CAS: 879085-55-9; 2-Chloro-N-(4-Chloro-3-(Pyridin-2-yl)Phenyl)-4-(Methylsulfonyl)Benzamide

• 英文名称2-Chloro-N-(4-Chloro-3-(Pyridin-2-yl)Phenyl)-4-(Methylsulfonyl)Benzamide
• 中文名称2-氯-N-[4-氯-3-(2-吡啶基)苯基]-4-(甲磺酰基)苯甲酰胺
• IUPAC名称2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide
• 其它别名Vismodegib (Usan/inn); 2-Chloro-N-(4-Chloro-3-(Pyridin-2-yl)-Phenyl)-4-(Methylsulfonyl)Benzamide; 2-Chloro-N-(4-Chloro-3-(Pyridin-2-yl)Phenyl)-4-(Methylsulfonyl)Benzamide; 2-Chloro-N-[4-Chloro-3-(2-Pyridinyl)Phenyl]-4-(Methylsulfonyl)Benzamide
• CAS编号879085-55-9
• MFCD编号:MFCD12407408
• EINECS号:806-752-3
• FDA UNII编号:25X868M3DS
• 分子式:C19H14Cl2N2O3S
• 分子量:421.3
• 产品CID: 1888088
• 产品分类生物化工 → 抑制剂 → 干细胞及Wnt信号通路(Stem Cells & Wnt)

• 相似结构搜索
• InChIKey: BPQMGSKTAYIVFO-UHFFFAOYSA-N
• InChI=1S/C19H14Cl2N2O3S/c1-27(25,26)13-6-7-14(17(21)11-13)19(24)23-12-5-8-16(20)15(10-12)18-4-2-3-9-22-18/h2-11H,1H3,(H,23,24)…
• 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179-181°C
• 沸点561.6±50.0 °C at 760 mmHg
• 闪点293.4±30.1 °C
• 密度1.4±0.1 g/cm3
• pKa:10.72±0.70(预测)
• PSA:84.51
• LogP:2.98
• 折射率1.641
• 蒸汽压0.0±1.5 mmHg at 25°C
• 溶解性Soluble In DMSO (Up To 200 mg/mL) Or In Ethanol (Up To 10 mg/mL With Warming)
• 外观形态类白色或米色白色固体
• 储存条件-20°
• 产品应用该化合物用于治疗转移性巴萨细胞癌,地方先进的BCC手术后经常手术以及非外科或放射对象的病人的抗摩底根.

MSDS等安全信息

• GHS象形图
• GHS符号GHS08 & GHS07;
  注释: Health hazard & Exclamation mark
• 危险类别生殖毒性 类别2
  水生急性毒性 类别1
  水生慢性毒性 类别1
  急性毒性 类别4(经口)
  特定目标器官毒性 - 单次接触 类别3
  皮肤腐蚀/刺激 类别2
  严重眼刺激 类别2
  生殖毒性 类别1B
  特定目标器官毒性-重复接触 类别2
  致癌性 类别1A
  生殖毒性 类别1A
• 警示词Danger(危险)
• 危险描述H361d |怀疑对胎儿造成损害.
  H400 |对水生生物毒性极大.
  H410 |对水生生物毒性极大并具有长期持续影响.
  H302 |吞咽有害.
  H335 |可能引起呼吸道刺激.
  H315 |造成皮肤刺激.
  H319 |造成严重眼刺激.
  H360 |可能损害生育能力或胎儿.
  H373 |长期或反复接触可能损害器官.
  H350 |可能致癌.
• 防范说明P260-P314-P501-P273-P391-P501-P273-P391-P501
• 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

• 101349-95-5 + 879088-41-2 = 879085-55-9
  反应条件:1.1 Solvents: Methanol; Reflux1.2 Reagents: Potassium Tert-Butoxide,Oxygen,1H-Imidazolium,3-Ethyl-1-Methyl-,Tetrafluoroborate(1-) (9:10) Solvents: 1,4-Dioxane; Rt
  标题:From Imines To Amides Via Nhc-Mediated Oxidation
  作者:Sun,Shaofa; Et Al
  参考文献:Organic Chemistry Frontiers 日期:2022 卷标:9(2) 页码:356-363]
  
  2759099-84-6 = 879085-55-9
  反应条件:1.1 Reagents: Potassium Tert-Butoxide,Oxygen,1H-Imidazolium,3-Ethyl-1-Methyl-,Tetrafluoroborate(1-) (9:10) Solvents: 1,4-Dioxane; 2 H,Rt
  标题:From Imines To Amides Via Nhc-Mediated Oxidation
  作者:Sun,Shaofa; Et Al
  参考文献:Organic Chemistry Frontiers 日期:2022 卷标:9(2) 页码:356-363]
  
  106904-10-3 + 1195072-76-4 = 879085-55-9
  反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 24 H,100 °C; 100 °C -> Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Neutralized,Rt1.3 Reagents: Triethylamine Solvents: Tetrahydrofuran; 0 °C; 16 H,Rt
  标题:Directed Meta-Selective Bromination Of Arenes With Ruthenium Catalysts
  作者:Yu,Qingzhen; Et Al
  参考文献:Angewandte Chemie 日期:2015 卷标:54(50) 页码:15284-15288]
  
  80-48-8 + 2408320-20-5 = 879085-55-9
  反应条件:1.1 Reagents: Tin,Sodium Pyrosulfite,Dipotassium Phosphate Catalysts: Tetrabutylammonium Bromide,1,1-Bis(Diphenylphosphino)Ferrocene,[1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium Solvents: Dimethyl Sulfoxide; 10 H,100 °C
  标题:Multicomponent Reductive Cross-Coupling Of An Inorganic Sulfur Dioxide Surrogate: Straightforward Construction Of Diversely Functionalized Sulfones
  作者:Meng,Yingying; Et Al
  参考文献:Angewandte Chemie 日期:2020 卷标:59(3) 页码:1346-1353]
  
  879088-41-2 = 879085-55-9 [标题:Reaction Conditions
  标题:Selective Hydrogenation Of Halogenated Nitroaromatics To Haloanilines In Batch And Flow
  作者:Loos,Patrick; Et Al
  参考文献:Organic Process Research & Development 日期:2016 卷标:20(2) 页码:452-464]
  
  106904-10-3 + 573764-31-5 = 879085-55-9
  反应条件:1.1 Solvents: Dimethylacetamide; Rt; 40 Min,40 °C2.1 Catalysts: Dichlorobis(Triphenylphosphine)Palladium Solvents: N-Methyl-2-Pyrrolidone; 20 Min,130 °C
  标题:Design,Synthesis And Biological Evaluation Of Deuterated Vismodegib For Improving Pharmacokinetic Properties
  作者:Wang,Fangying; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2018 卷标:28(14) 页码:2399-2402]
  
  55-21-0 + 1245636-12-7 = 879085-55-9
  反应条件:1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Catalysts: Cuprous Iodide Solvents: 1,4-Dioxane; 24 H,100 °C2.1 Reagents: Sulfuric Acid Solvents: Water; 24 H,100 °C; 100 °C -> Rt2.2 Reagents: Sodium Carbonate Solvents: Water; Neutralized,Rt2.3 Reagents: Triethylamine Solvents: Tetrahydrofuran; 0 °C; 16 H,Rt
  标题:Directed Meta-Selective Bromination Of Arenes With Ruthenium Catalysts
  作者:Yu,Qingzhen; Et Al
  参考文献:Angewandte Chemie 日期:2015 卷标:54(50) 页码:15284-15288]
  
  106904-10-3 + 879088-41-2 = 879085-55-9
  反应条件:1.1 Reagents: Potassium Carbonate Solvents: Tetrahydrofuran,Water; 35 Min,2 °C; 2 °C -> 20 °C
  标题:Manufacturing Development And Genotoxic Impurity Control Strategy Of The Hedgehog Pathway Inhibitor Vismodegib
  作者:Angelaud,Remy; Et Al
  参考文献:Organic Process Research & Development 日期:2016 卷标:20(8) 页码:1509-1519]
  
  53250-83-2 + 879088-41-2 = 879085-55-9
  反应条件:1.1 Reagents: Triethylamine,Thionyl Chloride Solvents: Tetrahydrofuran; Rt; 30 Min,Rt -> Reflux
  标题:Synthesis Of Vismodegib,A Hedgehog Signaling Pathway Inhibitor
  作者:Li,Yan-Yang; Et Al
  参考文献:Zhongguo Xinyao Zazhi 日期:2013 卷标:22(17) 页码:2090-2092]
  
  = 879085-55-9
  反应条件:1.1 Reagents: Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Methanol,Water; Rt
  标题:Palladium-Catalyzed Thiomethylation Via A Three-Component Cross-Coupling Strategy
  作者:Wang,Ming; Et Al
  参考文献:Organic Letters 日期:2018 卷标:20(19) 页码:6193-6197]
  
  = 879085-55-9
  反应条件:1.1 Reagents: O-Xylene,Water,Oxygen Catalysts: Uranyl Acetate Solvents: Acetonitrile; Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; 10 Min,Rt1.3 Reagents: Sulfuric Acid Magnesium Salt (1:1); 10 Min,Rt
  标题:Selective Late-Stage Oxygenation Of Sulfides With Ground-State Oxygen By Uranyl Photocatalysis
  作者:Li,Yiming; Et Al
  参考文献:Angewandte Chemie 日期:2019 卷标:58(38) 页码:13499-13506]
  
  17997-47-6 + 1314306-02-9 = 879085-55-9
  反应条件:1.1 Catalysts: Dichlorobis(Triphenylphosphine)Palladium Solvents: N-Methyl-2-Pyrrolidone; 20 Min,130 °C
  标题:Design,Synthesis And Biological Evaluation Of Deuterated Vismodegib For Improving Pharmacokinetic Properties
  作者:Wang,Fangying; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2018 卷标:28(14) 页码:2399-2402]
  
  1079360-49-8 + 879088-41-2 = 879085-55-9
  反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dimethylformamide,Toluene1.2 Reagents: Potassium Carbonate Solvents: Tetrahydrofuran2.1 Reagents: O-Xylene,Water,Oxygen Catalysts: Uranyl Acetate Solvents: Acetonitrile; Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water; 10 Min,Rt2.3 Reagents: Sulfuric Acid Magnesium Salt (1:1); 10 Min,Rt
  标题:Selective Late-Stage Oxygenation Of Sulfides With Ground-State Oxygen By Uranyl Photocatalysis
  作者:Li,Yiming; Et Al
  参考文献:Angewandte Chemie 日期:2019 卷标:58(38) 页码:13499-13506]
  
  1461-22-9 + 109-04-6 = 879085-55-9
  反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C; 30 Min,-78 °C1.2 -78 °C; 1 H,-78 °C; -78 °C -> Rt; 1 H,Rt1.3 Reagents: Ammonium Chloride Solvents: Water; Rt2.1 Catalysts: Dichlorobis(Triphenylphosphine)Palladium Solvents: N-Methyl-2-Pyrrolidone; 20 Min,130 °C
  标题:Design,Synthesis And Biological Evaluation Of Deuterated Vismodegib For Improving Pharmacokinetic Properties
  作者:Wang,Fangying; Et Al
  参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2018 卷标:28(14) 页码:2399-2402]
  
  1195072-76-4 = 879085-55-9
  反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; 24 H,100 °C; 100 °C -> Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Neutralized,Rt2.1 Reagents: Triethylamine Solvents: Tetrahydrofuran; 0 °C; 16 H,Rt
  标题:Directed Meta-Selective Bromination Of Arenes With Ruthenium Catalysts
  作者:Yu,Qingzhen; Et Al
  参考文献:Angewandte Chemie 日期:2015 卷标:54(50) 页码:15284-15288

海关参考信息

• 2903919090-氯苯
  2912110000-甲醛
  2912210000-苯甲醛
  2933310010-吡啶
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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