CAS: 88495-63-0; 4-Oxo-4-(((3R,5As,6R,8As,9R,10R,12R,12Ar)-3,6,9-Trimethyldecahydro-3H-3,12-Epoxy[1,2]Dioxepino[4,3-I]Isochromen-10-yl)Oxy)Butanoic Acid

• 英文名称4-Oxo-4-(((3R,5As,6R,8As,9R,10R,12R,12Ar)-3,6,9-Trimethyldecahydro-3H-3,12-Epoxy[1,2]Dioxepino[4,3-I]Isochromen-10-yl)Oxy)Butanoic Acid
• 中文名称青蒿琥酯
• IUPAC名称4-oxo-4-(((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid
• 其它别名(3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10-ol hydrogen succinate
• CAS编号88495-63-0
• MFCD编号:MFCD00866204
• EINECS号:618-170-5
• FDA UNII编号:60W3249T9M
• 分子式:C19H28O8
• 分子量:384.42
• 产品CID: 1895736
• 产品分类原料药 → 抗寄生虫病药 → 抗疟药

• 相似结构搜索
• 产品信息参考;;
• InChIKey: FIHJKUPKCHIPAT-AHIGJZGOSA-N
• InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t…
• 计算化学: 氢键受体数8.0氢键供体数1.0可旋转键数5.0

物理性质

• 熔点132-135 °C
• 沸点507.1±50.0 °C at 760 mmHg
• 闪点175.6±23.6 °C
• 密度1.3±0.1 g/cm3
• pKa:4.28±0.17(预测)
• PSA:100.52
• LogP:2.94
• 折射率1.544
• 蒸汽压0.0±2.8 mmHg at 25°C
• 溶解性Acetone: Soluble33.4mg/mL
• 外观形态白色至类白色结晶粉末
• 储存条件2-8°C
• 产品应用该化合物用于治疗疟疾和其他寄生性疾病.
• 性质描述白色结晶性粉末.质量指标:含量≥99熔点130～137°C比旋度+10o～+14o烧灼残渣≤0.1水份≤0.5酸度3.5-5.0氯化物≤0.02有关物质≤1

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(吸入)
  急性毒性 类别4(经皮)
  急性毒性 类别4(经口)
  Self-heat. 1
  皮肤致敏 类别1
  生殖毒性 类别2
• 警示词Warning(警告)
• 危险描述H332 |吸入有害.
  H312 |皮肤接触有害.
  H302 |吞咽有害.
  H251 |自热:可能起火.
  H317 |可能引起皮肤过敏反应.
  H361 |怀疑对生育能力或胎儿造成损害.
• 防范说明P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
• 危险品标志Xn
• 安全声明24/25
• 危险类别码20/21/22
• WGK Germany3.0

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 Artesunate 主要起始原料 Succinic Anhydride And Alpha-Dihydroartemisinin
• 71939-50-9 + 81496-81-3 + 108-30-5 = 88495-63-0
  反应条件:1.1 Reagents: Triethylamine Solvents: Isopropyl Acetate; 30 Min,25 °C; 4 H,25 °C1.2 Reagents: Sulfuric Acid Solvents: Water; > 1 Min,Ph 5,25 °C
  标题:A Simplified And Scalable Synthesis Of Artesunate
  作者:Presser,Armin; Et Al
  参考文献:Monatshefte Fuer Chemie 日期:2017 卷标:148(1) 页码:63-68]
  
  131175-87-6 + 108-30-5 = 88495-63-0
  反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt1.2 Reagents: Hydrochloric Acid Solvents: Water
  标题:Continuous Synthesis Of Artemisinin-Derived Medicines
  作者:Gilmore,Kerry; Et Al
  参考文献:Chemical Communications (Cambridge 日期:2014 卷标:50(84) 页码:12652-12655]
  
  81496-81-3 + 110-15-6 = 88495-63-0
  反应条件:1.1 Reagents: 1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; 4 H,0 °C
  标题:Design And Synthesis Of Novel Artemisinin Derivatives With Potent Activities Against Colorectal Cancer In Vitro And In Vivo
  作者:Wang,Liang-Liang; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2019 卷标:182]
  
  108-30-5 + 98672-75-4 = 88495-63-0 [标题:Reaction Conditions
  标题:Studies On Analogs Of Arteannuin. Ii. Synthesis Of Some Carboxylic Esters And Carbonates Of Dihydroarteannuin By Using 4-(N,N-Dimethylamino)Pyridine As An Active Acylation Catalyst
  作者:Li,Ying; Et Al
  参考文献:Huaxue Xuebao 日期:1982 卷标:40(6) 页码:557-61]
  
  63968-64-9 = 88495-63-0
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 2 H,0 °C2.1 Reagents: Triethylamine Solvents: Dichloromethane; 2 H,Rt
  标题:Artemisinin-Derived Artemisitene Blocks Ros-Mediated Nlrp3 Inflammasome And Alleviates Ulcerative Colitis
  作者:Hua,Lei; Et Al
  参考文献:International Immunopharmacology 日期:2022 卷标:113]
  
  71939-50-9 + 108-30-5 = 88495-63-0
  反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Acetone; 24 H,Rt1.2 Reagents: Acetic Acid Solvents: Water; Ph 3,Rt1.3 Solvents: Water; 30 Min,Rt
  标题:Synthesis Of Artesunate From Dihydroartemisinin With Sodium Bicarbonate As Catalyst
  作者:Do,Huu Nghi; Et Al
  参考文献:Tap Chi Duoc Hoc 日期:2008 卷标:48(4) 页码:29-31]
  
  131175-87-6 + 108-30-5 = 88495-63-0
  反应条件:1.1 Solvents: Dichloromethane; Rt1.2 Catalysts: 4-(Dimethylamino)Pyridine; 30 Min,0 - 5 °C; 5 °C -> Rt; 1 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 3
  标题:Synthesis Of Dihydroartemisinin-Isosorbitan Mononitrate Hybrid And Its Antitumor Activities In Vitro
  作者:Xie,Bin; Et Al
  参考文献:Hecheng Huaxue 日期:2011 卷标:19(1) 页码:62-65]
  
  131175-87-6 + 108-30-5 = 88495-63-0
  反应条件:1.1 Reagents: Imidazole Solvents: Dichloromethane; 2 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt
  标题:Structural Optimization And Biological Evaluation For Novel Artemisinin Derivatives Against Liver And Ovarian Cancers
  作者:Zhou,Yu; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2021 卷标:211]
  
  63968-64-9 + 108-30-5 = 88495-63-0
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 2 H,0 - 5 °C1.2 Reagents: Imidazole Solvents: Dichloromethane; 2 H,Rt
  标题:Reverse Chemical Proteomics Identifies An Unanticipated Human Target Of The Antimalarial Artesunate
  作者:Gotsbacher,Michael P.; Et Al
  参考文献:Acs Chemical Biology 日期:2019 卷标:14(4) 页码:636-643]
  
  88495-63-0 = 88495-63-0
  反应条件:1.1 Reagents: Iron Chloride (Fecl3) Solvents: Methanol; 12 H,Reflux; 24 H; Overnight,Cooled
  标题:Some Transition Metal Complexes Bearing Artemisinin Derivatives And (N-N-O) Tridentate Chromium (Iii) Complexes Ligated By 2-Benzolmidazo-Yl-6-Acetyl-Pyridines For Catalytic Behaviour Towards Ethylene
  作者:Obaleye,Joshua Ayoola; Et Al
  参考文献:Journal Of Chemistry And Chemical Engineering 日期:2010 卷标:4(12) 页码:23-32]
  
  131175-87-6 + 110-15-6 = 88495-63-0
  反应条件:1.1 Reagents: Trichloroacetonitrile,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: Dichloromethane1.2 Solvents: Dichloromethane
  标题:C-10 Ester And Ether Derivatives Of Dihydroartemisinin - 10-α Artesunate,Preparation Of Authentic 10-β Artesunate,And Of Other Ester And Ether Derivatives Bearing Potential Aromatic Intercalating Groups At C-10
  作者:Haynes,Richard K.; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2002 卷标:(1) 页码:113-132]
  
  63968-64-9 = 88495-63-0
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,0 - 5 °C; 5 °C -> Rt; 30 Min,Rt1.2 Reagents: Acetic Acid Solvents: Methanol; Ph 5 - 6,Rt2.1 Reagents: Triethylamine Solvents: Isopropyl Acetate; 30 Min,25 °C; 4 H,25 °C2.2 Reagents: Sulfuric Acid Solvents: Water; > 1 Min,Ph 5,25 °C
  标题:A Simplified And Scalable Synthesis Of Artesunate
  作者:Presser,Armin; Et Al
  参考文献:Monatshefte Fuer Chemie 日期:2017 卷标:148(1) 页码:63-68]
  
  63968-64-9 = 88495-63-0
  反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; 1 H,0 - 5 °C1.2 Reagents: Acetic Acid; Ph 71.3 Solvents: Water; Cooled; 15 Min,Rt2.1 Reagents: Triethylamine Solvents: Acetone; 9 H,Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3 - 4
  标题:Synthesis Of Water Soluble Chitosan-Artemisinin Conjugate
  作者:Xiao,Dan; Et Al
  参考文献:Asian Journal Of Chemistry 日期:2013 卷标:25(8) 页码:4637-4639]
  
  85031-59-0 = 88495-63-0
  反应条件:1.1 Reagents: Trifluoroacetic Acid,Oxygen Catalysts: 9,10-Dicyanoanthracene Solvents: Toluene; -20 °C; 8 Bar,Rt2.1 Reagents: Lithium Carbonate (Li2Co3),Lithium Chloride,Sodium Borohydride Solvents: Ethanol,Tetrahydrofuran; 4 Min,Rt3.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt3.2 Reagents: Hydrochloric Acid Solvents: Water
  标题:Continuous Synthesis Of Artemisinin-Derived Medicines
  作者:Gilmore,Kerry; Et Al
  参考文献:Chemical Communications (Cambridge 日期:2014 卷标:50(84) 页码:12652-12655

海关参考信息

• 2905122000-异丙醇
  2905143000-叔丁醇
  2905310000-1,2-乙二醇
  2905320000-1,2-丙二醇
• 💡 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