CAS: 81846-19-7; 2-(((1R,2R,3As,9As)-2-Hydroxy-1-((S)-3-Hydroxyoctyl)-2,3,3A,4,9,9A-Hexahydro-1H-Cyclopenta[b]Naphthalen-5-yl)Oxy)Acetic Acid

• 英文名称2-(((1R,2R,3As,9As)-2-Hydroxy-1-((S)-3-Hydroxyoctyl)-2,3,3A,4,9,9A-Hexahydro-1H-Cyclopenta[b]Naphthalen-5-yl)Oxy)Acetic Acid
• 中文名称瑞莫杜林
• IUPAC名称2-(((1R,2R,3aS,9aS)-2-hydroxy-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl)oxy)acetic acid
• 其它别名2-[[[(1R,2R,3As,9As)-2α-Hydroxy-1β-[(S)-3-Hydroxyoctyl]-2,3,3A,4,9,9A-Hexahydro-1H-Benzo[f]Indene]-5-Yl]Oxy]Acetic Acid; Ut-15; [[(1R,2R,3As,9As)-2,3,3A,4,9,9A-Hexahydro-2-Hydroxy-1-[(3S)-3-Hydroxyoctyl]-1H-Benz[f]Inden-5-Yl]Oxy]Acetic Acid; Treprostinil-13C2-D1; Treprostinil Free Acid; Bw 15Au; Bw 15Au; Lrx 15; Rumodolin; Uniprost; Lrx 15
• CAS编号81846-19-7
• MFCD编号:MFCD00888847
• EINECS号:808-233-7
• FDA UNII编号:RUM6K67ESG
• 分子式:C23H34O5
• 分子量:390.52
• 产品CID: 1810834
• 同类组份化合物CAS289480-64-4 (sodium)81846-19-7 (free acid)830354-48-8 (diolamine)
• 产品分类原料药 → 激素及调节内分泌功能类药 → 前列腺素类药

• 相似结构搜索
• InChIKey: PAJMKGZZBBTTOY-ZFORQUDYSA-N
• InChI=1S/C23H34O5/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1…
• 计算化学: 氢键受体数5.0氢键供体数3.0可旋转键数10.0

物理性质

• 熔点121-123°
• 沸点587.1 °C at 760mmHg
• 闪点199.3 °C
• 密度1.158g/cm3
• pKa:3.19±0.10(预测)
• PSA:89.82
• LogP:2.2485
• 折射率1.553
• 蒸汽压1.25E-14 mmHg at 25 °C
• 溶解性Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
• 外观形态类白色至米色固体
• 储存条件密封干燥,冷冻保存, 低于 -20°C
• 产品应用该化合物是一种化学上稳定的百科环球类比和强效血管活化器,在临床前型中表现出肺和系统动脉放松; 在体外,它激活血管滑动肌肉细胞的百科周期受体(IP)受体,增加环状AMP水平,促进血管血管变形; 在动物研究中, 特雷帕斯蒂尔减少肺和系统性动脉压力, 减少右和左心血管后载, 改善心脏输出, 而不产生重大毒性; 它还抑制板块聚集, 导致抗血清效应; 肺动动脉动脉压的先导型模型显示血液动力学改善, 提高锻炼能力, 并减少血管变型. 这些发现支持了TREPTINIL作为肺高血压和相关心血管紊乱的有前途的治疗剂.

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2
  急性毒性 类别3(吸入)
  急性毒性 类别3(经皮)
  急性毒性 类别3(经口)
  特定目标器官毒性 - 单次接触 类别3
  特定目标器官毒性-重复接触 类别1
  严重眼刺激 类别2
  皮肤腐蚀/刺激 类别2
• 警示词Danger(危险)
• 危险描述H361fd |怀疑会影响生育能力. 怀疑对胎儿造成损害.
  H331 |吸入会中毒.
  H311 |皮肤接触会中毒.
  H301 |吞咽会中毒.
  H335 |可能引起呼吸道刺激.
  H372 |长期或反复接触损害器官.
  H319 |造成严重眼刺激.
  H361 |怀疑对生育能力或胎儿造成损害.
  H315 |造成皮肤刺激.
• 防范说明P501-P270-P202-P201-P264-P280-P308+P313-P362+P364-P301+P310+P330-P302+P352+P312-P405
• UN编号2811
• 安全声明Researchers did encounter treprostinil overdose during the trials, which presented with signs and symptoms of vasodilatation such as flushing, hypotension, and headache. It can also result from pump dysfunction, accidental bolus administration, or prescribing the wrong dose. These symptoms are self-limited and will be resolved by temporarily discontinuing the medication or reducing the dosage.

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 Treprostinil 主要起始原料 2-[[(1R,2R,3As,9As)-2-Hydroxy-1-[(3S)-3-Hydroxyoctyl]-2,3,3A,4,9,9A-Hexahydro-1H-Cyclopenta[g]Naphthalen-5-Yl]Oxy]Acetic Acid,2-(2-Hydroxyethylamino)Ethanol
• 101692-03-9 = 81846-19-7
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 55 - 60 °C; 60 °C -> 45 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 40 - 45 °C
  标题:Process For Preparation Of Prostacyclin Derivative
  作者:Anonymous
  参考文献:Ip.Com Journal 日期:2017 卷标:17 页码:1-5]
  
  101692-02-8 = 81846-19-7
  反应条件:1.1 Reagents: Tetrabutylammonium Iodide,Potassium Carbonate1.2 Reagents: Potassium Hydroxide
  标题:Synthetic Routes To Treprostinil N-Acyl Methylsulfonamide
  作者:Picken,Christina; Et Al
  参考文献:Tetrahedron Letters 日期:2020 卷标:61(5)]
  
  2387579-99-7 = 81846-19-7
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water; 30 Min,-10 °C1.2 Reagents: Sodium Borohydride; 1 H,-10 °C; 12 H,0 °C1.3 Reagents: Acetic Acid; Ph 2 - 31.4 Reagents: Hydrofluoric Acid,Homopolymer,Compd. With Pyridine Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 15 H,Rt1.5 Reagents: Sodium Bicarbonate Solvents: Water; Basified,Rt
  标题:Synthesis Of Treprostinil: Key Claisen Rearrangement And Catalytic Pauson-Khand Reactions In Continuous Flow
  作者:Garcia-Lacuna,Jorge; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(43) 页码:9489-9501]
  
  2387580-00-7 = 81846-19-7
  反应条件:1.1 Reagents: Hydrofluoric Acid,Homopolymer,Compd. With Pyridine Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 15 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Basified,Rt
  标题:Synthesis Of Treprostinil: Key Claisen Rearrangement And Catalytic Pauson-Khand Reactions In Continuous Flow
  作者:Garcia-Lacuna,Jorge; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(43) 页码:9489-9501

海关参考信息

• 2902600000-乙苯
  2905122000-异丙醇
  2905310000-1,2-乙二醇
  2912110000-甲醛
• 💡 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