CAS: 667463-62-9; (2Z,3E)-6'-Bromo-3-(Hydroxyimino)-[2,3'-Biindolinylidene]-2'-One

该化合物是一种合成有机化合物,属于因生物活动多样而闻名的一类印度灌木,该化合物的特点是,在印地安结构的6处放置一个溴原子,在3欧元的位置上有一个氧化物功能组,这助长了其独特的化学特性;该化合物具有作为动脉抑制剂的潜力,特别是在癌症研究方面,它可能会影响细胞扩散和集聚性;该化合物一般在有机溶剂中表现出中等溶性,在水中溶解性可能有限,许多有机化合物都常见这种溶性;其分子结构允许与各种生物目标相互作用,使其成为医学化学的一个主题;此外,6-Bromoindirubin-3 欧元氧化物可能会发生各种化学反应,包括氧化和替代,这些反应可在合成应用中加以利用;应当因其潜在的生物活动和可能具有危险的溴而观测安全性和处理预防措施.

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欧盟法规

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上下游产品

CAS号667463-60-7 6-Bromoindirubin | CAS号6326-79-0 6-溴靛红 | CAS号591-19-5 3-溴苯胺 | CAS号65971-74-6 N-(3-bromopheny...

合成工艺路线路线简述

    📜N-(3-Bromophenyl)-2-Hydroxyiminacetamide置于吡啶,硫酸,盐酸羟胺,Sodium Carbonate体系中,用 甲醇 作为反应溶剂,化学反应 4.75H,反应生成 (2'Z,3'E)-6-溴靛玉红-3'-肟
    参考文献:Structural Basis For The Synthesis Of Indirubins As Potent And Selective Inhibitors Of Glycogen Synthase Kinase-3 And Cyclin-Dependent Kinases
    标题:Structural Basis For The Synthesis Of Indirubins As Potent And Selective Inhibitors Of Glycogen Synthase Kinase-3 And Cyclin-Dependent Kinases
    摘要:Pharmacological Inhibitors Of Glycogen Synthase Kinase-3 (Gsk-3) And Cyclin-Dependent Kinases Have A Promising Potential For Applications Against Several Neurodegenerative Diseases Such As Alzheimer'S Disease. Indirubins,A Family Of Bis-Indoles Isolated From Various Natural Sources,Are Potent Inhibitors Of Several Kinases,Including Gsk-3. Using The Cocrystal Structures Of Various Indirubins With Gsk-3Beta,Cdk2 And Cdk5/p25,We Have Modeled The Binding Of Indirubins Within The Atp-Binding Pocket Of These Kinases. This Modeling Approach Provided Some Insight Into The Molecular Basis Of Indirubins' Action And Selectivity And Allowed Us To Forecast Some Improvements Of This Family Of Bis-Indoles As Kinase Inhibitors. Predicted Molecules,Including 6-Substituted And 5,6-Disubstituted Indirubins,Were Synthesized And Evaluated As Cdk And Gsk-3 Inhibitors. Control,Kinase-Inactive Indirubins Were Obtained By Introduction Of A Methyl Substitution On N1.
    DOI:10.1021/jm031016D

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    主要参考文献

    1. Meijer, L., Skaltsounis, A.L., Magiatis, P., et al. GSK-3-selective inhibitors derived from tyrian purple indirubins. Chem. Biol. 10(12), 1255-1266 (2003). 2. Polychronopoulos, P., Magiatis, P., Skaltsounis, A.L., et al. Structural basis for the synthesis of indirubins as potent and selective inhibitors of glycogen synthase kinase-3 and cyclin-dependent kinases. J. Med. Chem. 47(4), 935-946 (2004). 3. Sato, N., Meijer, L., Skaltsounis, L., et al. Maintenance of pluripotency in human and mouse embryonic stem cells through activation of Wnt signaling by a pharmacological GSK-3-specific inhibitor. Nature Medicine 10(1), 55-63 (2004). 4. Tseng, A.S., Engel, F.B., and Keating, M.T. The GSK-3 inhibitor BIO promotes proliferation in mammalian cardiomyocytes. Chemistry & Biology 13, 957-963 (2006).

    合成参考文献


    参考文献:10.1021/np9003905
    摘要:Kritsanida M, Magiatis P, Skaltsounis AL, Peng Y, Li P, Wennogle LP. Synthesis and antiproliferative activity of 7-azaindirubin-3'-oxime, a 7-aza isostere of the natural indirubin pharmacophore. J Nat Prod. 2009 Dec;72(12):2199–202. doi: 10.1021/np9003905.
    参考文献:10.1016/j.chembiol.2003.11.010
    摘要:Meijer L, Skaltsounis AL, Magiatis P, Polychronopoulos P, Knockaert M, Leost M, Ryan XP, Vonica CA, Brivanlou A, Dajani R, Crovace C, Tarricone C, Musacchio A, Roe SM, Pearl L, Greengard P. GSK-3-selective inhibitors derived from Tyrian purple indirubins. Chem Biol. 2003 Dec;10(12):1255–66. doi: 10.1016/j.chembiol.2003.11.010.
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