CAS: 20069-09-4; (E)-1-(3-(3,4,5-Trimethoxyphenyl)Acryloyl)-5,6-Dihydropyridin-2(1H)-One

该化合物是一种天然的藻类,产自Piper longum植物,通称为长辣椒,其特点是独特的化学结构,包括一个管状环和长碳链,该化合物因其潜在的药理特性,包括抗炎,抗氧化剂和抗癌活动而引起注意.皮帕隆古美因被证明在不同癌症细胞线上诱发了吸附病,并可能提高某些乳房化剂的功效.其行动机制被认为涉及各种信号路径的调节,包括与氧化性压力和细胞生存有关的路径.此外,皮帕隆古因在正常细胞中表现出低毒性,因此是癌症治疗方面进一步研究的有希望的候选体.该物质通常在其生物活性特性和潜在治疗应用方面进行研究,尽管需要进行更多的临床研究,以充分理解其对人类的功效和安全性.与任何生物活性化合物一样,适当的处理和剂量对于安全使用至关重要.

结构式图片

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5,6-dihydro-2(1H)-pyridinone (E)-3-(3,4,5-trimethoxyphenyl)acrylic anhydride (E)-2,4-pentadienoic acid 3,4,5-trimethoxy-benzaldehyde1-(3-(3,4,5-trimethoxyphenyl)propanoyl)piperidin-2-one 20H26N2O5C20H26N2O5 22H28N2O6C22H28N2O6

合成工艺路线路线简述

    2,4-戊二烯酸置于氨体系中,用 吡啶,甲苯 用作溶剂,化学反应 168.0H,反应生成荜茇酰胺
    参考文献:Piplartine(= Piperlongumine)的合成和分子结构
    标题:Piplartine(= Piperlongumine)的合成和分子结构
    摘要:通过合成和x射线晶体分析,确定了吡哌汀(=哌隆定)的结构为()--3 ',4',5'-三甲氧基肉桂酰基-5,6-二氢-2(1H)-吡啶酮() .()-3,4,5-三甲氧基肉桂酰氯和巴豆酰胺的模型缩合反应未得到预期的肉桂酰巴豆酰胺,而是()-3',4',5'-三甲氧基肉桂酰-3-氯丁酰胺().
    Doi:10.1016/0040-4020(84)85116-9

    海关参考信息

    专利信息


    专利号:US-11512303-B2
    优先权日:2017-05-27
    标 题 :Engineered polypeptides and their applications in the synthesis of beta-hydroxy-alpha-amino acids
    发明人:CHEN HAIBIN; BONG YONG KOY; XU QING; ZHOU AMENG; SHEN TIANRAN; YANG JIADONG; YANG ZHUHONG
    权利人:ENZYMASTER NINGBO BIO ENG CO LTD
    摘要:The present invention provides engineered polypeptides that are useful for the asymmetric synthesis of β-hydroxy-α-amino acids under industrial-relevant conditions. The engineered polypeptides disclosed in this invention were developed through directed evolution based on the ability of catalytic synthesis of (2S, 3R)-2-amino-3-hydroxy-3-(4-nitrophenyl) propanoic acid. The present disclosure also provides polynucleotides encoding engineered polypeptides, host cells capable of expressing engineered polypeptides, and methods of producing β-hydroxy-α-amino acids using engineered polypeptides. Compared to other processes of preparation, the use of the engineered polypeptides of the present invention for the preparation of β-hydroxy-α-amino acids results in high purity of the desired stereoisomers, mild reaction conditions, low pollution and low energy consumption. So, it has good industrial application prospects.

    专利号:US-2025188502-A1
    优先权日:2022-03-10
    标 题 :Biocatalyst and method for the synthesis of ubrogepant intermediates
    发明人:CHEN HAIBIN; HU HU; CAI BAOQIN; XU JUNPENG; LIU SITONG; JIN LUPING; WU XINWEI; CUI QINYAN; ZHANG CHENGXIAO; ZHU KAILONG
    权利人:ENZYMASTER NINGBO BIO ENG CO LTD
    摘要:This application provides engineered transaminase polypeptides for the synthesis of Ubrogepant intermediates with high stereoselectivity, high catalytic activity and good stability. This application also provides a reaction process for the asymmetric synthesis of Ubrogepant intermediates using the transaminase polypeptide.

    专利号:US-5962515-A
    优先权日:1997-05-29
    标题 :Process for isolation and synthesis of 1-(3,4 methylenedioxy-phenyl)-1E-tetradecene and its analogues and their activities against tumors and infections
    发明人:UPADHYAY SHAKTI N; VISHWAKARMA RAM A; GHOSAL SABARI; SHUKLA SUPRIYA; BOSE CHANDA; KAMRA ANITA
    权利人:NAT INST IMMUNOLOGY
    摘要:Process for isolation of 1-(3,4-methylenedioxy-phenyl)-1E-tetradecene from Piper longum. Processes for synthesis of 1-(3,4-methylenedioxy-phenyl)-1E-tetradecene; its stereoisomers and analogues are disclosed. The compounds isolated and synthesized according to this invention have immunomodulatory properties and can be used to treat tumors and infections.

    专利号:US-2025034607-A1
    优先权日:2021-12-03
    标题 :Process of Synthesizing (R)-3-aminobutan-1-ol
    发明人:BOBKO MARK; FUERST DOUGLAS; MORGAN CHRISTOPHER
    权利人:VIIV HEALTHCARE CO
    摘要:The present invention relates to an aminotransaminase useful in the synthesis of (R)-3-aminobutan-1-ol (RABO). The present invention also provides a process of preparing (R)-3-aminobutan-1-ol (RABO) with the disclosed aminotransaminase.

    专利号:US-12442025-B2
    优先权日:2019-04-07
    标 题:Engineered polypeptides and its application in the synthesis of tyrosine or tyrosine derivatives
    发明人:CHEN HAIBIN; ZHANG CHENGXIAO; SHI SHUMIN; CAI BAOQIN; SUN LEI; PENG QINLI; WANG ZIKUN; BONG YONG KOY
    权利人:ENZYMASTER NINGBO BIO ENG CO LTD
    摘要:Provided are efficient catalyst of engineered enzymes and an economical enzymatic reaction solution to solve the problems in the current production process of L-tyrosine and its derivatives. The method of the invention has the advantages of high product concentration, mild reaction conditions, simple purification process, simple operation, environmental friendliness, and easy industrial scale-up. Thus, it has good industrial application prospects.

    专利号:US-12378246-B2
    优先权日:2019-04-11
    标 题:Synthetic options towards the manufacture of (6R,10S)-10-{4-[5-chloro-2-(4-chloro-1H-1,2,3-triazol-1-yl)phenyl]-6-oxo-1(6H)-pyrimidinyl} - 1-(difluoromethyl)-6-methyl-1,4,7,8,9,10-hexahydro-11,15-(metheno)pyrazolo[4,3-b][1,7]diazacyclotetradecin-5(6H)-one
    发明人:CUNIERE NICOLAS; FAN YU; KOLOTUCHIN SERGEI; MUKHERJEE SUBHA; SIMMONS ERIC M; SINGH AMARJIT; WEI CAROLYN S; XIAO YI; YUAN CHANGXIA; ZHENG BIN; WAGSCHAL SIMON ALBERT; BROGGINI DIEGO FERNANDO DOMENICO; CAO DUY CHI TRUNG; CHERNICHENKO KOSTIANTYN; LEMAIRE SEBASTIEN FRANCOIS EMMANUEL; BEN HAÃ?M CYRIL
    权利人:BRISTOL MYERS SQUIBB CO; JANSSEN PHARMACEUTICA NV
    摘要:Highly efficient methods are provided for preparing key intermediates in the synthesis of Compound (I), which are broadly applicable and can provide selected components having a variety of substituents groups.
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    荜茇酰胺
    Piperlonguimine
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    主要参考文献


    1: Tran TTP, Dang NH, Nguyen XN, Pham HT, Phan UTT, Le TH. Alkaloids from Piper longum L and Their Anti-inflammatory Properties. Chem Biodivers. 2024 Aug
    16:e202401224. doi: 10.1002/cbdv.202401224. Epub ahead of print.
    8:100215. doi: 10.1016/j.bioflm.2024.100215.

    合成参考文献


    参考文献:10.1016/j.bmcl.2011.06.046
    摘要:Luo Y, Liu HM, Su MB, Sheng L, Zhou YB, Li J, Lu W. Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors. Bioorg Med Chem Lett. 2011 Aug 15;21(16):4844–6. doi: 10.1016/j.bmcl.2011.06.046.
    参考文献:10.1038/nature10167
    摘要:Raj L, Ide T, Gurkar AU, Foley M, Schenone M, Li X, Tolliday NJ, Golub TR, Carr SA, Shamji AF, Stern AM, Mandinova A, Schreiber SL, Lee SW. Selective killing of cancer cells by a small molecule targeting the stress response to ROS. Nature. 2011 Jul 13;475(7355):231–4.
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