Tricyclo Ring System Having The Lactone Ring As One Of The Cyclos Patents (Class 549/299)
  • Patent number: 5212078
    Abstract: Described is a microbiological method for producing the lactone, sclareolide having the structure: ##STR1## and a diol having the chemical structure: ##STR2## using a sclareol derivative having one of the structures: ##STR3## wherein a combination of two or more of the compounds as a substrate and using one of the microorganisms:Cryptococcus albidus, ATCC 20918Bensingtonia ciliata, ATCC 20919Cryptococcus laurentii, ATCC 20920 orCryptococcus albidus, ATCC 20921.
    Type: Grant
    Filed: April 25, 1990
    Date of Patent: May 18, 1993
    Assignee: International Flavors and Fragrances Inc.
    Inventors: Mohamad I. Farbood, James A. Morris, Arthur E. Downey
  • Patent number: 5212313
    Abstract: Compounds of the Formula VII: ##STR1## Wherein: X.sup.1 and X.sup.2 are each independently selected from --H, cyano, alkyl, alkoxy, aryl, carbamoyl, sulphamoyl, COOH and carboxylic acid ester;Z.sup.2 and Z.sup.2 are both --O--;R.sup.1 and R.sup.2 are each independently selected from H, or an optionally substituted alkyl, alkenyl, cycloalkyl, aryl and aralkyl group;R.sup.4, R.sup.5, R.sup.7 and R.sup.8 are each independently --H, halogen or an optionally substituted alkyl, alkenyl or alkoxy group; orR.sup.1 and R.sup.4 or R.sup.2 and R.sup.5 together with N atom and Ring B from a tetrahydroquinolinyl group; and R.sup.6 is selected from H, halogen or an optionally substituted alkyl or alkoxy group and a group NR.sup.1 R.sup.2 in which each of R.sup.1 and R.sup.2 are independently as hereinbefore described and where R.sup.6 is NR.sup.1 R.sup.2, R.sup.6 is the same or different form the NR.sup.1 R.sup.2 group present in Ring B.
    Type: Grant
    Filed: October 23, 1991
    Date of Patent: May 18, 1993
    Assignee: Imperial Chemical Industries Plc
    Inventors: Ronald W. Kenyon, David F. Newton, Derek Thorp
  • Patent number: 5210230
    Abstract: A three-step process is described for the preparation of a lignan of the formula ##STR1## This lignan is useful as an intermediate for the preparation of anti-asthmatic pyranylphenyl hydroxyalkylnaphthoic acids.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: May 11, 1993
    Assignee: Merck & Co., Inc.
    Inventor: Joseph F. Payack
  • Patent number: 5189181
    Abstract: A process for the preparation of a polycyclic dye of the Formula (1): ##STR1## by reacting a substituted acetic acid of the Formula (2): ##STR2## with a compound of the Formula (3): ##STR3## and oxidation of the intermediate leuco compound to dehydrogenate the peripheral heterocyclic rings whereinY is an optionally substituted aromatic or heteroaromatic radical;Ring A is unsubstituted or is substituted by from one to five groups;Z is --NR.sup.1 R.sup.2 ;R.sup.1 and R.sup.2 are each independently H or are independently selected from optionally substituted alkyl, alkenyl, cycloalkyl, aralkyl, aryl and heteroaryl; orR.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a heterocyclic ring; orR.sup.1 and R.sup.2 each independently together with the nitrogen to which they are attached and the adjacent carbon atom of Ring B form a heterocyclic ring; andX.sup.1 and X.sup.
    Type: Grant
    Filed: January 7, 1992
    Date of Patent: February 23, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Nigel Hall, Nigel Hughes, Prakash Patel
  • Patent number: 5183888
    Abstract: The present invention relates to a process for the preparation of certain polycyclic dyes and in particularly the preparation of a polycyclic dye of Formula I: ##STR1## By reacting a phenyltartronic acid of Formula II: ##STR2## With either a compound of Formula III: ##STR3## or a compound of Formula IV: ##STR4##
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: February 2, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ronald W. Kenyon, David F. Newton, Derek Thorp
  • Patent number: 5179092
    Abstract: A compound having the formula (I): ##STR1## wherein A is --CH.sub.2 --, --O--, or --S--; R.sup.1 is CH.sub.3 or OCH.sub.3 ; R.sup.2 is hydroxy or carboxy which may be optionally esterized or amidated; R.sup.3 is H or a lower alkyl; and n is 0 or an integer of 1 to 6 or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: July 30, 1991
    Date of Patent: January 12, 1993
    Assignee: Suntory Limited
    Inventors: Toshio Tatsuoka, Kenji Suzuki, Fumio Satoh, Seiji Miyano, Kunihiro Sumoto
  • Patent number: 5106995
    Abstract: A method for converting 1,4 and 1,5 aliphatic saturated diols to lactones is disclosed wherein the diol is reacted with a chemical oxidizing agent and a ruthenium containing catalyst at temperatures substantially less than 200.degree. C. The reaction proceeds quickly and produces high yields of the desired product.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: April 21, 1992
    Assignee: ISP Investments Inc.
    Inventor: Jeffrey S. Plotkin
  • Patent number: 5093501
    Abstract: Castanospermine is prepared by starting from 5-(t-BOC)amino-5-deoxy-1,2-O-isopropylidene-.alpha.-D-glucuronolactone. Two additional carbons are added to the starting material using ethyl acetate and a strong base and the resulting cyclic hemiketal is subjected to a series of reductions, with intervening removal of protecting groups, to give the castanospermine. A substituted hydroxypyrrolidinone and a substituted hydroxypyrrolidine serve as intermediates in the process.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: March 3, 1992
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Peter B. Anzeveno, Paul T. Angell, Laura J. Creemer
  • Patent number: 5084580
    Abstract: Compounds of the Formula VII: ##STR1## wherein; X.sup.1 and X.sup.2 are each independently selected from H, cyano, alkyl, alkoxy, aryl, carbamoyl, sulphamoyl, COOH and carboxylic acid ester;Z.sup.1 and Z.sup.2 are both --O--;R.sup.1 and R.sup.2 are each independently selected from H, or an optionally substituted alkyl, alkenyl, cycloalkyl, aryl and aralkyl group; orR.sup.1 and R.sup.2 together with the N atom to which they are attached, form a heterocycle;R.sup.4, R.sup.5, R.sup.7 and R.sup.8 are each independently selected from E, halogen, or an optionally substituted alkyl, alkenyl and alkoxy group orR.sup.1 and R.sup.4 or R.sup.2 and R.sup.5 together with the N atom and the two carbon atoms in Ring B to which they are attached form a heterocycle fused to Ring B; orR.sup.1 and R.sup.7 or R.sup.2 and R.sup.8 together with the N atom and the two carbon atoms in Ring A to which they are attached form a heterocycle fused to Ring A; orR.sup.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: January 28, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ronald W. Kenyon, David F. Newton, Derek Thorp
  • Patent number: 5077416
    Abstract: A heterocyclic compound of the formula, ##STR1## wherein A and B are each hydrogen, alkyl or alkoxy, Y is hydrogen, alkyl, alkoxy or --O--R.sup.2 --X--R.sup.1, or Y and B are taken together with each other to form methylenedioxy, R.sup.1 is alkyl, phenyl or alkenyl, R.sup.2 is unsubstituted or substituted alkylene, and X is --O--, --S--, --SO--, --SO.sub.2 -- or ##STR2## in which R.sup.3 is hydrogen or alkyl, with the proviso that R.sup.1 is C.sub.3 or C.sub.4 alkyl or alkenyl, or C.sub.1 -C.sub.4 alkyl when R.sup.2 is unsubstituted ethylene or propylene, respectively, X is --O-- or --S--, and Y and B don't form methylenedioxy, which is useful for dyeing or printing hydrophobic fiber materials with superior dyeability to give a dyed or printed product of a red color excellent in fastness properties, particularly those such as washing fastness.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: December 31, 1991
    Assignee: Sumitomo Chemical Co. Ltd.
    Inventors: Yasuyoshi Ueda, Jun Yamamoto, Takashi Omura, Hideo Hattori, Shinei Ikeou, Yosuke Yamamoto
  • Patent number: 5066807
    Abstract: Castanospermine is prepared by starting from 5-(t-BOC)amino-5-deoxy-1,2-O-isopropylidene-.alpha.-D-glucuronolactone. Two additional carbons are added to the starting material using ethyl acetate and a strong base and the resulting cyclic hemiketal is subjected to a series of reductions, with intervening removal of protecting groups, to give the castanospermine. A substituted hydroxypyrrolidinone and a substituted hydroxypyrrolidine serve as intermediates in the process.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: November 19, 1991
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Peter B. Anzeveno, Paul T. Angell, Laura J. Creemer
  • Patent number: 5066669
    Abstract: A novel biphenyl derivative of the formula: ##STR1## wherein Ring A is a substituted or unsubstituted sulfur-containing or oxygen-containing heteromonocyclic ring; Ring B is a ring of the formula: ##STR2## each of R.sup.1 and R.sup.3 is hydrogen atom, a halogen atom or a lower alkoxy group, or R.sup.1 is hydrogen atom, and R.sup.2 and R.sub.3 are combined together to form a lower alkylenedioxy group; R.sup.4 is a lower alkyl group which may have a substituent selected from a lower alkoxy group and a lower alkoxycarbonyl group; Y is methylene group or carbonyl group, and a pharmaceutically acceptable salt thereof are disclosed. Said derivative and a pharmaceutically acceptable salt thereof are useful as a therapeutic or prophylactic agent for hepatic diseases.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: November 19, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Masaki Sugiura, Yuzo Matsuoka, Mamoru Matsumoto, Kazuyuki Kitamura
  • Patent number: 5026726
    Abstract: A compound of the chemical formula ##STR1## wherein n is 1 or 2, X is NH and O, and R.sub.1 and R.sub.2 are H, (C.sub.1 -C.sub.12) alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, salts thereof and a composition thereof. In vivo and in vitro methods of inhibiting the growth of a virus relying on the effect of the above compound. In vitro and in vivo methods of inhibiting the growth of the HIV-1 virus comprising administering a compound of the formula ##STR2## wherein n is 1 or 2, X is NH or O, and R.sub.1 and R.sub.2 are independently of one another H, (C.sub.1 -C.sub.12)alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, R.sup.3 is C.dbd.N or COR.sup.5, wherein R.sup.5 is selected from the group consisting of H, (C.sub.1 -C.sub.12) alkyl, alenyl or alkynyl, HO, NH.sub.2 and (C.sub.2 -C.sub.12) alkoxy, and R.sup.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: June 25, 1991
    Assignee: The University of New Mexico
    Inventors: David L. Jagt, Robert E. Royer
  • Patent number: 5011948
    Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: April 30, 1991
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Paul M. Skonezny
  • Patent number: 5003087
    Abstract: A novel process for preparing a naphthalene derivative of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are a lower alkoxycarbonyl group or both may combine to form a group of the formula ##STR2## one of R.sup.3 and R.sup.4 is hydrogen atom or a lower alkoxy group and the other is a lower alkoxy group; ring A is a substituted or unsubstituted benzene ring, which is useful as a hypolipidemic agent, and a novel intermediate of the formula: ##STR3## wherein R1, R2, R3, R4 and ring A are the same as defined above.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: March 26, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Hiroshi Ohmizu, Masami Takahashi
  • Patent number: 4994584
    Abstract: The present invention provides new compound, 10-substituted-5,9-dioxatricyclo[6.4.0.0.sup.2,6 ]dodecane-4-one, which is very useful as an intermediate for prostaglandin synthesis.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: February 19, 1991
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Ryuji Ueno, Tomio Oda
  • Patent number: 4918202
    Abstract: The present invention provides new compound, 10-substituted-5,9-dioxatricyclo[6.4.0.0.sup.2,6 ]dodecane-4-one, which is very useful as an intermediate for prostaglandin synthesis.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: April 17, 1990
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Ryuji Ueno, Tomio Oda
  • Patent number: 4916240
    Abstract: Compounds of the general formula: ##STR1## wherein Z.sup.1 and Z.sup.2 are each independently --O--, --S-- or --NR.sup.5 -- in which R.sup.5 is hydrogen, an optionally substituted hydrocarbon group or an acyl group;X.sup.1 and X.sup.2 are selected from hydrogen, halogen, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, aryl, carbamoyl, sulphamoyl, carboxy or carboxylic acid ester;R.sup.1 is an optionally substituted aryl radical;A is an optionally substituted alkyl radical or a radical of the formula:R.sup.2 --(CH.dbd.CH).sub.n --in whichR.sup.2 is an optionally substituted aryl or heterocyclic radical, andn has a value of 1 or 2.The compounds are useful as dyes for synthetic textile materials.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: April 10, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventor: Ronald W. Kenyon
  • Patent number: 4904693
    Abstract: This invention relates to indenofuran derivatives of the formula: ##STR1## wherein R stands for H or for a ##STR2## group optionally substituted on the phenyl ring by Alk, OH or OAlk, Alk being a lower straight or branched alkyl group up to C.sub.5, to the preparation of these compounds and to therapeutic compositions containing the same in the field of anaphylaxis.
    Type: Grant
    Filed: November 4, 1988
    Date of Patent: February 27, 1990
    Assignee: Societe de Conseils Recherches et d'Applications Scientifiques
    Inventors: Pierre Braquet, Andre Esanu
  • Patent number: 4900844
    Abstract: A process for the preparation of oxophthalazinyl acetic acids having benzothiazole or other heterocyclic side chains comprising reacting an oxophthalizinyl acetic acid ester with an aniline derivative is disclosed. Also disclosed are processes for the preparation of such oxopthalizinyl esters.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: February 13, 1990
    Assignee: Pfizer Inc.
    Inventors: Banavara L. Mylari, William J. Zembrowski
  • Patent number: 4897418
    Abstract: Naphthalene derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkoxycarbonyl and R.sup.2 is a lower alkoxycarbonyl, or R.sup.1 and R.sup.2 are combined together to form a group of the formula: ##STR2## each of R.sup.3 and R.sup.4 is a lower alkoxy, or one of R.sup.3 and R.sup.4 is hydrogen atom and the other is a lower alkoxy, andRing A is a substituted or unsubstituted benzene ring, and a pharmaceutically acceptable salt thereof are disclosed. Said naphthalene derivative (I) and its salt have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arteriosclerosis.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: January 30, 1990
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Kohki Takashima
  • Patent number: 4827845
    Abstract: Hydroxy aryl carboxylic acids are formed by reacting a hydroxy aryl compound, such as phenol, with a ketone, such as acetone and carbon monoxide in the presence of a strong acid. The preferred embodiment is the one step formation of 2-methyl-2-(p-hydroxyphenyl) propionic acid from phenol, acetone and carbon monoxide in the presence of hydrofluoric acid. When this reaction is conducted in the presence of methanol the corresponding methyl ester is formed.
    Type: Grant
    Filed: September 23, 1987
    Date of Patent: May 9, 1989
    Assignee: Ashland Oil, Inc.
    Inventors: Dace Grote, William L. Embry, Kenneth W. Barnett
  • Patent number: 4771072
    Abstract: Naphthalene derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkoxycarbonyl andR.sup.2 is a lower alkoxycarbonyl, or R.sup.1 and R.sup.2 are combined together to form a group of the formula: ##STR2## each of R.sup.3 and R.sup.4 is a lower alkoxy, or one of R.sup.3 and R.sup.4 is hydrogen atom and the other is a lower alkoxy, andRing A is a substituted or unsubstituted benzene ring, and a pharmaceutically acceptable salt thereof are disclosed. Said naphthalene derivative (I) and its salt have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arteriosclerosis.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: September 13, 1988
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Kohki Takashima
  • Patent number: 4758433
    Abstract: A preparation for pharmaceutical use, especially in the treatment of migraine, arthritis and bronchial complaints contains a sesquiterpene lactone and is recovered from the plant Tanacetum parthenium by extraction using a pharmaceutically acceptable oil.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: July 19, 1988
    Assignee: R. P. Scherer Corp.
    Inventors: Edward S. Johnson, Peter J. Hylands, Deborah M. Hylands nee Jessup
  • Patent number: 4728740
    Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: March 1, 1988
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Paul M. Skonezny
  • Patent number: 4683325
    Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: July 28, 1987
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Richard Frenette, Joshua Rokach, Masatoshi Kakushima, Robert N. Young
  • Patent number: 4680417
    Abstract: A compound of the formula: ##STR1## wherein, Z.sup.1 and Z.sup.2 are each independently - O -, - S - or - NR.sup.5 - in which R.sup.5 is H or an optionally-substituted hydrocarbon group or an acyl group;X.sup.1 and X.sup.2 are selected from H, halogen, cyano, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, aryl, carbamoyl, sulphamoyl, carboxylic acid or carboxylic acid ester;R.sup.1 to R.sup.4 are each independently selected from H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -alkenyl, halogen and the group - X - Y;X is - O - or - S -; andY is C.sub.2-10 -alkenyl provided that,the substituents on rings A and B are different when Z.sup.1 and Z.sup.2 are the same or that Z.sup.1 and Z.sup.2 are different when the substituents on rings A and B are the same,which is suitable for the coloration of synthetic textile materials and processes for its preparation.
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: July 14, 1987
    Assignee: Imperial Chemical Industries Plc
    Inventors: Ronald W. Kenyon, Derek Thorp
  • Patent number: 4658043
    Abstract: Novel ethers of organic compounds containing chiral atoms of the formula ##STR1## wherein A is a hydrocarbonated chain of 1 to 10 groups, the said chain containing one or more heteroatoms, one or more unsaturations, the assembly of the groups constituting the chain may represent a mono- or polycyclic system, including a system of the spiro or endo type, the chain A can contain one or more chiral atoms or the lactone moiety can present a chirality due to the dissymetric spatial configuration of the whole of the molecule and Z is selected from the group consisting of primary, secondary or tertiary alcohol moiety containing at least an asymetric carbon atom, a phenol moiety substituted comprising at least one asymetric carbon atom and a substituted alcohol or phenol moiety with a chirality due to the dissymetric spatial configuration of the whole of the molecule, with the proviso Z is not (R) or (S) .alpha.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: April 14, 1987
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Andre Teche
  • Patent number: 4650882
    Abstract: A novel hetero-polycyclic compound of the following formula, a method for its preparation and its use in the coloration of textile materials: ##STR1## wherein, Z.sup.1 & Z.sup.2 are each independently --O--, --S-- or --NR.sup.5 -- in which R.sup.5 is H or an optionally-substituted hydrocarbon group or an acyl group;X.sup.1 & X.sup.2 are selected from H, halogen, cyano, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, aryl, carbamoyl, sulphamoyl, carboxylic acid or carboxylic acid ester;R.sup.1 to R.sup.4 are each independently selected from H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -alkenyl, halogen and the group --X--Y;X is --O-- or --S--; andY is a group of the formula: ##STR2## wherein: V & W are each independently H or optionally substituted alkyl;p is an integer from 1 to 3;q is 0 or 1;p+q is at least 2; andZ is OR.sup.6 or NR.sup.6 R.sup.7 when q=1;or Z is OR.sup.8 or SR.sup.8 when q=0;wherein:R.sup.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: March 17, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ronald W. Kenyon, Derek Thorp
  • Patent number: 4644072
    Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.
    Type: Grant
    Filed: April 12, 1985
    Date of Patent: February 17, 1987
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Paul M. Skonezny
  • Patent number: 4613637
    Abstract: A copolymer formed from an isoimide oligomer and another compound, such as an aryl sulfone, each of which has reactive functional terminal groups, such as ethylenic or acetylenic groups. The isoimide oligomer is soluble in the other compound, unreactive with the compound below a certain temperature and forms a liquid blend therewith. Upon heating the liquid blend above that certain temperature, the terminal groups on the isoimide oligomer and the other compound react with each other to form a copolymer. The liquid blends may be used to form encapsulants, coatings, films, and resin matrices for composites to provide resins with excellent high temperature properties.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: September 23, 1986
    Assignee: Hughes Aircraft Company
    Inventors: Abraham L. Landis, Arthur B. Naselow
  • Patent number: 4540785
    Abstract: Hydroquinones of the formula ##STR1## wherein X is the residue of a 5- or 6-membered ring, R.sub.1 is hydrogen, alkyl or aryl, R.sub.1,R.sub.3, R.sub.4 and R.sub.5 are hydrogen or alkyl and R.sub.6 is hydrogen or a group of the formula ##STR2## wherein X and R.sub.1 are as defined above, are of use as protected developing agents in photographic silver halide material.
    Type: Grant
    Filed: November 8, 1983
    Date of Patent: September 10, 1985
    Assignee: Ciba-Geigy AG
    Inventor: Norman A. Smith
  • Patent number: 4503240
    Abstract: Process for the preparation of 8,12-epoxy-13,14,15,16-tetranorlabdane by way of converting farnesyl bromide to farnesyl cyanide, followed by the saponification of the farnesyl cyanide to homofarnesic acid which is then cyclized to norambreinolide in the presence of titanium tetrachloride, converting the norambreinolide with LiAlH.sub.4 to 8-hydroxy-13,14,15,16-tetranorlabdane-12-ol, and cyclization of the diol in the presence of POCl.sub.3 to 8,12-epoxy-13,14,15,16-tetranorlabdane. The resulting product exhibits an amber scent, used in perfumery.
    Type: Grant
    Filed: July 28, 1983
    Date of Patent: March 5, 1985
    Assignee: Consortium F/u/ r Elektrochemische Industrie GmbH
    Inventors: Gerhard Staiger, Antonio Macri
  • Patent number: 4496711
    Abstract: Processes for forming a class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The process for forming these oligomers includes the formation of a polyamic acid and dehydration thereof under specified conditions to effect cyclization of the polyamic acid to form the isoimide-containing oligomer, without the formation of undesired side-reaction products.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: January 29, 1985
    Assignee: Hughes Aircraft Company
    Inventor: Abraham L. Landis
  • Patent number: 4495342
    Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The oligomers of the present invention may be formed by reacting an aromatic dianhydride with an aromatic diamine, followed by reaction with a monoanhydride. The resulting product is dehydrated to form the isoimide-containing oligomer.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: January 22, 1985
    Assignee: Hughes Aircraft Company
    Inventor: Abraham L. Landis
  • Patent number: 4486445
    Abstract: A natural lignan of the 1-aryl-2-napthoic acid type and related compounds are disclosed. The compounds correspond to the formula ##STR1## and exhibit both insecticidal and antiviral activity.
    Type: Grant
    Filed: January 12, 1983
    Date of Patent: December 4, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Narayan G. Patel, Chia-Lin J. Wang
  • Patent number: 4485231
    Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction are provided. These oligomers are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deleterious gases. The oligomers of the present invention may be formed by reacting an aromatic dianhydride with an aromatic diamine, followed by reaction with a functional mono-amine. The resulting product is then dehydrated to form the isoimide-containing oligomer.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: November 27, 1984
    Assignee: Hughes Aircraft Company
    Inventor: Abraham L. Landis
  • Patent number: 4438273
    Abstract: A class of relatively low molecular-weight oligomers containing at least one isoimide group and terminal groups capable of undergoing an addition polymerization reaction. The oligomers of the present invention are characterized by excellent solubility in common solvents and a melting temperature considerably lower than their cure temperature, thus enabling the oligomers to be formed into cured polymers more slowly and at lower temperatures, all without the evolution of deletrious gases.
    Type: Grant
    Filed: July 24, 1981
    Date of Patent: March 20, 1984
    Assignee: Hughes Aircraft Company
    Inventor: Abraham L. Landis
  • Patent number: 4417059
    Abstract: This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: November 22, 1983
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung
  • Patent number: 4410710
    Abstract: Naturally occurring iridoids provide the starting material for a unique synthesis sequence to produce prostaglandin intermediates. The iridoid lactone is hydrogenated, converted to an acetal, and rings opened to introduce the carbonyl octenyl side chain in six steps. The intermediate can be converted to prostaglandin as previously demonstrated.
    Type: Grant
    Filed: September 25, 1981
    Date of Patent: October 18, 1983
    Assignee: Research Foundation of the City University of New York
    Inventors: William F. Berkowitz, Satish C. Choudhry, Joseph A. Hrabie
  • Patent number: 4343493
    Abstract: This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: August 10, 1982
    Assignee: Sterling Drug Inc.
    Inventors: Paul J. Schmidt, William M. Hung