CAS: 83280-65-3; 2-Acetylnaphtho[2,3-B]Furan-4,9-Dione

该化合物是一种有机化合物,其特点是复杂的多环结构,该物质具有环烷基酮框架,有助于其潜在的反应和生物活动;乙酰基体的存在表明,它可能参与各种化学反应,如核生殖替代或凝聚反应;该化合物可能表现出昆虫的典型特性,包括红氧活动和形成核核素吸附管的能力;其二氢形式表明,与完全芳香的对应体相比,它可能减少了再活性;此外,这种性质的化合物可能因其潜在的药用化学特性,包括抗微生物或抗癌活动,而对药用和生物影响进行进一步研究.

结构式图片

物理性质

MSDS等安全信息

上下游产品

CAS号83-72-7 2-羟基-1,4萘醌 | CAS号78-94-4 丁烯酮 | CAS号83889-95-6 2-(1-hydroxyeth... | CAS号84-79-7 黄钟花醌 | CAS号108-24-7 乙酸酐 | CAS号29366-43-6 1,4-Naphthalene... | CAS号5656-82-6 naphtho(2,3-b)f... | CAS号83889-95-6 2-(1-hydroxyeth...

合成工艺路线路线简述

  • 18633-71-1 = 83280-65-3
    反应条件:1.1 Reagents: Chromium Trioxide Solvents: Acetic Acid,Acetic Anhydride
    标题:An Easy Approach To Prepare Naphtho[2,3-B]Furan-4,9-Diones
    作者:Ferreira,V. F.; Et Al
    参考文献:Synthetic Communications 日期:1989 卷标:19(5-6) 页码:1061-9]

    318997-73-8 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Benzene1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:Efficient Synthesis Of Cytotoxic Furonaphthoquinone Natural Products
    作者:Lee,Yong Rok; Et Al
    参考文献:Synthetic Communications 日期:2001 卷标:31(3) 页码:381-386]

    318997-73-8 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Benzene; 5 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis,Anti-Proliferative Activity Evaluation And 3D-Qsar Study Of Naphthoquinone Derivatives As Potential Anti-Colorectal Cancer Agents
    作者:Acuna,Julio; Et Al
    参考文献:Molecules 日期:2018 卷标:23(1) 页码:186/1-186/21]

    83889-95-6 = 83280-65-3 [标题:Reaction Conditions
    标题:Furanonaphthoquinones From Tabebuia Ochracea
    作者:Zani,Carlos L.; Et Al
    参考文献:Phytochemistry 日期:1991 卷标:30(7) 页码:2379-81]

    83-72-7 + 61203-01-8 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Tetrahydrofuran; 2 °C; 40 Min,2 °C; 1 H,2 °C -> 22 °C2.1 1 H
    标题:First-Generation Process Development Of Napabucasin And The Impurity Control Strategy
    作者:Katz,Christopher E.; Et Al
    参考文献:Organic Process Research & Development 日期:2023 卷标:27(6) 页码:1036-1052]

    83-72-7 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dimethylformamide; 0 °C1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dimethylformamide; 50 °C
    标题:Conjugates Derived From Lapatinib Derivatives With Cancer Cell Stemness Inhibitors Effectively Reversed Drug Resistance In Triple-Negative Breast Cancer
    作者:Wang,Yuanjiang; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2021 卷标:64(17) 页码:12877-12892]

    117560-06-2 = 83280-65-3
    反应条件:1.1 Catalysts: Copper Oxide (Cu2O),Palladium Diacetate,Copper Bromide (Cubr) Solvents: Pyridine; 4 H,80 °C2.1 Reagents: Pyridinium Chlorochromate Solvents: Dichloromethane; 12 H,-10 °C
    标题:Synthesis And Cytotoxicity On Human Leukemia Cells Of Furonaphthoquinones Isolated From Tabebuia Plants
    作者:Inagaki,Ryuta; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2013 卷标:61(6) 页码:670-673]

    318997-73-8 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Benzene1.2 Reagents: Ammonium Chloride1.3 Solvents: Ethyl Acetate
    标题:Ceric Ammonium Nitrate (Can)-Mediated Oxidative Cycloaddition Of 1,3-Dicarbonyls To Conjugated Compounds. Efficient Synthesis Of Dihydrofurans,Dihydrofurocoumarins,Dihydrofuroquinolinones,Dihydrofurophenalenones,And Furonaphthoquinone Natural Products
    作者:Lee,Yong Rok; Et Al
    参考文献:Tetrahedron 日期:2000 卷标:56(45) 页码:8845-8853]

    83889-95-6 = 83280-65-3
    反应条件:1.1 Reagents: Pyridinium Chlorochromate Solvents: Dichloromethane; 12 H,-10 °C
    标题:Synthesis And Cytotoxicity On Human Leukemia Cells Of Furonaphthoquinones Isolated From Tabebuia Plants
    作者:Inagaki,Ryuta; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2013 卷标:61(6) 页码:670-673]

    147568-55-6 = 83280-65-3
    反应条件:1.1 Reagents: Manganese Oxide (Mno2) Solvents: Methylcyclohexane
    标题:Domino Michael-O-Alkylation Reaction: One-Pot Synthesis Of 2,4-Diacylhydrofuran Derivatives And Its Application To Antitumor Naphthofuran Synthesis
    作者:Hagiwara,Hisahiro; Et Al
    参考文献:Journal Of The Chemical Society 日期:2001 卷标:(22) 页码:2946-2957]

    189763-03-9 = 83280-65-3
    反应条件:1.1 Reagents: Ceric Ammonium Nitrate Solvents: Acetonitrile,Water
    标题:A New Synthetic Route To 2-Substituted Naphtho[2,3-B]Furan-4,9-Dione
    作者:Koyanagi,Jyunichi; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1997 卷标:34(2) 页码:407-412]

    83-72-7 = 83280-65-3
    反应条件:1.1 Reagents: Bromine Solvents: Pentane; -15 °C; 10 Min,-15 °C1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Tetrahydrofuran; 20 Min,0 °C1.3 Solvents: Tetrahydrofuran; 30 Min,0 °C -> Rt; 5 H,Reflux1.4 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; 3 H,Reflux1.5 Reagents: Ammonium Chloride Solvents: Water
    标题:In Silico And In Vitro Study Of Janus Kinases Inhibitors From Naphthoquinones
    作者:Sanachai,Kamonpan; Et Al
    参考文献:Molecules 日期:2023 卷标:28(2)]

    83-72-7 = 83280-65-3
    反应条件:1.1 Reagents: Bromine Solvents: Pentane; 10 Min,-15 °C1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Tetrahydrofuran; 20 Min,0 °C1.3 Solvents: Tetrahydrofuran; 5 H,0 °C -> Reflux1.4 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; Reflux; 3 H,Reflux1.5 Reagents: Ammonium Chloride Solvents: Water
    标题:Synthesis,Biological Evalution And Molecular Docking Of Avicequinone C Analogues As Potential Steroid 5-Reuctase Inhibitors
    作者:Karnsomwan,Wiranpat; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2017 卷标:65(3) 页码:253-260]

    83-72-7 = 83280-65-3
    反应条件:1.1 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Tetrahydrofuran; 20 Min,0 °C1.2 Solvents: Tetrahydrofuran; 30 Min,0 °C -> Rt; 5 H,Reflux1.3 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene; 3 H,Reflux1.4 Reagents: Ammonium Chloride Solvents: Water
    标题:In Silico And In Vitro Study Of Janus Kinases Inhibitors From Naphthoquinones
    作者:Sanachai,Kamonpan; Et Al
    参考文献:Molecules 日期:2023 卷标:28(2)]

    171084-36-9 = 83280-65-3
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran
    标题:A Facile Synthesis Of 2-Acetylnaphtho[2,3-B]Furan-4,9-Dione
    作者:Koyanagi,Jyunichi; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1995 卷标:32(4) 页码:1289-91
📜2-Acetyl-2,3,4,9-Tetrahydronaphtho[2,3-B]Furan-4,9-Dione 以 乙醇 作为反应溶剂,以202.42 Kg的收率获得产物2-乙酰基呋喃并-1,4-萘醌
参考文献:Napabucasin第一代工艺开发及杂质控制策略
标题:Napabucasin第一代工艺开发及杂质控制策略
摘要:本文所述的萘帕布卡星制造工艺可靠地以高达 100 千克的规模生产原料药.所采用的纯化策略可有效去除与工艺相关的杂质,并始终如一地提供符合规格的原料药.下面,我们概述了工艺开发历史和为实现稳健的制造性能而实施的杂质控制策略.确定了关键工艺参数,并介绍了与工艺相关的杂质及其建议的形成机制.
DOI:10.1021/acs.Oprd.3C00001

海关参考信息

专利信息


专利号:US-2024336679-A1
优先权日:2021-08-06
标题 :Methods for the treatment of cancer
发明人：LINARES LÆTITIA; FIRMIN NELLY; MANTEAUX GABRIELLE
权利人:INST REGIONAL CANCER MONTPELLIER; INST NAT SANTE RECH MED; UNIV MONTPELLIER
摘要:The present disclosure relates to an Interleukin-6 (IL-6) signaling inhibitor selected from an IL-6 inhibitor, an IL-6 receptor inhibitor, an IL-6/IL-6 receptor complex inhibitor, a gp130 inhibitor and a STAT3 inhibitor or a pharmaceutical composition comprising such an IL-6 signaling inhibitor. for use in a method for treating and/or preventing cancer in a subject in need thereof. wherein the subject has been previously classified as being affected with a cancer exhibiting recruitment of MDM2 to chromatin. The inventors have observed that cancers exhibiting recruitment of MDM2 to chromatin have been shown to secrete IL-6 that in turn acts on myoblast cells to activate serine synthesis. Following these surprising and unexpected observations. the inventors set up methods of treatment that are able to induce cancer cells death in subjects that have been previously classified as being affected with a cancer exhibiting recruitment of MDM2 to chromatin.

专利号:CN-115485268-B
优先权日:2020-05-06
标题:Synthesis of vinyl protected alcohol intermediates

专利号:CN-118908912-A
优先权日:2020-05-06
标题 :Synthesis of Vinyl Protected Alcohol Intermediates

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主要参考文献


1: Zhang Y, Jin Z, Zhou H, Ou X, Xu Y, Li H, Liu C, Li B. Suppression of prostate cancer progression by cancer cell stemness inhibitor napabucasin. Cancer Med. 2016 Feb 21. doi: 10.1002/cam4.675. [Epub ahead of print] doi: 10.1073/pnas.1424171112. Epub 2015 Jan 20.

合成参考文献


参考文献:10.1186/s12935-020-01458-7
摘要:Schmidtova S, Dorssers LCJ, Kalavska K, Gillis AJM, Oosterhuis JW, Stoop H, Miklikova S, Kozovska Z, Burikova M, Gercakova K, Durinikova E, Chovanec M, Mego M, Kucerova L, Looijenga LHJ. Napabucasin overcomes cisplatin resistance in ovarian germ cell tumor-derived cell line by inhibiting cancer stemness. Cancer Cell International. 2020 Aug 03;20(1):364. doi: 10.1186/s12935-020-01458-7.
参考文献:10.1016/j.canlet.2020.07.032
摘要:Li X, Wei Y, Wei X. Napabucasin, a novel inhibitor of STAT3, inhibits growth and synergises with doxorubicin in diffuse large B-cell lymphoma. Cancer Lett. 2020 Oct 28;491():146–61. doi: 10.1016/j.canlet.2020.07.032.
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