CAS: 494-52-0; (S)-3-(Piperidin-2-yl)Pyridine

该化合物是一种天然的藻类,主要出现在烟草厂和尼科提亚纳其他某些成员体内,主要存在于烟草厂和尼古提纳的其他某些成员中.它是一种与尼古丁结构相关的丙烯衍生物,其特征为化学配方C10H12N2.阿纳巴辛是一种无色的黄色液体,具有独特的气味,并因其...

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相似化合物

13078-04-1 31945-06-9 53912-89-3

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ECHA物质C&L通报REACH预注册

上下游产品

anatabine anabasine (2S)-N-benzyl-2-(3-pyridyl)-piperidine 2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-(S)-3,4,5,6-tetrahydro-2H-[2,3']bipyridinyl-1-yl-tetrahydro-pyran-3-yl ester S)-3,4,5,6-tetrahydro-2H-[2,3']bipyridyl-1-yl)-propan-2-ol(Ξ)-1-((S)-3,4,5,6-tetrahydro-2H-[2,3']bipyridyl-1-yl)-propan-2-ol (2S)-N-benzyl-2-(3-pyridyl)-piperidine N-(methoxycarbonyl)anabasine 2,3'-bipyridine

合成工艺路线路线简述

  • 合成目标产物 (-)-Anabasine 主要起始原料 3-Pyridinecarboxaldehyde
  • (文献来源)合成步骤主要原料 3-Pyridinecarboxaldehyde
📜(S)-安那他品; (S)-新烟草碱置于钯,溶剂黄146体系中,化学反应生成 新烟碱
参考文献:Spaeth; Vierhapper,Chemische Berichte,1937,Vol. 70,P. 248
标题:Spaeth; Vierhapper,Chemische Berichte,1937,Vol. 70,P. 248

海关参考信息

专利信息


专利号:US-9353057-B2
优先权日:2003-12-30
标 题:Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
发明人:GALLOP MARK A; DAI XUEDONG; SCHEUERMAN RANDALL A; RAILLARD STEPHEN P; MANTHATI SURESH K; YAO FENMEI; PHAN THU; LUDWIKOW MARIA; PENG GE; BHAT SEEMA
权利人:XENOPORT INC
摘要:Methods for synthesis of 1-(acyloxy)-alkyl carbamates, particularly, the synthesis of 1-(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1-(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

专利号:US-11912647-B2
优先权日:2020-05-22
标 题:Diversity-oriented synthesis of N,N,O-trisubstituted hydroxylamines from alcohols and amines by N—O bond formation
发明人:CRICH DAVID; HETTIKANKANAMALAGE ASIRI; HILL JARVIS
权利人:UNIV GEORGIA
摘要:In one aspect, the disclosure relates to a method for the direct synthesis of complex N,N,O-trisubstituted hydroxylamines by N—O bond formation. In another aspect, the method can successfully be employed using a wide variety of commercially available alcohols and secondary amines and enables the construction of large fragment-based libraries of trisubstituted hydroxylamines for drug discovery purposes. Also disclosed are N,N,O-trisubstituted hydroxylamines having low basicity, high stability at ambient temperatures, and an inherent lack of reactivity towards acetylating and sulfonylating enzymes that confer mutagenicity on less-substituted hydroxylamines.

专利号:US-2015158809-A9
优先权日:2013-02-26
标 题 :Method of making 1-(acyloxy)-alkyl carbamate compounds
发明人:WANG HUAN; LIU PENG; DAI QUNYING; YIN HAO; RAILLARD STEPHEN P
权利人:XENOPORT INC
摘要:Methods of preparing carbamate prodrugs of amine-containing drugs are provided. Carbonates useful in the synthesis of the carbamate prodrugs are also provided.

专利号:WO-2010108584-A1
优先权日:2009-03-26
标题:Synthesis of n-substituted furan-2(5h)-ones
发明人:IGNATYEV NIKOLAI MYKOLA; ZLOTIN SERGEI G; SIMIRSKAYA NINA I
权利人:MERCK PATENT GMBH; IGNATYEV NIKOLAI MYKOLA; ZLOTIN SERGEI G; SIMIRSKAYA NINA I
摘要:The present invention relates to a process for preparing N-substituted furan-2(5H)-ones where the reaction medium comprises at least one Ionic Liquid, to the use of Ionic Liquids for preparing furan-2(5H)-ones, and to compounds preparable by the aforementioned process.

专利号:CA-2551859-C
优先权日:2003-12-30
标题 :Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof

专利号:EP-2250143-A2
优先权日:2008-01-25
标题 :Method for the enzymatic kinetic resolution of acyloxyalkyl thiocarbonates used for the synthesis of acyloxyalkyl carbamates

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✅ COA系统入驻 | 共享模式

主要参考文献


1: Suh-Lailam BB, Haglock-Adler CJ, Carlisle HJ, Ohman T, McMillin GA. Reference interval determination for anabasine: a biomarker of active tobacco use. J Anal Toxicol. 2014 Sep;38(7):416-20. doi: 10.1093/jat/bku059. Epub 2014 Jun 17. doi: 10.1371/journal.pone.0183729. eCollection 2017.
3: von Weymarn LB, Thomson NM, Donny EC, Hatsukami DK, Murphy SE. Quantitation of the Minor Tobacco Alkaloids Nornicotine, Anatabine, and Anabasine in Smokers' Urine by High Throughput Liquid Chromatography-Mass Spectrometry. Chem Res Toxicol. 2016 Mar 21;29(3):390-7. doi: 10.1021/acs.chemrestox.5b00521. Epub 2016 Feb 12.
4: Zheng F, Du X, Chou TH, Robertson AP, Yu EW, VanVeller B, Martin RJ. (S)-5-ethynyl-anabasine, a novel compound, is a more potent agonist than other nicotine alkaloids on the nematode Asu-ACR-16 receptor. Int J Parasitol Drugs Drug Resist. 2017 Apr;7(1):12-22. doi: 10.1016/j.ijpddr.2016.12.001. Epub 2016 Dec 9.

合成参考文献


摘要:Toxic Plants and Other Natural Toxicants, Proceedings of the International Symposium on Poisonous Plants, 5th, San Angelo, Texas 1997 Garland, T., and C. Barr eds. New York, CABI Publishing 1998, -(345), 1998
摘要:Pharmaceutical Chemistry Journal, 10(1478), 1976
摘要:KEELER RF ET AL; TERATOGENIC EFFECTS OF NICOTIANA GLAUCA AND CONCENTRATION OF ANABASINE, THE SUSPECT TERATOGEN IN PLANT PARTS; CORNELL VET 71(1) 47 (1981)
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
摘要:Perrin DD; Dissociation Constants of Organic Bases in Aqueous Solution. IUPAC Chem Data Series. London, UK: Buttersworth (1965)
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