CAS: 835616-60-9; 2-(2,6-Dioxopiperidin-3-yl)-4-Fluoroisoindoline-1,3-Dione

该化合物是一个合成有机化合物,其特点是其异硫醇结构,其特点是由五人环组成的双环环组成,并引信为六人环,2,6-二氧-2,3-二基-二苯基二酮的存在表明,它含有一个管状环,有两种碳基化合物,有助于其再活性和潜在的生物活动.异硫醇环四位的氟代成物可影响该化合物的电子特性和脂性,这可能会加强其药理特征.这一化合物对医药化学,特别是它可能用于药物开发的潜在用途,因为它可能展示各种生物活动.其分子结构表明,它可能与生物目标发生相互作用,从而成为在治疗环境中进一步调查的候选物.同许多合成化合物一样,其稳定性,溶解性和再活性取决于它所处理的特定条件.

结构式图片

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上下游产品

2-(2,6-二氧代-哌啶-3-基)-4-羟基-异吲哚-1,3-二酮 2-(2,6-Dioxopiperidin-3-yl)-4-Hydroxyisoindoline-1,3-Dione 5054-59-1
4-氟-1H-异吲哚-1,3(2H)-二酮 4-Fluoroisoindoline-1,3-Dione 51108-29-3

合成工艺路线路线简述

  • 652-39-1 + 24666-56-6 = 835616-60-9
    反应条件:1.1 Reagents: Potassium Acetate Solvents: Acetic Acid; 12 H,120 °C; 120 °C -> Rt1.2 Reagents: Water; 0 °C
    标题:Discovery Of Thalidomide-Based Protac Small Molecules As The Highly Efficient Shp2 Degraders
    作者:Yang,Xiangbo; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2021 卷标:218]

    652-39-1 + 2353-44-8 = 835616-60-9
    反应条件:1.1 Reagents: Potassium Acetate Solvents: Acetic Acid; 8 H,Reflux
    标题:Adjusted Degradation Of Brd4 S And Brd4 L Based On Fine Structural Modifications Of The Pyrrolopyridone Scaffold
    作者:Chen,Jingjing; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2022 卷标:236]

    652-39-1 + 31140-42-8 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 6 H,Reflux
    标题:Protac-Mediated Crosstalk Between E3 Ligases
    作者:Steinebach,Christian; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2019 卷标:55(12) 页码:1821-1824]

    652-39-1 + 31140-42-8 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 6 H,Rt -> Reflux
    标题:Solid-Phase Synthesis Of Cereblon-Recruiting Selective Histone Deacetylase 6 Degraders (Hdac6 Protacs) With Anti-Leukemic Activity
    作者:Sinatra,Laura; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-30]

    24666-56-6 + 51108-29-3 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 12 H,Rt -> 140 °C
    标题:Discovery Of A Small-Molecule Degrader Of Bromodomain And Extra-Terminal (Bet) Proteins With Picomolar Cellular Potencies And Capable Of Achieving Tumor Regression
    作者:Zhou,Bing; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(2) 页码:462-481]

    652-39-1 + 24666-56-6 = 835616-60-9
    反应条件:1.1 Reagents: Acetic Acid,Sodium Acetate; 4 H,120 °C; 120 °C -> Rt1.2 Solvents: Water; 10 Min,Cooled
    标题:Structural Feature Analyzation Strategies Toward Discovery Of Orally Bioavailable Protacs Of Bruton'S Tyrosine Kinase For The Treatment Of Lymphoma
    作者:Zhang,Jingyu; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2022 卷标:65(13) 页码:9096-9125]

    652-39-1 + 25181-50-4 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; Rt -> Reflux; 4.5 H,Reflux
    标题:Efficient,Multi-Hundred-Gram Scale Access To E3 Ubiquitin Ligase Ligands For Degrader Development
    作者:Cooper,Mark S.; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2023 卷标:21(41) 页码:8344-8352]

    652-39-1 + 31140-42-8 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 6 H,Reflux
    标题:Homo-Protacs For The Chemical Knockdown Of Cereblon
    作者:Steinebach,Christian; Et Al
    参考文献:Acs Chemical Biology 日期:2018 卷标:13(9) 页码:2771-2782]

    652-39-1 + 27969-85-3 = 835616-60-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; Overnight,Rt -> Reflux
    标题:Proteolysis Targeting Chimera (Protac) For Macrophage Migration Inhibitory Factor (Mif) Has Anti-Proliferative Activity In Lung Cancer Cells
    作者:Xiao,Zhangping; Et Al
    参考文献:Angewandte Chemie 日期:2021 卷标:60(32) 页码:17514-17521]

    13726-85-7 = 835616-60-9
    反应条件:1.1 Reagents: 1,1′-Carbonyldiimidazole Catalysts: 4-(Dimethylamino)Pyridine Solvents: Tetrahydrofuran; 24 H,Rt -> Reflux2.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 6 H,Rt -> Reflux
    标题:Solid-Phase Synthesis Of Cereblon-Recruiting Selective Histone Deacetylase 6 Degraders (Hdac6 Protacs) With Anti-Leukemic Activity
    作者:Sinatra,Laura; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-30]

    13726-85-7 = 835616-60-9
    反应条件:1.1 Reagents: 1,1′-Carbonyldiimidazole Catalysts: 4-(Dimethylamino)Pyridine Solvents: Tetrahydrofuran; 10 H,Reflux2.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 6 H,120 °C
    标题:Chemical Inactivation Of The E3 Ubiquitin Ligase Cereblon By Pomalidomide-Based Homo-Protacs
    作者:Lindner,Stefanie; Et Al
    参考文献:Journal Of Visualized Experiments 日期:2019 卷标:(147)]

    1583-67-1 = 835616-60-9
    反应条件:1.1 Solvents: Acetic Anhydride; 2 H,Reflux2.1 Reagents: Triethylamine Solvents: Tetrahydrofuran; 6 H,80 °C
    标题:Developing Potent Protacs Tools For Selective Degradation Of Hdac6 Protein
    作者:An,Zixuan; Et Al
    参考文献:Protein & Cell 日期:2019 卷标:10(8) 页码:606-609
Dl-谷氨酰胺置于4-二甲氨基吡啶,N,N'-羰基二咪唑体系中,用 N,N-二甲基甲酰胺,乙腈 作为反应溶剂,化学反应 7.0H,反应生成 2-(2,6-二氧代-哌啶-3-基)-4-氟基-异吲哚-1,3-二酮
参考文献: Irak Degraders And Uses Thereof[fr] Agents De Dégradation D'Irak Et Leurs Utilisations
标题: Irak Degraders And Uses Thereof[fr] Agents De Dégradation D'Irak Et Leurs Utilisations
摘要:本发明提供了化合物,其组合物以及使用这些化合物的方法.这些化合物包括能够结合到irak4的irak结合基团和诱导降解的基团(dim).dim可以是dtm,一个连接酶结合基团(lbm)或赖氨酸类似物.这些化合物可以作为irak蛋白激酶抑制剂,并应用于irak介导的疾病.

海关参考信息

专利信息


专利号:WO-2025101716-A1
优先权日:2023-11-07
标题:Processes for synthesis of trifunctionalized sulfur(vi) compounds
发明人:LOPCHUK JUSTIN; SHULTZ ZACHARY; ATHAWALE PARESH
权利人:H LEE MOFFITT CANCER CT & RES
摘要:This disclosure describes processes for the asymmetric synthesis of trifunctionalized sulfur(VI) containing organic compounds of Formula I and Formula VI, as well as compounds of Formula I and Formula VI prepared by the processes described.

专利号:US-9669015-B2
优先权日:2005-04-07
标题 :Piperidine-2, 6-dione derivatives and their use as tumor necrosis factor inhibitors
发明人:ZHANG HESHENG
权利人:TIANJIN HEMAY BIO-TECH CO LTD
摘要:This invention is directed to derivatives of piperidine-2,6-dione, or their organic or inorganic salts thereof, a methods of synthesis of these derivatives, and their application as active pharmaceutical ingredient as inhibitors of TNFα releasing in cells, the derivative of piperidine-2,6-dione being of the general formula (I): n nwherein n represents 1, 2, 3, 4, 5 or 6; R 1 represents from one to four of the same or different substituents selected from F, Cl, Br, C 1-4 alkyl, OH, OC 1-4 alkyl, NO 2 , NHC(O)C 1-4 alkyl, NH 2 , NH(C 1-4 alkyl), N(C 1-4 alkyl) 2 ; R 2 represents OR 3 , NR 3 R 4 , N(R 3 )COR 4 , O 2 CR 5 ; R 3 and R 4 represent independently and at each occurrence H or C 1-4 alkyl; R 5 represents CHR 6 NR 7 R 8 , CHR 6 NR 9 C(O)CHR 10 NR 7 R 8 , a heterocycle W or CHR 6 NR 9 C(O)W; R 6 , R 9 , R 10 represent independently and at each occurrence H, or C 1-4 alkyl; R 7 and R 8 represent independently and at each occurrence H, C 1-4 alkyl, or R 7 and R 8 taken together represent 1,3-propylene, 1,4-butylene, 1,5-pentylene, or 1,6-hexylene; W represents four-membered, five-membered, six-membered, seven-membered, or eight-membered saturated or unsaturated heterocycle.

专利号:WO-2025006902-A2
优先权日:2023-06-29
标题 :Synthesis and in vitro characterization of proteolysis targeting chimeras (protacs) for degradation of dna methyltransferase 1 (dnmt1)

专利号:RU-2200159-C2
优先权日:1998-03-16
标 题 :Derivatives of 2-(2,6-dioxopiperidine-3-yl)isoindoline, their synthesis and application as inhibitors of inflammatory cytokines

专利号:CN-116396295-A
优先权日:2023-04-04
标题 :Synthesis method of PLK1 degradation agent based on PROTAC
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主要参考文献

Remillard et al (2017) Degradation of the BAF complex factor BRD9 by heterobifunctional ligands. Angew.Chem.Int.Ed.Engl. 56 5738 PMID: 28418626

合成参考文献


参考文献:10.1007/s00044-025-03437-x
摘要:Goswami R, Bhaskaran N, Deshpande A, KS N, Raichurkar AK, Manoj A, Srivastava A, Singh A, Swaminathan S, Athisayamani JD, Dhakshinamoorthy S. Design, synthesis and profiling of proteolysis-targeting chimeras (PROTACs) as CDK4/6 degraders. Med Chem Res. 2025 Jun 23;34(8):1688–94. doi: 10.1007/s00044-025-03437-x.
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