CAS: 87-48-9; 5-Bromoindoline-2,3-Dione

• 英文名称5-Bromoindoline-2,3-Dione
• 中文名称5-溴靛红
• IUPAC名称5-bromoindoline-2,3-dione
• 其它别名5-溴吲哚啉-2,3-二酮; 5溴靛红; 5-Bromoisatin Monohydrate; 5-Bromoindoline-2,3-Dione
• CAS编号87-48-9
• MFCD编号:MFCD00149345
• EINECS号:201-747-7
• FDA UNII编号:DZU75P8VY8
• 分子式:C8H4BrNO2
• 分子量:226.03
• 产品CID: 1882550
• 产品分类有机原料→分子砌块→芳杂环类化合物→吲哚啉类化合物

• 相似结构搜索
• InChIKey: MBVCESWADCIXJN-UHFFFAOYSA-N
• InChI=1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)…
• 计算化学: 氢键受体数2.0氢键供体数1.0可旋转键数0.0

物理性质

• 熔点247-252°C
• 沸点136 °C
• 闪点37
• 密度1.8±0.1 g/cm3
• pKa:8.74±0.20(预测)
• PSA:46.17
• LogP:1.5839
• 折射率1.650
• 溶解性Soluble In N,N Dimethylformamide.
• 外观形态橙色结晶粉末
• 储存条件密封, 常温干燥保存
• 产品应用该化合物用于合成5-溴盐,N替代火花,线性多烯毒素,5-二恶英,辛可尼辛酸衍生物,3-氢氧化辛丁醇,S-BENZYLDITHOCARBAZATE SCHIFF BASES,5-1溴OXINDOLE和MORITA-BAYLIS-HILLMAN等异丁衍生物的N衍生物.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07 & GHS05;
  注释: Exclamation mark & Corrosion
• 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
  严重眼损伤 类别1
  严重眼刺激 类别2
• 警示词Danger(危险)
• 危险描述H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H318 |造成严重眼损伤.
  H319 |造成严重眼刺激.
• 防范说明P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
• UN编号2811
• 危险品标志Xi
• 风险等级Irritant
• 安全声明26-36/39-37/39-36
• 危险类别码37/38-41
• WGK Germany2.0

欧盟法规

上下游产品

合成工艺路线路线简述

• 20870-78-4 = 87-48-9
  反应条件:1.1 Reagents: Oxygen Catalysts: Cupric Acetate,Potassium Carbonate Solvents: Dimethylformamide; Rt -> 50 °C; 0.5 H,50 °C
  标题:Copper-Catalyzed Base-Accelerated Direct Oxidation Of C-H Bond To Synthesize Benzils,Isatins,And Quinoxalines With Molecular Oxygen As Terminal Oxidant
  作者:Yu,Jing-Wen; Et Al
  参考文献:Tetrahedron Letters 日期:2015 卷标:56(12) 页码:1575-1580]
  
  868694-19-3 = 87-48-9
  反应条件:1.1 Reagents: N-Iodosuccinimide,2-Iodoxybenzoic Acid Solvents: Dimethyl Sulfoxide; 7 H,30 °C
  标题:Facile Synthesis Of Isatins By Direct Oxidation Of Indoles And 3-Iodoindoles Using Nis/ibx
  作者:Chandra,Ajeet; Et Al
  参考文献:Tetrahedron 日期:2019 卷标:75(14) 页码:2169-2174]
  
  91-56-5 = 87-48-9
  反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 10 - 15 Min,0 °C
  标题:Discovery Of 3-Hydroxy-3-Phenacyloxindole Analogues Of Isatin As Potential Monoamine Oxidase Inhibitors
  作者:Tripathi,Rati K. P.; Et Al
  参考文献:Chemmedchem 日期:2016 卷标:11(1) 页码:119-132]
  
  91-56-5 = 87-48-9
  反应条件:1.1 Reagents: Tribromoisocyanuric Acid Solvents: Trifluoroacetic Acid; 0.5 H,Rt1.2 Reagents: Sodium Bisulfite Solvents: Water; Cooled
  标题:Tribromoisocyanuric Acid In Trifluoroacetic Acid: An Efficient System For Smooth Brominating Of Moderately Deactivated Arenes
  作者:De Almeida,Leonardo S.; Et Al
  参考文献:Synlett 日期:2013 卷标:24(5) 页码:603-606]
  
  69374-79-4 = 87-48-9
  反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 10 S1.2 Reagents: Sodium Carbonate Solvents: Water; Neutralized
  标题:A Comparative Study Between Microwave And Conventional Syntheses Of Dihydropyrazinones And Bis[benzoyl] Ketones
  作者:Hossain,Mohammad Mamun; Et Al
  参考文献:Journal Of The Bangladesh Chemical Society 日期:2009 卷标:22(1) 页码:9-17]
  
  10075-50-0 = 87-48-9
  反应条件:1.1 Reagents: Pyridinium Chlorochromate Solvents: 1,2-Dichloroethane; 2.5 H,80 °C
  标题:Use Of Pyridinium Chlorochromate And Reusable Polyaniline Salt Catalyst Combination For The Oxidation Of Indoles
  作者:Kumar,Chebolu Naga Sesha Sai Pavan; Et Al
  参考文献:Synlett 日期:2008 卷标:(13) 页码:2023-2027]
  
  18414-58-9 + 66416-72-6 = 87-48-9
  反应条件:1.1 Reagents: Hexylamine,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Catalysts: Bis(Dibenzylideneacetone)Palladium,Tri-Tert-Butylphosphonium Tetrafluoroborate Solvents: Tetrahydrofuran1.2 Reagents: Potassium Fluoride Solvents: Tetrahydrofuran1.3 16 H,Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 31.5 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 5 H,60 °C
  标题:A Palladium-Catalyzed Double Carbonylation Approach To Isatins From 2-Iodoanilines
  作者:Laursen,Simon R.; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2016 卷标:2016(10) 页码:1881-1885]
  
  877-03-2 = 87-48-9
  反应条件:1.1 Reagents: Sodium Chloride,Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Acetonitrile,Water; 2 - 4 H,50 °C
  标题:An Efficient Synthesis Of Versatile Synthon 3-Chlorooxindoles With Nacl/oxone
  作者:Lakshmi Reddy,Vanammoole; Et Al
  参考文献:New Journal Of Chemistry 日期:2018 卷标:42(24) 页码:20152-20155]
  
  302-17-0 = 87-48-9
  反应条件:1.1 Reagents: Hydroxyamine Hydrochloride,Hydrochloric Acid,Sodium Sulfate Solvents: Water; 60 - 70 °C1.2 Reagents: Sulfuric Acid; 70 - 80 °C1.3 Reagents: Water
  标题:New (E)-1-Alkyl-1H-Benzo[d]Imidazol-2-Yl)Methylene)Indolin-2-Ones: Synthesis,In Vitro Cytotoxicity Evaluation And Apoptosis Inducing Studies
  作者:Sharma,Pankaj; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2016 卷标:122 页码:584-600]
  
  = 87-48-9
  反应条件:1.1 Reagents: Hydroxyamine Hydrochloride,Hydrochloric Acid,Sodium Sulfate Solvents: Water; 95 °C; 95 °C -> Rt1.2 Reagents: Sulfuric Acid; 50 - 75 °C; 75 °C -> 80 °C; 30 Min,80 °C
  标题:Synthesis And Cytotoxic Studies Of Novel 5-Phenylisatin Derivatives And Their Anti-Migration And Anti-Angiogenic Evaluation
  作者:Zhang,Qian; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2018 卷标:156 页码:800-814]
  
  22190-33-6 = 87-48-9
  反应条件:1.1 Reagents: Dimethyl Sulfoxide,Iodine; 5 Min,120 °C1.2 Reagents: Ammonium Persulfate; 10 Min,120 °C
  标题:Iodine And Ammonium Persulfate Mediated Activation Of Dmso: An Approach To N-Formylation Of Amides And Synthesis Of Isatins
  作者:Bhat,Showkat Ahmad; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2022 卷标:20(42) 页码:8197-8202]
  
  66464-14-0 = 87-48-9
  反应条件:1.1 Reagents: Hydrochloric Acid
  标题:The Reaction Of N-Aryl Nitrones With Dichloroketene: A New Synthesis Of Isatins
  作者:Baker,A. D.; Et Al
  参考文献:Tetrahedron Letters 日期:1978 卷标:(3) 页码:215-18]
  
  5794-88-7 + 80345-44-4 = 87-48-9
  反应条件:1.1 Reagents: Diisopropylethylamine,1-[bis(Dimethylamino)Methylene]-1H-Benzotriazolium Hexafluorophosphate(1-) 3-Oxi... Solvents: Dichloromethane; 75 Min,Rt1.2 Reagents: Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Tetrahydrofuran,Water; 10 Min,Rt
  标题:Ylide Mediated Carbonyl Homologations For The Preparation Of Isatin Derivatives
  作者:Lollar,Christina T.; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2014 卷标:12(3) 页码:406-409]
  
  92635-29-5 = 87-48-9
  反应条件:1.1 Reagents: Water Solvents: Methanol,Water
  标题:Convenient Preparation Of 3,3-Dibromo-1,3-Dihydroindol-2-Ones And Indole-2,3-Diones (Isatins) From Indoles
  作者:Parrick,John; Et Al
  参考文献:Journal Of The Chemical Society 日期:1989 卷标:(11) 页码:2009-15]
  
  20870-78-4 = 87-48-9
  反应条件:1.1 Reagents: Tert-Butyl Nitrite,Oxygen Solvents: Tetrahydrofuran; 24 H,1 Atm,50 °C
  标题:Convenient And Clean Synthesis Of Isatins By Metal-Free Oxidation Of Oxindoles
  作者:Wei,Wen-Ting; Et Al
  参考文献:Synlett 日期:2017 卷标:28(17) 页码:2307-2310]
  
  66475-83-0 = 87-48-9
  反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 1 H,60 - 70 °C; 10 Min,80 °C; 80 °C -> Rt1.2 Reagents: Water; Cooled
  标题:Oxindole-Based Intraocular Pressure Reducing Agents
  作者:Zaryanova,Ekaterina V.; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2017 卷标:27(16) 页码:3787-3793]
  
  66475-83-0 = 87-48-9
  反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 60 °C -> 90 °C; 30 Min,90 °C; 90 °C -> Rt
  标题:Synthesis Of Substituted Isatins
  作者:Zhang,Xiao-Fei; Et Al
  参考文献:Bohai Daxue Xuebao 日期:2009 卷标:30(3) 页码:212-216]
  
  91-56-5 = 87-48-9
  反应条件:1.1 Reagents: N-Bromosuccinimide,Ammonium Acetate Solvents: Acetonitrile; 30 Min; 2 H,Rt
  标题:Substrate-Controlled Diastereo- And Enantiodivergent Synthesis Of Bis-Spirocyclopropyloxindoles From Available Isatin As A Single Starting Material
  作者:Eskandari,Mehdi; Et Al
  参考文献:Journal Of Organic Chemistry 日期:2023 卷标:88(9) 页码:5254-5274]
  
  = 87-48-9
  反应条件:1.1 Catalysts: Copper Bromide (Cubr) Solvents: Benzonitrile,Water; 4 H,140 °C
  标题:Synthesis Of Diverse Isatins Via Ring Contraction Of 3-Diazoquinoline-2,4-Diones
  作者:Shrestha,Rajeev; Et Al
  参考文献:Rsc Advances 日期:2016 卷标:6(68) 页码:63782-63787]
  
  10075-50-0 = 87-48-9
  反应条件:1.1 Reagents: N-Iodosuccinimide,2-Iodoxybenzoic Acid Solvents: Dimethyl Sulfoxide; 3 H,25 °C
  标题:Facile Synthesis Of Isatins By Direct Oxidation Of Indoles And 3-Iodoindoles Using Nis/ibx
  作者:Chandra,Ajeet; Et Al
  参考文献:Tetrahedron 日期:2019 卷标:75(14) 页码:2169-2174]
  
  10075-50-0 = 87-48-9
  反应条件:1.1 Reagents: Iodine Pentoxide Solvents: Dimethyl Sulfoxide; 10 Min,80 °C1.2 Reagents: Sodium Thiosulfate Solvents: Water
  标题:An Efficient Method Based On Indoles For The Synthesis Of Isatins By Taking Advantage Of I2O5 As Oxidant
  作者:Wang,Ci-Ping; Et Al
  参考文献:Tetrahedron Letters 日期:2017 卷标:58(18) 页码:1747-1750]
  
  29124-56-9 = 87-48-9
  反应条件:1.1 Reagents: Dimethyl Sulfoxide,Iodine Catalysts: Sodium Perchlorate Solvents: Dimethyl Sulfoxide; 2 H,25 °C
  标题:Electro-Organic Synthesis Of Isatins And Hydrazones Through C-N Cross-Coupling And C(Sp2)-H/c(Sp3)-H Functionalization
  作者:Verma,Neetu; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2023 卷标:21(33) 页码:6707-6714]
  
  302-17-0 = 87-48-9
  反应条件:1.1 Reagents: Hydroxyamine Hydrochloride,Hydrochloric Acid,Sodium Sulfate Solvents: Water; 95 °C1.2 Reagents: Sulfuric Acid; 50 - 75 °C; 75 °C -> 80 °C; 30 Min,80 °C
  标题:Synthesis And Anti-Cancer Activity Evaluation Of 5-(2-Carboxyethenyl)-Isatin Derivatives
  作者:Teng,Yu-Ou; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2016 卷标:112 页码:145-156]
  
  444287-84-7 = 87-48-9
  反应条件:1.1 Reagents: N-Bromosuccinimide Solvents: Acetic Acid
  标题:Design,Synthesis,Characterization,And In Vitro Evaluation Of Isatin-Pomalidomide Hybrids For Cytotoxicity Against Multiple Myeloma Cell Lines
  作者:Panga,Shyam; Et Al
  参考文献:Journal Of Heterocyclic Chemistry 日期:2018 卷标:55(12) 页码:2919-2928]
  
  = 87-48-9
  反应条件:1.1 Reagents: Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Tetrahydrofuran,Water; 10 Min,Rt
  标题:Ylide Mediated Carbonyl Homologations For The Preparation Of Isatin Derivatives
  作者:Lollar,Christina T.; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2014 卷标:12(3) 页码:406-409]
  
  = 87-48-9
  反应条件:1.1 Reagents: Sulfuric Acid; 20 Min,Rt -> 80 °C1.2 Solvents: Water; Cooled; Overnight,Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
  标题:Rational Design And Synthesis Of 3-Morpholine Linked Aromatic-Imino-1H-Indoles As Novel Kv1.5 Channel Inhibitors Sharing Vasodilation Effects
  作者:Qin,Wei; Et Al
  参考文献:Frontiers In Molecular Biosciences 日期:2021 卷标:8]
  
  = 87-48-9
  反应条件:1.1 Reagents: Sulfuric Acid; 80 °C
  标题:Design,Synthesis And Anti-Tumor Activity Study Of Novel Histone Deacetylase Inhibitors Containing Isatin-Based Caps And O-Phenylenediamine-Based Zinc Binding Groups
  作者:Gao,Shuai; Et Al
  参考文献:Bioorganic & Medicinal Chemistry 日期:2017 卷标:25(12) 页码:2981-2994

海关参考信息

• 2902600000-乙苯
  2912110000-甲醛
  2912120000-乙醛
  2912210000-苯甲醛
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