CAS: 853908-50-6; 6-Bromo-3-Nitroquinolin-4-Ol

该化合物是一种化学化合物,其特征为quinoline结构,这是一种含有环内氮原子的双环芳烃化合物,该化合物具有6位置的溴原子和3位置的硝化物组,以及基绳环4位置的氢氧基体组,这些功能组有助于其化学反应和潜在的生物活动.溴原子的存在可以增强亲脂性,而硝基化合物组则可以产生电动力特性.氢氧基化合物可以参与氢的结合,影响溶性以及与生物目标的相互作用.该化合物可能具有潜在的药用化学特性,包括抗微生物或抗癌活动.其分子结构允许各种合成改变,使其在有机合成中成为具有多种特性的中间体.与许多含氮的乙基循环一样,它可能展示出独特的电子特性,可在各种应用中加以利用,包括染色生产和作为合成的复杂分子.

英文名称6-Bromo-3-Nitroquinolin-4-Ol
中文名称6-溴-4-羟基-3-硝基喹啉
IUPAC名称6-bromo-3-nitroquinolin-4-ol
其它别名3-硝基-4-羟基-6-溴喹啉; 6-Bromo-3-Nitro-Quinolin-4-Ol
CAS编号853908-50-6
MFCD编号:MFCD09800413
EINECS号:992-580-5
分子式:C9H5BrN2O3
分子量:269.05
产品CID: 1849634
产品分类有机原料→分子砌块→芳杂环类化合物→喹啉类化合物

相似结构搜索
InChIKey: AMKJVYOALDEARM-UHFFFAOYSA-N
InChI=1S/C9H5BrN2O3/c10-5-1-2-7-6(3-5)9(13)8(4-11-7)12(14)15/h1-4H,(H,11,13)…
计算化学: 氢键受体数4.0氢键供体数1.0可旋转键数1.0

相似化合物

1153094-27-9 50332-66-6 101861-61-4

MSDS等安全信息

GHS符号GHS07
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
危险品标志Xi

欧盟法规

C&L通报

上下游产品

合成工艺路线路线简述

合成目标产物 6-Bromo-3-Nitro-4-Quinolinol 主要起始原料 6-Bromo-4-Hydroxyquinoline
145369-94-4 = 853908-50-6
反应条件:1.1 Reagents: Nitric Acid Solvents: Propionic Acid; 125 °C; 2 H,125 °C
标题:Design,Synthesis,And Antitumor Evaluation Of Quinoline-Imidazole Derivatives
作者:Xiao,Zhen; Et Al
参考文献:Archiv Der Pharmazie (Weinheim 日期:2018 卷标:351(6)]

853908-49-3 = 853908-50-6
反应条件:1.1 Reagents: Acetic Anhydride,Potassium Acetate; 1.5 H,120 °C
标题:Discovery Of 1,3-Dihydro-2H-Imidazo[4,5-C]Quinolin-2-Ones Based Novel,Potent And Pi3Kδ Selective Inhibitors
作者:Bahekar,Rajesh; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(11) 页码:1313-1319]

286843-16-1 + 5794-88-7 = 853908-50-6
反应条件:1.1 Solvents: Ethanol; 18 H,Rt2.1 Reagents: Potassium Acetate Solvents: Acetic Anhydride; 2 H,120 °C
标题:Novel Quinoline-Derived Mtor Inhibitors With Remarkable Enzymatic And Cellular Activities: Design,Synthesis And Biological Evaluation
作者:Ma,Xiao-Dong; Et Al
参考文献:Medchemcomm 日期:2016 卷标:7(2) 页码:297-310]

2033-24-1 = 853908-50-6
反应条件:1.1 10 Min,Rt -> 90 °C1.2 Solvents: Ethanol; 90 °C; 30 Min,90 °C; Cooled2.1 Solvents: Diphenyl Ether; 5 Min,Rt -> 220 °C3.1 Reagents: Propionic Acid,Nitric Acid; 1 H,125 °C; 1 H,125 °C
标题:Synthesis And Biological Evaluation Of 4-(1,2,3-Triazol-1-Yl)Coumarin Derivatives As Potential Antitumor Agents
作者:Zhang,Wenjuan; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(3) 页码:799-807]

= 853908-50-6
反应条件:1.1 Reagents: Hydrogen Peroxide,Ammonium Bromide Solvents: Acetic Acid,Water; 10 °C; 16 H,Rt2.1 Solvents: Ethanol; 18 H,Rt3.1 Reagents: Potassium Acetate Solvents: Acetic Anhydride; 2 H,120 °C
标题:Novel Quinoline-Derived Mtor Inhibitors With Remarkable Enzymatic And Cellular Activities: Design,Synthesis And Biological Evaluation
作者:Ma,Xiao-Dong; Et Al
参考文献:Medchemcomm 日期:2016 卷标:7(2) 页码:297-310]

145369-94-4 = 853908-50-6
反应条件:1.1 Reagents: Propionic Acid,Nitric Acid; 1 H,125 °C; 1 H,125 °C
标题:Synthesis And Biological Evaluation Of 4-(1,2,3-Triazol-1-Yl)Coumarin Derivatives As Potential Antitumor Agents
作者:Zhang,Wenjuan; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(3) 页码:799-807]

1201643-75-5 = 853908-50-6
反应条件:1.1 Reagents: Potassium Acetate Solvents: Acetic Anhydride; 2 H,120 °C
标题:Novel Quinoline-Derived Mtor Inhibitors With Remarkable Enzymatic And Cellular Activities: Design,Synthesis And Biological Evaluation
作者:Ma,Xiao-Dong; Et Al
参考文献:Medchemcomm 日期:2016 卷标:7(2) 页码:297-310]

5794-88-7 = 853908-50-6
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 10 Min,0 °C; 1 H,0 °C; 1 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Ethanol,Water; Cooled; 18 H,Rt1.3 Reagents: Potassium Acetate Solvents: Acetic Anhydride; 2 H,120 °C
标题:Discovery Of 1,8-Disubstituted-[1,2,3]Triazolo[4,5-C]Quinoline Derivatives As A New Class Of Hippo Signaling Pathway Inhibitors
作者:Qiao,Jingxin; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(18) 页码:2595-2603]

= 853908-50-6
反应条件:1.1 Solvents: Diphenyl Ether; 5 Min,Rt -> 220 °C2.1 Reagents: Propionic Acid,Nitric Acid; 1 H,125 °C; 1 H,125 °C
标题:Synthesis And Biological Evaluation Of 4-(1,2,3-Triazol-1-Yl)Coumarin Derivatives As Potential Antitumor Agents
作者:Zhang,Wenjuan; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(3) 页码:799-807]

25063-43-8 = 853908-50-6
反应条件:1.1 10 Min,150 Psi,200 °C2.1 Reagents: Nitric Acid Solvents: Propionic Acid; 125 °C; 2 H,125 °C
标题:Design,Synthesis,And Antitumor Evaluation Of Quinoline-Imidazole Derivatives
作者:Xiao,Zhen; Et Al
参考文献:Archiv Der Pharmazie (Weinheim 日期:2018 卷标:351(6)]

5794-88-7 = 853908-50-6
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 1 H,0 °C; 1 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; 8 H,Rt; 18 H,Rt2.1 Reagents: Acetic Anhydride,Potassium Acetate; 1.5 H,120 °C
标题:Discovery Of 1,3-Dihydro-2H-Imidazo[4,5-C]Quinolin-2-Ones Based Novel,Potent And Pi3Kδ Selective Inhibitors
作者:Bahekar,Rajesh; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(11) 页码:1313-1319]

= 853908-50-6
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 0 °C; 1 H,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Cooled2.1 Solvents: Ethanol; 18 H,Rt3.1 Reagents: Potassium Acetate Solvents: Acetic Anhydride; 2 H,120 °C
标题:Novel Quinoline-Derived Mtor Inhibitors With Remarkable Enzymatic And Cellular Activities: Design,Synthesis And Biological Evaluation
作者:Ma,Xiao-Dong; Et Al
参考文献:Medchemcomm 日期:2016 卷标:7(2) 页码:297-310

5-[(4-溴苯基氨基)亚甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮置于二苯醚,硝酸体系中,用丙酸作为反应溶剂,化学反应 2.25H,反应生成 3-硝基-4-羟基-6-溴喹啉
参考文献:作为 Pi3K/mtor 双抑制剂的新型苯磺酰脲衍生物的设计,合成和生物学评价
标题:作为 Pi3K/mtor 双抑制剂的新型苯磺酰脲衍生物的设计,合成和生物学评价
摘要:设计,合成了五个系列的新型苯磺酰脲衍生物,19A-D,20A-D,21A-D,22A-D 和 23A-D,带有 4-苯基氨基喹啉支架,并且它们对四种癌细胞系(hepg-2,A549,Pc-3 和 Mcf-7) 进行了评估.大多数化合物对癌细胞系显示出中等的细胞毒性活性.构效关系(sar)和药理学结果表明,4-氨基喹啉支架和苯磺酰脲支架的引入有利于抗肿瘤活性.此外,4-苯胺基部分的对甲氧基取代和苯磺酰脲的对卤素取代对不同系列的化合物有不同的影响.此外,
DOI:10.3390/molecules23071553