CAS: 940-62-5; (E)-3-(4-Chlorophenyl)Acrylic Acid

该化合物是一种氯化碳酸衍生物,可应用于有机合成和制药研究,其主要结构特征是α,β-不饱和的碳球酸团,与4-氯苯组结合,使它成为迈克尔添加,循环和其他变异的多种中间体.电排氯替代成分在维持标准条件下的稳定性的同时,增强了核循环反应的再活性.该化合物在生物活性分子的合成方面特别有用,包括抗炎和抗微生物剂,因为它有能力作为进一步功能化的支架.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

p-amin°Cinnamic acid 1-Chloro-4-iodobenzene acrylic acid (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid (E)-3-(4-chlorophenyl)acrylic acid phenyl ester 3-{5-Acetyl-2-[(E)-2-(4-chloro-phenyl)-vinyl]-6-methyl-pyrimidin-4-ylsulfanyl}-3-(4-chloro-phenyl)-propionic acid -4H-3,1-benzoxazin-4-one2-2-(4-chlorophenyl)ethenyl-4H-3,1-benzoxazin-4-one N-[(E)-2-(4-Chloro-phenyl)-vinyl]-formamide

合成工艺路线路线简述

  • 49678-02-6 = 940-62-5
    反应条件:1.1 Reagents: Sodium Carbonate,Oxygen Catalysts: Molybdate(4-),Cupratehexa-μ3-Hydroxyhexa-μ-Oxododecaoxohexa-,Ammonium (1:4) Solvents: Water; 12 H,50 °C
    标题:An Efficient Aerobic Oxidation Protocol Of Aldehydes To Carboxylic Acids In Water Catalyzed By An Inorganic-Ligand-Supported Copper Catalyst
    作者:Yu,Han; Ru,Shi; Zhai,Yongyan; Dai,Guoyong; Han,Sheng; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(6) 页码:1253-1257]

    2033-24-1 + 104-88-1 = 940-62-5
    反应条件:1.1 Solvents: Water; 5 Min
    标题:A Green Chemical Synthesis Of Coumarin-3-Carboxylic And Cinnamic Acids Using Crop-Derived Products And Waste Waters As Solvents
    作者:Fiorito,Serena; Taddeo,Vito Alessandro; Genovese,Salvatore; Epifano,Francesco
    参考文献:Tetrahedron Letters 日期:2016 卷标:57(43) 页码:4795-4798]

    867-13-0 + 104-88-1 = 940-62-5
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dichloromethane; 0 °C; 0 °C -> Rt1.2 Reagents: Sodium Hydroxide Solvents: Methanol,Dichloromethane; 2 H,Rt
    标题:Process For Preparation Of Cinnamic Acid And Derivatives Thereof
    参考文献:China]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Catalysts: 1-Octanesulfonic Acid,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluoro-,Ytter... Solvents: Toluene,Perfluorodecalin; 8 H,80 °C
    标题:Ytterbium Perfluorooctanesulfonate-Catalyzed Knoevenagel Condensation In A Fluorous Biphasic System
    作者:Yi,Wen-Bin; Yin,Ya-Qing; Cai,Chun
    参考文献:Organic Preparations And Procedures International 日期:2006 卷标:39(1) 页码:71-75]

    20754-21-6 = 940-62-5
    反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water; 2 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 5,Rt
    标题:Design And Synthesis Of Bitopic 2-Phenylcyclopropylmethylamine (Pcpma) Derivatives As Selective Dopamine D3 Receptor Ligands
    作者:Tan,Liang; Zhou,Qingtong; Yan,Wenzhong; Sun,Jian; Kozikowski,Alan P.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2020 卷标:63(9) 页码:4579-4602]

    637-87-6 = 940-62-5
    反应条件:1.1 Reagents: Tributylamine Catalysts: Palladium,Hydroxyethyl Cellulose Solvents: Water; 6 H,90 °C; Cooled1.2 Reagents: Sodium Carbonate Solvents: Water; 10 Min
    标题:Preparation Of Hydroxyethyl Cellulose Supported Palladium Complex And Its Catalytic Performance For Heck Reaction
    作者:Cai,Yonghong; Xu,Ying; Zhang,Lei; Cui,Yuanchen; Li,Enzhong
    参考文献:Henan Daxue Xuebao 日期:2008 卷标:38(5) 页码:474-478]

    637-87-6 = 940-62-5
    反应条件:1.1 Reagents: Tributylamine Catalysts: Iron Oxide (Fe3O4),Palladium,2-Propenoic Acid,2-Methyl-,Methyl Ester,Polymer With 2-Oxiranylmethyl 2-Methy... (Triethylene Tetramine-Modified) Solvents: Dimethylformamide; 3 H,95 °C; 95 °C -> Rt
    标题:Supported Nanosized Palladium On Superparamagnetic Composite Microspheres As An Efficient Catalyst For Heck Reaction
    作者:Yuan,Dingzhong; Zhang,Qiuyu; Dou,Jinbo
    参考文献:Catalysis Communications 日期:2010 卷标:11(7) 页码:606-610]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Reagents: Piperidine Solvents: Pyridine; 1 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Cooled
    标题:Design,Synthesis,And Insecticidal Activity Of 1,5-Diphenyl-1-Pentanone Analogues
    作者:Yang,Shaoxiang; Kang,Tieniu; Rui,Changhui; Yang,Xinling; Sun,Yufeng; Et Al
    参考文献:Chinese Journal Of Chemistry 日期:2011 卷标:29(11) 页码:2394-2400]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Catalysts: Piperidine Solvents: Pyridine; 3 H,Reflux
    标题:Studies On The Synthesis Of Ammonium Salts Of 2,4-Dichlorophenoxyacetic Acid (2,4-D) To Enhance Its Bioregulating Potential
    作者:Seth,Anubhuti; Garg,Anita; Sharma,M. L.
    参考文献:Journal Of The Indian Chemical Society 日期:2011 卷标:88(3) 页码:405-414]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Reagents: Pyridine Solvents: Dimethylformamide; 3 - 5 H,90 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1
    标题:Design,Synthesis And Antibacterial Activity Of Cinnamaldehyde Derivatives As Inhibitors Of The Bacterial Cell Division Protein Ftsz
    作者:Li,Xin; Sheng,Juzheng; Huang,Guihua; Ma,Ruixin; Yin,Fengxin; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2015 卷标:97 页码:32-41]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Reagents: Pyridine Solvents: Dimethylformamide; 3 - 5 H,90 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1
    标题:Phenylacrylamides As Novel Ftsz-Targeted Potential Antimicrobials
    作者:Li,Xin; Sheng,Juzheng; Song,Di; Guo,Liwei; Ma,Shutao
    参考文献:Letters In Drug Design & Discovery 日期:2015 卷标:12(3) 页码:234-240]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Reagents: Piperidine Solvents: Pyridine; 5 H,Reflux; Cooled1.2 Reagents: Hydrochloric Acid Solvents: Water; Cooled
    标题:Expedient Iodocyclization Approach Toward Polysubstituted 3H-Benzo[e]Indoles
    作者:Martins,Guilherme M.; Zeni,Gilson; Back,Davi F.; Kaufman,Teodoro S.; Silveira,Claudio C.
    参考文献:Advanced Synthesis & Catalysis 日期:2015 卷标:357(14-15) 页码:3255-3261]

    99-90-1 = 940-62-5
    反应条件:1.1 Reagents: Sodium Acetate Catalysts: Palladium Alloy,Base,Pd 89,Ni 8.2,P 3 Solvents: Dimethylacetamide; 15 H,140 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified,Rt
    标题:Reusable And Sustainable Nanostructured Skeleton Catalyst: Heck Reaction With Nanoporous Metallic Glass Pd (Pdnpore) As A Support,Stabilizer And Ligand-Free Catalyst
    作者:Kaneko,Tetsuro; Tanaka,Shinya; Asao,Naoki; Yamamoto,Yoshinori; Chen,Mingwei; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2011 卷标:353(16) 页码:2927-2932]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Catalysts: Dabco Solvents: Dimethylformamide; 80 Min,100 - 110 °C
    标题:A Simple And Straightforward Synthesis Of Cinnamic Acids And Ylidene Malononitriles Via Knoevenagel Condensation Employing Dabco As Catalyst
    作者:Nagalakshmi,K.; Diwakar,B. S.; Govindh,B.; Reddy,P. Gopal; Venu,R.; Et Al
    参考文献:Asian Journal Of Chemistry 日期:2017 卷标:29(7) 页码:1561-1564]

    637-87-6 = 940-62-5
    反应条件:1.1 Reagents: Tributylamine,Oxygen Catalysts: Cellulose (Reaction Products With Epichlorohydrin And Thiosemicarbazide) Solvents: Water; 5 H,110 °C; Cooled1.2 Reagents: Sodium Carbonate Solvents: Water; 10 Min1.3 Reagents: Hydrochloric Acid Solvents: Water; Acidified
    标题:Synthesis Of Thiosemicarbazide Cellulose Supported Palladium Complex And Its Catalytic Behavior In Heck Reaction
    作者:Xu,Ying; Cai,Yonghong; Cui,Yuanchen; Li,Jinjin
    参考文献:Shiyou Huagong 日期:2008 卷标:37(4) 页码:328-332]

    31357-32-1 = 940-62-5
    反应条件:1.1 Reagents: Zinc Solvents: Acetic Acid; 1 Min,Rt
    标题:Rapid Debromination Of Vic-Dibromoalkanes With Zinc Powder In Acetic Acid Under Microwave Irradiation
    作者:Kuang,Chunxiang; Yang,Qing; Senboku,Hisanori; Tokuda,Masao
    参考文献:Journal Of Chemical Research 日期:2005 卷标:(5) 页码:282-284]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Catalysts: Lithium Chloride; 6 Min
    标题:Microwave-Assisted Solvent-Free Synthesis Of Trans-Cinnamic Acids Using Lithium Chloride As Catalyst
    作者:Mogilaiah,K.; Reddy,G. Randheer
    参考文献:Synthetic Communications 日期:2004 卷标:34(2) 页码:205-210]

    49678-02-6 = 940-62-5
    反应条件:1.1 Reagents: Sodium Carbonate,Oxygen Catalysts: 1-Butanaminium,N,N,N-Tributyl-,[μ7-[2-Amino-2-[(Hydroxy-Ko:Ko:Ko)Methyl]-1,3-P... Solvents: Water; 8 H,50 °C
    标题:An Efficient Iron(Iii)-Catalyzed Aerobic Oxidation Of Aldehydes In Water For The Green Preparation Of Carboxylic Acids
    作者:Yu,Han; Ru,Shi; Dai,Guoyong; Zhai,Yongyan; Lin,Hualin; Et Al
    参考文献:Angewandte Chemie 日期:2017 卷标:56(14) 页码:3867-3871]

    141-82-2 + 104-88-1 = 940-62-5
    反应条件:1.1 Catalysts: Piperidine Solvents: Pyridine; 6 H,Reflux
    标题:Synthesis And Sar Study Of Diarylpentanoid Analogues As New Anti-Inflammatory Agents
    作者:Leong,Sze Wei; Faudzi,Siti Munirah Mohd; Abas,Faridah; Aluwi,Mohd Fadhlizil Fasihi Mohd; Rullah,Kamal; Et Al
    参考文献:Molecules 日期:2014 卷标:19(10) 页码:16058-16081]

    637-87-6 = 940-62-5
    反应条件:1.1 Reagents: Tributylamine,Oxygen Catalysts: Chitosan (Crosslinked,Hydroxybenzaldehyde-Modified Chitosan,Palladium Complexes) Solvents: Dimethylformamide; 3 H,80 °C; Cooled1.2 Reagents: Sodium Carbonate Solvents: Water; 10 Min1.3 Reagents: Hydrochloric Acid Solvents: Water; Acidified
    标题:Synthesis Of Chitosan-Based Polymer Supported-Palladium Catalysts And Their Catalytic Performances For Heck Reaction
    作者:Zhang,Lei; Zhao,Xiaowei; Liu,Xinming; Li,Ying; Cui,Yuanchen
    参考文献:Gaofenzi Xuebao 日期:2006 卷标:(9) 页码:1033-1037
📜Methyl 3-(4-Chlorophenyl)Propenoate置于lithium Hydroxide Monohydrate体系中,用 四氢呋喃,水 作为反应溶剂,化学反应 2.0H,以98%的收率获得产物对氯肉桂酸
参考文献:设计和合成作为选择性多巴胺d3受体配体的bitopic 2-Phenylcyclopropylmethylamine(pcpma)衍生物.
标题:设计和合成作为选择性多巴胺d3受体配体的bitopic 2-Phenylcyclopropylmethylamine(pcpma)衍生物.
摘要:据报道2-苯基环丙基甲胺(pcpma)类似物是选择性5-羟色胺2C激动剂.在相同的支架的基础上,我们设计并合成了一系列多巴胺d3R配体的双位衍生物.这些新化合物中的许多对d3R表现出很高的结合亲和力,并且具有出色的选择性.化合物(1R,2R)-22E及其对映异构体(1S,2S)-22E对d3R表现出相当的结合亲和力,但前者是有效的d3R激动剂,而后者则充当拮抗剂.分子对接研究表明,Dpm的正构结合口袋中pcpma部分的结合姿势不同,这可能解释了对映异构体的不同功能.化合物(1R,2R)-30Q对d3R具有高结合亲和力(ki = 2.2 Nm),并且具有非常好的选择性,以及非常好的生物利用度和小鼠的脑部渗透特性.这些结果表明,Pcpma支架可作为胺能gpcr配体设计的优先支架.
DOI:10.1021/acs.Jmedchem.9B01835

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参考DOI号:10.1021/acs.jmedchem.9b01835
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