CAS: 93703-24-3; 8-Bromo-3-Methyl-1H-Purine-2,6(3H,7H)-Dione

• 英文名称8-Bromo-3-Methyl-1H-Purine-2,6(3H,7H)-Dione
• 中文名称8-溴-3-甲基-3,7-二氢-嘌呤-2,6-二酮
• IUPAC名称8-bromo-3-methyl-7H-purine-2,6-dione
• 其它别名8-溴-3-甲基黄嘌呤; 8溴3甲基1H嘌呤263H7H二酮; 8-Bromo-3-Methyl-Xanthine; 8-Bromo-3-Methyl-1H-Purine-2,6(3H,7H)-Dione
• CAS编号93703-24-3
• MFCD编号:MFCD00462528
• EINECS号:819-117-0
• FDA UNII编号:EFS66989G3
• 分子式:C6H5BrN4O2
• 分子量:245.036
• 产品CID: 1977060
• 产品分类有机原料→分子砌块→芳杂环类化合物→嘌呤类化合物

• 相似结构搜索
• InChIKey: QTEQVEJOXGBDGI-UHFFFAOYSA-N
• InChI=1S/C6H5BrN4O2/c1-11-3-2(8-5(7)9-3)4(12)10-6(11)13/h1H3,(H,8,9)(H,10,12,13)…
• 计算化学: 氢键受体数4.0氢键供体数2.0可旋转键数0.0

物理性质

• 熔点320-327 °C
• 沸点300 °C(文献)
• 密度2.0±0.1 g/cm3
• pKa:7.65±0.20(预测)
• PSA:83.54
• LogP:-0.2876
• 折射率1.662
• 溶解性DMF (Slightly), DMSO (Slightly)
• 外观形态白色至几乎白色粉末至晶体
• 储存条件在惰性气体(氮气或氩气)下 2–8 °C
• 产品应用该化合物用于治疗2型糖尿病.

MSDS等安全信息

• GHS象形图
• GHS符号GHS07;
  注释: Exclamation mark
• 危险类别急性毒性 类别4(经口)
  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2
  严重眼刺激 类别2A
• 警示词Warning(警告)
• 危险描述H302 |吞咽有害.
  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P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
• 危险品标志Xi
• 安全声明26-36/37/39
• 危险类别码22

欧盟法规

上下游产品

合成工艺路线路线简述

• 1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Acetic Acid,Sodium Acetate,Bromine; 50 °C; 3 H,65 °C
  标题:Substituted Xanthines As Trpc5 Ion Channel Inhibitor And Their Preparation
  参考文献:World Intellectual Property Organization]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; Rt; 6 H,Rt -> 100 °C
  标题:Design And Synthesis Of Purine Connected Piperazine Derivatives As Novel Inhibitors Of Mycobacterium Tuberculosis
  作者:Konduri,Srihari; Prashanth,Jyothi; Krishna,Vagolu Siva; Sriram,Dharmarajan; Behera,J. N.; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2020 卷标:30(22)]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; Rt; 2 H,65 °C
  标题:Synthesis Of The Novel Parp-1 Inhibitor Ag-690/11026014 And Its Protective Effects On Angiotensin Ii-Induced Mouse Cardiac Remodeling
  作者:Feng,Guo-Shuai; Zhu,Cui-Ge; Li,Zhuo-Ming; Wang,Pan-Xia; Huang,Yi; Et Al
  参考文献:Acta Pharmacologica Sinica 日期:2017 卷标:38(5) 页码:638-650]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; Rt; Rt -> 65 °C; 3 H,65 °C
  标题:Preparation Of Linagliptin Intermediate Pyrimidine Derivative
  参考文献:China]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; Rt; Rt -> 65 °C; 2 H,65 °C
  标题:Discovery Of Novel Xanthine Compounds Targeting Dpp-Iv And Gpr119 As Anti-Diabetic Agents
  作者:Li,Gang; Huan,Yi; Yuan,Baokun; Wang,Jin; Jiang,Qian; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2016 卷标:124 页码:103-116]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; Rt; 2 H,65 °C
  标题:Selective Inhibitors Of Fibroblast Activation Protein (Fap) With A Xanthine Scaffold
  作者:Jansen,Koen; De Winter,Hans; Heirbaut,Leen; Cheng,Jonathan D.; Joossens,Jurgen; Et Al
  参考文献:Medchemcomm 日期:2014 卷标:5(11) 页码:1700-1707]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 2 H,65 °C
  标题:Preparation Of Xanthine Derivatives And Analogs As Cell Signaling Inhibitors
  参考文献:United States]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 1 H,Rt; Rt -> 65 °C; 3 H,65 °C
  标题:Crystalline Form Of 8-[(3R)-3-Aminopiperidin-1-Yl]-7-(But-2-Yn-1-Yl)-3-Methyl-1-[(4-Methylquinazolin-2-Yl)Methyl]-3,7-Dihydro-1H-Purine-2,6-Dione Intermediates
  作者:Anonymous
  参考文献:Ip.Com Journal 日期:2014 卷标:14 页码:1-7]
  
  2415434-13-6 = 93703-24-3
  反应条件:1.1 Reagents: N-Bromosuccinimide,Potassium Carbonate Solvents: 1,2-Dichloroethane; Rt -> 60 °C; 5 H,60 °C
  标题:Preparation Method Of Linagliptin Intermediate 8-Bromo-7-(But-2-Yn-1-Yl)-3-Methyl-1H-Purine-2,6(3H,7H)-Dione
  参考文献:China]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; 25 - 30 °C; 5 - 10 Min,20 - 30 °C; 30 °C -> 15 °C1.2 Reagents: Bromine; 60 Min,10 - 15 °C; 15 °C -> 65 °C; 3 - 4 H,60 - 65 °C; 65 °C -> 20 °C1.3 Reagents: Water; 15 - 20 °C; 2 - 3 H,15 - 20 °C
  标题:An Improved Process For The Preparation Of Linagliptin
  参考文献:India]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 2 H,65 °C; 65 °C -> Rt
  标题:Preparation Of Xanthines And Related Compounds For Inhibiting Interleukin-12 Intracellular Signaling
  参考文献:United States]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid,Water; Rt -> 65 °C; 2 H,65 °C
  标题:Process For Preparation Of Xanthine Compound And Application
  参考文献:China]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine,Ozone Solvents: Acetic Acid; Rt; Rt -> 65 °C; 2 H,65 °C
  标题:Synthesis Of Linagliptin
  作者:Liu,Xiangsheng; Zhang,Yi; Zhang,Jiquan; Wang,Jianta; Tang,Lei
  参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2016 卷标:47(1) 页码:4-7]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 3 H,66 °C
  标题:Preparation Of Xanthine Derivatives As Inhibitors Of Tryptophan Hydroxylases,Useful In Treatment Of Diseases Alone And In Pharmaceutical Compositions
  参考文献:European Patent Organization]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 25 °C; 2 H,65 °C; 65 °C -> 25 °C
  标题:Structure-Based Optimization Of Potent And Selective Inhibitors Of The Tyrosine Kinase Erythropoietin Producing Human Hepatocellular Carcinoma Receptor B4 (Ephb4)
  作者:Lafleur,Karine; Huang,Danzhi; Zhou,Ting; Caflisch,Amedeo; Nevado,Cristina
  参考文献:Journal Of Medicinal Chemistry 日期:2009 卷标:52(20) 页码:6433-6446]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate,Bromine Solvents: Acetic Acid; 2 H,65 °C
  标题:Substituted Xanthine Compound,Preparation And Application
  参考文献:China]
  
  1076-22-8 = 93703-24-3
  反应条件:1.1 Reagents: Sodium Acetate Solvents: Acetic Acid; Reflux; Reflux -> 65 °C1.2 Reagents: Bromine Solvents: Acetic Acid; 30 Min,65 °C; 3 D,65 °C
  标题:Preparation Of Purine Derivatives As Inhibitors Of The Enzyme Dpp-Iv
  参考文献:World Intellectual Property Organization

专利信息

其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
• ➥ Globally Harmonized System
• ➥ REACH监管