CAS: 587-63-3; (S)-4-Methoxy-6-Phenethyl-5,6-Dihydro-2H-Pyran-2-One

该化合物是卡瓦工厂(Piper methysticum)中发现的自然产生的卡瓦内酮,是造成该工厂药理效应的主要生物活性化合物之一.化学上被归类为发泡激素衍生物,二hlekavain表现出温和的厌氧和肌肉放松特性.其分子结构具有饱和的α-极性环,有助于其稳定性和生物利用率.研究表明它与伽马--巴受体发生相互作用,尽管与卡瓦因等其他卡瓦内激素相比,其威力较低.Dhylkavain经常被研究其在无重大镇静作用的...

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CAS号77-78-1 硫酸二甲酯 | CAS号182950-96-5 (6S)-6-(2-pheny... | CAS号30414-58-5 Methyl 3-oxo-5-... | CAS号1449-46-3 苄基三苯基溴化膦 | CAS号152203-65-1 (4S)-2,2-dimeth... | CAS号100-39-0 溴化苄 | CAS号35217-21-1 methyl 3-methox... | CAS号862464-32-2 methyl (5S)-5-h...

合成工艺路线路线简述

    📜Kawain置于甲醇,钯体系中,化学反应生成 二氢醉椒素
    参考文献:Borsche; Peitzsch,Chemische Berichte,1930,Vol. 63,P. 2414,2416
    标题:Borsche; Peitzsch,Chemische Berichte,1930,Vol. 63,P. 2414,2416

    海关参考信息

    专利信息


    专利号:US-6677462-B2
    优先权日:2001-08-06
    标题:Asymmetric synthesis of kavalactones
    发明人:CHEN SHOUJUN; SUN LIJUN; MCCLEARY JOEL
    权利人:KAVA PHARMACEUTICALS INC
    摘要:This invention relates to preparation of enantio-enriched compounds, and more particularly to enantio-enriched kavalactone compounds and derivatives thereof. The methods provide compounds that are useful as reagents, or building blocks, in the construction of other enantio-enriched compounds.

    专利号:US-2019271015-A1
    优先权日:2018-01-17
    标题 :Enzymatic synthesis of kavalactones and flavokavains

    专利号:US-10941429-B2
    优先权日:2018-01-17
    标 题:Enzymatic synthesis of kavalactones and flavokavains

    专利号:CA-2456720-A1
    优先权日:2001-08-06
    标题 :Asymmetric synthesis of kavalactones

    专利号:EP-1414463-A4
    优先权日:2001-08-06
    标题 :ASYMMETRIC SYNTHESIS OF KAVALACTONES

    专利号:JP-2005507867-A
    优先权日:2001-08-06
    标 题 :Asymmetric synthesis of kava lactone

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Herath W, Ferreira D, Mikell JR, Khan IA. Microbial metabolism. Part 5. Dihydrokawain. Chem Pharm Bull (Tokyo). 2004 Nov;52(11):1372-4. Erratum in: Chemistry. 2005 Mar 18;11(7):1975. doi: 10.1093/toxsci/kfr235. Epub 2011 Sep 9.
    6: Otoguro K, Iwatsuki M, Ishiyama A, Namatame M, Nishihara-Tsukashima A, Kiyohara H, Hashimoto T, Asakawa Y, Omura S, Yamada H. In vitro antitrypanosomal activity of some phenolic compounds from propolis and lactones from Fijian Kawa (Piper methysticum). J Nat Med. 2012 Jul;66(3):558-61. doi: 10.1007/s11418-011-0613-z. Epub 2011 Nov 25. doi: 10.1002/anie.200806080. German. German. Epub 2004 Jul 28.

    合成参考文献


    参考文献:10.1078/0944711041495263
    摘要:Zou L, Henderson GL, Harkey MR, Sakai Y, Li A. Effects of kava (Kava-kava, 'Awa, Yaqona, Piper methysticum) on c-DNA-expressed cytochrome P450 enzymes and human cryopreserved hepatocytes. Phytomedicine. 2004;11(4):285–94. doi: 10.1078/0944711041495263.
    参考文献:10.1371/journal.pone.0019825
    摘要:Iwai Y, Murakami K, Gomi Y, Hashimoto T, Asakawa Y, Okuno Y, Ishikawa T, Hatakeyama D, Echigo N, Kuzuhara T. Anti-Influenza Activity of Marchantins, Macrocyclic Bisbibenzyls Contained in Liverworts. PLoS ONE. 2011 May 20;6(5):e19825. doi: 10.1371/journal.pone.0019825.
    参考文献:10.1016/j.cbi.2022.109883
    摘要:Melchert PW, Qian Y, Zhang Q, Klee BO, Xing C, Markowitz JS. In vitro inhibition of carboxylesterase 1 by Kava (Piper methysticum) Kavalactones. Chemico-Biological Interactions. 2022 Apr;357():109883. doi: 10.1016/j.cbi.2022.109883.
    参考文献:10.1016/s0021-9673(01)00979-7
    摘要:Kubátová A, Miller DJ, Hawthorne SB. Comparison of subcritical water and organic solvents for extracting kava lactones from kava root. J Chromatogr A. 2001 Jul 20;923(1-2):187–94. doi: 10.1016/s0021-9673(01)00979-7.
    摘要:Archives Internationales de Pharmacodynamie et de Therapie., 177(261), 1969 []
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