CAS: 4421-09-4; 3,4-(Methylenedioxy)Benzonitrile

该化合物是一种有机化合物,其特点是独特的双环结构,结合了与苯环相连的二氧化环,以及五点位置的环状细胞(-CN),该化合物一般是白色的,是非白色固体的,以其芳香特性而著称,有助于其稳定性和再活性.它溶于乙醇和丙酮等有机溶剂中,但由于其疏水性,其溶解性有限.由于该化合物的存在,它增加了其核循环反应的潜力,使它成为有机合成中有价值的中间体,特别是在制药和农用化学品开发过程中.此外,该化合物可能表现出生物活动,尽管其具体的生物特性需要进一步调查.安全数据表明,与许多微粒一样,它应该受到可能的毒性和刺激效应的注意.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号2089-36-3 胡椒醛肟 | CAS号120-57-0 胡椒醛 | CAS号2620-50-0 3,4-亚甲二氧基苄胺 | CAS号495-76-1 胡椒醇 | CAS号124-63-0 甲基磺酰氯 | CAS号6951-08-2 ethyl benzo[1,3... | CAS号2635-13-4 1-溴-3,4-(亚甲基二氧基)苯 | CAS号773837-37-9 sodium cyanide | CAS号5876-51-7 1-碘-3,4-亚甲基二氧苯 | CAS号1038388-99-6 1-(1,3-benzodio... | CAS号4720-72-3 N-羟基苯并[d][1,3]二... | CAS号40288-65-1 1-(1,3-苯并氧)2-溴乙酮 | CAS号94-53-1 胡椒酸 | CAS号849925-04-8 5-[5-(哌啶-4-基)-1... | CAS号3162-29-6 3',4'-(亚甲基二氧)苯乙酮 | CAS号28281-49-4 3,4-(亚甲基二氧)苯丙酮 | CAS号862574-89-8 1-(1,3-苯并二氧杂环戊烯... | CAS号6120-26-9 6-溴-1,3-苯并二氧戊环-5-甲腈 | CAS号14268-66-7 3,4-亚甲二氧基苯胺

合成工艺路线路线简述

    Piperonal-Chlorimin置于氢氧化钾体系中,化学反应生成 胡椒腈
    参考文献:Researches On Chlorimines. Iii. The Decomposition Of Certain Aromatic Ald-Chlorimines To Form Nitriles. A Method For The Preparation Of Nitriles From Aldehydes1
    标题:Researches On Chlorimines. Iii. The Decomposition Of Certain Aromatic Ald-Chlorimines To Form Nitriles. A Method For The Preparation Of Nitriles From Aldehydes1
    摘要:
    DOI:10.1021/ja01374A051

    海关参考信息

    专利信息


    专利号:WO-2023019298-A1
    优先权日:2021-08-20
    标 题:Improved method of synthesis of 1-(3',4'-methylene dioxyphenyl)-2-(methylamino) propane (mdma)
    发明人:O'MALLEY WILLIAM IAN; WYNNE PAUL MICHAEL
    权利人:MIND MEDICINE AUSTRALIA LTD
    摘要:The present invention relates to an improved method of synthesis of 1-(3',4'-methylenedioxyphenyl)-2-(methylamino)propane (MDMA) that is of sufficient purity that it can be used for pharmaceutical applications. In particular the present invention provides a method of synthesising MDMA comprising the steps of (a) condensation of piperonal and nitroethane in the presence of a catalysing base to form 1-(3',4'-methylenedioxyphenyl)-2-nitroprop-1-ene (MDP-2-nitropropene), (b) oxidative hydrolysis of MDP-2-nitropropene to form 1-(3',4'methylenedioxyphenyl)-propan-2-one (MDP2P), and (c) reductive amination of MDP2P to 1-(3',4'-methylenedioxyphenyl)-2-(methylamino)propane (MDMA).

    专利号:US-8563590-B2
    优先权日:2008-03-05
    标 题 :Compounds, compositions and methods for the treatment of islet amyloid polypeptide (IAPP) accumulation in diabetes
    发明人:LAKE THOMAS; SNOW ALAN D
    权利人:LAKE THOMAS; SNOW ALAN D; PROTEOTECH INC
    摘要:Dihydroxyaryl compounds and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of IAPP or amylin fibril diseases, and the manufacture of medicaments for such treatment.

    专利号:US-2015038591-A1
    优先权日:2002-05-31
    标 题:Compounds, compositions and methods for the treatment of tauopathies
    发明人:SNOW ALAN D; CAM JUDY A; CASTILLO GERARDO; HU QUBAI; LAKE THOMAS
    权利人:PROTEOTECH INC
    摘要:Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of tauopathies, such as Alzheimer's disease and Parkinson's disease, and the manufacture of medicaments for such treatment.

    专利号:US-7919530-B2
    优先权日:2002-05-31
    标 题 :Compounds, compositions, and methods for the treatment of synucleinopathies
    发明人:ESPOSITO LUKE A; CUMMINGS JOEL; HUDSON F MICHAEL; SNOW ALAN D
    权利人:PROTEOTECH INC
    摘要:Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of synucleinopathies, such as Parkinson's disease, and the manufacture of medicaments for such treatment.

    专利号:US-8829198-B2
    优先权日:2007-10-31
    标 题:Compounds, compositions and methods for the treatment of beta-amyloid diseases and synucleinopathies
    发明人:ESPOSITO LUKE A; HUDSON F MICHAEL; LAKE THOMAS; CUMMINGS JOEL; WEIGELE MANFRED; SNOW ALAN D; LARSEN LESLEY
    权利人:ESPOSITO LUKE A; HUDSON F MICHAEL; LAKE THOMAS; CUMMINGS JOEL; WEIGELE MANFRED; SNOW ALAN D; LARSEN LESLEY; PROTEOTECH INC
    摘要:Dihydroxyaryl compounds and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of β-amyloid diseases, such as observed in Alzheimer's disease, and synucleinopathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.

    专利号:US-8916598-B2
    优先权日:2003-05-30
    标题 :Compounds, compositions, and methods for the treatment of β-amyloid diseases and synucleinopathies
    发明人:ESPOSITO LUKE A; HUDSON F MICHAEL; LAKE THOMAS; CUMMINGS JOEL; WEIGELE MANFRED; SNOW ALAN D
    权利人:ESPOSITO LUKE A; HUDSON F MICHAEL; LAKE THOMAS; CUMMINGS JOEL; WEIGELE MANFRED; SNOW ALAN D; PROTEOTECH INC
    摘要:Dihydroxyaryl compounds and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of synucleinopathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.
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    主要参考文献


    1: Nicolodi C, Slominski WH, Parabocz GC, Pericolo S, Da-Col JA, Martendal E. Headspace solid-phase microextraction - gas chromatography - mass spectrometry qualitative screening method for active compounds, adulterants and impurities in ecstasy tablets seized in Northern Santa Catarina State, Brazil. Forensic Sci Int. 2024 Feb;355:111932. doi: 10.1016/j.forsciint.2024.111932. Epub 2024 Jan 17.

    合成参考文献


    摘要:Glushkov, V. A.; Shklyaev, Yu. V., Science of Synthesis Knowledge Updates, (2018) 3, 232.
    摘要:Barsegyan, Y. A.; Vil’, V. A.; Tomkinson, N. C. O.; Terent’ev, A. O., Science of Synthesis Knowledge Updates, (2022) 1, 245.
    摘要:Nahra, F.; Cazin, C. S. J., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 307.
    摘要:Sasano, Y.; Iwabuchi, Y., Science of Synthesis: Special Topics, (2022) 1, 343.
    摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#04711
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