CAS: 94-62-2; (2E,4E)-5-(Benzo[d][1,3]Dioxol-5-yl)-1-(Piperidin-1-yl)Penta-2,4-Dien-1-One

• 英文名称(2E,4E)-5-(Benzo[d][1,3]Dioxol-5-yl)-1-(Piperidin-1-yl)Penta-2,4-Dien-1-One
• 中文名称胡椒碱
• IUPAC名称(2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
• 其它别名(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine
• CAS编号94-62-2
• MFCD编号:MFCD00005839
• EINECS号:202-348-0
• 分子式:C17H19NO3
• 分子量:285.34
• 产品CID: 1997864
• 产品分类原料药 → 神经系统用药 → 抗癫痫及抗惊厥药

• 相似结构搜索
• InChIKey: MXXWOMGUGJBKIW-YPCIICBESA-N
• InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+…
• 计算化学: 氢键受体数3.0氢键供体数0.0可旋转键数3.0

物理性质

• 熔点131-135  °C(文献)
• 沸点498.5±40.0 °C at 760 mmHg
• 闪点255.3±27.3 °C
• 密度1.2±0.1 g/cm3
• pKa:12.22(at 18°C)
• PSA:38.77
• LogP:2.66
• 折射率1.615
• 蒸汽压0.0±1.3 mmHg at 25°C
• 溶解性Slightly Soluble In Water, 10% Soluble In Alcohol, Soluble Only In Certain Oils
• 敏感性避免与氧化物接触。
• 外观形态类白色至棕褐色或黄棕色结晶粉末
• 储存条件密封, 常温干燥保存
• 产品应用该化合物用作食物调味剂.
• 性质描述熔点128-132°C

MSDS等安全信息

• GHS象形图
• GHS符号GHS06;
  注释: Skull and crossbones
• 危险类别急性毒性 类别3(经口)
  急性毒性 类别4(经口)
  水生慢性毒性 类别2
  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
• 警示词Danger(危险)
• 危险描述H301 |吞咽会中毒.
  H302 |吞咽有害.
  H411 |对水生生物有毒并具有长期持续影响.
  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.
• 防范说明P264-P270-P273-P301+P312-P391-P501
• UN编号UN 3077 9 / PGIII
• 危险品标志Xn,Xi,N
• 风险等级Irritant
• 安全声明22-24/25-36/37-36-61
• 危险类别码22-21/22-20/21/22-51/53
• WGK Germany3

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 Piperine 主要起始原料 Piperidine And 5-(3,4-Methylenedioxyphenyl)-2,4-Pentadienoic Acid
• 58095-77-5 + 15596-07-3 = 94-62-2
  反应条件:1.1 Solvents: Tetrahydrofuran
  标题:Three-Component Synthesis Of (E)-α,β-Unsaturated Amides Of The Piperine Family
  作者:Schobert,Rainer; Siegfried,Sven; Gordon,Gary J.
  参考文献:Journal Of The Chemical Society 日期:2001 卷标:(19) 页码:2393-2397]
  
  1802004-79-0 = 94-62-2 [标题:Reaction Conditions
  标题:A Metal-Free Approach For Transamidation Of Amides With Amines In Aqueous Media
  作者:Srinivas,Mahesuni; Hudwekar,Abhinandan D.; Venkateswarlu,Vunnam; Reddy,G. Lakshma; Kumar,K. A. Aravinda; Et Al
  参考文献:Tetrahedron Letters 日期:2015 卷标:56(33) 页码:4775-4779]
  
  736947-76-5 = 94-62-2
  反应条件:1.1 Reagents: Potassium Hydroxide,Alumina Solvents: Dichloromethane,Dibromodifluoromethane
  标题:Stereoselective Synthesis Of Piperamide Alkaloids By Modified Ramberg-Baecklund Reaction
  作者:Li,Yang; Zhang,Yu; Wang,Xiao Long; Huang,Zhi; Cao,Xiao Ping
  参考文献:Chinese Chemical Letters 日期:2004 卷标:15(6) 页码:631-634]
  
  736947-76-5 = 94-62-2
  反应条件:1.1 Reagents: Potassium Hydroxide,Alumina Solvents: Dichloromethane,Dibromodifluoromethane; 1 H,Rt
  标题:Stereoselective Synthesis Of Naturally Occurring Unsaturated Amide Alkaloids By A Modified Ramberg-Baecklund Reaction
  作者:Li,Yang; Zhang,Yu; Huang,Zhi; Cao,Xiaoping; Gao,Kun
  参考文献:Canadian Journal Of Chemistry 日期:2004 卷标:82(5) 页码:622-630]
  
  50838-22-7 = 94-62-2
  反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide,Water; 30 Min,Rt1.2 6 - 8 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Rt
  标题:Identification And Optimization Of Piperine Analogues As Neuroprotective Agents For The Treatment Of Parkinson'S Disease Via The Activation Of Nrf2/keap1 Pathway
  作者:Wang,Lun; Cai,Xiaoying; Shi,Mingsong; Xue,Linlin; Kuang,Shuang; Et Al
  参考文献:European Journal Of Medicinal Chemistry 日期:2020 卷标:199]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)Pyridine
  标题:Addition Of Carbon Nucleophiles To Aldehyde Tosylhydrazones Of Aromatic And Heteroaromatic-Compounds: Total Synthesis Of Piperine And Its Analogs
  作者:Chandrasekhar,S.; Reddy,M. Venkat; Reddy,K. Srinivasa; Ramarao,C.
  参考文献:Tetrahedron Letters 日期:2000 卷标:41(15) 页码:2667-2670]
  
  57134-53-9 + 158504-70-2 = 94-62-2
  反应条件:1.1 Reagents: Catecholborane1.2 Reagents: Sodium Carbonate Catalysts: Potassium Hydroxide,Palladium Diacetate Solvents: Ethanol
  标题:New Access To Conjugated Dien- And Enamides. Synthesis Of Dehydropipernonaline,Pipernonaline And Related Biologically Active Amides
  作者:Kaga,Harumi; Ahmed,Zaheer; Gotoh,Kohei; Orito,Kazuhiko
  参考文献:Synlett 日期:1994 卷标:(8) 页码:607-8]
  
  38489-76-8 + 10043-37-5 = 94-62-2
  反应条件:1.1 Reagents: Triethylamine,N-Bromosuccinimide,Lithium Chloride Catalysts: Triphenylantimony,Palladium Diacetate,1-Butanaminium,N,N,N-Tributyl-,2,2,2-Trifluoroacetate (1:1) Solvents: Dichloroethane
  标题:Catalytic Hunsdiecker Reaction And One-Pot Catalytic Hunsdiecker-Heck Strategy: Synthesis Of α,β-Unsaturated Aromatic Halides,α-(Dihalomethyl)Benzenemethanols,5-Aryl-2,4-Pentadienoic Acids,Dienoates And Dienamides
  作者:Naskar,Dinabandhu; Roy,Sujit
  参考文献:Tetrahedron 日期:2000 卷标:56(10) 页码:1369-1377]
  
  203378-07-8 = 94-62-2
  反应条件:1.1 Reagents: Trifluoromethanesulfonic Anhydride,2-Iodopyridine Solvents: Dichloromethane; 15 Min,-20 °C1.2 Reagents: Triethylamine,Benzeneseleninic Acid,Dess-Martin Periodinane Solvents: Dichloromethane; 2 H,Rt; 5 Min,-20 °C; 5 - 60 Min,-20 °C -> 25 °C1.3 Reagents: Sodium Carbonate Solvents: Water; 25 °C
  标题:Chemoselective α,β-Dehydrogenation Of Saturated Amides
  作者:Teskey,Christopher J.; Adler,Pauline; Goncalves,Carlos R.; Maulide,Nuno
  参考文献:Angewandte Chemie 日期:2019 卷标:58(2) 页码:447-451]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dichloromethane
  标题:A Short,Efficient,And Stereoselective Synthesis Of Piperine And Its Analogues
  作者:Bauer,Adriano; Nam,Jun-Hyun; Maulide,Nuno
  参考文献:Synlett 日期:2019 卷标:30(4) 页码:413-416]
  
  58095-77-5 + 1796-25-4 = 94-62-2
  反应条件:1.1 Reagents: Benzenemethanamine,4-Ethenyl-N,N-Diethyl-,Polymer With 1,1′-[1,4-Butanediylbis... Solvents: 1-Propanol; 24 H,80 °C
  标题:Chromatography-Free Wittig Reactions Using A Bifunctional Polymeric Reagent
  作者:Leung,Peter Shu-Wai; Teng,Yan; Toy,Patrick H.
  参考文献:Organic Letters 日期:2010 卷标:12(21) 页码:4996-4999]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Diisopropylethylamine,1-[bis(Dimethylamino)Methylene]-1H-Benzotriazolium Hexafluorophosphate(1-) 3-Oxi... Solvents: Dimethylformamide; 8 H,Rt
  标题:The Development Of Novel Cytochrome P450 2J2 (Cyp2J2) Inhibitor And The Underlying Interaction Between Inhibitor And Cyp2J2
  作者:Tian,Xiangge; Zhou,Meirong; Ning,Jing; Deng,Xiaopeng; Feng,Lei; Et Al
  参考文献:Journal Of Enzyme Inhibition And Medicinal Chemistry 日期:2021 卷标:36(1) 页码:737-748]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 20 H,Reflux
  标题:Method For Synthesis Of Piperine
  参考文献:China]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: 2,4-Dichloro-6-Methoxy-1,3,5-Triazine Catalysts: Dabco Solvents: Ethyl Acetate; 30 Min,Rt1.2 Reagents: Diisopropylethylamine Catalysts: 4-(Dimethylamino)Pyridine Solvents: Ethyl Acetate; 30 Min,Rt; 1 H,Rt
  标题:Catalytic And Sustainable Amide Bond Formation Using A Dabco/dichlorotriazine System
  作者:Adler,Pauline; Gras,Marion; Smietana,Michael
  参考文献:Chemcatchem 日期:2023 卷标:15(10)]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dichloromethane; 10 Min,Cooled; Rt; 2 H,Rt1.2 Solvents: Dichloromethane; 2 - 2.5 H,60 °C
  标题:Synthesis,Antimicrobial,Antioxidant And Nematicidal Activity Of (2E,4E)-5-(Benzo[d] [1,3]Dioxol-5-Yl)Penta-2,4-Dienamides
  作者:Wahab,Aneela; Sultana,Amina; Khan,Khalid Mohammed; Sherwani,Sikandar K.; Perveen,Zeba; Et Al
  参考文献:Journal Of The Chemical Society Of Pakistan 日期:2015 卷标:37(5) 页码:1008-1014]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: 1,1-Dimethylethyl 1-(1,1-Dimethylethoxy)-2(1H)-Isoquinolinecarboxylate Solvents: Dichloromethane; 30 Min,Rt1.2 24 H,Rt
  标题:Carboxamidation Of Carboxylic Acids With 1-Tert-Butoxy-2-Tert-Butoxycarbonyl-1,2-Dihydroisoquinoline (Bbdi) Without Bases
  作者:Saito,Yukako; Ouchi,Hidekazu; Takahata,Hiroki
  参考文献:Tetrahedron 日期:2008 卷标:64(49) 页码:11129-11135]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; Rt; 18 H,Rt
  标题:Method For Synthesizing Piperine From 5-(1,2-Methylenedioxyphenyl)-2-Pentenal By Oxidation And Condensation
  参考文献:China]
  
  136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)Pyridine Solvents: Dichloromethane; Rt
  标题:Synthesis Of (E,E)-Dienones And (E,E)-Dienals Via Palladium-Catalyzed γ,δ-Dehydrogenation Of Enones And Enals
  作者:Pan,Gao-Fei; Zhang,Xing-Long; Zhu,Xue-Qing; Guo,Rui-Li; Wang,Yong-Qiang
  参考文献:Iscience 日期:2019 卷标:20 页码:229-236]
  
  203378-07-8 = 94-62-2
  反应条件:1.1 Reagents: Pivalic Acid Catalysts: Cupric Acetate,Palladium Diacetate,1,1′-[1,2-Ethanediylbis(Sulfinyl)]Bis[benzene] Solvents: Acetonitrile; 24 H,100 °C
  标题:Synthesis Of Conjugated Dienes Via Palladium-Catalyzed Aerobic Dehydrogenation Of Unsaturated Acids And Amides
  作者:Keerthana,Meledath Sudhakaran; Jeganmohan,Masilamani
  参考文献:Chemical Communications (Cambridge 日期:2022 卷标:58(63) 页码:8814-8817]
  
  675-20-7 + 136-72-1 = 94-62-2
  反应条件:1.1 Reagents: Oxalyl Chloride Solvents: Dichloromethane; 0 °C; 0 °C -> Rt; 4 H,Rt1.2 Solvents: Toluene; Rt; Rt -> Reflux; 16 H,Reflux
  标题:Environmentally Benign Transamidation Protocol For Weakly Nucleophilic Aromatic Amines With N-Acyl-2-Piperidinones: Catalyst-,Additive-,Base- And Solvent-Free Condition
  作者:Rajan,Ida Angel Priya Samuel; Subramani,Muthuraman; Pushparathinam,Gopinath; Rajendran,Saravanakumar
  参考文献:Asian Journal Of Organic Chemistry 日期:2022 卷标:11(9)

海关参考信息

• 2901210000-乙烯
  2901220000-丙烯
  2901241000-1,3-丁二烯
  2902300000-甲苯
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• 详情请参考：📖 海关编码查询和海关进出口税则

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