CAS: 90224-71-8; 8-Bromo-7-Quinolinol

该化合物是一种8-氢氧基辛醇的溴化衍生物,其特点是在奎诺林环的8个位置上有明显的卤素替代物,这种改变增强了其发泡性能和反应性,使其在化学协调方面和作为合成更为复杂的杂交环化合物的前体中具有价值,其溴代二苯的代金还改善了电子生殖性,促进了有机合成的进一步功能化.该化合物由于结构上类似于生物活性quinline衍生物,在医药化学中具有潜在的应用.在高度纯度和稳定性的情况下,8-Bromo-7-quinolinol适合于材料科学,催化和制药的研究,其定义完善的结构确保了实验和工业过程中的再生能力.

结构式图片

相似化合物

1081816-88-7 36023-06-0 64965-47-5

上下游产品

quinolin-7-ol phosphoric acid di-tert-butyl ester 8-bromo-7-methoxyquinoline

合成工艺路线路线简述

  • 580-20-1 = 90224-71-8
    反应条件:1.1 Reagents: Acetic Acid,N-Bromosuccinimide Solvents: Dichloromethane; Overnight,Rt
    标题:Acylhydrazone Subunits As A Proton Cargo Delivery System In 7-Hydroxyquinoline
    作者:Nakashima,Kosuke; Petek,Anton; Hori,Yutaro; Georgiev,Anton; Hirashima,Shin-Ichi; Et Al
    参考文献:Chemistry - A European Journal 日期:2021 卷标:27(45) 页码:11559-11566
📜7-羟基喹啉置于n-溴代丁二酰亚胺(Nbs),溶剂黄146体系中,用 二氯甲烷 作为反应溶剂,以75%的收率获得产物8-溴-7-羟基喹啉
参考文献:酰基腙亚基作为 7-羟基喹啉中的质子货物输送系统
标题:酰基腙亚基作为 7-羟基喹啉中的质子货物输送系统
摘要:通过设计和合成两个包含 7-羟基喹啉 (7-Ohq) 平台的新酰基腙,展示了使用起重机亚基进行远程互变异构质子转移的重新构想的概念.在第 8 位连接到 7-Ohq 的酰基腙亚基充当起重机臂,用于将质子货物运送到喹啉氮.光诱导互变异构化为其酮形式导致c=c 轴键的z / E异构化,然后通过形成共价键或氢键将质子传递到喹啉氮.轴是亚胺键或酮亚胺键是所研究化合物之间的结构差异.-Ch 3后者中的基团提供空间应变,导致不同的质子传输途径.这两种化合物在开关状态下都显示出长期的热稳定性,这通过使用不同波长的辐射产生双向质子货物运输的可调作用.加入酸后,喹啉氮质子化;这导致酰基腙亚基的e / Z构型转换.这已通过单晶 X 射线结构分析和核磁共振光谱证实.
DOI:10.1002/chem.202101650

海关参考信息

专利信息


专利号:US-2010261228-A1
优先权日:2009-04-09
标题 :Multiplexed sites for polymer synthesis
发明人:GHARIB MORTEZA; RINDERKNECHT DEREK; KEEN RANDY
权利人:CALIFORNIA INST OF TECHN
摘要:Disclosed herein are methods, devices, and other components for synthesizing polymers. In some embodiments, numerous sites can be multiplexed together to allow for effective nucleic acid synthesis.

专利号:US-8173620-B2
优先权日:2008-08-20
标 题:BHQ-caged nucleotide probes photolysable by two-photon excitation
发明人:DORE TIMOTHY M; ZHU YUE; REDDIE KHALILAH G; LAUDERDALE JAMES D
权利人:DORE TIMOTHY M; ZHU YUE; REDDIE KHALILAH G; LAUDERDALE JAMES D; UNIV GEORGIA
摘要:The disclosure encompasses caged compounds such as caged nucleoside phosphoesters (caged nucleotides). In an embodiment, the caged nucleotides include compounds corresponding to those described by formula (I) that may be activated by two-photon excitation, and methods of synthesis of such compounds. 8-Bromo-7-hydroxyquinoline-caged ATP was synthesized and examined for its photochemistry as a biologically useful, temporally and spatially controlled ATP-releasing reagent. The combination of two-photon excitation hydrolysis and activation of caged ATP enables methods for finely focusing ATP activation at the sub-cellular level or to a greater depth of activation, thereby providing improved resolution of ATP-dependent processes at the cellular level.

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:A Dearomatization/debromination Strategy For The [4+1] Spiroannulation Of Bromophenols With α,β‐unsaturated Imines
作者:Yicong Ge,Cheng Qin,Lu Bai,Jiamao Hao,Jingjing Liu,Xinjun Luan |发布日期:2020.10.19
摘要:A Novel [4+1] Spiroannulation Of O‐ & P‐bromophenols With α,β‐unsaturated Imines Has Been Developed For The Direct Synthesis Of A New Family Of Azaspirocyclic Molecules. Notably, Several Other Halophenols (X=cl, I) Were Also Applicable For This Transformation. Moreover, A Catalytic Asymmetric Version Of The Reaction Was Realized With 1‐bromo‐2‐naphthols By Using A Chiral Sciii/py‐box Catalyst. Mechanistic

合成参考文献


参考文献:10.1039/c5pp00334b
摘要:McLain DE, Rea AC, Widegren MB, Dore TM. Photoactivatable, biologically-relevant phenols with sensitivity toward 2-photon excitation. Photochemical & Photobiological Sciences. 2015 Dec 01;14(12):2151–8. doi: 10.1039/c5pp00334b.
参考文献:10.1039/c6pp00377j
摘要:Huang J, Muliawan AP, Ma J, De Li M, Chiu HK, Lan X, Deodato D, Phillips DL, Dore TM. A spectroscopic study of the excited state proton transfer processes of (8-bromo-7-hydroxyquinolin-2-yl)methyl-protected phenol in aqueous solutions. Photochemical & Photobiological Sciences. 2017 Apr;16(4):575–84. doi: 10.1039/c6pp00377j.
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