CAS: 212844-53-6; (R)-2-((6-((3-Chlorophenyl)Amino)-9-Isopropyl-9H-Purin-2-yl)Amino)-3-Methylbutan-1-Ol

该化合物是一种强力和有选择性的抑制单环致动脉(CDKs),特别是CDK1,CDK2,CDK2和CDK5,其IC50值在低纳米分子范围内.其行动机制包括竞争性的ATP约束性现场抑制,使其成为研究细胞循环调节和生物化学和细胞实验中的流行性疾病的宝贵工具.Purvalanol A表现出很高的特殊性,与更广泛的皮肤酶抑制剂相比,尽可能减少目标外的影响.在实验条件下,其特征良好的活动和稳定性确保了研究应用的可靠再传播.该化合物被广泛用于肿瘤学和...

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(R)-2-amino-3-methylbutanol 2-(benzylsulfonyl)-6-(3-chlorophenylamino)-9-isopropylpurine 6-chloro-2-phenylmethylsulfanylpurine 1,7-Dihydro-2-[(phenylmethyl)thio]-6H-purin-6-one

合成工艺路线路线简述

    📜2-(Benzylsulfanyl)-6-Chloro-9-Isopropylpurine置于盐酸,Magnesium Sulfate,N,N-二异丙基乙胺,间氯过氧苯甲酸体系中,用 二氯甲烷,正丁醇 用作溶剂,化学反应 48.0H,反应生成(R)-2-((6-((3-氯苯基)氨基)-9-异丙基-9H-嘌呤-2-基)氨基)-3-甲基丁-1-醇
    参考文献:2-(苄基硫基)-6-氯-9-异丙基嘌呤,合成二氨基嘌呤周期蛋白依赖性激酶抑制剂的重要中间体
    标题:2-(苄基硫基)-6-氯-9-异丙基嘌呤,合成二氨基嘌呤周期蛋白依赖性激酶抑制剂的重要中间体
    摘要:描述了 2,6-二氨基嘌呤 Cdk 抑制剂的新型前体 2-(Benzylsulfanyl)-6-Chloro-9-Isopropylpurine 的合成潜力.选择 Traube 嘌呤合成来制备所需的 2-(苄基硫烷基) 次黄嘌呤中间体.尝试制备其嘌呤-6-基甲磺酸酯类似物失败.转化为 6-氯嘌呤衍生物能够在催化量的酸存在下引入芳胺.通过区域选择性的 Mitsunobu N-9 烷基化,在嘌呤上引入了更多的化学变化.2-(苄基硫烷基)离去基团与脂族胺的氧化裂解如先前报道的那样实施.Purvalanol A 是一种有效的 Cdk 抑制剂,使用这种方法合成.模板和中间体通过现代光谱技术和单晶 X 射线衍射进行了充分表征.(© Wiley-Vch Verlag Gmbh & Co. Kgaa,69451 Weinheim,Germany,2005)
    Doi:10.1002/ejoc.200400748

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    专利信息


    专利号:US-12187735-B2
    优先权日:2018-09-17
    标 题:Matter of composition, synthesis, formulation and application of FL118 platform positions 7 and 9-derived analogues for treatment of human disease
    发明人:LING XIANG; LI QINGYONG; LI FENGZHI
    权利人:CANGET BIOTEKPHARMA LLC
    摘要:Described herein, are the chemical synthesis, matter of compositions, formulation, function, methods and uses of the FL118 platform Positions 7 and/or 9-derived analogues for treating cancer or other human diseases. Compounds derived from chemical modifications of the FL118 platform are employed alone or in combination with other anti-cancer agents to preclude, eliminate or reverse cancer phenotypes. This invention intends to realize unique personalized cancer treatment (personalized precision medicine) through application of a series of structural relevant individual FL118 platform-derived analogues, which target multiple cellular human disease-relevant proteins and their signaling pathways.

    专利号:US-2025092058-A1
    优先权日:2018-09-17
    标 题 :Matter of composition, synthesis, formulation and application of fl 118 platform positions 7 and 9-derived analogues for treatment of human disease
    发明人:LING XIANG; LI QINGYONG; LI FENGZHI
    权利人:CANGET BIOTEKPHARMA LLC
    摘要:Described herein, are the chemical synthesis, compounds, methods and uses of the fluoroaryl-substituted derivatives at the FL118 position 7, which target multiple cellular human disease-relevant proteins and their signaling pathways.

    专利号:US-7176312-B2
    优先权日:2001-10-12
    标 题:Kinase inhibitor scaffolds and methods for their preparation
    发明人:DING SHENG; DING QIANG; GRAY NATHANAEL S
    权利人:IRM LLC
    摘要:General methods for the solution phase as well as solid phase synthesis of various substituted heteroaryls has been demonstrated. These substituted heteroaryls can be further elaborated by aromatic substitution with amines at elevated temperature or by anilines, boronic acids and phenols via palladium catalyzed cross-coupling reactions.

    专利号:CA-3111403-A1
    优先权日:2018-09-17
    标 题:Matter of composition, synthesis, formulation and application of fl118 platform positions 7 and 9-derived analogues for treatment of human disease

    专利号:WO-2020061106-A4
    优先权日:2018-09-17
    标题:Matter of composition, synthesis, formulation and application of fl118 platform positions 7 and 9-derived analogues for treatment of human disease

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Obakan P, Arısan ED, Ozfiliz P, Coker-Gürkan A, Palavan-Ünsal N. Purvalanol A is a strong apoptotic inducer via activating polyamine catabolic pathway in MCF-7 estrogen receptor positive breast cancer cells. Mol Biol Rep. 2013 Nov 5. [Epub ahead of print] doi: 10.1371/journal.pone.0075520.
    3: Hofman J, Ahmadimoghaddam D, Hahnova L, Pavek P, Ceckova M, Staud F. Olomoucine II and purvalanol A inhibit ABCG2 transporter in vitro and in situ and synergistically potentiate cytostatic effect of mitoxantrone. Pharmacol Res. 2012 Mar;65(3):312-9. doi: 10.1016/j.phrs.2011.11.017. Epub 2011 Dec 6. doi: 10.1111/j.1365-2443.2010.01439.x. Epub 2010 Sep 5. doi: 10.1186/1742-6405-5-12.
    6: Iizuka D, Ogura A, Kuwabara M, Inanami O. Purvalanol A induces apoptosis and downregulation of antiapoptotic proteins through abrogation of phosphorylation of JAK2/STAT3 and RNA polymerase II. Anticancer Drugs. 2008 Jul;19(6):565-72. doi: 10.1097/CAD.0b013e3282fe330e.

    合成参考文献


    参考文献:10.1021/ml200067t
    摘要:Xu J, Chen A, Go ML, Nacro K, Liu B, Chai CL. Exploring aigialomycin d and its analogues as protein kinase inhibitors for cancer targets. ACS Med Chem Lett. 2011 Sep 08;2(9):662–6.
    摘要:S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
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