Chalcogen Bonded Directly To The Metal (e.g., Arsine Oxides, Etc.) Patents (Class 556/71)
  • Patent number: 8796329
    Abstract: Organic arsenical compounds are useful to inhibit angiogenesis in a variety of disease conditions.
    Type: Grant
    Filed: September 28, 2007
    Date of Patent: August 5, 2014
    Assignee: Ziopharm Oncology, Inc.
    Inventors: Barbara P. Wallner, Philip B. Komarnitsky
  • Patent number: 8222440
    Abstract: The present invention provides organic arsenicals which may be used to treat numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia.
    Type: Grant
    Filed: January 16, 2007
    Date of Patent: July 17, 2012
    Assignee: The Texas A&M University System
    Inventor: Ralph A. Zingaro
  • Publication number: 20100331403
    Abstract: The present invention provides methods of synthesizing organic arsenicals. Many of these compounds have potent in vitro cytotoxic activity against numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia.
    Type: Application
    Filed: December 12, 2008
    Publication date: December 30, 2010
    Inventors: John C. Amedio, JR., Frank Walter Waligora
  • Publication number: 20090306362
    Abstract: The composition for the alkylation according to the present invention is characterized in that the composition contains a cobalt complex. The method of detoxifying the harmful compound according to the present invention, is characterized in that a harmful compound containing at least one element selected from the groups comprising arsenic, antimony and selenium is detoxified by the alkylation of the harmful compound, in the presence of the composition according to the present invention.
    Type: Application
    Filed: July 24, 2007
    Publication date: December 10, 2009
    Applicants: Nippon Sheet Glass Company, Limited, KYUSHU UNIVERSITY
    Inventors: Koichiro Nakamura, Yoshio Hisaeda, Ling Pan
  • Publication number: 20090299008
    Abstract: An organoantimony compound represented by the formula (1), processes for producing polymers with use of the compound, and polymers wherein R1 and R2 are C1-C8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R3 and R4 are each a hydrogen atom or C1-C8 alkyl, and R5 is aryl, substituted aryl, an aromatic heterocyclic group, oxycarbonyl or cyano.
    Type: Application
    Filed: June 23, 2005
    Publication date: December 3, 2009
    Applicants: OTSUKA CHEMICAL CO., LTD., JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Shigeru Yamago, Biswajit Ray, Takashi Kameshima, Kazuhiro Kawano
  • Patent number: 7619000
    Abstract: Arsenic trioxide, an inorganic compound, is commercially available anti-cancer agent but it carries significant toxicity. Organic arsenicals, on the other hand, are much less toxic, to the extent that the methylation of inorganic arsenic in vivo into organic arsenicals has been considered a detoxification reaction. New organic arsenic derivatives have been synthesized, including S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid and S-dimethylarsino-thiobenzoic acid, and established its potent in vitro cytotoxic activity against numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia. Results form a basis for the development of S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid, S-dimethylarsino-thiobenzoic acid, and other organic arsenicals as an anti-cancer therapy, combining high efficacy with very low, if any, toxicity.
    Type: Grant
    Filed: February 6, 2006
    Date of Patent: November 17, 2009
    Assignees: The Texas A&M University System, Board of Regents, The University of Texas System
    Inventors: Ralph A. Zingaro, Emil J. Freireich, Hatice Duzkale, Hagop Kantarjian, Srdan Verstovsek, Merida Sotelo-Lerma
  • Publication number: 20090233894
    Abstract: The present invention provides organic arsenicals which may be used to treat numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia.
    Type: Application
    Filed: January 16, 2007
    Publication date: September 17, 2009
    Applicant: The Texas A&M University System
    Inventor: Ralph A. Zingaro
  • Patent number: 7420074
    Abstract: A process to prepare substituted aryl pnictogen derivatives comprising contacting a fluoropolyether or fluoroalkyl primary bromide or iodide, with a pnictogen derivative such as triaryl phosphine, triaryl arsine, or triaryl stibine or triaryl phosphine oxide, triaryl arsine oxide or triaryl stibine oxide, to produce the corresponding fluoropolyether- or fluoroalkyl- substituted aryl phosphine oxide, aryl arsine oxide or aryl stibine oxide; and optionally, contacting the oxide product with a reducing agent to form the corresponding substituted aryl phosphine, arsine or stibine.
    Type: Grant
    Filed: December 22, 2006
    Date of Patent: September 2, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Jon L. Howell, Kevin Anthony Hay
  • Patent number: 7405314
    Abstract: The present invention provides organic arsenicals. Many of these compounds have potent in vitro cytotoxic activity against numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia.
    Type: Grant
    Filed: October 17, 2005
    Date of Patent: July 29, 2008
    Assignees: The Texas A&M University System, Board of Regents, The University of Texas System
    Inventors: Ralph A. Zingaro, Hatice Duzkale, Emil J. Freireich, Hagop Kantarjian, Merida Sotelo-Lerma, Srdan Verstovsek, Mingzhang Gao
  • Patent number: 7396948
    Abstract: A process to prepare substituted aryl pnictogen derivatives comprising contacting a fluoropolyether or fluoroalkyl primary bromide or iodide, with a pnictogen derivative such as triaryl phosphine, triaryl arsine, or triaryl stibine or triaryl phosphine oxide, triaryl arsine oxide or triaryl stibine oxide, to produce the corresponding fluoropolyether- or fluoroalkyl-substituted aryl phosphine oxide, aryl arsine oxide or aryl stibine oxide; and optionally, contacting the oxide product with a reducing agent to form the corresponding substituted aryl phosphine, arsine or stibine.
    Type: Grant
    Filed: December 22, 2006
    Date of Patent: July 8, 2008
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Jon L. Howell, Kevin Anthony Hay
  • Patent number: 6995188
    Abstract: Arsenic trioxide, an inorganic compound, is commercially available anti-cancer agent but it carries significant toxicity. Organic arsenicals, on the other hand, are much less toxic, to the extent that the methylation of inorganic arsenic in vivo into organic arsenicals has been considered a detoxification reaction. New organic arsenic derivatives have been synthesized, including S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid and S-dimethylarsino-thiobenzoic acid, and established its potent in vitro cytotoxic activity against numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia. Results form a basis for the development of S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid, S-dimethylarsino-thiobenzoic acid, and other organic arsenicals as an anti-cancer therapy, combining high efficacy with very low, if any, toxicity.
    Type: Grant
    Filed: January 13, 2005
    Date of Patent: February 7, 2006
    Assignees: Board of Regents, The University of Texas System, The Texas A&M University System
    Inventors: Ralph A. Zingaro, Emil J. Freireich, Hatice Duzkale, Hagop Kantarjian, Srdan Verstovsek, Merida Sotelo-Lerma
  • Patent number: 6911471
    Abstract: Arsenic trioxide, an inorganic compound, is commercially available anti-cancer agent but it carries significant toxicity. Organic arsenicals, on the other hand, are much less toxic, to the extent that the methylation of inorganic arsenic in vivo into organic arsenicals has been considered a detoxification reaction. New organic arsenic derivatives have been synthesized, including S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid and S-dimethylarsino-thiobenzoic acid, and established its potent in vitro cytotoxic activity against numerous human tumor cell lines, both of solid and hematological origin, as well as against malignant blood cells from patients with leukemia. Results form a basis for the development of S-dimethylarsino-glutathione, S-dimethylarsino-thiosuccinic acid, S-dimethylarsino-thiobenzoic acid, and other organic arsenicals as an anti-cancer therapy, combining high efficacy with very low, if any, toxicity.
    Type: Grant
    Filed: January 7, 2003
    Date of Patent: June 28, 2005
    Assignees: The Texas A&M University System, Board of Regents, The University of Texas System
    Inventors: Ralph A. Zingaro, Emil J. Freireich, Hatice Duzkale, Hagop Kantarjian, Srdan Verstovsek, Merida Sotelo-Lerma
  • Patent number: 6846870
    Abstract: Synthetic hydrotalcites of the general formula [M2+1-xM3+x(OH)2]x+[An?x/n·mH2O]x? where M2+ is a divalent cation, M3+ is a trivalent cation and An? is an organic anion selected from straight chain carboxylates of C16-C18 acids, carboxylates of aromatic acids, carboxylates of acrylic acid, unsaturated carboxylates of methacrylic acid, unsaturated carboxylates of vinylacetic acid and C2 and higher organic acids containing heteroatoms such as nitrogen, phosphorous, sulfur and halogens are disclosed, along with methods of synthesis and uses.
    Type: Grant
    Filed: January 11, 2002
    Date of Patent: January 25, 2005
    Assignee: Sunoco, Inc. (R&M)
    Inventors: Gwendolyn Hawk, Masaki Fujii, George R. Gallaher, Jr., Sehyun Kim, Edwin B. Townsend, IV, Thomas S. Brima
  • Patent number: 6686458
    Abstract: The present invention features biarsenical molecules. Target sequences that specifically react with the biarsenical molecules are also included. The present invention also features kits that include biarsenical molecules and target sequences. Tetraarsenical molecules are also featured in the invention.
    Type: Grant
    Filed: April 19, 2002
    Date of Patent: February 3, 2004
    Assignee: The Regents of the University of California
    Inventors: Roger Y. Tsien, B. Albert Griffin
  • Publication number: 20020115713
    Abstract: The invention provides anti-thiol reagents which inhibit enzyme activity of cell-associated protein disulfide isomerase (PDI) by oxidizing or blocking PDI active site vicinal thiol groups which normally participate in disulfide bond rearrangement of PDI substrates. Inhibition of this PDI function is particularly useful in blocking PDI-mediated entry of HIV or other virions into a host cell, as well as inhibiting lymphocyte traffic through the lymph nodes. The invention further provides an assay for the identification of such PDI inhibitors based on the discovery that inhibitors of the invention also induce shedding of the leucocyte L-selectin adhesion molecule.
    Type: Application
    Filed: December 5, 2001
    Publication date: August 22, 2002
    Inventors: Rogelj Snezna, Larry A. Sklar, Robert B. Palmer
  • Patent number: 6005127
    Abstract: An antimony/Lewis base adduct of the formula SbR.sub.3.L, wherein each R is independently selected from C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 perfluoroalkyl, C.sub.1 -C.sub.8 haloalkyl, C.sub.6 -C.sub.10 aryl, C.sub.6 -C.sub.10 perfluoroaryl, C.sub.6 -C.sub.10 haloaryl, C.sub.6 -C.sub.10 cycloalkyl, substituted C.sub.6 -C.sub.10 aryl and halo; and L is a Lewis base ligand coordinating with SbR.sub.3. The adducts of the invention are useful as metal source compositions for chemical vapor deposition, assisted chemical vapor deposition (e.g., laser-assisted chemical vapor deposition, light-assisted chemical vapor deposition, plasma-assisted chemical vapor deposition and ion-assisted chemical vapor deposition), ion implantation, molecular beam epitaxy, and rapid thermal processing, to form antimony or antimony-containing films.
    Type: Grant
    Filed: November 24, 1997
    Date of Patent: December 21, 1999
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Michael A. Todd, Thomas H. Baum, Gautam Bhandari
  • Patent number: 5698743
    Abstract: Preparation of methylene-bridged compounds of the formula I ##STR1## where R.sup.1 to R.sup.4 are identical or different and are each saturated C.sub.1 -C.sub.30 -hydrocarbyl, unsubstituted phenyl, phenyl substituted by substituents inert under the reaction conditions, or hydrogen, E.sup.1 and E.sup.2 are identical or different and are each phosphorus, arsenic or antimony, and X is a chemical bond or oxygen by reacting a tin compound of the general formula IIR.sub.3.sup.5 Sn--CH.sub.2 M, IIwhere R.sup.5 is C.sub.1 --C.sub.20 -hydrocarbyl and M is an alkali metal, with a compound of the general formula III ##STR2## where Y is halogen, metallating the thus-obtained tin compound of the general formula IV ##STR3## with an alkali organometallic, and reacting the product with a compound of the general formula V ##STR4## to give a methylene-bridged compound of the formula I. And novel bis(diorganophosphino)methanes.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: December 16, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Arthur Hohn, Justin Wolf
  • Patent number: 5349076
    Abstract: Disclosed is an improved method of preparation of trifluoromethylthiocopper n a very highly purified state and its application to the synthesis of organic and inorganic compounds containing the trifluoromethylthio moiety. Biological testing has shown that dimethyl(trifluoromethylthio)arsine is one of the most potent lung irritants known.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: September 20, 1994
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Shekar Munavalli, David I. Rossman
  • Patent number: 5047567
    Abstract: A solid composition of matter comprising heteropolyoxo vanadium oxide compounds of the general formula: (R'.sub.4 N).sub.x H.sub.y (VO.sub.b).sub.a (RQO.sub.3).sub.-- nH.sub.2 O) wherein (VO.sub.b).sub.a (RQO.sub.3) is a molecular anion; R' is a substituted or unsubstituted monovalent organic group covalently bound to nitrogen to form a tetraorgano ammonium cation (R'.sub.4 N); R is a substituted or unsubstituted monovalent organic group covalently bound to Q to form an organophosphorus or organoarsenous group; R and R' are selected from the group consisting of C.sub.1 -C.sub.20 alkyl, aryl, hetero alkyl, hetero aryl or mixtures thereof; Q is a phosphorus or arsenic atom; a is about 1.0 to about 3.0; b is about 1.0 to about 2.0; (x+y) are determined by the vanadium oxidation state (m) where (x+y) equals (2ab+2)-ma and where (x+y) and x can not equal zero; and n is zero or a positive number.
    Type: Grant
    Filed: September 17, 1990
    Date of Patent: September 10, 1991
    Assignee: Exxon Research & Engineering Company
    Inventors: Guohe Huan, Allan J. Jacobson
  • Patent number: 5026886
    Abstract: A process is disclosed for preparing biaryl, bidentate ligands comprising:(1) contacting a biaryl compound having the structural formula: ##STR1## with a proton abstracting agent under conditions suitable to form a biaryl dianion, which is then(2) contacted with a Group V compound of the formula: ##STR2## where X' is halogen or a suitable leaving group.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: June 25, 1991
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Gerald W. Phillips, Thomas A. Puckette, Thomas J. Devon
  • Patent number: 4956055
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralyky, alkaryl, alkoxyalky, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 where Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatieves thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 11, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4954227
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each AR is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 4, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4900855
    Abstract: A method is provided for highly pure mono- and dialkylarsines, particularly removing substantially all silicon-containing impurities. A mono- or dialkylarsine is reacted with either an alkali metal or an alkali metal hydrocarbyl, thereby producing an alkali metal alkylarsenide. Silicon, germanium, zinc and other metallic impurities are removed from the alkali alkylarsenide. Mono- and dialkylarsine is then regenerated by reaction of the alkali metal alkylarsenide with a proton donor.
    Type: Grant
    Filed: December 14, 1988
    Date of Patent: February 13, 1990
    Assignee: CVD Incorporated
    Inventors: Benjamin C. Hui, Ravindra K. Kanjolia, Jorg Lorberth
  • Patent number: 4879416
    Abstract: The process for preparing a bidentate ligand comprising the steps,(1) contacting with ozone under ozonolysis conditions a suspension in a hydroxylic reaction medium of phenanthrene or a phenanthrene derivative to form an ozonated intermediate,(2) contacting said ozonated intermediate with a reducing agent under conditions appropriate to form the corresponding diol,(3) contacting said diol with a latent displaceable functional group under conditions appropriate to convert the diol to the corresponding difunctional biaryl compound, and(4) contacting said difunctional biaryl compound, with an anion of N, P, As, Sb or Bi under conditions appropriate to form the desired bidentate ligand.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventors: Thomas A. Puckette, Thomas J. Devon, Gerald W. Phillips, Jerome L. Stavinoha
  • Patent number: 4879008
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and y bonds are attached to adjacent carbon atoms on the ring structure;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: November 9, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette