CAS: 1485-00-3; 3,4-Methylenedioxy-Beta-Nitrostyrene

该化合物是一种有机化合物,其独特的结构,包括一种苯并二氧化物和硝硝基苯基化合物,这种化合物通常具有芳香化合物和硝基苯基化合物的特性,例如,由于硝基苯组的存在,可能具有反作用,从而可以参与电子替代反应;苯并二酚结构有助于其稳定性,并可能影响其溶剂中的溶解性;此外,这种性质的化合物往往表现出有趣的光学特性,使其在材料科学和有机电子学等领域具有兴趣;硝基罗组的存在还能够产生生物活动,这可能与医药化学有关;

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CAS号120-57-0 胡椒醛 | CAS号75-52-5 硝基甲烷 | CAS号2373-80-0 3,4-(亚甲二氧)肉桂酸 | CAS号40288-64-0 1-(1,3-benzodio... | CAS号21473-47-2 5-(2-Nitroethyl... | CAS号522-97-4 L-四氢小檗碱 | CAS号4439-02-5 3,4-亚甲二氧基苯乙腈 | CAS号1484-85-1 3,4-亚甲二氧苯乙胺 | CAS号173937-91-2 (2R,3R,4S)-4-(1... | CAS号73304-06-0 2-(1,3-benzodio... | CAS号6882-28-6 7,8-二氢-[1,3]二氧代... | CAS号79238-83-8 5-[2-(1,3-benzo... | CAS号905564-21-8 3-(1,3-benzodio...

合成工艺路线路线简述

    📜胡椒环置于sodium Acetate,甲胺,三氯氧磷体系中,用 甲醇,乙醇 用作溶剂,化学反应 2.0H,反应生成3,4-亚甲二氧-Beta-硝基苯乙烯
    参考文献:一种黄连素合成工艺
    标题:一种黄连素合成工艺
    摘要:本发明公开了一种黄连素合成工艺,合成路线如下:以邻苯二酚和二氯甲烷为原料,二甲亚砜用作溶剂,合成胡椒环.胡椒环通过vilsmeiar甲酰化法合成胡椒醛.胡椒醛通过henry反应硝基化生成β‑硝基‑3,4‑二氧次甲基苯乙烯.β‑硝基‑3,4‑二氧次甲基苯乙烯通过克莱门森还原生成胡椒乙胺.胡椒乙胺与2,3‑二甲氧基苯甲醛缩合再还原生成n‑2,3‑二甲氧苄基胡椒乙胺盐酸盐.N‑2,3‑二甲氧苄基胡椒乙胺盐酸盐在乙二醛,甲酸,硫酸铜条件下环化成盐酸黄连素.本发明的合成路线,避免了氰化反应,降低了毒性.采用锌汞齐代替h2Ni和lialh4,大大降低成本,减少工艺难度,提高产品收率.

    海关参考信息

    专利信息


    专利号:US-8071782-B2
    优先权日:2007-10-02
    标 题 :Synthesis of 1,3,4-trisubstituted and 1,3,4,5-tetrasubstituted pyrazoles
    发明人：DENG XIAOHU; MANI NEELAKANDHA S
    权利人:DENG XIAOHU; MANI NEELAKANDHA S; JANSSEN PHARMACEUTICA NV
    摘要:This invention concerns the synthesis of highly substituted pyrazoles, which are structural components of pharmacological compounds, through reaction of hydrazones with nitroolefins.

    专利号:US-9315483-B2
    优先权日:2007-09-13
    标题 :Synthesis of deuterated catechols and benzo[D][1,3]dioxoles and derivatives thereof
    发明人：JONES ANDREW D; ZELLE ROBERT E; SILVERMAN I ROBERT
    权利人:CONCERT PHARMACEUTICALS INC
    摘要:The present invention provides a convenient and efficient process for the synthesis of d 2 -benzo[d][1,3]dioxoles.

    专利号:US-7968734-B2
    优先权日:2004-07-01
    标 题 :Organocatalysts and methods of use in chemical synthesis
    发明人：WANG WEI; WANG JIAN; LI HAO
    权利人:STC UNM
    摘要:The present invention pertains generally to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo-selective reactions, and the method of their synthesis and use.

    专利号:WO-2009035652-A1
    优先权日:2007-09-13
    标 题 :Synthesis of deuterated catechols and benzo[d][1,3] dioxoles and derivatives thereof

    专利号:US-2009093637-A1
    优先权日:2007-10-02
    标题:Synthesis of 1,3,4-Trisubstituted and 1,3,4,5-Tetrasubstituted Pyrazoles

    专利号:US-2014336387-A1
    优先权日:2007-09-13
    标题:Synthesis of deuterated catechols and benzo[d][1,3]dioxoles and derivatives thereof

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    主要参考文献

    1. Uysal E, et al. Targeting the PANoptosome with 3,4-Methylenedioxy-β-Nitrostyrene, Reduces PANoptosis and Protects the Kidney against Renal İschemia-Reperfusion Injury. J Invest Surg. 2022 Nov-Dec;35(11-12):1824-1835. 2. Zheng J, et al. 3,4-Methylenedioxy-β-Nitrostyrene Alleviates Dextran Sulfate Sodium-Induced Mouse Colitis by Inhibiting the NLRP3 Inflammasome. Front Pharmacol. 2022 Jun 15;13:866228. 3. Xiao M, et al. 3,4-Methylenedioxy-β-Nitrostyrene Ameliorates Experimental Burn Wound Progression by Inhibiting the NLRP3 Inflammasome Activation. Plast Reconstr Surg. 2016 Mar;137(3):566e-575e. 4. Chen IH, et al. 3,4-Methylenedioxy-β-nitrostyrene inhibits adhesion and migration of human triple-negative breast cancer cells by suppressing β1 integrin function and surface protein disulfide isomerase. Biochimie. 2015 Mar;110:81-92. 5. He Y, et al. 3,4-methylenedioxy-β-nitrostyrene inhibits NLRP3 inflammasome activation by blocking assembly of the inflammasome. J Biol Chem. 2014 Jan 10;289(2):1142-50. 6. Messerschmitt PJ, et al. Osteosarcoma Phenotype Is Inhibited by 3,4-Methylenedioxy-β-nitrostyrene. Sarcoma. 2012;2012:479712. 7. Hsieh, P.W., Chang, Y.T., Chuang, W.Y., et al. The synthesis and biologic evaluation of anti-platelet and cytotoxic β-nitrostyrenes. Bioorg. Med. Chem.2010, 18(21), 7621-7627 8. Pettit RK, et al. E-Combretastatin and E-resveratrol structural modifications: antimicrobial and cancer cell growth inhibitory beta-E-nitrostyrenes. Bioorg Med Chem. 2009 Sep 15;17(18):6606-12. 9. Wang WY, et al. Synthesis and pharmacological evaluation of novel beta-nitrostyrene derivatives as tyrosine kinase inhibitors with potent antiplatelet activity. Biochem Pharmacol. 2007;74(4):601-611. 10. Wang WY, et al. Prevention of platelet glycoprotein IIb/IIIa activation by 3,4-methylenedioxy-beta-nitrostyrene, a novel tyrosine kinase inhibitor. Mol Pharmacol. 2006;70(4):1380-1389.

    合成参考文献


    摘要:Götzinger, A. C.; Müller, T. J. J., Science of Synthesis Knowledge Updates, (2017) 3, 122.
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