CAS: 90-24-4; 2'-Hydroxy-4',6'-Dimethoxyacetophenone

该化合物是一种自然产生的有机化合物,主要来自鲁塔塞埃家族的某些植物物种,其特点是独特的芳香特性和生物活性潜力.化学上,它属于苯并罗比兰衍生物类别,在有机溶剂中表现出显著的稳定性和溶性. Xanthoxylin由于其抗微生物和抗炎特性,已经研究其在制药和农用化学研究中的潜在应用.它的分子结构允许选择性的再活动,使它成为合成化学中有价值的中间体.该化合物通常通过色谱技术孤立,确保高纯度的研究目的.其低毒性特征进一步增强了其在实验应用中的效用.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号480-66-0 2',4',6'-三羟基苯乙酮 | CAS号77-78-1 硫酸二甲酯 | CAS号500-99-2 3,5-二甲氧基苯酚 | CAS号75-36-5 乙酰氯 | CAS号832-58-6 2',4',6'-三甲氧基苯乙酮 | CAS号621-23-8 1,3,5-三甲氧基苯 | CAS号2142-68-9 邻氯苯乙酮 | CAS号7087-68-5 N,N-二异丙基乙胺 | CAS号80-48-8 对甲苯磺酸甲酯 | CAS号74-88-4 碘甲烷 | CAS号10496-67-0 2''-HYDROXY-3,4... | CAS号10176-71-3 5,6-二羟基-7,4'-二甲氧基黄酮 | CAS号3420-72-2 黄卡瓦胡椒素A; 2'- 羟基... | CAS号480-66-0 2',4',6'-三羟基苯乙酮 | CAS号3602-54-8 2’,4’-二羟基-6’-甲氧基苯乙酮 | CAS号491-70-3 木犀草素; 3',4',5,7... | CAS号5128-44-9 5-羟基-4’,7-二甲氧基黄酮 | CAS号500-99-2 3,5-二甲氧基苯酚 | CAS号480-40-0 白杨素 | CAS号18064-89-6 1-(3-bromo-2-hy...

合成工艺路线路线简述

  • 合成目标产物 2'-Hydroxy-4',6'-Dimethoxyacetophenone 主要起始原料 2',4',6'-Trihydroxyacetophenone Monohydrate And Dimethyl Sulfate
  • 480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone
    标题:Synthesis Of Flavokawain B And Its Anti-Proliferative Activity Against Gefitinib-Resistant Non-Small Cell Lung Cancer (Nsclc)
    作者:Seo,Young Ho; Oh,Yong Jin
    参考文献:Bulletin Of The Korean Chemical Society 日期:2013 卷标:34(12) 页码:3782-3786]

    500-99-2 = 90-24-4
    反应条件:1.1 Reagents: Boron Trifluoride Etherate; 3 H,85 °C
    标题:Identification Of 5,7,3',4'-Tetramethoxyflavone Metabolites In Rat Urine By The Isotope-Labeling Method And Ultrahigh-Performance Liquid Chromatography-Electrospray Ionization-Mass Spectrometry
    作者:Lu,Wen-Chien; Sheen,Jenn-Feng; Hwang,Lucy Sun; Wei,Guor-Jien
    参考文献:Journal Of Agricultural And Food Chemistry 日期:2012 卷标:60(33) 页码:8123-8128]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 3 H,Reflux
    标题:The Total Synthesis Of (+/-)-Sanggenol F
    作者:Sheng,Xiao; Jia,Xin-Yu; Tang,Fei; Wang,Yang; Hou,Ai-Jun
    参考文献:Tetrahedron 日期:2017 卷标:73(25) 页码:3485-3491]

    500-99-2 = 90-24-4
    反应条件:1.1 Reagents: Boron Trichloride Solvents: Dichloromethane; 5 Min,-10 °C1.2 -10 °C; -10 °C -> Reflux; 3 H,Reflux; Reflux -> Rt; Overnight,Rt; Rt -> 0 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
    标题:Synthesis And Antiproliferative Activity Of Benzofuran-Based Analogs Of Cercosporamide Against Non-Small Cell Lung Cancer Cell Lines
    作者:Bazin,Marc-Antoine; Bodero,Lizeth; Tomasoni,Christophe; Rousseau,Benedicte; Roussakis,Christos; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2013 卷标:69 页码:823-832]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; Rt; 4 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Unraveling The Anti-Influenza Effect Of Flavonoids: Experimental Validation Of Luteolin And Its Congeners As Potent Influenza Endonuclease Inhibitors
    作者:Zima,Vaclav; Radilova,Katerina; Kozisek,Milan; Albinana,Carlos Berenguer; Karlukova,Elena; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2020 卷标:208]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 2 H,66 °C
    标题:Evaluation Of The Inhibitory Effects Of (E)-1-(2-Hydroxy-4,6-Dimethoxyphenyl)-3-(Naphthalen-1-Yl)Prop-2-En-1-One (Dinap),A Natural Product Analog,On The Replication Of Type 2 Prrsv In Vitro And In Vivo
    作者:Khatun,Amina; Park,Sun You; Shabir,Nadeem; Nazki,Salik; Kang,A-Rum; Et Al
    参考文献:Molecules 日期:2019 卷标:24(5) 页码:887/1-887/16]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; Rt; Rt -> 40 °C; 4 H,40 °C
    标题:Synthesis Of Flavone Derivatives Via N-Amination And Evaluation Of Their Anticancer Activities
    作者:Zhang,Ni; Yang,Jin; Li,Ke; Luo,Jun; Yang,Su; Et Al
    参考文献:Molecules 日期:2019 卷标:24(15)]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 5 Min,Rt1.2 Rt -> 60 °C; Overnight,Reflux
    标题:Total Synthesis Of Amentoflavone
    作者:Park,Hae-Il; Si,Chuan-Ling; Chen,Jianjun
    参考文献:Medicinal Chemistry (Los Angeles 日期:2015 卷标:5(11) 页码:302/1-302/3]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 9 H,65 °C
    标题:Synthesis,Cytotoxicity,And Anti-Trypanosoma Cruzi Activity Of New Chalcones
    作者:Aponte,Jose C.; Verastegui,Manuela; Malaga,Edith; Zimic,Mirko; Quiliano,Miguel; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2008 卷标:51(19) 页码:6230-6234]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; Rt; 8 H,56 °C1.2 Reagents: Water
    标题:Total Synthesis Of Mulberry Diels-Alder-Type Adducts Kuwanons G And H
    作者:Luo,Si-Yuan; Tang,Zhuo-Ya; Li,Qingjiang; Weng,Jiang; Yin,Sheng; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2021 卷标:86(6) 页码:4786-4793]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 30 Min,Rt1.2 Rt; 4 - 5 H,Rt
    标题:Design And Synthesis Of Novel 6-Hydroxy-4-Methoxy-3-Methylbenzofuran-7-Carboxamide Derivatives As Potent Mnks Inhibitors By Fragment-Based Drug Design
    作者:Wang,Shuxiang; Li,Bo; Liu,Bo; Huang,Min; Li,Deyi; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2018 卷标:26(16) 页码:4602-4614]

    480-66-0 = 90-24-4
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 2 H,Reflux; Reflux -> Rt
    标题:Synthesis And Acetylcholinesterase Inhibitory Activity Of Mannich Base Derivatives Flavokawain B
    作者:Liu,Hao-Ran; Huang,Xue-Qin; Lou,Ding-Hui; Liu,Xian-Jun; Liu,Wu-Kun; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(19) 页码:4749-4753
📜间苯三酚置于三氟化硼乙醚,Potassium Carbonate体系中,用 二甲基亚砜,乙酸乙酯 作为反应溶剂,化学反应 15.0H,反应生成 2-羟基-4,6-二甲氧基苯乙酮
参考文献:A Novel Synthesis Of Naringenin And Related Flavanones
标题:A Novel Synthesis Of Naringenin And Related Flavanones
摘要:报告了制备柚皮素(4',5,7-三羟基黄烷酮)的高效方法,该方法易于推广.这些方法还适用于其他三种黄烷酮(6-羟基黄烷酮,6,4'-二羟基黄烷酮,6,3',4'-三羟基黄烷酮).
DOI:10.3184/174751914X14145820775908

海关参考信息

专利信息


专利号:US-8481519-B2
优先权日:2005-02-05
标题 :Isolation of atraric acid, synthesis of atraric acid derivatives, and use of atraric acid and the derivatives thereof for the treatment of benign prostatic hyperplasia, prostate carcinoma and spinobulbar muscular atrophy
发明人：HOFFMANN HANS-RAINER; MATUSCH RUDOLF; BANIAHMAD ARIA
权利人:HOFFMANN HANS-RAINER; MATUSCH RUDOLF; BANIAHMAD ARIA; LOHMANN THERAPIE SYST LTS
摘要:A method for isolating atraric acid from biological material, atraric acid derivatives, the chemical synthesis thereof, and the use of atraric acid and the derivatives thereof for treating or producing a medicament for treating benign prostate hyperplasia, prostate carcinoma or spinobulbar muscular atrophy is provided. In addition, a basic substance for the development of other agents used for treating benign prostate hyperplasia, prostate carcinoma, or spinobulbar muscular atrophy is provided.

专利号:WO-2023097608-A1
优先权日:2021-12-02
标 题:Use of brevilin in preparation of rab5 protein inhibitor
发明人：WANG YANG; ZHANG JING; He qing yu; Huang Zi Jia
权利人:UNIV JINAN
摘要:The present invention relates to the technical field of medicines, and in particular to a use of brevilin in preparation of a Rab5 protein inhibitor. In the present invention, by using various instruments and methods such as a fluorescence titration experiment, an isothermal titration calorimeter, and a circular dichroism spectrometer, it is proved that brevilin and Rab5 can interact with each other. In the present invention, a molecular docking condition between brevilin and Rab5 protein is further simulated to obtain potential interaction sites. On the basis of the finding that brevilin can be used to obtain action sites of Rab5 protein in the present invention, brevilin can be used in synthesis of compounds having similar structures and research of drugs, and can also be used to screen for compounds capable of acting on the action sites to provide new ideas for design of anti-tumor drugs. By means of the finding that brevilin can be used as an inhibitor of Rab5 protein in the present invention, the effect of inhibiting tumor formation and development can be achieved, and the finding in the present invention has a good prospect in respect of treatment of Rab5 protein related diseases and screening of related drugs.

专利号:US-11312696-B2
优先权日:2017-11-21
标 题:Synthesis of morin and morin derivatives
发明人：LINDEL THOMAS; MENDE STEFFEN
权利人:ORSATEC GMBH
摘要:The invention relates to a method for directly producing morin derivatives and high-purity morin of formula (I). The invention also relates to morin derivatives and high-purity morin that can be obtained using the claimed method.

专利号:US-2009143466-A1
优先权日:2005-02-05
标题 :Isolation of Atraric Acid, Synthesis of Atraric Acid Derivatives, and Use of Atraric Acid and the Derivatives Thereof for the Treatment of Benign Prostatic Hyperplasia, Prostate Carcinoma and Spinobulbar Muscular Atrophy

专利号:CA-2596634-C
优先权日:2005-02-05
标题 :Isolation of atraric acid, synthesis of atraric acid derivatives, and use of atraric acid and the derivatives thereof for the treatment of benign prostatic hyperplasia, prostate carcinoma and spinobulbar muscular atrophy

专利号:US-2020308131-A1
优先权日:2017-11-21
标 题 :Synthesis of morin and morin derivatives

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主要参考文献

[参考文献]: Cechinel Filho V, Et Al. Antispasmodic Activity Of Xanthoxyline Derivatives: Structure-Activity Relationships.J Pharm Sci. 1995 Apr;84(4):473-5.
[参考文献]: Pinheiro Tr, Et Al. In Vitro Antifungal Evaluation And Studies On The Mode Of Action Of Xanthoxyline Derivatives.Arzneimittelforschung. 1999 Dec;49(12):1039-43.
[参考文献]: C Tringali, Et Al. Antifeedant Constituents From Fagara Macrophylla. Fitoterapia. 2001 Jun;72(5):538-43.
[参考文献]: Doriane Lorendeau, Et Al. Collateral Sensitivity Of Resistant Mrp1-Overexpressing Cells To Flavonoids And Derivatives Through Gsh Efflux. Biochem Pharmacol. 2014 Aug 1;90(3):235-45.
[参考文献]: J B Calixto, Et Al. Action Of 2-Hydroxy-4,6-Dimethoxyacetophenone Isolated From Sebastiania Schottiana. Planta Med. 1990 Feb;56(1):31-5.

合成参考文献


摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1016/0378-8741(96)01436-5
摘要:Cechinel Filho V, Lima EO, Morais VM, Gomes ST, Miguel OG, Yunes RA. Fungicide and fungiostatic effects of xanthoxyline. J Ethnopharmacol. 1996 Sep;53(3):171–3. doi: 10.1016/0378-8741(96)01436-5.
参考文献:10.1007/s11655-015-2297-9
摘要:Zhang Y, Ma X, Shi D. Antiplatelet Effect of Active Components Derived from Chinese Herbal Medicine. Chinese Journal of Integrative Medicine. 2015 Oct 10;24(8):632–40. doi: 10.1007/s11655-015-2297-9.
参考文献:10.1002/ptr.1482
摘要:Simonsen HT, Adsersen A, Bremner P, Heinrich M, Wagner Smitt U, Jaroszewski JW. Antifungal constituents of Melicope borbonica. Phytother Res. 2004 Jul;18(7):542–5. doi: 10.1002/ptr.1482.
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