CAS: 943319-70-8; 3-(Imidazo[1,2-B]Pyridazin-3-Ylethynyl)-4-Methyl-N-(4-((4-Methylpiperazin-1-yl)Methyl)-3-(Trifluoromethyl)Phenyl)Benzamide

• 英文名称3-(Imidazo[1,2-B]Pyridazin-3-Ylethynyl)-4-Methyl-N-(4-((4-Methylpiperazin-1-yl)Methyl)-3-(Trifluoromethyl)Phenyl)Benzamide
• 中文名称普纳替尼
• IUPAC名称3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide.
• 其它别名3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide; Ponatinib; 3-(2-Imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]benzamide
• CAS编号943319-70-8
• MFCD编号:MFCD17215203
• EINECS号:851-222-7
• FDA UNII编号:4340891KFS
• 分子式:C29H27F3N6O
• 分子量:532.56
• 产品CID: 1993322
• 同类组份化合物CAS943319-70-8 (free base)1114544-31-8 (HCl)1232836-25-7 (tris-hydrochloride)
• 产品分类生物化工 → 抑制剂 → 血管生成(Angiogenesis)

• 相似结构搜索
• InChIKey: PHXJVRSECIGDHY-UHFFFAOYSA-N
• InChI=1S/C29H27F3N6O/c1-20-5-6-22(16-21(20)8-10-25-18-33-27-4-3-11-34-38(25)27)28(39)35-24-9-7-23(26(17-24)29(30,31)32)19-37-14-12-36(2)13-1…
• 计算化学: 氢键受体数8.0氢键供体数1.0可旋转键数6.0

物理性质

• 熔点>175°C (分解)
• 密度1.3
• pKa:12.99±0.70(预测)
• PSA:65.77
• LogP:4.4048
• 蒸汽压2.5X10-17 mm Hg at 25 °C (est)
• 溶解性Soluble In DMSO (Up To 50 mg/mL) Or In Ethanol (Up To 25 mg/mL With Warming).
• 外观形态黄色黄色粉末
• 储存条件-20°C
• 产品应用该化合物是一种口服生物可获的多目标受体抗体强聚体抑制剂,具有潜在的抗血管诱变和抗乳粉性活性活动.多目标强聚酶抑制剂AP24534抑制未变和所有变异形式的BCR-ABL,包括T315I,高抗药药物疗法抗性低温丁酸激素突变.该剂还抑制其他抗体性血管酶,包括与血管内皮生长系数受体和纤维增生系数受受体相关的抗体;此外,它还抑制了TROSINE感受体TIE2和与FMS有关的刺激性活体受体3(FLT3).

MSDS等安全信息

• GHS象形图
• GHS符号GHS08 & GHS06;
  注释: Health hazard & Skull and crossbones
• 危险类别生殖毒性 类别1B
  急性毒性 类别3(经口)
  特定目标器官毒性-重复接触 类别1
  急性毒性 类别3(吸入)
  急性毒性 类别3(经皮)
• 警示词Danger(危险)
• 危险描述H360FD |可能损害生育能力. 可能对胎儿造成损害.
  H301 |吞咽会中毒.
  H372 |长期或反复接触损害器官.
  H331 |吸入会中毒.
  H311 |皮肤接触会中毒.
• 防范说明P260-P280-P301+P310
• 安全声明H303+H313+H333

欧盟法规

上下游产品

合成工艺路线路线简述

• 1300690-48-5 + 694499-26-8 = 943319-70-8 [标题:Reaction Conditions
  标题:Development Of A Sandwich Enzyme-Linked Immunosorbent Assay For The Quantification Of Ponatinib In Serum
  作者:Yamamoto,Yuta; Saita,Tetsuya; Sogawa,Rintaro; Ogata,Kenji; Yamamoto,Yutaro; Et Al
  参考文献:Analytical Biochemistry 日期:2019 卷标:571 页码:14-20]
  
  109-01-3 + 1638193-92-6 = 943319-70-8
  反应条件:1.1 Reagents: Triethylamine,Sodium Triacetoxyborohydride Solvents: Dichloromethane; Overnight,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; 20 - 30 Min,Rt
  标题:Processes For Making Ponatinib And Intermediates Thereof
  参考文献:United States]
  
  1300690-48-5 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Oxalyl Chloride,4-Methylmorpholine Solvents: Dichloromethane; 30 Min,Rt1.2 Catalysts: 4-(Dimethylamino)Pyridine; Rt -> Reflux; 18 H,Reflux1.3 Solvents: Water
  标题:Methods And Compositions For Raf Kinase Mediated Diseases
  参考文献:World Intellectual Property Organization]
  
  943320-50-1 + 1066-54-2 + 18087-73-5 = 943319-70-8 [标题:Reaction Conditions
  标题:Structural Mechanism Of The Pan-Bcr-Abl Inhibitor Ponatinib (Ap24534): Lessons For Overcoming Kinase Inhibitor Resistance
  作者:Zhou,Tianjun; Commodore,Lois; Huang,Wei-Sheng; Wang,Yihan; Thomas,Mathew; Et Al
  参考文献:Chemical Biology & Drug Design 日期:2010 卷标:77(1) 页码:1-11]
  
  943320-50-1 + 943320-61-4 = 943319-70-8
  反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide,Tetrakis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 3 D,Rt
  标题:Preparation Of Bicyclic Heteroaryl Alkynyl Arenes As Protein Kinase Inhibitors For Treatment Of Cancer
  参考文献:World Intellectual Property Organization]
  
  1300690-48-5 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Thionyl Chloride; 3 H,Rt -> Reflux1.2 Reagents: Diisopropylethylamine Solvents: Dichloromethane; 0 °C; 3 H,Rt
  标题:Process For The Preparation Of Ponatinib
  参考文献:China]
  
  957147-18-1 + 18087-73-5 = 943319-70-8
  反应条件:1.1 Reagents: Cesium Carbonate,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Catalysts: Tricyclohexylphosphine,Dichlorobis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 8 H,80 °C
  标题:Process For The Preparation Of Ponatinib Useful In The Treatment Of Chronic Promyelocytic Leukemia
  参考文献:China]
  
  1356385-96-0 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; 0 °C; 10 Min,0 °C; 0 °C -> Rt; Overnight,Rt
  标题:A Process For Preparing Ponatinib And Its Intermediates
  参考文献:China]
  
  943320-50-1 + 943320-61-4 = 943319-70-8
  反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide,Tetrakis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 16 H,Rt1.2 Reagents: Water; Rt
  标题:Synthesis Of Ponatinib
  作者:Tian,Kun; Yue,Hongliang; Zhou,Changling; Dai,Juan; Chen,Haixia; Et Al
  参考文献:Guangdong Huagong 日期:2013 卷标:40(12) 页码:24-25]
  
  1356385-96-0 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; 12 H,Rt
  标题:Ppm Pd-Catalyzed,Cu-Free Sonogashira Couplings In Water Using Commercially Available Catalyst Precursors
  作者:Jin,Bo; Gallou,Fabrice; Reilly,John; Lipshutz,Bruce H.
  参考文献:Chemical Science 日期:2019 卷标:10(12) 页码:3481-3485]
  
  943320-50-1 + 943320-61-4 = 943319-70-8
  反应条件:1.1 Catalysts: Triphenylphosphine,Palladium Chloride Solvents: Dimethylformamide; 20 Min,140 °C1.2 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide Solvents: Dimethylformamide; 3 H,50 °C
  标题:Synthesis Of Antineoplastic Agent Ponatinib
  作者:Xie,Ning; Li,Yan-Yang; Zhao,Yan-Jin; Li,Shu-Xin
  参考文献:Zhongguo Xinyao Zazhi 日期:2013 卷标:22(22) 页码:2688-2691]
  
  943320-50-1 + 943320-61-4 = 943319-70-8
  反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Cuprous Chloride Solvents: Methanol,Acetonitrile; 10 H,Rt
  标题:Method For Preparation Of Ponatinib
  参考文献:China]
  
  109-01-3 = 943319-70-8
  反应条件:1.1 Solvents: Dichloromethane; 3 - 4 H,Rt
  标题:Processes For Making Ponatinib And Intermediates Thereof
  参考文献:World Intellectual Property Organization]
  
  1356385-96-0 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran
  标题:Crystalline Forms Of 3-(Imidazo[1,2-B]Pyridazin-3-Ylethynyl)-4-Methyl-N-{4-[(4-Methylpiperazin-1-Yl)Methyl]-3-(Trifluoromethyl)Phenyl}Benzamide Monohydrochloride
  参考文献:Canada]
  
  1356385-96-0 + 694499-26-8 = 943319-70-8
  反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: 2-Methyltetrahydrofuran
  标题:Methods And Compositions For Treating Parkinson'S Disease
  参考文献:World Intellectual Property Organization]
  
  943320-65-8 + 943320-61-4 = 943319-70-8
  反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide,Tetrakis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 3 D,Rt
  标题:Methods And Compositions For Treating Neurodegenerative Diseases
  参考文献:World Intellectual Property Organization]
  
  694499-26-8 + 1300690-49-6 = 943319-70-8
  反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane
  标题:Methods And Compositions For Treating Cancer Using Multi-Protein Kinase Inhibitor Ponatinib
  参考文献:World Intellectual Property Organization]
  
  943320-50-1 + 1066-54-2 + 18087-73-5 = 943319-70-8
  反应条件:1.1 Reagents: Dicyclohexylamine Catalysts: Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium Solvents: Acetonitrile; 15 Min,Rt; Rt -> 80 °C; 3 H,80 °C1.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran,Water; 2 H,Rt1.3 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide,Tetrakis(Triphenylphosphine)Palladium Solvents: Dimethylformamide; 16 H,Rt1.4 Reagents: Water; Rt
  标题:Discovery Of 3-[2-(Imidazo[1,2-B]Pyridazin-3-Yl)Ethynyl]-4-Methyl-N-[4-((4-Methylpiperazin-1-Yl)Methyl)-3-(Trifluoromethyl)Phenyl]Benzamide (Ap24534),A Potent,Orally Active Pan-Inhibitor Of Breakpoint Cluster Region-Abelson (Bcr-Abl) Kinase Including The T315I Gatekeeper Mutant
  作者:Huang,Wei-Sheng; Metcalf,Chester A.; Sundaramoorthi,Raji; Wang,Yihan; Zou,Dong; Et Al
  参考文献:Journal Of Medicinal Chemistry 日期:2010 卷标:53(12) 页码:4701-4719]
  
  = 943319-70-8 [标题:Reaction Conditions
  标题:Preparation Of Radioactive Halogen-Labeled 2-[2-(Imidazo[1,2-B]Pyridazin-3-Yl)Ethynyl]Toluene And 2-[2-(Imidazo[1,2-A]Pyrazin-3-Yl)Ethynyl]Toluene Derivatives As Molecular Probes For Imaging Bcr-Abl Protein And Tumors
  参考文献:Japan]
  
  = 943319-70-8 [标题:Reaction Conditions
  标题:Clean Production Method For Intermediates Of Leukemia Drug Poatinib
  参考文献:China

海关参考信息

• 2901292000-乙炔
  2912110000-甲醛
  2912210000-苯甲醛
  2921211000-乙二胺
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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