CAS: 912444-00-9; (R)-2-(2-Methylpyrrolidin-2-yl)-1H-Benzo[d]Imidazole-7-Carboxamide

• 英文名称(R)-2-(2-Methylpyrrolidin-2-yl)-1H-Benzo[d]Imidazole-7-Carboxamide
• 中文名称2-[(2R)-2-甲基-2-吡咯烷基]-1H-苯并咪唑-7-甲酰胺
• IUPAC名称(R)-2-(2-methylpyrrolidin-2-yl)-1H-benzo[d]imidazole-7-carboxamide
• 其它别名2-[(R)-2-Methylpyrrolidin-2-Yl]-1H-Benzimidazole-4-Carboxamide; 1H-Benzimidazole-4-Carboxamide, 2-((2R)-2-Methyl-2-Pyrrolidinyl)-; Veli
• CAS编号912444-00-9
• MFCD编号:MFCD16661059
• EINECS号:681-636-1
• FDA UNII编号:01O4K0631N
• 分子式:C13H16N4O
• 分子量:244.3
• 产品CID: 1947288
• 同类组份化合物CAS912444-00-9 (free base)912445-05-7 (HCl)
• 产品分类生物化工 → 抑制剂 → DNA损伤(DNA Damage)

• 相似结构搜索
• InChIKey: JNAHVYVRKWKWKQ-CYBMUJFWSA-N
• InChI=1S/C13H16N4O/c1-13(6-3-7-15-13)12-16-9-5-2-4-8(11(14)18)10(9)17-12/h2,4-5,15H,3,6-7H2,1H3,(H2,14,18)(H,16,17)/t13-/m1/s1…
• 计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数2.0

物理性质

• 沸点579.0±40.0 °C at 760 mmHg
• 闪点304.0±27.3 °C
• 密度1.3±0.1 g/cm3
• pKa:9.22±0.30(预测)
• PSA:2.4734
• LogP:0.29
• 折射率1.653
• 蒸汽压0.0±1.6 mmHg at 25°C
• 溶解性Insoluble In H2O; ≥10.6 mg/mL In Etoh With Ultrasonic; ≥6.11 mg/mL In DMSO
• 外观形态白色至类白色固体
• 储存条件储存在 -20°C
• 产品应用该化合物是PARP1和PARP2的强效抑制器,基值分别为5.2纳米和2.9纳米;它提高普通癌症疗法(如放射疗法和烷酸剂)的功效;它抑制DNA修复,减少H460肺癌细胞的阳性存活,抑制肿瘤与辐射结合产生;它延缓NCI-H460乳腺移植模型的肿瘤生长;它通过抑制氨基甲酸酯模型和9L乳腺脱硫模型,使苯甲胺在B16F10和9升乳腺酸酯中的抗胃瘤活动更加有力;它与MX-1乳腺甘酸模型中的其他细胞毒性剂相结合,显示出很强的抗癌功效;这会引起自发和流行性;它分别在3和12.5毫克/千克剂量的A375和COLO829乳腺肿瘤中达到 >95%的PARAPP抑制力.

MSDS等安全信息

• GHS象形图
• GHS符号GHS08 & GHS07;
  注释: Health hazard & Exclamation mark
• 危险类别致突变性 类别2
  生殖毒性 类别2
  急性毒性 类别4(经口)
  特定目标器官毒性-重复接触 类别2
• 警示词Warning(警告)
• 危险描述H341 |怀疑导致遗传缺陷.
  H361 |怀疑对生育能力或胎儿造成损害.
  H302 |吞咽有害.
  H373 |长期或反复接触可能损害器官.
• 防范说明P201-P202-P281-P308+P313-P405-P501-P260-P314-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501
• 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

• 912444-73-6 = 912444-00-9
  反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  2138822-54-3 = 912444-00-9
  反应条件:1.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled1.2 Reagents: Water2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  606-18-8 = 912444-00-9
  反应条件:1.1 Reagents: Thionyl Chloride Solvents: 1,2-Dimethoxyethane; Rt; Overnight,Rt1.2 Reagents: Ammonium Hydroxide Solvents: Water; Cooled; 5 H,52 °C1.3 Reagents: Water; Cooled2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 276 Kpa,Rt3.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C3.2 Rt3.3 Reagents: Sodium Bicarbonate Solvents: Water4.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled4.2 Reagents: Water5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  1286768-32-8 = 912444-00-9
  反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; Cooled; 2 H,Cooled; Overnight,Rt2.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 2 H,Reflux; Reflux -> Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 13.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C3.2 Rt3.3 Reagents: Sodium Bicarbonate Solvents: Water4.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled4.2 Reagents: Water5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  1330286-50-4 = 912444-00-9
  反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; -78 °C; 4 H,-78 °C; -78 °C -> Rt1.2 Reagents: Water2.1 Reagents: Thionyl Chloride; Cooled; 20 Min,Rt; 3 H,Reflux3.1 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; Cooled; 2 H,Cooled; Overnight,Rt4.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 2 H,Reflux; Reflux -> Rt4.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 15.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C5.2 Rt5.3 Reagents: Sodium Bicarbonate Solvents: Water6.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled6.2 Reagents: Water7.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  = 912444-00-9 [标题:Reaction Conditions
  标题:Co-Encapsulation Of Methylene Blue And Parp-Inhibitor Into Poly(Lactic-Co-Glycolic Acid) Nanoparticles For Enhanced Pdt Of Cancer
  作者:Magalhaes,Jessica A.; Et Al
  参考文献:Nanomaterials 日期:2021 卷标:11(6)]
  
  = 912444-00-9 [标题:Reaction Conditions
  标题:Synthesis Of (R)-Boc-2-Methylproline Via A Memory Of Chirality Cyclization. Application To The Synthesis Of Veliparib,A Poly(Adp-Ribose) Polymerase Inhibitor
  作者:Kolaczkowski,Lawrence; Et Al
  参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(8) 页码:4837-4845]
  
  313279-12-8 = 912444-00-9
  反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 276 Kpa,Rt2.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C2.2 Rt2.3 Reagents: Sodium Bicarbonate Solvents: Water3.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled3.2 Reagents: Water4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  63399-74-6 + 711007-44-2 = 912444-00-9
  反应条件:1.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C1.2 Rt1.3 Reagents: Sodium Bicarbonate Solvents: Water2.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled2.2 Reagents: Water3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  1358782-60-1 = 912444-00-9
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 2 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 12.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C2.2 Rt2.3 Reagents: Sodium Bicarbonate Solvents: Water3.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled3.2 Reagents: Water4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  1358782-55-4 = 912444-00-9
  反应条件:1.1 Reagents: Thionyl Chloride; Cooled; 20 Min,Rt; 3 H,Reflux2.1 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; Cooled; 2 H,Cooled; Overnight,Rt3.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 2 H,Reflux; Reflux -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 14.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C4.2 Rt4.3 Reagents: Sodium Bicarbonate Solvents: Water5.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled5.2 Reagents: Water6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479]
  
  344-25-2 = 912444-00-9
  反应条件:1.1 Solvents: Chloroform; 8 H,Reflux2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; -78 °C; 4 H,-78 °C; -78 °C -> Rt2.2 Reagents: Water3.1 Reagents: Thionyl Chloride; Cooled; 20 Min,Rt; 3 H,Reflux4.1 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; Cooled; 2 H,Cooled; Overnight,Rt5.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 2 H,Reflux; Reflux -> Rt5.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 16.1 Reagents: Pyridine,1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 2 H,45 °C6.2 Rt6.3 Reagents: Sodium Bicarbonate Solvents: Water7.1 Reagents: Acetic Acid; 2 H,Reflux; Cooled7.2 Reagents: Water8.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 3 H,207 Kpa,Rt
  标题:Improved Synthesis Of Parp Antagonist Veliparib
  作者:Lu,Tian-Xiang; Et Al
  参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2013 卷标:23(6) 页码:476-479

海关参考信息

• 2912110000-甲醛
  2912210000-苯甲醛
  2921199090-其他无环单胺
• 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
• 详情请参考：📖 海关编码查询和海关进出口税则

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