Plural Ring Oxygens In The Lactone Ring Patents (Class 549/267)
  • Patent number: 5286842
    Abstract: A process for producing a biodegradable polymer, which comprises subjecting a cyclic compound of the following formula (1) or (2) to ring opening polymerization: ##STR1## wherein R.sub.1 is a C.sub.1-10 alkyl group, ##STR2## wherein R.sub.2 is a C.sub.1-10 alkyl group, and R.sub.3 is a hydrogen atom or a C.sub.1-10 alkyl group.
    Type: Grant
    Filed: June 30, 1992
    Date of Patent: February 15, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventor: Yoshiharu Kimura
  • Patent number: 5264547
    Abstract: An optically active 7-substituted-1,4-dioxepan-5-one derivative represented by the general formula (I): ##STR1## wherein R represents an alkyl group having from 1 to 5 carbon atoms; and * means an asymmetric carbon atom, is disclosed. An optically active polymer represented by formula (II): ##STR2## wherein R and * are as defined above; and n is an integer of 25 or more, obtained by ring opening polymerization of the optically active 7-substituted-1,4-dioxepan-5-one derivative represented by formula (I) is also disclosed. A process for producing the optically active polymer represented by formula (II) is further disclosed, comprising subjecting an optically active 7-substituted-1,4-dioxepan-5-one derivative represented by formula (I) to ring opening polymerization in the presence of at least one catalyst selected from the group consisting of (i) an organotin compound, (ii) an organoaluminum compound and water, and (iii) an organozinc compound and water.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: November 23, 1993
    Assignee: Takasago International Corporation
    Inventors: Akio Yamaguchi, Yoji Hori, Susumu Akutagawa
  • Patent number: 5243044
    Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: September 7, 1993
    Assignee: International Therapeutics, Inc.
    Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
  • Patent number: 5233029
    Abstract: The invention relates to elaiophylin derivatives of the formula I, II and III ##STR1## in which the substituents R(1), R(2), R(3) and R(3)' have the specified meanings. The compounds have antibacterial and antiviral activity.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: August 3, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Hammann, Gerhard Kretzschmar
  • Patent number: 5221755
    Abstract: An optically active 7-substituted-1,4-dioxepan-5-one derivative represented by the general formula (I): ##STR1## wherein R represents an alkyl group having from 1 to 5 carbon atoms; and * means an asymmetric carbon atom, is disclosed. An optically active polymer represented by formula (II): ##STR2## wherein R and * are as defined above; and n is an integer of 25 or more, obtained by ring opening polymerization of the optically active 7-substituted-1,4-dioxepan-5-one derivative represented by formula (I) is also disclosed. A process for producing the optically active polymer represented by formula (II) is further disclosed, comprising subjecting an optically active 7-substituted-1,4-dioxepan-5-one derivative represented by formula (I) to ring opening polymerization in the presence of at least one catalyst selected from the group consisting of (i) an organotin compound, (ii) an organoaluminum compound and water, and (iii) an organozinc compound and water.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: June 22, 1993
    Assignee: Takasago International Corporation
    Inventors: Akio Yamaguchi, Yoji Hori, Susumu Akutagawa
  • Patent number: 5214158
    Abstract: Macrocyclic polyester oligomer compositions comprising alkylene isophthalate or terephthalate units or the like are prepared by the reaction of a diol with a diacid chloride in the presence of a catalytic amount of at least one amine characterized by substantially no steric hindrance around the basic nitrogen atom, and an acid accepting amount of at least one other tertiary amine such as triethylamine. The reaction is conducted under substantially anhydrous conditions.
    Type: Grant
    Filed: June 3, 1991
    Date of Patent: May 25, 1993
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Jean E. Bradt
  • Patent number: 5196447
    Abstract: The marine bryozoan Bugula neritina has been found to contain a novel 22-membered macrocyclic lactone which is an inhibitor of lymphocytic leukemia as measured by the US National Cancer Institute's P 388 and in vitro evaluation system. The novel lactone is herein denominated "neristatin 1" and is elucidated.
    Type: Grant
    Filed: August 8, 1991
    Date of Patent: March 23, 1993
    Assignee: Arizona Board of Regents, a body Corporate of The State of Arizona, Acting on behalf of Arizona State University
    Inventors: George R. Pettit, Feng Gao
  • Patent number: 5194605
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds inhibit the angiotensinogen-cleaving action of the natural proteolytic enzyme, renin, are useful in treating, preventing or managing renin-associated hypertension, hyperaldosteronism, congestive heart failure, and glaucoma.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: March 16, 1993
    Assignee: Merck & Co., Inc.
    Inventors: William J. Greenlee, Ralph A. Rivero, Ann E. Weber, Lihu Yang
  • Patent number: 5138074
    Abstract: A continuous catalyzed vapor phase process for the production of dimeric cyclic esters which comprises converting the corresponding alpha-hydroxy-carboxylic acid or ester in the vapor phase over a solid catalyst, such as a silica-alumina, preferably a silica-alumina having a high silica content, in the presence of a carrier of gas.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: August 11, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Harold E. Bellis, Kamlesh K. Bhatia
  • Patent number: 5112742
    Abstract: The present invention relates to the method of screening for antibiotics employing a cyanobacterium, Nostoc muscorum A. The cyanobacterium is photoinduced under specified growing conditions to enable the cyanobacterium to be employed for screening of chemicals or organisms that exhibit anti-adhesin properties. These anti-adhesin properties are characterized by zones of interference in the photoinduced lawns of the cyanobacterium.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: May 12, 1992
    Assignee: State University of New York
    Inventor: Norman Lazaroff
  • Patent number: 5096922
    Abstract: The invention relates to cyclic antibiotics of formula ##STR1## wherein the prefix R represents that the substituents on the adjacent carbon atom are in the R configuration; the prefix S represents that the substituents on the adjacent carbon atom are in the S configuration;R.sub.1 is hydrogen or hydroxy and R.sub.2 is hydroxy and salts thereof, especially pharmaceutically acceptable salts.The compounds of formula I are prepared by fermentation using the strain So ce 12 (NCIB 12134) of the species Sorangium cellulosum and are effective antibiotics.
    Type: Grant
    Filed: April 23, 1990
    Date of Patent: March 17, 1992
    Assignee: Gesellschaft fur Biotechnologische Forschung mbH
    Inventors: Hans Reichenbach, Gerhard Hofle, Hermann Augustiniak, Norbert Bedorf, Klaus Gerth, Herbert Irschik, Rolf Jansen, Brigitte Kunze, Dietmar Schomburg, Heinrich Steinmetz, Wolfram Trowitzsch-Kienast, Victor Wray
  • Patent number: 5089487
    Abstract: Cardioactive compounds of the formula ##STR1## in which R.sup.1 and R.sup.8 and R.sup.14 and R.sup.15 can be hydrogen or various organic radicals.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: February 18, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Frobel, Jan-Bernd Lenfers, Peter Fey, Andreas Knorr, Johannes-Peter Stasch, Hartwig Muller, Erwin Bischoff, Hans-Georg Dellweg
  • Patent number: 5072004
    Abstract: Bryostatin 2 is converted to bryostatin 1 by a selective protection and dotection strategy involving the C-26 hydroxyl group.
    Type: Grant
    Filed: December 31, 1990
    Date of Patent: December 10, 1991
    Assignee: Arizona Board of Regents acting on behalf of Arizona State University
    Inventor: George R. Pettit
  • Patent number: 5026878
    Abstract: Derived macrocyclic compounds of the formula I ##STR1## where R is hydrogen, methyl or certain acyl groups, the dotted line in the 9,10-position is a saturated bond or, in the event that R is methyl, is also a double bond, and X is a keto group, or a substituted or unsubstituted oxime, hydrazone or semicarbazone, represent effective microbicides for controlling plant diseases. They can be employed in the customary formulation as agrochemical agents.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Bettina Bohlendorf, Norbert Bedorf, Gerhard Hofle, Dietmar Schummer, Marius Sutter
  • Patent number: 5011845
    Abstract: Compounds of the formula ##STR1## wherein R.sup.5 represents C.sub.1 to C.sub.6 -alkyl or the group--(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m --Ar wherein Z represents O, S or --CH.sub.2 --and Ar is phenyl, optionally substituted by one or two groups selected from the group consisting of hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.2, CF.sub.3, CN, R.sup.6 -S(O).sub.x, R.sup.7 --CO--,(R.sup.8 R.sup.9)NCO-and phenyl, wherein x is 0, 1 or 2, and each R.sup.6, R.sup.7, R.sup.8 and R.sup.9 is independently C.sub.1 to C.sub.6 alkyl or two adjacent groups on Ar may form together an additional fused benzenoid ring; n and m independently represent integers of from 1 to 8; and ring Q represents one of the rings Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 below: ##STR2## X is N or C--R.sup.1 ; Y is N or C--R.sup.4 ;W represents O or S;each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently selected from hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: April 30, 1991
    Assignee: Schering Corporation
    Inventors: David J. Blythin, Ho-Jane Shue, Ashit K. Ganguly
  • Patent number: 4997820
    Abstract: Novel macrocyclic compounds of the formual I ##STR1## where the dotted line in the 9,10-position is a saturated bond or a double bond, alternatively, and R is hydrogen, methyl or certain acyl radicals, and R.sub.o is hydrogen, halogen, azido, thiol, hydroxyl or --OY, where Y is, among other radicals, an ether radical, a silyl group, a sulfonyl group, a sugar radical or a (thiol)acyl radical, and R being methyl if there is a double bond in the 9,10-position, have microbicidal properties for the control of phytopathogenic microorganisms. They can be employed in the customary formulation for the control of plant disease.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: March 5, 1991
    Assignees: Gesellschaft fur Biotechnologische Forschung mbH, Ciba-Geigy Corporation
    Inventors: Marius Sutter, Norbert Bedorf, Gerhard Hofle, Dietmar Schummer, Bettina Bohlendorf
  • Patent number: 4996229
    Abstract: Scytophycins A, B, C, D and E, an aldehyde and alcohol derivative of scytophycin B and the specified alkanoyl and benzoyl esters of scytophycins A, B, C, D and E and the B derivatives (scytophycin compounds) are novel antineoplastic and antifungal agents. Antifungal compositions containing a scytophycin compound and methods of inhibiting fungi, especially plant pathogenic fungi, using these compositions are included. A method for producing the scytophycin complex, comprising scytophycins A, B, C, D and E, using a new strain of the blue-green alga Scytonema pseudohofmanni, and a biologically purified culture of the alga are also provided.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: February 26, 1991
    Assignees: University of Hawaii, Eli Lilly and Company
    Inventors: Richard E. Moore, Eiichi Furusawa, Ted R. Norton, Gregory M. L. Patterson, Jon S. Mynderse
  • Patent number: 4990629
    Abstract: Lactones of the following general formula: ##STR1## wherein R.sub.1 and R.sub.2 each represent a hydrogen atom or an alkyl group and n represents an integer of 0 to 10, are produced by reacting a diol, formaldehyde and carbon monoxide in the presence of copper (I) or silver carbonyl complex catalyst in a strong acid.
    Type: Grant
    Filed: January 3, 1989
    Date of Patent: February 5, 1991
    Assignee: Agency of Industrial Science & Technology
    Inventor: Yoshie Souma
  • Patent number: 4985451
    Abstract: The invention relates to elaiophylin derivatives of the formula I, II and III ##STR1## in which the substituents R(1), R(2), R(3) and R(3)' have the specified meanings. The compounds have antibacterial and antiviral activity.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: January 15, 1991
    Assignee: Hoeschst Aktiengesellschaft
    Inventors: Peter Hamann, Gerhard Kretzschmar
  • Patent number: 4976770
    Abstract: 12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid and certain derivatives thereof (glyoxylates) exhibit plant growth regulant and herbicidal activity when applied to a plant locus.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: December 11, 1990
    Assignee: Fermenta ASC Corporation
    Inventors: Keith D. Barnes, Frederick W. Hotzman, Lawrence E. Limpel, Thomas A. Magee
  • Patent number: 4973696
    Abstract: A stereoselective process is described for preparing optically active alpha,beta-disubstituted carbonyl compounds, comprising forming an acetal between an alpha,beta-unsaturated aldehyde or ketone and tartaric acid or a derivative thereof, halogenating the product thus obtained, and restoring the carbonyl compound.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: November 27, 1990
    Assignee: Zambon S.p.A.
    Inventors: Claudio Giordano, Graziano Castaldi, Silvia Cavicchioli, Francesco Minisci
  • Patent number: 4970331
    Abstract: Vinyl ethers having a carboxyl group in a form of salt are stable and is usable as materials for fluorine-containing copolymers. The vinyl ethers can provide sable monomer compositions by mixing with vinyl ethers having a free carboxyl group when the former vinyl ethers are present in an amount of not less than 1% by mole of the latter vinyl ethers. The fluorine-containing copolymer prepared by copolymerizing fluoroolefins with the vinyl ethers are useful as aqueous coatings particularly electro dip coatings.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: November 13, 1990
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsushiro Yoshimura, Nobuyuki Tomihashi, Tsutomu Terada, Masayuki Yamana, Kazuhiro Nakai, Takayuki Araki
  • Patent number: 4954517
    Abstract: A macrocyclic compound of the formula I, ##STR1## in which the substituents have the following meaning: X is hydrogen or methyl, Y is hydrogen, --CHO, --COCH.sub.3, --COCH.sub.2 OCH.sub.3, --COCH.sub.2 OCH.sub.3, --COCH.sub.2 NH.sub.2, benzyl, methyl or a silyl group, and A--B--C is the following C.sub.3 -chain members: ##STR2## in which R.sub.1, R.sub.2 and R.sub.3, independently of one another, are hydrogen, methyl, --CHO, --COCH.sub.2 OCH.sub.3, --COCH.sub.2 OCH.sub.3, --COCH.sub.2 NH.sub.2 or a silyl group, and R.sub.4 and R.sub.5 are hydrogen, halogen or --COO(C.sub.1 --C.sub.3) alkyl, is suitable for controlling and preventing plant diseases. A compound of this type can be employed in a customary manner in the form of plant-protecting agents formulated with carrier substances and extenders.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: September 4, 1990
    Assignees: Gesellschaft fur Biotechnologische Forschung mbH, Ciba-Geigy Corporation
    Inventors: Marius Sutter, Bettina Bohlendorf, Norbert Bedorf, Gerhard Hofle
  • Patent number: 4940804
    Abstract: Derived macrocyclic compounds of the formula I ##STR1## where R is hydrogen, methyl or certain acyl groups, the dotted line in the 9,10-position is a saturated bond or, in the event that R is methyl, is also a double bond, and X is a keto group, or a substituted or unsubstituted oxime, hydrazone or semicarbazone, represent effective microbicides for controlling plant diseases. They can be employed in the customary formulation as agrochemical agents.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: July 10, 1990
    Assignees: Gesellschaft fur Biotechnologische Forschung mbH, Ciba-Geigy Corporation
    Inventors: Bettina Bohlendorf, Norbert Bedorf, Gerhard Hofle, Dietmar Schummer, Marius Sutter
  • Patent number: 4940726
    Abstract: The isolation and elucidation of novel caffrane macrocyclic lactones denominated "Combretastatin D-1" and "Combretastatin D-2", each of which was found to possess unexpected cell growth inhibitory properties.
    Type: Grant
    Filed: April 26, 1989
    Date of Patent: July 10, 1990
    Assignee: Arizona Board of Regents
    Inventors: George R. Pettit, Sheo B. Singh
  • Patent number: 4914216
    Abstract: Streptomyces parvullus, DSM 3816, produces on aerobic fermentation new antibiotics which are distinguished by antimicrobial activity even after derivatization.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: April 3, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Hammann, Susanne Grabley, Hartmut Voelskow, Burkhard Sachse, Wolfgang Raether, Carlo Giani, Gerhard Seibert
  • Patent number: 4873347
    Abstract: It is possible to prepare the demalonyl compound of macrolide lactones by hydrolysis in the presence of a base without a retro-aldol cleavage occurring.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: October 10, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Hammann, Susanne Grabley, Wolfgang Raether, Bernd Ciommer, Heinz Kluge, Burkhard Sachse
  • Patent number: 4866139
    Abstract: Poly(C.sub.5 -C.sub.9 lactone) adducts are made by reacting a C.sub.5 -C.sub.9 lactone with a post reacted hydrocarbyl substituted C.sub.4 -C.sub.10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl succinic anhydride, which, in turn, preferably was made by reacting a polymer of a C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a number average molecular weight of about 700 to 5,000, with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 0.7 to 2.0 dicarboxylic acid producing moieties per molecular of said olefin polymer used in the reaction mixture, and then, post reacting the substituted acid, anhydride or ester with a polyol such as pentaerythritol or THAM. The resulting adducts are useful per se as oil soluble dispersant additives useful in fuel and lubricating compositions including concentrates containing the additives.
    Type: Grant
    Filed: October 7, 1986
    Date of Patent: September 12, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 4866140
    Abstract: C.sub.5 -C.sub.9 lactone based adduct materials are made by reacting a C.sub.5 -C.sub.9 lactone with a polyamine, a polyol or an amino alcohol to form a lactone adduct intermediate, and thereafter reacting the intermediate with a hydrocarbyl substituted C.sub.4 -C.sub.10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl succinimide, which, in turn, preferably was made by reacting a polymer of a C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a molecular weight of about 300 to 10,000 with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 0.7 to 2.0 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting adduct material are useful per se, as oil soluble dispersant additives, and are useful in fuel and lubricating oil compositions including concentrates containing the additives.
    Type: Grant
    Filed: October 7, 1986
    Date of Patent: September 12, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 4866141
    Abstract: C.sub.5 -C.sub.9 lactone derived materials are made by simultaneously reacting (a) a C.sub.5 -C.sub.9 lactone with (b) a polyamine, a polyol or an amino alcohol and (c) a hydrocarbyl substituted C.sub.4 -C.sub.10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl succinimide, which preferably was made by reacting a polymer of a C.sub.2 to C.sub.10 monoolefin, preferably polyisobutylene, having a molecular weight of about 300 to 10,000 with a C.sub.4 to C.sub.10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 0.7 to 2.0 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting lactone derived materials, which may be post-treated, for example, with a boron compound, are useful, per se, as oil soluble dispersant additives, and are useful in fuel and lubricating oil compositions including concentrates containing the additives.
    Type: Grant
    Filed: October 7, 1986
    Date of Patent: September 12, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 4863955
    Abstract: Scytophycins A, B, C, D and E, an aldehyde and alcohol derivative of scytophycin B and the specified alkanoyl and benzoyl esters of scytophycins A, B, C, D and E and the B derivatives (scytophycin compounds) are novel antineoplastic and antifungal agents. Antifungal compositions containing a scytophycin compound and methods of inhibiting fungi, especially plant pathogenic fungi, using these compositions are included. A method for producing the scytophycin complex, comprising scytophycins A, B, C, D and E, using a new strain of the blue-green alga Scytonema pseudohofmanni, and a biologically purified culture of the alga are also provided.
    Type: Grant
    Filed: May 21, 1986
    Date of Patent: September 5, 1989
    Assignees: Eli Lilly and Company, University of Hawaii
    Inventors: Richard E. Moore, Eiichi Furusawa, Ted R. Norton, Gregory M. L. Patterson, Jon S. Mynderse
  • Patent number: 4859782
    Abstract: This invention relates to novel macrolide compositions which are useful as antitumor, antiviral and antifungal compositions, a process of producing the compositions and a method for inhibiting tumors, viruses and fungi utilizing the compositions. More particularly, the novel macrolide compositions are organic misakinolide and misakinolide derivative compositions which are derived from marine sponges genus Theonella.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: August 22, 1989
    Assignee: Harbor Branch Oceanographic Institution, Inc.
    Inventors: Tatsuo Higa, Ryuichi Sakai, May S. Lui
  • Patent number: 4833257
    Abstract: New and exceptionally potent antineoplastic agents denominated Bryostatin 9, Bryostatin 10, Bryostatin 11, Bryostatin 12 and Bryostatin 13 have been isolated from the marine animal Bugula neritina (Linneaeus) (Bryozoan phylum) and the structures identified. Meaningful antineoplastic activity is found for each.
    Type: Grant
    Filed: July 28, 1986
    Date of Patent: May 23, 1989
    Assignee: Arizona Board of Regents
    Inventors: George R. Pettit, Cherry L. Herald, Yoshiaki Kamano, John E. Leet
  • Patent number: 4803288
    Abstract: An improved process for producing a macrocyclic ester compound comprises decomposing and cyclizing linear ester compounds, from high to low condensate, to the macrocyclic ester, with the addition of glycol or oligoester compound of which the component is similar as those of said linear ester compounds. By this addition the reaction proceeds easily for a long time, and its efficiency is improved.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: February 7, 1989
    Assignee: Nisso Petrochemical Industries Co., Ltd.
    Inventors: Satoshi Kitamura, Takashi Tobita, Motoki Kanazawa, Masahiro Shiozaki
  • Patent number: 4757132
    Abstract: Cyclic polyester and especially polyarylate oligomers, typically having degrees of polymerization from 2 to about 7, are prepared by reacting a bisphenol such as bisphenol A or 6,6'-dihydroxy-3,3,3',3'-tetramethylspiro(bis)indane with a dicarboxylic acid chloride such as isophthaloyl or terephthaloyl chloride in the presence of a catalyst, under conditions of low concentration. The cyclic oligomers may be polymerized to linear polyesters by contact with a transesterification catalyst at a temperature in the range of about 200.degree.-300.degree. C.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: July 12, 1988
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon
  • Patent number: 4709058
    Abstract: The catalytic thermal depolymerization of polyesters to produce macrocyclic esters suitable for fragrance applications is carried out using an olefin polymer. High yields of the corresponding macrocyclic ester are produced at high rates while substantially eliminating reactor fouling and the formation of undesirable by-products. The depolymerization is most advantageously conducted using polyethylene.
    Type: Grant
    Filed: September 19, 1986
    Date of Patent: November 24, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventors: Joseph Cahill, Jr., Herbert G. Rodenberg
  • Patent number: 4665091
    Abstract: Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents and are represented by the following general structural formula (I): ##STR1## are disclosed. Also disclosed are pharmaceutical compositions and methods of use of the compounds of formula (I).
    Type: Grant
    Filed: November 4, 1985
    Date of Patent: May 12, 1987
    Assignee: Merck & Co., Inc.
    Inventor: William F. Hoffman
  • Patent number: 4631291
    Abstract: There are provided novel enterobactin type compounds. There is provided a novel process for the production of enterobactin, and of novel enterobactin type compounds which process is based on the reaction of a serine derivative with a stannoxane of the [BU.sub.2 Sn(OCH.sub.2 CH.sub.2 O)] type. Enterobactin is a known compound of known utility. The novel derivatives are valuable as sequestering agents for iron and other transition metals, for the separation and analysis of same. They can be used as active ingredients in pharmaceutical compositions for the removal of such metals accumulated above an acceptable level in patients.
    Type: Grant
    Filed: June 5, 1984
    Date of Patent: December 23, 1986
    Assignee: Yeda Research & Development Co. Limited
    Inventors: Abraham Shanzer, Jacqueline Libman
  • Patent number: 4611066
    Abstract: New and potent antineoplastic agents designated bryostatin 4, bryostatin 5, bryostatin 6, bryostatin 7, and bryostatin 8 have been isolated from the marine animal Bugula neritina L. and Amatnea convoluta (Bryozoan phylum).
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: September 9, 1986
    Assignee: Arizona State University
    Inventors: George R. Pettit, Cherry L. Herald, Yoskiaki Kamano
  • Patent number: 4594434
    Abstract: Dawsonite is a highly effective and useful catalyst for the thermal depolymerization of polyesters to produce macrocyclic compounds. High yields and enhanced rates of reaction are obtained using Dawsonite obtained from natural or synthetic sources.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: June 10, 1986
    Assignee: National Distillers and Chemical Corporation
    Inventors: Joseph Cahill, Jr., Eugene G. Harris
  • Patent number: 4568756
    Abstract: Thio-bis-(hydrocarbyl substituted diacid materials), such as thio-bis-(polyalkyl lactone acid) and/or their precursors, the adducts of sulfur chloride and unsaturated diacid materials, e.g., 4,8-bis-polyalkyl-4,8-dichloro-5-thiaundecane-1,2,10,11-tetracarboxylic acid bis-anhydride and their dehydrochlorinated analogs, when esterified with an alcohol, preferably a polyol, such as pentaerythritol, polypentaerythritol or a polyalkylene glycol with or without acid catalysts and/or metal template reagents yield thio-bis-(alkyl lactone acid esters) and thio-bis-(hydrocarbyl diacid esters) which can be characterized in part, as macrocyclic and/or macrocyclic-like structures, are useful as stable additives in lubricating compositions, e.g. as varnish inhibiting dispersants for lubricating oils and fuels.
    Type: Grant
    Filed: August 31, 1983
    Date of Patent: February 4, 1986
    Assignee: Exxon Research & Engineering Co.
    Inventors: Stanley J. Brois, Antonio Gutierrez
  • Patent number: 4567004
    Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: January 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Erich Wolters
  • Patent number: 4560774
    Abstract: New and exceptionally potent antineoplastic agents designated bryostatin 1, bryostatin 2 and bryostatin 3 have been isolated from the marine animal Bugula neritina L. (Bryozoan phylum). An x-ray crystallographic analysis led to the assignment of novel structures shown in Charts I, II and III.
    Type: Grant
    Filed: July 12, 1983
    Date of Patent: December 24, 1985
    Assignee: Arizona State University
    Inventors: George R. Pettit, Cherry L. Herald
  • Patent number: 4499288
    Abstract: A process is provided for the thermal depolymerization of polyesters to produce macrocyclic compounds utilizing mixed-metal catalysts. Useful mixed-metal catalysts consist of an aluminum alkoxide or aluminum carboxylate with an alkali metal or magnesium alkoxide or carboxylate, or double metal salts thereof. High yields and enhanced rates of reaction are obtained using the mixed-metal catalysts of this invention.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: February 12, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventor: Eugene G. Harris
  • Patent number: 4493845
    Abstract: Antibiotic AM-3603 which is also designated as irumamycin is represented by the following formula: ##STR1## This substance is active upon certain Gram-positive bacteria, phytopathogenic fungi and dermatophytes, and is of interest in treating various diseases of humans and animals caused by infectious bacteria and fungi and also useful for agricultural purposes. Antibiotic AM-3603 may be prepared by fermentation, in which a microorganism capable of producing AM-3603 is cultured in a medium to accumulate AM-3603 in the cultured broths, from which AM-3603 is recovered. A preferred strain is Streptomyces sp. AM-3603 (FERM-P 5619; NRRL 12518).
    Type: Grant
    Filed: October 18, 1982
    Date of Patent: January 15, 1985
    Assignee: Kitasato Kenkyusho
    Inventors: Satoshi Omura, Yoshitake Tanaka, Yuzuru Iwai, Yoko Takahashi, Akira Nakagawa
  • Patent number: 4393223
    Abstract: Mixed metal compounds comprised of aluminum alkoxides or aluminum carboxylates with an alkali metal or magnesium alkoxide or carboxylate are useful catalysts for the thermal depolymerization of polyesters to produce macrocyclic compounds. High yields and enhanced rates of reaction are possible utilizing these mixed metal catalysts in known depolymerization procedures.
    Type: Grant
    Filed: July 22, 1981
    Date of Patent: July 12, 1983
    Assignee: Emery Industries, Inc.
    Inventor: Eugene G. Harris
  • Patent number: 4376837
    Abstract: Tetrabromophthalic acid esters of pentabromobenzyl alcohol with a softening temperature of 270.degree.-280.degree. C. and a bromine content of about 75% by weight and of a tetrakis(bromomethyl)-o-xylylene glycol with a softening temperature of 220.degree.-230.degree. C. and a bromine content of about 67% by weight are good flame retardants for synthetic resins.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: March 15, 1983
    Assignee: Chemische Fabrik Kalk GmbH
    Inventors: Herbert Jenkner, Robert Strang
  • Patent number: 4331603
    Abstract: A process is provided whereby the malodorous and undesirable constituents present with macrocyclic fragrance compounds obtained by the thermal depolymerization of polyesters are removed. The process involves contacting the macrocyclic compound maintained in a liquid state with ozone or ozone and an aqueous solution of hydrogen peroxide.
    Type: Grant
    Filed: July 23, 1980
    Date of Patent: May 25, 1982
    Assignee: Emery Industries, Inc.
    Inventor: Eugene G. Harris