CAS: 917111-44-5; (S)-1-Ethyl-3-(2-Methoxy-4-(5-Methyl-4-((1-(Pyridin-3-yl)Butyl)Amino)Pyrimidin-2-yl)Phenyl)Urea

该化合物是一种属于小分子抑制剂类别的合成化合物,主要因其作为抗脉冲剂的作用而得到承认,具有干扰细胞分解关键微囊动态的特性.Lexibulin的行动机制涉及对管状素的束缚,从而在细胞分解期间干扰线状脊椎的正常功能,导致癌症细胞中的流行性硬化.该化合物因其物理和化学特性,其特性为特定分子结构,有助于其生物活动.该化合物通常对其药理学,毒性和临床研究的总体治疗指数进行评估.与许多调查药物一样,进行中的研究旨在更好地了解其充分潜力,优化其在癌症治疗中的使用.

结构式图片

物理性质

MSDS等安全信息

上下游产品

CAS号854074-39-8 2-chloro-5-meth... | CAS号917111-46-7 4-(3-乙基脲基)-3-甲氧...

合成工艺路线路线简述

  • 合成目标产物 Cyt997 主要起始原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy- And 4-(3-Ethylureido)-3-Methoxyphenylboronic Acid, Pinacol Ester
  • 854074-39-8 + 917111-46-7 = 917111-44-5
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: 1-Propanol,Toluene,Water; 15 Min,Rt1.2 Catalysts: Tetrakis(Triphenylphosphine)Palladium; 44 H,Reflux; Reflux -> Rt
    标题:Discovery Of Cyt997: A Structurally Novel Orally Active Microtubule Targeting Agent
    作者:Burns,Christopher J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(16) 页码:4639-4642]

    1780-31-0 + 1020264-11-2 = 917111-44-5
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Ethanol; 16 H,70 °C2.1 Reagents: Sodium Carbonate Solvents: 1-Propanol,Toluene,Water; 15 Min,Rt2.2 Catalysts: Tetrakis(Triphenylphosphine)Palladium; 44 H,Reflux; Reflux -> Rt
    标题:Discovery Of Cyt997: A Structurally Novel Orally Active Microtubule Targeting Agent
    作者:Burns,Christopher J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(16) 页码:4639-4642]

    1701-70-8 = 917111-44-5
    反应条件:1.1 Reagents: Trimethyl Borate,(Dimethyl Sulfide)Trihydroboron,α,α-Diphenyl-L-Prolinol Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 20 H,Rt1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene,Diphenylphosphoryl Azide Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 68 H,Rt1.3 Reagents: Triphenylphosphine Solvents: Toluene,Water; 2 H,80 °C2.1 Reagents: Diisopropylethylamine Solvents: Ethanol; 16 H,70 °C3.1 Reagents: Sodium Carbonate Solvents: 1-Propanol,Toluene,Water; 15 Min,Rt3.2 Catalysts: Tetrakis(Triphenylphosphine)Palladium; 44 H,Reflux; Reflux -> Rt
    标题:Discovery Of Cyt997: A Structurally Novel Orally Active Microtubule Targeting Agent
    作者:Burns,Christopher J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(16) 页码:4639-4642]

    2234-82-4 + 95091-91-1 = 917111-44-5
    反应条件:1.1 Solvents: Tetrahydrofuran; 0 °C; 2 H,0 °C -> Rt2.1 Reagents: Trimethyl Borate,(Dimethyl Sulfide)Trihydroboron,α,α-Diphenyl-L-Prolinol Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 20 H,Rt2.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene,Diphenylphosphoryl Azide Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 68 H,Rt2.3 Reagents: Triphenylphosphine Solvents: Toluene,Water; 2 H,80 °C3.1 Reagents: Diisopropylethylamine Solvents: Ethanol; 16 H,70 °C4.1 Reagents: Sodium Carbonate Solvents: 1-Propanol,Toluene,Water; 15 Min,Rt4.2 Catalysts: Tetrakis(Triphenylphosphine)Palladium; 44 H,Reflux; Reflux -> Rt
    标题:Discovery Of Cyt997: A Structurally Novel Orally Active Microtubule Targeting Agent
    作者:Burns,Christopher J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(16) 页码:4639-4642]

    6638-79-5 + 59-67-6 = 917111-44-5
    反应条件:1.1 Reagents: Triethylamine,1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 75 H,Rt2.1 Solvents: Tetrahydrofuran; 0 °C; 2 H,0 °C -> Rt3.1 Reagents: Trimethyl Borate,(Dimethyl Sulfide)Trihydroboron,α,α-Diphenyl-L-Prolinol Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 20 H,Rt3.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene,Diphenylphosphoryl Azide Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 68 H,Rt3.3 Reagents: Triphenylphosphine Solvents: Toluene,Water; 2 H,80 °C4.1 Reagents: Diisopropylethylamine Solvents: Ethanol; 16 H,70 °C5.1 Reagents: Sodium Carbonate Solvents: 1-Propanol,Toluene,Water; 15 Min,Rt5.2 Catalysts: Tetrakis(Triphenylphosphine)Palladium; 44 H,Reflux; Reflux -> Rt
    标题:Discovery Of Cyt997: A Structurally Novel Orally Active Microtubule Targeting Agent
    作者:Burns,Christopher J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2009 卷标:19(16) 页码:4639-4642
📜2-Chloro-5-Methyl-N-[(1S)-1-Pyridin-3-Ylbutyl]Pyrimidin-4-Amine,4-(3-乙基脲基)-3-甲氧基苯硼酸频那醇酯置于四(三苯基膦)钯 Potassium Carbonate体系中,用 丙醇,水,甲苯 作为反应溶剂,化学反应 17.0H,以57%的收率获得产物n-乙基-N'-[2-甲氧基-4-[5-甲基-4-[[(1S)-1-(3-吡啶基)丁基]氨基]-2-嘧啶基]苯基]脲
参考文献: Tubulin Inhibitors[fr] Inhibiteurs De La Tubuline
标题: Tubulin Inhibitors[fr] Inhibiteurs De La Tubuline
摘要:通用式(I),(II),(Iii)和(V)的化合物被描述用于调节微管聚合并治疗相关疾病状态.还描述了化合物(I),(Iii)和(V)在治疗激酶相关疾病状态中的应用.进一步描述了通用式(II),(Iii)和(V)的新化合物.

海关参考信息

专利信息


专利号:US-8883763-B2
优先权日:2010-03-01
标题 :Use of isoquinolones for preparing drugs, novel isoquinolones and method for synthesising same
发明人：POPOV ANDREI; JUHEM AURÉLIE; FLORENT JEAN-CLAUDE; N GUYEN CHI-HUNG
权利人:POPOV ANDREI; JUHEM AURÉLIE; FLORENT JEAN-CLAUDE; N GUYEN CHI-HUNG; UNIV JOSEPH FOURIER; CENTRE NAT RECH SCIENT; INST CURIE
摘要:The use of isoquinolones for preparing drugs, including novel isoquinolones as well as their synthesis method. In particular, isoquinolone derivatives used in the treatment of pathological angiogenesis, and more particularly of cancer.

专利号:US-11285169-B2
优先权日:2013-03-13
标题 :Methods for modulating chemotherapeutic cytotoxicity
发明人：ROBERTS DAVID D; SOTO PANTOJA DAVID R
权利人:US HEALTH
摘要:Methods of reducing cytotoxicity of a chemotherapeutic agent to non-cancer cells by administering to a subject with cancer an effective amount of an agent that inhibits CD47 signaling and a DNA damaging agent, such as an anthracycline, topoisomerase inhibitor, or nucleotide synthesis inhibitor, are provided. Example disclosed methods reduce cardiotoxicity. In one example, the methods include administering to a subject with cancer an effective amount of a CD47 antisense morpholino oligonucleotide and an anthracycline such as doxorubicin. Methods of increasing cytotoxicity of a chemotherapeutic agent in cancer cells by administering to a subject with a tumor an effective amount of an agent that inhibits CD47 signaling and a DNA damaging agent such as an anthracycline, topoisomerase inhibitor, or nucleotide synthesis inhibitor, are also provided. In some embodiments, the inhibitor of CD47 signaling is administered to the subject before, during, or after the administration of the DNA damaging agent.

专利号:FR-2956816-A1
优先权日:2010-03-01
标 题 :USE OF QUINOLONES FOR THE PREPARATION OF MEDICAMENTS, NEW QUINOLONES AND THEIR METHOD OF SYNTHESIS

专利号:JP-2013521265-A
优先权日:2010-03-01
标题:Use of isoquinolones for drug manufacture, novel isoquinolones and methods for their synthesis

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

⚠️全国化工行业净网倡议书
📋制造商识别码
📖 海关编码查询
📝MSDS生成器

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献


1: Mahmoud EM, Shongwe M, Moghadam ES, Moghimi-Rad P, Stoll R, Abdel-Jalil R. Design, synthesis, and molecular docking study of novel cinnoline derivatives as potential inhibitors of tubulin polymerization. Z Naturforsch C J Biosci. 2022 Aug 23;78(3-4):123-131. doi: 10.1515/znc-2022-0087. 99(2):147-162. doi: 10.1124/molpharm.120.000169. Epub 2020 Dec 1.
3: Wang Z, Yin F, Xu J, Zhang T, Wang G, Mao M, Wang Z, Sun W, Han J, Yang M, Jiang Y, Hua Y, Cai Z. CYT997(Lexibulin) induces apoptosis and autophagy through the activation of mutually reinforced ER stress and ROS in osteosarcoma. J Exp Clin Cancer Res. 2019 Jan 31;38(1):44. doi: 10.1186/s13046-019-1047-9.
4: Wang Y, Zhang H, Gigant B, Yu Y, Wu Y, Chen X, Lai Q, Yang Z, Chen Q, Yang J. Structures of a diverse set of colchicine binding site inhibitors in complex with tubulin provide a rationale for drug discovery. FEBS J. 2016 Jan;283(1):102-11. doi: 10.1111/febs.13555. Epub 2015 Nov 4.

合成参考文献


参考文献:10.1111/febs.13555
摘要:Wang Y, Zhang H, Gigant B, Yu Y, Wu Y, Chen X, Lai Q, Yang Z, Chen Q, Yang J. Structures of a diverse set of colchicine binding site inhibitors in complex with tubulin provide a rationale for drug discovery. FEBS J. 2016 Jan;283(1):102–11. doi: 10.1111/febs.13555.
📝 需求与反馈
尽可能描述清楚需求与问题信息
×

通知