dimethyl-1-pyrrolidinyl, 4-morpholino, dimethylamino, diethylamino, or 1-hexamethyleneimino; or a pharmaceutically acceptable salt thereof. Also provided are methods of using the compounds of the present invention for the treatment of various medical indications associated with post-menopausal syndrome, uterine fibroid disease, endometriosis, and aortal smooth muscle cell proliferation.Type: GrantFiled: July 16, 1996Date of Patent: September 22, 1998Assignee: Eli Lilly and CompanyInventors: Jeffrey Alan Dodge, Kennan Joseph Fahey, Charles David Jones, Charles Willis Lugar, III
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Patent number: 5773469Abstract: The invention relates to diaryl antimicrobial compounds of the general formula: ##STR1## where G, E L, J, q, m, X, Ar, W, p, n and A are as described herein, pharmaceutical compositions containing the compounds, methods for their production and their use in treating bacterial infections.Type: GrantFiled: June 18, 1996Date of Patent: June 30, 1998Assignee: Ortho Pharmaceutical CorporationInventors: Ramesh M. Kanojia, James P. Demers, Dennis J. Hlasta, Sigmond G. Johnson, Dieter H. Klaubert
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Patent number: 5693863Abstract: The present invention relates to methods for the production of E-1-?4'-(2-dimethylaminoethoxy)-phenyl!-1-(3'-hydroxyphenyl)-2-phenyl-1-bu tene of formula (I) which comprises heating the compound of formula (II) in the presence of an organic solvent and HCl gas and cooling the reaction to obtain the compound of formula (IIIa), and then heating the isolated compound of formula (IIIa) in the presence of sulfuric acid or hydrochloric acid to obtain the compound according to formula (I).Type: GrantFiled: September 23, 1996Date of Patent: December 2, 1997Assignee: Klinge Pharma GmbHInventors: Helmut Grill, Axel Woschina
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Patent number: 5691384Abstract: The present invention relates to a method of using triaryl-ethylene derivatives in the treatment or prevention bone tissue loss or osteoporosis.Type: GrantFiled: October 11, 1995Date of Patent: November 25, 1997Assignee: Hoechst Marion Roussel, Inc.Inventor: Alan J. Bitonti
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Patent number: 5643950Abstract: The invention relates to triphenylalkyl antibacterial compounds of the general formula: ##STR1## pharmaceutical compositions containing the compounds, and methods for their production and use. These compounds are effective in inhibiting the action of a bacterial histidine protein kinase and are thus useful as anti-infective agents against a variety of bacterial organisms, including organisms which are resistant to other known antibiotics.Type: GrantFiled: June 2, 1995Date of Patent: July 1, 1997Assignee: Ortho Pharmaceutical CorporationInventors: James P. Demers, Sigmond Johnson, Michele Ann Weidner-Wells, Ramesh M. Kanojia, Stephanie A. Fraga, Dieter Klaubert
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Patent number: 5637771Abstract: A method of lowering cholesterol which comprises administering to a host requiring such treatment an effective amount of a compound of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is C.sub.1-7 -alkyl and the other is C.sub.1-7 -alkyl or C.sub.2-6 -alkenyl-methyl;L is C.sub.1-11 -alkylene or C.sub.2-11 -alkenylene optionally bonded to the phenyl group via an O atom or L is 1,4-phenylene;n is 0 or, when L contains an O atom, n is 0 or 1;Q is C.sub.1-7 -alkyl, C.sub.2-10 -alkenyl or a group of formula ##STR2## wherein R is H, halogen, CF.sub.3, CN or NO.sub.2 ; R.sup.3 and R.sup.4 are H, C.sub.1-4 -alkyl or halogen; andR.sup.5 is H or, when R is H, R.sup.5 is H or halogen;or a pharmaceutically acceptable acid addition salt thereof, as well as certain compounds of formula I, are described.Type: GrantFiled: November 8, 1995Date of Patent: June 10, 1997Assignee: Hoffmann-La Roche Inc.Inventors: Johannes Aebi, Philipe Guerry, Synese Jolidon, Olivier Morand
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Patent number: 5589500Abstract: Compounds of the general formula (2) ##STR1## wherein n is an integer of from 3 to 10, the iodo substituent is in the 3- or 4-position and R.sup.1 and R.sup.2, which may be the same or different, represent C.sub.1-3 alkyl, especially methyl or ethyl, groups or R.sup.l represents a hydrogen atom and R.sup.2 a C.sub.1-3 alkyl group or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached represent a saturated heterocyclic group, especially a pyrrolidino group, in the form of their free bases or pharmaceutically acceptable acid addition salts are potent anti-oestrogenic compounds useful for treatment of oestrogen-dependent cancers, especially breast cancers. Compounds where the iodine atom is radioisotopic are useful in radiotherapy or gamma ray imaging of these cancers.Type: GrantFiled: January 17, 1995Date of Patent: December 31, 1996Assignee: British Technology Group LimitedInventors: Karen J. Edwards, Michael Jarman, Charles A. Laughton, Stephen Neidle, Ian R. Hardcastle
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Patent number: 5565611Abstract: The present invention provides a process for preparing an acid addition salt of the Z-isomer of a compound of the formula ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, or taken together with the nitrogen atom to which they are attached, form a nitrogen-containing heterocyclic group optionally containing other hetero atom or atoms; R.sup.3 and R.sup.4 represent H, a lower alkyl group, OH, a lower alkoxy group, a lower alkylcarbonyloxy group, an arylcarbonyloxy group optionally substituted with 1-2 substituents selected from lower alkyl, lower alkoxy, halo and CN on the benzene ring, a benzylcarbonyloxy group, a mono- or di(lower alkyl)aminocarbonyloxy group or a mono- or di(aryl)aminocarbonyloxy group; R.sup.Type: GrantFiled: June 6, 1995Date of Patent: October 15, 1996Assignee: Taiho Pharmaceutical Co., Ltd.Inventors: Shinozaki Fumihiko, Nagasawa Hiroshi, Maruhashi Kazuo
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Patent number: 5525633Abstract: The present invention relates to novel triaryl-ethylene derivatives that are useful as anti-neoplastic agents, antiatherosclerotic agents, and hypocholesterolemic agents.Type: GrantFiled: June 15, 1994Date of Patent: June 11, 1996Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Donald P. Matthews, Alan J. Bitonti, William A. Van Sickle, Donald A. Kaplan
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Patent number: 5495048Abstract: A method of lowering cholesterol which comprises administering to a host requiring such treatment an effective amount of a compound of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is C.sub.1-7 -alkyl and the other is C.sub.1-7 -alkyl or C.sub.2-6 -alkenyl-methyl;L is C.sub.1-11 -alkylene or C.sub.2-11 -alkenylene optionally bonded to the phenyl group via an O atom or L is 1,4-phenylene;n is 0 or, when L contains an O atom, n is 0 or 1;Q is C.sub.1-7 -alkyl, C.sub.2-10 -alkenyl or a group of formula ##STR2## wherein R is H, halogen, CF.sub.3, CN or NO.sub.2 ; R.sup.3 and R.sup.4 are H, C.sub.1-4 -alkyl or halogen; andR.sup.5 is H or, when R is H, R.sup.5 is H or halogen;or a pharmaceutically acceptable acid addition salt thereof, as well as certain compounds of formula I, are described.Type: GrantFiled: June 17, 1994Date of Patent: February 27, 1996Assignee: Hoffmann-La Roche Inc.Inventors: Johannes Aebi, Philipe Guerry, Synese Jolidon, Olivier Morand
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Patent number: 5491173Abstract: The invention provides novel compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2, which can be the same or different are H or OH, R.sub.3 is ##STR2## wherein R.sub.4 and R.sub.5, which can be the same or different are H or an alkyl group of 1 to 4 carbon atoms, and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof, which compounds include metabolites of toremifene and exhibit valuable pharmacological properties as oestrogenic, anti-oestrogenic, and progestanic agents.Type: GrantFiled: January 24, 1994Date of Patent: February 13, 1996Assignee: Orion-yhtyma OyInventors: Reijo J. Toivola, Arto J. Karjalainen, Kauko O. A. Kurkela, Marja-Liisa Soderwall, Lauri V. M. Kangas, Guillermo L. Blanco, Hannu K. Sundquist, Arja Kalapudas
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Patent number: 5464836Abstract: A description follows of benzophenones having an antifungal activity and responding to the general formula (I): ##STR1## wherein: R.sub.1 and R.sub.2, the same or different, represent C.sub.1 -C.sub.6 alkyl groups, C.sub.7 -C.sub.10 arylalkyl groups; or R.sub.1 and R.sub.2, considered jointly with N, represent a C.sub.3 -C.sub.8 heterocyclic group or a C.sub.2 -C.sub.7 heterocyclic group containing a second hetero-atom selected from O and S, said heterocyclic groups being optionally subsituted with one or more C.sub.1 -C.sub.4 alkyl groups;R.sub.3 and R.sub.4, the same or different, represent H atoms, C.sub.1 -C.sub.3 alkyl groups;K represents an oxygen atom or methylene;A represents a benzene group, optionally sustituted with one or more halogen atoms, C.sub.1 -C.sub.4 alkyl or haloalkyl groups, C.sub.1 -C.sub.4 alkoxylics, C.sub.1 -C.sub.4 haloalkoxylics;Y represents a C.sub.6 -C.sub.10 aryl group; said group may be optionally substituted with one or more halogen atomos, C.sub.1 -C.sub.Type: GrantFiled: October 5, 1993Date of Patent: November 7, 1995Assignee: Ministero dell'Universita` e della Ricerca Scientifica e TecnologicaInventors: Giovanni Camaggi, Lucio Filippini, Marilena Gusmeroli, Raul Riva, Carlo Garavaglia, Luigi Mirenna
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Patent number: 5410080Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each selected from the group consisting of C.sub.1 -C.sub.2 lower alkyl; X is NH or S; and n is a whole number within the range of 1-4 inclusive; and when n=0, X is (CH.sub.2).sub.3 and the pharmaceutically acceptable salts thereof have been shown to be effective in treating tamoxifen resistant tumors.Type: GrantFiled: February 10, 1994Date of Patent: April 25, 1995Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Alan J. Bitonti, Russell J. Baumann
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Patent number: 5219548Abstract: Applicants describe the synthesis of fluorotamoxifen and iodotamoxifen analogs with the halogen atom positioned on the aliphatic chain of the tamoxifen molecule. The halogenated-tamoxifen derivatives possess superior binding affinities to estrogen receptors of pig uteri compared with tamoxifen. The fluorinated tamoxifens have potential use in imaging estrogen receptors by PET whereas the iodinated tamoxifens have potential use in imaging estrogen receptors by SPECT. Rapid and efficient methods of preparing fluorotamoxifen and iodotamoxifen derivatives with high specific activity are also disclosed. Fluorotamoxifen and iodotamoxifen derivatives may advantageously be used as anti-cancer therapeutic agents to halt estrogen-receptor positive tumors.Type: GrantFiled: October 1, 1990Date of Patent: June 15, 1993Assignee: Board of Regents, The University of Texas SystemInventors: David J. Yang, Sidney Wallace
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Patent number: 5214046Abstract: The compound of the formula ##STR1## wherein each of R.sup.1 and R.sup.2 individually is hydrogen, lower alkyl or lower alkenyl or together signify straight-chain alkylene with 2 to 4 carbon atoms, R.sup.3 is hydrogen, halogen or lower alkyl, Q is alkylene with 4 to 11 carbon atoms and at least 4 carbon atoms between the two free valencies or alkenylene with 4 to 11 carbon atoms and at least 4 carbon atoms between the two free valencies and each of Y and Y' individually is a direct bond or the group --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or --C.tbd.C--, the group R.sup.1 R.sup.Type: GrantFiled: February 6, 1992Date of Patent: May 25, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Philippe Guerry, Synese Jolidon, Rene Zurfluh
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Patent number: 5192799Abstract: Amine represented by the following formula (1), or their acid addition salts or their quaternary ammonium salts. ##STR1## The amines of formula (1) or their pharmaceutically acceptable acid addition salts or quaternary ammonium salts are useful for the treatment and prevention of heart diseases of animals, particularly arrhythima, myocardial infarction, angina pectoris and heart failure and psychoneurological diseases.Type: GrantFiled: June 5, 1992Date of Patent: March 9, 1993Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Ikuo Tomino, Masaharu Ishiguro, Takumi Kitahara, Keiichi Yokoyama, Noriaki Kihara, Joji Kamiya, Kanji Yoshihara, Masaaki Ishii, Akira Mizuchi, Kazutoshi Horikomi, Akira Awaya, Takuo Nakano
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Patent number: 5091574Abstract: Tetrafunctional amine derivatives of digyclidyl ethers of Bisphenol A that are liquid at ambient temperatures and that are useful as curing agents for epoxy resins are disclosed together with the method by which they are prepared which comprises the steps of:dissolving the diglycidyl ether in a solvent (acetone or methyl ethyl ketone) and adding a polyoxyalkylene diamine in the mole ratio of about 4 to about 5 moles of the diglycidyl ether per mole of said polyoxyalkylene diamine to provide an initial reaction mixture,heating the initial reaction mixture with agitation at a temperature of about 80.degree. to about 160.degree. C.Type: GrantFiled: February 25, 1991Date of Patent: February 25, 1992Assignee: Texaco Chemical CompanyInventors: Jiang-Jen Lin, George P. Speranza
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Patent number: 5089529Abstract: 4-mono- and di-isobutylamino butanols of the formula (I): ##STR1## or a pharmaceutically acceptable salt thereof wherein R.sup.1 and R.sup.2 are the same or different and each is selected from the group consisting of hydrogen, halo, hydroxyl, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms and R is hydrogen or isobutyl, are useful for the treatment of circulatory disorders, particularly arrhythmias, in humans and animals.Type: GrantFiled: November 21, 1984Date of Patent: February 18, 1992Assignee: Nippon Shinyaku Co., Ltd.Inventors: Kiyoshi Kimura, Takeshi Yamaguchi, Iwao Morita, Tetsuo Murakami
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Patent number: 5047431Abstract: Novel (E)-1-[4'-(2-alkylaminoethoxy)phenyl]-1- (3'-hydroxyphenyl)-2-phenylbut-1-enes of the general formula ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different, provided that, when R.sup.1 and R.sup.2 are the same, each of them is a methyl or ethyl radical, and when R.sup.1 and R.sup.2 are different, one of them is hydrogen and the other is a methyl or ethyl radical, and the therapeutically compatible salts thereof, have a marked anti-estrogenic effect and are suitable for treating hormone-dependent mammary tumors.The compounds can be prepared by dehydrating carbinols of the general formula ##STR2## wherein R.sup.1 and R.sup.2 may be the same or different, provided that, when R.sup.1 and R.sup.2 are the same, each of them is a methyl or ethyl radical, and when R.sup.1 and R.sup.2 are different, one of them is a benzyl radical and the other is a methyl or ethyl radical; and wherein R.sup.Type: GrantFiled: May 14, 1990Date of Patent: September 10, 1991Assignee: Klinge Pharma GmbH & Co.Inventors: Helmut Schickaneder, Roland Loser, Helmut Grill
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Patent number: 4996225Type: GrantFiled: October 12, 1989Date of Patent: February 26, 1991Assignee: Farmos Group Ltd.Inventors: Reijo J. Toivola, Arto J. Karjalainen, Kauko O. A. Kurkela, Marja-Liisa Soderwall, Lauri V. M. Kangas, Guillermo L. Blanco, Hannu K. Sundquist
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Patent number: 4973755Abstract: This invention relates to new stereochemically pure and stable adducts of Z-1-(p-.beta.-dimethylaminoethoxyphenyl)-1-(p-hydroxyphenyl)-2-phenyl-but- 1-ene and certain solvents which by virtue of their marked antioestrogenic activities may be used for the therapeutic treatment of benign breast diseases and hormone-dependent mammary tumors, in particularly by percutaneous application.Type: GrantFiled: April 19, 1988Date of Patent: November 27, 1990Assignee: Heumann Pharma GmbH & Co.Inventors: Ingomar Grafe, Helmut Schickaneder, Peter W. Jungblut, Kurt H. Ahrens
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Patent number: 4960937Abstract: The invention concerns the direct preparation of trans-1,1,2-triphenyl-but-1-ene derivatives having the general formula 1 by dehydration of carbinols having the general formula 2 by heating in a strongly hydrochloric or sulphuric acid medium with the exclusion of organic solvents.Type: GrantFiled: October 27, 1988Date of Patent: October 2, 1990Assignee: Klinge Pharma GmbHInventors: Axel Woschina, Helmut Grill
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Patent number: 4861916Abstract: Compounds of the general formula I ##STR1## wherein Z is CR.sup.1 R.sup.2 (OR.sup.3) or phenyl,R.sup.1 being H, C.sub.1-6 -alkyl or phenyl,R.sup.2 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy andR.sup.3 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkanoyl andZ' is Y--[(CH.sub.2).sub.m --X].sub.n --,X being CH.sub.2 or 0,Y being OH; COOH or SO.sub.3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C.sub.1-20 -alkyl or C.sub.1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, andn and m each being the numbers 1-4,are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.Type: GrantFiled: December 3, 1986Date of Patent: August 29, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
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Iodotamoxifen derivatives and use for estrogen receptor-positive breast cancer detection and therapy
Patent number: 4839155Abstract: Iodotamoxifen derivatives which are compounds of formula (3) ##STR1## wherein X represents 3- or 4- iodo and R.sup.1 and R.sup.2, which may be the same or different, represent C.sub.1-3 alkyl, especially methyl or ethyl, groups or R.sup.1 represents a hydrogen atom and R.sup.2 a C.sub.1-3 alkyl group or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached represent a saturated heterocyclic group, especially a pyrrolidino, piperidino, 4-methylpiperidino or morpholino group, and their pharmaceutically acceptable acid addition salts are potent anti-estrogenic compounds useful for treatment of estrogen receptor-positive (hormone-dependent) breast cancers.Radioisotopic iodotamoxifen derivatives of formula (3) are useful in radiotherapy or gamma ray imaging of these cancers.Type: GrantFiled: September 9, 1987Date of Patent: June 13, 1989Assignee: National Research Development CorporationInventor: Raymond McCague -
Patent number: 4826672Abstract: Methods and kits for incorporating a radioactive astatine isotope (particularly .sup.211 At) into an organic compound by electrophilic astatodestannylation of organostannanes.Type: GrantFiled: June 7, 1985Date of Patent: May 2, 1989Assignee: President and Fellows of Harvard CollegeInventors: Richard A. Milius, Richard M. Lambrecht, William D. Bloomer
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Patent number: 4806685Abstract: A novel 1,1,2-triphenylpropene derivative, namely: ##STR1## acts on the endocrine system of rats. It exerts oestrogenic or antioestrogenic effects of varying strength in rats, and furthermore inhibits the growth of the mammary tumor induced by 7,12-dimethyl-benz(a)anthracene in rats.Type: GrantFiled: January 31, 1986Date of Patent: February 21, 1989Assignee: Gyogyszerkutato Inteezet/Pharmaceutical Research InstituteInventors: Gizella Abraham, Tibor Horvath, Lajos Toldy, Janos Borvendeg, Endre Csanyi, Eva Kiss, Ilona S. nee Hermann, Kalman Tory
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Patent number: 4696949Abstract: The invention provides novel compounds of the formula: ##STR1## wherein n is 0 to 4, R.sub.1 and R.sub.2, which can be the same or different are H, OH, alkoxy of 1 to 4 carbon atoms, benzyloxy or methoxymethoxy; R.sub.3 is H, OH, halogen, alkoxy of 1 to 4 carbon atoms, benzyloxy, methoxymethoxy, 2,3-dihydroxypropoxy or ##STR2## wherein m is 1 or 2, R.sub.6 and R.sub.7, which can be the same or different are H or an alkyl group of 1 to 4 carbon atoms, or ##STR3## can form an N-containing three-, four-, five- or six-membered heterocyclic ring; R.sub.4 is OH, F, Cl, Br, I, mesyloxy, tosyloxy, alkylcarbonyloxy of 1 to 4 C-atoms, formyloxy or CH.sub.2 R.sub.4 is replaced by CHO; R.sub.5 is H or OH; or R.sub.4 and R.sub.5 together form an --O-- bridge between the carbon atoms to which they are attached, and their non-toxic pharmaceutically acceptable salts and esters and mixtures thereof. Processes for the preparation of these compounds are described, and also novel pharmaceutical compositions containing them.Type: GrantFiled: January 29, 1986Date of Patent: September 29, 1987Assignee: Farmos Group Ltd.Inventors: Reijo J. Toivola, Arto J. Karjalainen, Kauko O. A. Kurkela, Marja-Liisa Soderwall, Lauri V. M. Kangas, Guillermo L. Blanco, Hannu K. Sunduiqst
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Patent number: 4691059Abstract: This invention describes UV-stabilized step growth polymers such as polyesters, polyurethanes, polycarbonates, and combinations thereof. The UV-stabilizing moieties present in these polymers comprise chemically bound, pendant ortho-hydroxydiphenyl ketone based moieties. The polymers are especially useful as protective films and fibers which are highly resistant to ultraviolet (UV) and sunlight degradation.Type: GrantFiled: August 30, 1985Date of Patent: September 1, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Sumita B. Mitra, Smarajit Mitra