WO2002060858A1 - Novel compound having maillard reaction inhibitory activity - Google Patents

Novel compound having maillard reaction inhibitory activity Download PDF

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Publication number
WO2002060858A1
WO2002060858A1 PCT/JP2002/000786 JP0200786W WO02060858A1 WO 2002060858 A1 WO2002060858 A1 WO 2002060858A1 JP 0200786 W JP0200786 W JP 0200786W WO 02060858 A1 WO02060858 A1 WO 02060858A1
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WIPO (PCT)
Prior art keywords
alkyl
maillard reaction
represents hydrogen
inhibitory activity
group
Prior art date
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PCT/JP2002/000786
Other languages
French (fr)
Japanese (ja)
Inventor
Seiji Tsutsumi
Mami Kawaguchi
Kaori Tadauchi
Tomohisa Ninomiya
Naokazu Yahata
Yuko Nakatani
Original Assignee
Meiji Seika Kaisha, Ltd.
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Publication date
Application filed by Meiji Seika Kaisha, Ltd. filed Critical Meiji Seika Kaisha, Ltd.
Publication of WO2002060858A1 publication Critical patent/WO2002060858A1/en

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    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
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Abstract

A compound having strong inhibitory activity against the Maillard reaction; a medicine for use in the prevention of or treatments for diseases in which the Maillard reaction participates; and an additive for preventing the deterioration of cosmetics or foods caused by the Maillard reaction. The compound is one represented by the formula (I) or a pharmacologically acceptable salt thereof. (I) [In the formula, R1 represents alkyl, cycloalkyl, aryl, unsaturated heterocycle, saturated heterocycle, or phenylalkenyl; R?3, R4, R5, and R6¿ each represents hydrogen, OH, nitro, halogeno, alkyl, alkoxy, mercapto, alkylthio, amino, alkylamino, dialkylamino, or phenyl; R8 represents hydrogen or represents a bond in cooperation with R9; R9 represents hydrogen, alkyl, etc.; and X represents a group (A) (wherein R2a represents alkyl, etc. and R7a represents hydrogen, alkyl, etc.), a group (B) (wherein R2b represents alkyl, etc. and Y represents oxo, etc.), or a group (C) (wherein R2c represents unsaturated heterocycle, etc., R?11c and R12c¿ each represents hydrogen, alkyl, etc., and n is an integer of 0 to 4).]
PCT/JP2002/000786 2001-01-31 2002-01-31 Novel compound having maillard reaction inhibitory activity WO2002060858A1 (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1296347C (en) * 2003-12-08 2007-01-24 中国科学院海洋研究所 Compound of antitumor antibiotic of new carbon framework as well as preparation method and application
WO2010083314A3 (en) * 2009-01-14 2010-10-14 Dow Agrosciences Llc Fungicidal compositions including hydrazone derivatives and copper
WO2012080088A1 (en) * 2010-12-13 2012-06-21 Basf Se Bleach catalysts

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GB1134589A (en) * 1966-07-14 1968-11-27 Boehringer & Soehne Gmbh Aminoalkyl derivatives of 6,11-dihydro-dibenzo-[b,e]- oxepine and -thiepine
JPS59227858A (en) * 1983-06-08 1984-12-21 Otsuka Pharmaceut Factory Inc Proline derivative
US5066695A (en) * 1988-07-01 1991-11-19 Ciba-Geigy Corporation High-molecular weight organic material containing a metal complex pigment basaed on hydrazone

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GB1134589A (en) * 1966-07-14 1968-11-27 Boehringer & Soehne Gmbh Aminoalkyl derivatives of 6,11-dihydro-dibenzo-[b,e]- oxepine and -thiepine
JPS59227858A (en) * 1983-06-08 1984-12-21 Otsuka Pharmaceut Factory Inc Proline derivative
US5066695A (en) * 1988-07-01 1991-11-19 Ciba-Geigy Corporation High-molecular weight organic material containing a metal complex pigment basaed on hydrazone

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SALERNI L.O. ET AL.: "New compounds: Preparation and hydrogenation of azomethines derived from 2,4-dihydroxyphenyl benzyl ketones", JOURNAL OF PHARMACEUTICAL SCIENCES, vol. 56, no. 12, 1967, pages 1684 - 1685, XP002952200 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1296347C (en) * 2003-12-08 2007-01-24 中国科学院海洋研究所 Compound of antitumor antibiotic of new carbon framework as well as preparation method and application
WO2010083314A3 (en) * 2009-01-14 2010-10-14 Dow Agrosciences Llc Fungicidal compositions including hydrazone derivatives and copper
US8715745B2 (en) 2009-01-14 2014-05-06 Dow Agrosciences, Llc. Fungicidal compositions including hydrazone derivatives and copper
US8455394B2 (en) 2009-01-14 2013-06-04 Dow Agrosciences, Llc Fungicidal compositions including hydrazone derivatives and copper
US8461078B2 (en) 2009-01-14 2013-06-11 Dow Agrosciences Llc Fungicidal compositions including hydrazone derivatives and copper
US8476194B2 (en) 2009-01-14 2013-07-02 Dow Agrosciences, Llc Fungicidal compositions including hydrazone derivatives and copper
JP2014501230A (en) * 2010-12-13 2014-01-20 ビーエーエスエフ ソシエタス・ヨーロピア Bleaching catalyst
WO2012080088A1 (en) * 2010-12-13 2012-06-21 Basf Se Bleach catalysts
US9051285B2 (en) 2010-12-13 2015-06-09 Basf Se Bleach catalysts
RU2578565C2 (en) * 2010-12-13 2016-03-27 Басф Се Bleaching catalysts
US9296713B2 (en) 2010-12-13 2016-03-29 Basf Se Bleach catalysts
JP2016166226A (en) * 2010-12-13 2016-09-15 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ Bleach catalyst
US9533296B2 (en) 2010-12-13 2017-01-03 Basf Se Bleach catalysts

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