CAS: 941678-49-5; (R)-3-(4-(7H-Pyrrolo[2,3-D]Pyrimidin-4-yl)-1H-Pyrazol-1-yl)-3-Cyclopentylpropanenitrile

• 英文名称(R)-3-(4-(7H-Pyrrolo[2,3-D]Pyrimidin-4-yl)-1H-Pyrazol-1-yl)-3-Cyclopentylpropanenitrile
• 中文名称鲁索替尼
• IUPAC名称(R)-3-(4-(1H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile
• 其它别名(Betar)-Beta-Cyclopentyl-4-(7H-Pyrrolo[2,3-D]Pyrimidin-4-yl)-1H-Pyrazole-1-Propanenitrile; Trimipramin
• CAS编号941678-49-5
• MFCD编号:MFCD12031592
• EINECS号:107-728-9
• FDA UNII编号:82S8X8XX8H
• 分子式:C17H18N6
• 分子量:306.37
• 产品CID: 1989404
• 同类组份化合物CAS941678-49-5 (free base)1092939-17-7 (phosphate)
• 产品分类医药中间体 → 原料药中间体

• 相似结构搜索
• InChIKey: HFNKQEVNSGCOJV-OAHLLOKOSA-N
• InChI=1/C17H18N6/c18-7-5-15(12-3-1-2-4-12)23-10-13(9-22-23)16-14-6-8-19-17(14)21-11-20-16/h6,8-12,15H,1-5H2,(H,19,20,21)/t15-/s3…
• 计算化学: 氢键受体数4.0氢键供体数1.0可旋转键数4.0

物理性质

• 熔点84-89°C
• 沸点592.6±50.0 °C at 760 mmHg
• 闪点312.2±30.1 °C
• 密度1.4±0.1 g/cm3
• pKa:11.63±0.50(预测)
• PSA:83.18
• LogP:1.69
• 折射率1.747
• 蒸汽压0.0±1.7 mmHg at 25°C
• 溶解性Soluble In DMSO (Up To 28 mg/mL) Or In Ethanol (Up To 15 mg/mL With Warming).
• 外观形态白色白色粉末
• 储存条件-20°
• 产品应用该化合物是JANUS KINASES 1和2(JAK1/2)的强力,口服生物可获抑制剂,IC50值分别为3.3和2.8纳米;与JAKO3相比,JA K1/2具有130倍的选择性,其他运动体的抑制度最低;临床研究表明,ROUXOLITINIB有效抑制了JAK2V617F在BA/F3和HEL细胞等细胞线上的信号和扩散;在活体中,事实证明,在JA2K617-F驱动的蛋白质蛋白白鼠模型中可以减轻肿瘤负担,但不会引起贫血或淋巴球.此外,已经确定,RUCOLITIB针对与SAS-COV-2发生相互作用的人类宿主蛋白,表明潜在的抗病毒活动.

MSDS等安全信息

• GHS象形图
• GHS符号GHS08;
  注释: Health hazard
• 危险类别生殖毒性 类别2
  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H361 |怀疑对生育能力或胎儿造成损害.
  H373 |长期或反复接触可能损害器官.
• 防范说明P202-P280
• 危险品标志Xi
• 安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body

欧盟法规

上下游产品

合成工艺路线路线简述

• 合成目标产物 Ruxolitinib 主要起始原料 1146629-80-2
• 2892268-90-3 = 941678-49-5
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; Rt; 12 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 7 - 8
  标题:Cost-Effective Preparation Method Of Ructinib Using 3-Cyclopentyl Acrylonitrile
  参考文献:China]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Ammonium Bifluoride Solvents: Acetonitrile; Rt -> Reflux; Reflux -> Rt1.2 Reagents: Ammonia; Overnight,Rt
  标题:Preparation Of Ruxolitinib
  参考文献:China]
  
  3680-69-1 + 1146629-83-5 = 941678-49-5
  反应条件:1.1 Reagents: Potassium Acetate,Bis(Pinacolato)Diborane Catalysts: [1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium Solvents: Dimethyl Sulfoxide; 20 °C; 24 H,90 °C1.2 Reagents: Potassium Carbonate Catalysts: Dichlorobis(Triphenylphosphine)Palladium Solvents: 1,4-Dioxane,Water; 24 H,120 °C
  标题:Regio- And Enantioselective Synthesis Of N-Substituted Pyrazoles By Rhodium-Catalyzed Asymmetric Addition To Allenes
  作者:Haydl,Alexander M.; Xu,Kun; Breit,Bernhard
  参考文献:Angewandte Chemie 日期:2015 卷标:54(24) 页码:7149-7153]
  
  1236033-03-6 + 17026-42-5 = 941678-49-5
  反应条件:1.1 Reagents: Diethanolamine,(+)-Dibenzoyltartaric Acid; 25 - 30 °C1.2 Reagents: Water1.3 Reagents: (+)-Dibenzoyltartaric Acid Solvents: Isopropanol,Acetonitrile; 1 H,75 - 80 °C; 8 - 10 H,25 - 30 °C
  标题:An Improved Process For The Preparation Of Ruxolitinib Phosphate
  参考文献:India]
  
  3680-69-1 + 1146629-83-5 = 941678-49-5
  反应条件:1.1 Reagents: Potassium Acetate,Bis(Pinacolato)Diborane Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; 3 H,120 °C1.2 Reagents: Potassium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,4-Dioxane,Water; Overnight,100 °C; 100 °C -> Rt1.3 Reagents: Sodium Bicarbonate Solvents: Water
  标题:Synthesis Of Incb018424 With High Ee Value
  作者:Li,Wen-Jie; Song,Hao
  参考文献:Hecheng Huaxue 日期:2011 卷标:19(2) 页码:280-282]
  
  941685-39-8 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 6 H,Rt1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight,Rt
  标题:Therapeutic Combinations Of A Btk Inhibitor,A Pi3K Inhibitor,A Jak-2 Inhibitor,And/or A Bcl-2 Inhibitor
  参考文献:World Intellectual Property Organization]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 6 H,Rt1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight,Rt
  标题:Topical Formulation Comprising (R)-3-Cyclopentyl-3-[4-(7H-Pyrrolo[2,3-D]Pyrimidin-4-Yl)-1H-Pyrazol-1-Yl]Propanenitrile
  参考文献:World Intellectual Property Organization]
  
  1146629-80-2 = 941678-49-5
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 15 H,Rt1.2 Reagents: Sodium Chloride Solvents: Water; Rt
  标题:Processes For Preparing Jaks Inhibitors And Related Intermediate Compounds
  参考文献:World Intellectual Property Organization]
  
  1146629-80-2 = 941678-49-5
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 15 H,Rt1.2 Reagents: Sodium Chloride,Water Solvents: Water; Rt
  标题:Enantioselective Synthesis Of Janus Kinase Inhibitor Incb018424 Via An Organocatalytic Aza-Michael Reaction
  作者:Lin,Qiyan; Meloni,David; Pan,Yongchun; Xia,Michael; Rodgers,James; Et Al
  参考文献:Organic Letters 日期:2009 卷标:11(9) 页码:1999-2002]
  
  87-69-4 + 2761879-25-6 + 2761879-36-9 + 14797-73-0 + 2761879-35-8 = 941678-49-5
  反应条件:1.1 Solvents: Ethanol; 5 H,Rt
  标题:Industrial Process Synthesis Of Ruxolitinib Intermediate Salts Toward Jak Inhibitors
  参考文献:World Intellectual Property Organization]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Boron Trifluoride Etherate Solvents: Acetonitrile; Rt; 5 H,Rt -> 70 °C1.2 Reagents: Ammonia Solvents: Water; 12 H,Rt
  标题:Process For Synthesis Of Ruxolitinib
  参考文献:World Intellectual Property Organization]
  
  = 941678-49-5
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 2 - 3 H,30 °C; 30 °C -> Reflux; 5 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 8 - 9
  标题:Intermediate Of Jak Inhibitor And Preparation Method Thereof
  参考文献:China]
  
  = 941678-49-5
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water; 2 - 3 H,Rt; Rt -> Reflux; 5 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 8 - 9
  标题:Method For Preparing Jak Inhibitor Ruxolitinib Or Its Salt
  参考文献:China]
  
  = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Toluene; Rt -> 100 °C; 15 Min,100 °C; 100 °C -> 40 °C1.2 Reagents: Trifluoroacetic Anhydride; 15 Min,40 °C1.3 Reagents: Triethylamine; Neutralized
  标题:Process For Preparing Enantiomerically Enriched Jak Inhibitors
  参考文献:United States]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid,(βs)-β-Cyclopentyl-4-[7-[[2-(Trimethylsilyl)Ethoxy]Methyl]-7H-Pyrrolo[2,3-D]Pyri... Solvents: Dichloromethane; 6 H,Rt1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight,Rt
  标题:Therapeutic Combinations Of A Btk Inhibitor,A Pi3K Inhibitor,A Jak-2 Inhibitor And/or A Cdk4/6 Inhibitor
  参考文献:World Intellectual Property Organization]
  
  941685-39-8 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 6 H1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight
  标题:Therapeutic Combinations Of A Btk Inhibitor,A Pi3K Inhibitor,A Jak-2 Inhibitor,A Pd-1 Inhibitor And/or A Pd-L1 Inhibitor
  参考文献:World Intellectual Property Organization]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 6 H,Rt1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight,Rt
  标题:Therapeutic Combinations Of A Btk Inhibitor,A Pi3K Inhibitor And/or A Jak-2 Inhibitor
  参考文献:World Intellectual Property Organization]
  
  941685-40-1 = 941678-49-5
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 6 H,Rt1.2 Reagents: Ethylenediamine Solvents: Methanol; Overnight,Rt
  标题:Jak Pi3K/mtor Inhibitors Combination Therapy
  参考文献:World Intellectual Property Organization

海关参考信息

• 2926909090-其他腈基化合物
• 💡 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