Nitrogen Bonded Directly To The -c(=x)- Group (e.g., Carboxamide, Etc.) Patents (Class 534/721)
  • Patent number: 8974768
    Abstract: The present invention relates to compounds suitable as modulators of protein misfolding and/or protein aggregation. The compounds are particularly suitable as inhibitors of amyloid aggregate formation and/or modulators of amyloid surface properties, and/or as activators of degradation or reduction of amyloid aggregates.
    Type: Grant
    Filed: March 23, 2011
    Date of Patent: March 10, 2015
    Assignee: Max-Delbrueck-Centrum fuer Molekulare Medizin
    Inventors: Erich Wanker, Thomas Wiglenda, Julius Tachu Babila, Annett Boeddrich, Michael Schmidt, Franziska Schiele
  • Patent number: 6764524
    Abstract: Asymmetrical 1:2 chromium complex dyes of formula (I), wherein X signifies —SO3M, —SO2NR1R2 or chlorine, Y signifies hydrogen, —SO3M or chlorine, R1 signifies hydrogen, C1-6alkyl, C2-3-hydroxyalkyl or a radical of formulae (a) or (b), R2 signifies hydrogen, C1-6alkyl or C2-3-hydroxyalkyl, or R1 and R2 together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle, R3 signifies hydrogen, C1-2-alkyl, chlorine, —COOM or —SO3M, R4 signifies hydrogen, C1-2-alkyl, C1-2-alkoxy chlorine or —SO3M, n signifies from 0 to 3, M signifies in each case hydrogen or a nonhromophoric cation, and M+signifies hydrogen or a nonchromophoric cation, are useful for dyeing artificially produced oxide layers on aluminium or aluminium alloys, on which they produce grey dyeings in high color yield and hue reproducibility
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: July 20, 2004
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • Publication number: 20020091241
    Abstract: This invention provides azo-metal complex dyes for a high-density optical disc recording medium having the following formula (I): 1
    Type: Application
    Filed: May 16, 2001
    Publication date: July 11, 2002
    Applicant: Industrial Technology Research Institute
    Inventors: Shin-Shin Wang, Hui-Ping Tsai, Wen-Yih Liao, Chien-Liang Huang, Tzuan-Ren Jeng
  • Patent number: 6210448
    Abstract: 1:2 chromium complex dyes of the formula: in which R signifies C1-9-alkyl or a radical of the formula: R1 signifies C1-4-alkyl, R2 signifies hydrogen or —SO3M, R3 signifies hydrogen, methyl or methoxy, R4 signifies hydrogen, methyl, methoxy or chloro, n signifies from 0 to 3, M signifies hydrogen or a non-chromophoric cation and Kat+signifies hydrogen or a non-chromophoric cation, are suitable for dyeing artificially produced oxide layers on aluminium or aluminium alloys and so give rise to highly lightfast dyeings in yellow shades.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: April 3, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • Patent number: 6153735
    Abstract: Monoazo metal compound of formula [I] which is excellent in charge control or charge-enhancing property, and toner for developing electrostatic images and powdery paint for electrostatic painting incorporating thereof:D.sub.3 (Met).sub.2 [I]D is a ligand based on a monoazo compound of formula [II] or [III], Met is a metal atom, and the 3 molecules of D are coordinated to the 2 atoms of Met: ##STR1## R.sup.1 -R.sup.10, and R.sup.21 -R.sup.28 are each H, halogen, nitro, alkyl or haloalkyl, aryl, aralkyl, --SO.sub.2 N(R.sup.11).sub.2 (R.sup.11 is H, alkyl, aryl, aralkyl), --N(R.sup.12).sub.2 (R.sup.12 is H, lower alkyl, aryl, aralkyl, acyl), --CONH(R.sup.13) (R.sup.13 is H, a lower alkyl, aryl, aralkyl); 2 or more of R.sup.1 -R.sup.10 and/or R.sup.21 -R.sup.28 may bind together to form an aromatic or aliphatic ring.
    Type: Grant
    Filed: April 16, 1998
    Date of Patent: November 28, 2000
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Kazuaki Sukata, Shuji Sugawara, Shun-ichiro Yamanaka, Tohru Tsuruhara, Masashi Yasumatsu
  • Patent number: 5853431
    Abstract: Compounds of formula (I) ##STR1## wherein R.sub.1 is H or SO.sub.3 M, ##STR2## M is hydrogen or a non-chromophoric cation and X.sup.+ is hydrogen or a non-chromophoric cation, are useful as dyes for oxidized aluminium substrates.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: December 29, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Korte
  • Patent number: 5401834
    Abstract: Complexes of the formula ##STR1## which are in free acid or salt form, and mixtures thereof, wherein each ofR.sub.1 and R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy,each ofR.sub.2 and R.sub.4 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy, amino, sulfo or carboxy; --COR.sub.5 ; --COOR.sub.6 or --CONHR.sub.7,M is chromium or cobalt, andM.sub.K.sup..sym. is hydrogen or a non-chromophoric cation, useful for dyeing or printing, materials such as natural and synthetic polyamides and particularly artificially produced oxide layers on aluminum and aluminum alloys.
    Type: Grant
    Filed: June 22, 1993
    Date of Patent: March 28, 1995
    Assignee: Sandoz Ltd.
    Inventor: Klaus Koerte
  • Patent number: 5376151
    Abstract: Disclosed is an original approach to solving the environmental problem associated with the use of Cr-based metallized azo dyes to deliver black shades on natural and synthetic substrates. This invention affords methods for both the synthesis of metallized dyes and the generation of black dyeings using those dyes without employing metals designated as priority pollutants at any stage in either method. The key element of the disclosure is the use of black 1:2 Fe complexes of azo dyes in lieu of currently used Cr-based complexes which are based on environmentally unfriendly priority pollutant metals without compromising the desirable high fastness properties of the latter complexes, an accomplishment heretofore assumed unachievable.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: December 27, 1994
    Assignee: North Carolina State University
    Inventors: Harold S. Freeman, Abraham Reife, Jolanta Sokolawska-Gajda
  • Patent number: 5283325
    Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,wherein R.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl(C.sub.1-4 -alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen, C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: February 1, 1994
    Assignee: Sandoz Ltd.
    Inventor: Peter Bitterli
  • Patent number: 5204453
    Abstract: The invention relates to a process for the preparation of 1:2 chromium, 1:2 cobalt, 1:2 nickel or 1:2 iron complex azo dyes diazotisation, coupling and metallizing, without isolation of the coupling product, which process comprises diazotizing at least one amine of the benzene or naphthalene series in aqueous solution and coupling the diazonium compound so obtained to at least one coupling component of the benzene or naphthalene series or of the heterocyclic series, such that the azo dye obtained as intermediate contains groups suitable for metal complex formation, and carrying out the diazotization or coupling in the presence of a chromium, cobalt, nickel or iron donor.The dyes obtained by the process of the invention are suitable for dyeing in particular wool or synthetic textile polyamide fibre materials as well as leather, and for use as wood mordant dyes.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: April 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Bernard Chambon, Horst H. Jager, Rudiger Oxenius, Alois Puntener
  • Patent number: 5123930
    Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,whereinR.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl (C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen; C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: June 23, 1992
    Assignee: Sandoz Ltd.
    Inventor: Peter Bitterli
  • Patent number: 4977249
    Abstract: A metal complex compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 which may be the same or different, is a nitro group, a halogen atom, a phenylazo group (inclusive of a substituted phenylazo group) or a naphthylazo group (inclusive of a substituted naphthylazo group), each of n.sub.1 and n.sub.2 which may be the same or different, is an integer of from 1 to 3, each of R.sub.1 and R.sub.2 which may be the same or different, is an amino group, a monoalkylamino group, a dialkylamino group, an acetylamino group and a benzoylamino group (inclusive of a substituted benzoylamino group), M is a chromium atom, an iron atom, a cobalt atom, m is an integer of at least 2, and y.sup.m.sym. is a bivalent or higher polyvalent metal ion. The metal complexes are useful as near infrared absorbers.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: December 11, 1990
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Yuto Matsumoto, Hiroyoshi Yamaga, Noboru Akuzawa, Toshio Obara
  • Patent number: 4710198
    Abstract: A process of dyeing polyamide-containing material is disclosed using dyes of the following formula: ##STR1## wherein Me is cobalt or chromium,Ka.sup..sym. is a cation,p is 0 or 1,R and R' are each independently of the other hydrogen or a group of the formula --CO--(O).sub.n --Y, wheren is 0 or 1, andY is C.sub.1 -C.sub.5 alkyl, or phenyl which may be substituted by nitro, halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy,with the proviso that R and R' may not both be hydrogen if p is 1.Novel dyes within this class are also disclosed. The process is especially useful for dyeing leather.
    Type: Grant
    Filed: December 9, 1985
    Date of Patent: December 1, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Fabio Beffa, Hans U. Schutz
  • Patent number: 4670486
    Abstract: High molecular weight organic material is effectively colored by the incorporation therein of a copper or nickel complex of the ligand compound of formula I ##STR1## wherein A is an isocyclic or heterocyclic aromatic moiety, R is H, halogen, lower alkyl or alkoxy, R.sub.1 is H, lower alkyl, phenyl or substituted phenyl, and B is H, lower alkyl, ureido or substituted ureido, guanidino, anilino, benzamido or a heterocyclic aromatic moiety.
    Type: Grant
    Filed: June 13, 1985
    Date of Patent: June 2, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Cseh, Paul Lienhard
  • Patent number: 4624907
    Abstract: An electrophotographic toner capable of being electrified negatively comprising:(a) a binder resin; and(b) a charge-controlling and coloring agent comprising at least one 2:1 type metal complex of the formula (I): ##STR1## where each of X.sub.1 and X.sub.2, which may be the same or different, is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.1 -C.sub.5 alkoxy group, a nitro group or a halogen atom, each of m and m' is an integer of 1 to 3, each of R.sub.1 and R.sub.2, which may be the same or different, is a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group, a C.sub.1 -C.sub.5 alkoxy group, a halgen atom, a nitro group, a sulfonamide group, a methylsulfonyl group, an ethylsulfonyl group, an acetyl amino group or a benzoyl amino group, each of n and n' is an integer of 1 to 3, Y.sup..sym. is an ammonium ion, an aliphatic ammonium ion, an alicyclic ammonium ion or a heterocyclic ammonium ion, and M is a chromium atom, a cobalt atom or an iron atom.
    Type: Grant
    Filed: November 8, 1984
    Date of Patent: November 25, 1986
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Isao Niimura, Katsuichi Motohashi, Hiroyoshi Yamaga, Noboru Akuzawa
  • Patent number: 4617382
    Abstract: The present invention relates to novel chromium complex dyes of the formula ##STR1## wherein Z is hydrogen, chloro, bromo, nitro, lower alkyl or acylamino;L is H.sub.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: October 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerhard Back, Fabio Beffa, Arthur Buhler
  • Patent number: 4594410
    Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: June 10, 1986
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi