CAS: 581-49-7; Anatabine

该化合物是主要在烟草和某些其他植物中发现的自然产生的碱性碱,是Pyridine alkaloid家族的成员,在结构上与尼古丁有关,具有相似的特性,但其药理效应则不同.该化合物的特征特征是其个性性,其"(-)"名称表明其具体的立体化学特性. (-)-Anatabine已经研究其潜在的生物活动,包括抗炎和...

结构式图片

上下游产品

新烟草碱(去氢新烟碱) (+/-)-Anatabine 2743-90-0
Rac-N-Methylanatabine 91180-47-1
(S)-3,6-2H-[2,3']Bipyridinyl-1-Carboxylic Acid 314280-34-7

合成工艺路线路线简述

    📜在 Grubbs Catalyst First Generation 二甲基硫,三氟化硼乙醚体系中,用 二氯甲烷 作为反应溶剂,化学反应 14.0H,反应生成 (S)-安那他品; (S)-新烟草碱
    参考文献:Felpin; Vo-Thanh; Robins,Synlett,2000,# 11,P. 1646-1648
    标题:Felpin; Vo-Thanh; Robins,Synlett,2000,# 11,P. 1646-1648

    海关参考信息

    专利信息


    专利号:US-9247706-B2
    优先权日:2010-01-15
    标题:Compositions and methods for minimizing nornicotine synthesis in tobacco
    发明人:DEWEY RALPH E; LEWIS RAMSEY S
    权利人:DEWEY RALPH E; LEWIS RAMSEY S; UNIV NORTH CAROLINA STATE
    摘要:Compositions and methods for reducing the level of nornicotine and N′-nitrosonornicotine (NNN) in tobacco plants and plant parts thereof are provided. The compositions comprise isolated polynucleotides and polypeptides for a root-specific nicotine demethylases, CYP82E10, and variants thereof, that are involved in the metabolic conversion of nicotine to nornicotine in these plants. Compositions of the invention also include tobacco plants, or plant parts thereof, comprising a mutation in a gene encoding a CYP82E10 nicotine demethylase, wherein the mutation results in reduced expression or function of the CYP82E10 nicotine demethylase. Seed of these tobacco plants, or progeny thereof, and tobacco products prepared from the tobacco plants of the invention, or from plant parts or progeny thereof, are also provided. Methods for reducing the level of nornicotine, or reducing the rate of conversion of nicotine to nornicotine, in a tobacco plant, or plant part thereof are also provided. The methods comprise introducing into the genome of a tobacco plant a mutation within at least one allele of each of at least three nicotine demethylase genes, wherein the mutation reduces expression of the nicotine demethylase gene, and wherein a first of these nicotine demethylase genes encodes a root-specific nicotine demethylase involved in the metabolic conversion of nicotine to nornicotine in a tobacco plant or a plant part thereof. The methods find use in the production of tobacco products that have reduced levels of nornicotine and its carcinogenic metabolite, NNN, and thus reduced carcinogenic potential for individuals consuming these tobacco products or exposed to secondary smoke derived from these products.

    专利号:US-11091457-B2
    优先权日:2019-09-03
    标题:Synthetic nicotine composition
    发明人:CHEN ZHENG; CAO YINGHUI; YAN NINGNING; WANG SONGFENG; ZHANG YONG; CHEN YUEFENG; HUANG ZHENNAN; YUAN SHENGHONG
    权利人:YUNNAN XIKE SCIENCE & TECH CO LTD
    摘要:A synthetic nicotine composition comprising synthetic nicotine, a synthetic nicotine salt and a synthetic nicotine derivative, wherein the synthetic nicotine, the synthetic nicotine salt, and the synthetic nicotine derivative are in mass percentage; the synthetic nicotine accounts for 1-20%, the synthetic nicotine salt accounts for 30-70%, and the synthetic nicotine derivative accounts for 20-50%; and the synthetic nicotine is one or more of S-nicotine and a mixture of R-nicotine containing a racemate and S-nicotine. The synthetic nicotine, synthetic nicotine salt and synthetic nicotine derivative according to the present invention are proportionally mixed to prepare an existing synthetic nicotine product, which relieves the problem of the impact of impurities in natural extracted nicotine products causing an unpleasant smell, a bitter taste and a strong volatility, and can be used in the fields of low temperature heat-not-burn products, snuff, electronic cigarettes, nicotine release patches, insecticides, herbicides, microbicides, drug synthesis, etc.

    专利号:ES-2869851-T3
    优先权日:2010-03-23
    标题:Using anatabine to treat inflammation and methods of anatabine synthesis

    专利号:CN-112876454-A
    优先权日:2020-03-25
    标 题:A kind of preparation method of artificial synthesis (R, S)-nicotine salt

    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: Ferguson S, Mouzon B, Paris D, Aponte D, Abdullah L, Stewart W, Mullan M, Crawford F. Acute or Delayed Treatment with Anatabine Improves Spatial Memory and Reduces Pathological Sequelae at Late Time-Points after Repetitive Mild Traumatic Brain Injury. J Neurotrauma. 2017 Apr 15;34(8):1676-1691. doi: 10.1089/neu.2016.4636. Epub 2017 Jan 20.
    2: Verma M, Beaulieu-Abdelahad D, Ait-Ghezala G, Li R, Crawford F, Mullan M, Paris D. Chronic Anatabine Treatment Reduces Alzheimer's Disease (AD)-Like Pathology and Improves Socio-Behavioral Deficits in a Transgenic Mouse Model of AD. PLoS One. 2015 May 26;10(5):e0128224. doi: 10.1371/journal.pone.0128224. eCollection 2015. Erratum in: PLoS One. 2015;10(7):e0134776.
    3: Levin ED, Hao I, Burke DA, Cauley M, Hall BJ, Rezvani AH. Effects of tobacco smoke constituents, anabasine and anatabine, on memory and attention in female rats. J Psychopharmacol. 2014 Oct;28(10):915-22. doi: 10.1177/0269881114543721. Epub 2014 Aug 13.

    合成参考文献


    参考文献:10.1016/j.chroma.2020.461361
    摘要:Cai K, Zhao H, Yin R, Lin Y, Lei B, Wang A, Pan W, Cai B, Gao W, Wang F. Chiral determination of nornicotine, anatabine and anabasine in tobacco by achiral gas chromatography with (1S)-(-)-camphanic chloride derivatization: Application to enantiomeric profiling of cultivars and curing processes. J Chromatogr A. 2020 Aug 30;1626():461361. doi: 10.1016/j.chroma.2020.461361.
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