Ring Bonded Directly To The Sulfoxy Patents (Class 554/45)
  • Patent number: 8217192
    Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.
    Type: Grant
    Filed: January 16, 2009
    Date of Patent: July 10, 2012
    Assignee: Takasago International Corporation
    Inventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
  • Publication number: 20110105773
    Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.
    Type: Application
    Filed: January 16, 2009
    Publication date: May 5, 2011
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
  • Patent number: 6800771
    Abstract: The invention relates to stabilized amido acid compositions. More particularly, the invention relates to compositions of amido acids, such as 6-nonanoylamidohexanoic acid, stabilized with antioxidants. The stabilized amido acid compositions are useful in the manufacture of bleach activators such as sodium nonanamidohexanoyloxybenzenesulfonate. Bleach activators made from the stabilized amido acids of the invention are capable of possessing improved coloration.
    Type: Grant
    Filed: September 3, 2003
    Date of Patent: October 5, 2004
    Inventors: Dale Elbert Van Sickle, George Chester Zima, Jeffrey Scott DuPont, Robert Richard Dykstra
  • Publication number: 20040116725
    Abstract: The invention relates to a process for the preparation of acyloxybenzenesulfonates starting from carbonyl halides and salts of phenolsulfonic acid which have a low water content. Surprisingly, it was discovered that acyloxybenzenesulfonates can be prepared in high yields and good grades, irrespective of the grade or reactivity of the phenolsulfonic acid derivative, if the reaction of the phenolsulfonic acid with an alkanecarboxylic acid derivative is carried out in an aliphatic or aromatic solvent in the presence of 0.5 to 25% by weight of a polyglycol ether.
    Type: Application
    Filed: December 13, 2002
    Publication date: June 17, 2004
    Applicant: Clariant International, Ltd.
    Inventors: Wolf-Dieter Mueller, Peter Naumann
  • Patent number: 6620933
    Abstract: A azomethine yellow dye compound of general formula (I): General formula (I) wherein R1 and R2 each independently represent a hydrogen atom or a substituent; R3 represents a substituent; m indicates an integer from 0 to 3; when m is 2 or greater, R3's may be the same or different and may be mutually bonded to form a condensed ring; R3 may be bonded to R1 or R2 to form a condensed ring; R4 represents an aryl group or a heterocyclic group; R5 and R6 each independently represent a hydrogen atom or a substituent; R7 represents a substituent; n indicates an integer from 0 to 4; when n is 2 or greater, R7's may be the same or different and the may be mutually bonded to form a condensed ring; R7 may be bonded to R5 or R6 to form a condensed ring; and R5 and R6 may be bonded to each other to form a ring.
    Type: Grant
    Filed: September 26, 2002
    Date of Patent: September 16, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kiyoshi Takeuchi, Shigeki Uehira
  • Patent number: 6162933
    Abstract: A process for the preparation of amido acid phenyl esters of the formula ##STR1## by reaction of a compound of the formula ##STR2## with a compound of the formula ##STR3## in the presence of an acid halide, where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, X and M are as defined in the description, is claimed. The resulting amido acid phenyl esters are used as bleach activators in detergents and cleaners.
    Type: Grant
    Filed: July 30, 1999
    Date of Patent: December 19, 2000
    Assignee: Clariant GmbH
    Inventors: Michael Seebach, Peter Naumann, Werner Janitschek
  • Patent number: 5763481
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.3 -C.sub.8 cycloalkyl, halo-C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl, --Si(R.sub.3).sub.3, --S--R.sub.4, --SO.sub.2 --R.sub.6 or --CO--R.sub.9 ;R.sub.2 is halogen, C.sub.1 -C.sub.4 alkyl or CF.sub.3, the substituents R.sub.2 being identical or different when n is 2;R.sub.3 each independently of the others is C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or phenyl;R.sub.4 is aryl or heteroaryl each of which is unsubstituted or substituted;R.sub.6 is unsubstituted or substituted C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.6 alkenyloxy, C.sub.2 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.4 alkylthio, aryl, aryloxy or arylthio, or is optionally substituted amino;R.sub.9 is hydroxy, unsubstituted or substituted C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.6 alkenyl, C.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: June 9, 1998
    Assignee: Novartis Corproation
    Inventors: Peter Maienfisch, Manfred Boger, Thomas Pitterna, Henry Szczepanski
  • Patent number: 5688825
    Abstract: Disclosed is a method of inhibiting anandamide amidase in an individual or animal and novel inhibitors of anandamide amidase. The disclosed method and novel compounds can be used to reduce pain in an individual or animal suffering from pain, reducing nausea in an individual undergoing chemotherapy, for example cancer chemotherapy, suppressing appetite in an individual, reducing intraocular pressure in the eye of an individual or animal suffering from glaucoma and suppressing the immune system in an individual with an organ transplant.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: November 18, 1997
    Assignee: University of Connecticut
    Inventors: Alexandros Makriyannis, Sonyan Lin, William Adam Hill
  • Patent number: 5650527
    Abstract: This invention relates to a process for preparing amido ester compounds. The process involves (I) forming a mixture in a reactor of a phenol derivative and an amido-carboxylic acid at a temperature which ensures at least partial solubility of the phenol derivative and the amido-carboxylic acid, and (II) adding a carboxylic anhydride incrementally to the mixture formed in Step (I) while distilling a by-product carboxylic acid from the reactor. The amido esters are useful as bleach activators.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: July 22, 1997
    Assignee: Eastman Chemical Company
    Inventors: Gary Paul Lutz, George Chester Zima, William Charles Dickason
  • Patent number: 5614548
    Abstract: Quaternary amine-containing ether lipid analogs of the formulaR.sub.1 --X--R.sub.2 --N.sup.+ (R.sub.3) (R.sub.4) (R.sub.5) Z.sup.-are disclosed. R.sub.1 represents a hydrophobic group and R.sub.2 represents the backbone of the molecule, with the quaternary amine being linked directly to the backbone. Pharmaceutical compositions including these compounds and methods of combating tumors with these compounds are disclosed. Also disclosed is a method of combating viral infections with both these compounds and ET-18-OMe and its analogs.
    Type: Grant
    Filed: September 8, 1994
    Date of Patent: March 25, 1997
    Assignee: Wake Forest University
    Inventors: Claude Piantadosi, Khalid S. Ishaq, Canio J. Marasco, Jr., Larry W. Daniel, Louis S. Kucera, Edward J. Modest, Barry P. Goz
  • Patent number: 5589588
    Abstract: A sulfated acid amide having heparin-like properties of the formula:(R.sub.1)--NH--R--NH--(R.sub.1)whereR.sub.1 is a di-, tri- or tetra-saccharide acid selected from cellobiose, cellotriose, cellotetrose, maltose, maltotriose and maltotetrose or mixtures thereof, andR is an alkylene of from 3 to 12 carbons, and is optionally substituted with one or more hydroxyls.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: December 31, 1996
    Assignee: Reliable Biopharmaceutical Corporation
    Inventor: Joseph A. Toce
  • Patent number: 5559111
    Abstract: .delta.-Amino-.gamma.-hydroxy-.omega.-aryl-alkanoic acid amides of formula I ##STR1## and the salts thereof, have renin-inhibiting properties and can be used as antihypertensive medicinal active ingredients.
    Type: Grant
    Filed: April 4, 1995
    Date of Patent: September 24, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard G oschke, J urgen K. Maibaum, Walter Schilling, Stefan Stutz, Pascal Rigollier, Yasuchika Yamaguchi, Nissim C. Cohen, Peter Herold
  • Patent number: 5534642
    Abstract: Chemical synthesis of amido acids, and their conversion to amido acid phenyl ester sulfates for use as bleach activators, starting from carboxylic acids and lactams.
    Type: Grant
    Filed: February 23, 1995
    Date of Patent: July 9, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Stephen W. Heinzman, Jeffrey S. Dupont, William C. Tettenhorst
  • Patent number: 5523434
    Abstract: The synthesis of phenol sulfonate esters of alkanoyl amino acids is conducted in the presence of aqueous base to provide bleach activator compounds. Thus, the acid chloride of N-nonanoyl-6-aminocaproic acid is reacted with the sodium salt of p-phenol sulfonate in the presence of water at a pH in the range of about 9 to about 12 to yield the corresponding phenol sulfonate ester. The synthesis of the phenol sulfonate ester of the monononyl amide of adipic acid is also illustrated.
    Type: Grant
    Filed: March 15, 1995
    Date of Patent: June 4, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Michael E. Burns, Anthony J. Simpson
  • Patent number: 5166377
    Abstract: The invention concerns novel 4-phenyl-1,3-dioxan-5-ylalkenoic acid derivatives of the formula I having cis relative stereochemistry at positions 4 and 5 of the dioxane ring and wherein Ra and Rb are variously hydrogen, alkyl, halogenoalkyl, alkenyl, and optionally substituted aryl or arylalkyl, Rc is hydroxy, alkoxy or alkanesulphonamido, n is 1 or 2, A is ethylene or vinylene, Y is (2-5C)polymethylene optionally substituted by alkyl, and benzene ring B is optionally substituted phenyl, or, when Rc is hydroxy, a salt thereof. The acid derivatives antagonize one or more of the actions of thromboxane A.sub.2 (TXA.sub.2) and are expected to be of value in those disease conditions in which TXA.sub.2 is involved. The invention also provides pharmaceutical compositions containing an acid derivative of formula I, and processes for their chemical production.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: November 24, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Andrew G. Brewster, Peter W. R. Caulkett
  • Patent number: 5162367
    Abstract: Insecticidal and acaricidal compounds of FormulaAR(CH.sub.2).sub.x O(CH.sub.2).sub.m A(CH.sub.2).sub.n (CE.sup.1 =CE.sup.2).sub.a (CE.sup.3 =CE.sup.4)CONR.sup.1 R.sup.2 (I)whereinAr is phenyl or naphthyl, in either case optionally substituted by one or more of optionally substituted C.sub.1-6 alkyl, optionally substituted C.sub.1-6 -alkylthio or C.sub.1-6 alkylthiooxy, halogen or optionally substituted C.sub.1-6 alkoxy,x=0 or 1m=1 to 7n=1 to 7A=CH.sub.2 or oxygena=0 or 1R.sup.1 and R.sup.2 are independently selected from hydrogen, C.sub.1-6 alkyl and C.sub.3-6 cycloalkyl (either of which may be substituted by one or more of halo, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, CF.sub.2-6 alkoxy, C.sub.2-6 alkynyl, dioxalanyl and C.sub.3-6 cycloalkyl)E.sup.1, E.sup.2, E.sup.3 and E.sup.4 are independently selected from hydrogen, C.sub.1-4 alkyl, optionally substituted by halo, and nitrile, provided that at least one of E.sup.1, E.sup.2, E.sup.3 and E.sup.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: November 10, 1992
    Assignee: The Wellcome Foundation Limited
    Inventors: Robert J. Blade, John E. Robinson