WO2002060858A1 - Nouveau compose presentant une activite inhibitrice de la reaction de maillard - Google Patents

Nouveau compose presentant une activite inhibitrice de la reaction de maillard 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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Prior art keywords
alkyl
maillard reaction
represents hydrogen
inhibitory activity
group
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PCT/JP2002/000786
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English (en)
Japanese (ja)
Inventor
Seiji Tsutsumi
Mami Kawaguchi
Kaori Tadauchi
Tomohisa Ninomiya
Naokazu Yahata
Yuko Nakatani
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Meiji Seika Kaisha, Ltd.
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Publication of WO2002060858A1 publication Critical patent/WO2002060858A1/fr

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    • 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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    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
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    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
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    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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Abstract

L'invention concerne un composé présentant une puissante activité inhibitrice de la réaction de Maillard, un médicament à utiliser dans la prévention ou le traitement de maladies dans lesquelles la réaction de Maillard intervient, ainsi qu'un additif destiné à prévenir la détérioration de cosmétiques ou d'aliments causée par la réaction de Maillard. Le composé est représenté par la formule (I) ou un sel pharmaceutiquement acceptable de ce dernier, formule dans laquelle R1 représente alkyle, cycloalkyle, aryle, un hétérocycle non saturé, un hétérocycle saturé ou phénylalcényle, R3, R4, R5 et R6 représentent chacun hydrogène, OH, nitro, halogéno, alkyle, alcoxy, mercapto, alkylthio, amino, alkylamino, dialkylamino ou phényle ; R8 représente hydrogène ou une liaison en coopération avec R9 ; R9 représente hydrogène, alkyle, etc. ; et X représente un groupe (A) (dans lequel R2a représente alkyle, etc. et R7a représente hydrogène, alkyle, etc.), un groupe (B) (dans lequel R2b représente alkyle, etc. et Y représente oxo, etc.), ou un groupe (C) (dans lequel R2c représente un hétérocycle non saturé, etc., R11c et R12c représentent chacun hydrogène, alkyle, etc.), et n est un entier compris entre 0 et 4.
PCT/JP2002/000786 2001-01-31 2002-01-31 Nouveau compose presentant une activite inhibitrice de la reaction de maillard WO2002060858A1 (fr)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1296347C (zh) * 2003-12-08 2007-01-24 中国科学院海洋研究所 新碳骨架抗肿瘤抗生素化合物及其制备方法和应用
WO2010083314A3 (fr) * 2009-01-14 2010-10-14 Dow Agrosciences Llc Compositions fongicides à base de dérivés d'hydrazone et de cuivre
WO2012080088A1 (fr) * 2010-12-13 2012-06-21 Basf Se Catalyseurs de blanchiment

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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 (ja) * 1983-06-08 1984-12-21 Otsuka Pharmaceut Factory Inc プロリン誘導体
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 (ja) * 1983-06-08 1984-12-21 Otsuka Pharmaceut Factory Inc プロリン誘導体
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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Title
BERKESSEL A. ET AL.: "Pentacoordinated manganese (III) dihydrosalen complexes as biomimetic oxidation catalysts", JOURNAL OF MOLECULAR CATALYSIS A; CHEMICAL, vol. 113, 1996, pages 321 - 342, XP002952199 *
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 (zh) * 2003-12-08 2007-01-24 中国科学院海洋研究所 新碳骨架抗肿瘤抗生素化合物及其制备方法和应用
WO2010083314A3 (fr) * 2009-01-14 2010-10-14 Dow Agrosciences Llc Compositions fongicides à base de dérivés d'hydrazone et de cuivre
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 (ja) * 2010-12-13 2014-01-20 ビーエーエスエフ ソシエタス・ヨーロピア 漂白触媒
WO2012080088A1 (fr) * 2010-12-13 2012-06-21 Basf Se Catalyseurs de blanchiment
US9051285B2 (en) 2010-12-13 2015-06-09 Basf Se Bleach catalysts
RU2578565C2 (ru) * 2010-12-13 2016-03-27 Басф Се Катализаторы отбеливания
US9296713B2 (en) 2010-12-13 2016-03-29 Basf Se Bleach catalysts
JP2016166226A (ja) * 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 漂白触媒
US9533296B2 (en) 2010-12-13 2017-01-03 Basf Se Bleach catalysts

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