CN102015607A - 1，4-萘醌衍生物及其治疗用途 - Google Patents

1，4-萘醌衍生物及其治疗用途 Download PDF

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CN102015607A
CN102015607A CN2009801150361A CN200980115036A CN102015607A CN 102015607 A CN102015607 A CN 102015607A CN 2009801150361 A CN2009801150361 A CN 2009801150361A CN 200980115036 A CN200980115036 A CN 200980115036A CN 102015607 A CN102015607 A CN 102015607A
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formula
compound
alkyl
linear
hydrogen atom
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E·戴沃德-查韦特
T·穆勒
H·鲍尔
R·H·施勒莫
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Centre National de la Recherche Scientifique CNRS
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    • A—HUMAN NECESSITIES
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    • A61P33/00—Antiparasitic agents
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    • A—HUMAN NECESSITIES
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    • C07C205/46—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group the carbon skeleton containing carbon atoms of quinone rings
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    • C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
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    • C07C255/00—Carboxylic acid nitriles
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    • C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C07C255/29—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups and acylated amino groups bound to the carbon skeleton
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    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
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    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
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    • C07C46/00—Preparation of quinones
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    • C07C50/10—Quinones the quinoid structure being part of a condensed ring system containing two rings
    • C07C50/14—Quinones the quinoid structure being part of a condensed ring system containing two rings with unsaturation outside the ring system, e.g. vitamin K1
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    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
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    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—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
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C07D295/096—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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    • C07D295/00—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
    • 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
    • C07D295/10—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 doubly bound oxygen or sulphur atoms
    • C07D295/112—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C07D295/116—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings with the doubly bound oxygen or sulfur atoms directly attached to a carbocyclic ring
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Tropical Medicine & Parasitology (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Oil, Petroleum & Natural Gas (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN2009801150361A 2008-03-26 2009-03-25 1，4-萘醌衍生物及其治疗用途 Pending CN102015607A (zh)

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EP08290278.4 2008-03-26
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PCT/EP2009/053483 WO2009118327A1 (en) 2008-03-26 2009-03-25 1,4-naphthoquinone derivatives and therapeutic use thereof

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113264818A (zh) * 2021-05-25 2021-08-17 湖北工业大学 一种银催化醌类化合物与醇类的碳碳交叉偶联反应的方法

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2505583A1 (en) * 2011-03-29 2012-10-03 Centre National de la Recherche Scientifique Total synthesis of redox-active 1.4-naphthoquinones and their metabolites and their therapeutic use as antimalarial and schistomicidal agents
WO2014051689A1 (en) * 2012-09-25 2014-04-03 University Of Iowa Research Foundation Antimicrobial compositions and methods of use thereof
MX388592B (es) * 2017-04-21 2025-03-20 Univ Tasmania Compuestos y metodos terapeuticos.
EP4053096A1 (en) * 2021-03-05 2022-09-07 Centre national de la recherche scientifique Photoredox radical benzylation process

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CN1935797A (zh) * 2005-05-20 2007-03-28 北卡罗来纳大学查珀尔希尔分校 作为抗原虫药的新的bichalcophenes及其前药
US20070088067A1 (en) * 2003-09-05 2007-04-19 Tidwell Richards R Novel amidine compounds for treating microbial infections

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ATE74269T1 (de) * 1987-07-29 1992-04-15 Takeda Chemical Industries Ltd Zellproliferationsinhibitor.
US5244917A (en) * 1992-06-02 1993-09-14 The Dupont Merck Pharmaceutical Company Substituted naphthofurans as anti-inflammatory agents
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JP4780371B2 (ja) 2003-06-27 2011-09-28 武田薬品工業株式会社 光学活性化合物の製造法

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US20070088067A1 (en) * 2003-09-05 2007-04-19 Tidwell Richards R Novel amidine compounds for treating microbial infections
CN1935797A (zh) * 2005-05-20 2007-03-28 北卡罗来纳大学查珀尔希尔分校 作为抗原虫药的新的bichalcophenes及其前药

Non-Patent Citations (3)

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HOLGER BAUER 等: "A fluoro Analogue of the Menadione Derivative 6-[2’-(3’-Methyl)-1’,4’-naphthoquinoquinoquinolyl]hexanoic Acid is a Suicide Substrate of Glutathione Reductase", 《CRYSTAL STRUCTURE OF THE ALKYLATED HUMAN ENZYME》 *
HOWLAND L. JOHN: "Inhibition of mitochondrial succinate oxidation by alkylhydroxy naphthoquinones", 《BIOCHIMICA ET BIOPHYSICA ACTA》 *
PRASHANT A. WASKE 等: "Photoacylations of 2-substituted 1,4-naphthoquinones a concise access to biologically active quinonoid compounds", 《TETRAHEDRON LETTERS》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113264818A (zh) * 2021-05-25 2021-08-17 湖北工业大学 一种银催化醌类化合物与醇类的碳碳交叉偶联反应的方法
CN113264818B (zh) * 2021-05-25 2022-07-05 湖北工业大学 一种银催化醌类化合物与醇类的碳碳交叉偶联反应的方法

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AP2660A (en) 2013-05-13
JP2011515441A (ja) 2011-05-19
JP5725299B2 (ja) 2015-05-27
US20110059972A1 (en) 2011-03-10
WO2009118327A1 (en) 2009-10-01
ES2637496T3 (es) 2017-10-13
CN104193609B (zh) 2017-04-12
EP2257515A1 (en) 2010-12-08
EP2257515B1 (en) 2017-05-17
CN104193609A (zh) 2014-12-10
US9090549B2 (en) 2015-07-28

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Application publication date: 20110413