CAS: 22083-74-5; Nicotine

该化合物是一种化学化合物,作为烟草植物中发现的关键碱性碱,在室内温度下,无色可粉黄黄色液体,具有独特的气味.作为手性分子,DL-Nicotine是两种对映体的种族混合物,具有不同的生物活动.DL-Nicotine溶于水,酒精和有机溶剂中,可溶于水,酒精和有机溶剂,可应用于多种用途.DL-Nicotine是一种刺激剂,因其...

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CAS号50-00-0 甲醛 | CAS号5746-86-1 (±)-降烟碱 | CAS号64-18-6 甲酸 | CAS号25162-00-9 (+)-尼古丁 | CAS号125630-28-6 (R,S)-1-甲基-3-烟酰基吡咯烷酮 | CAS号74-89-5 氨基甲烷 | CAS号76014-80-7 4-oxo-4-(3-pyri... | CAS号180407-32-3 (RS) 1-methyl-2... | CAS号74-89-5 氨基甲烷 | CAS号487-19-4 二烯烟碱 | CAS号120-94-5 1-甲基吡咯烷 | CAS号54-11-5 L-尼古丁 | CAS号25162-00-9 (+)-尼古丁 | CAS号532-12-7 麦斯明 | CAS号15569-85-4 rac-可替宁 | CAS号89100-79-8 Pyridine, 3-(3,... | CAS号5746-86-1 (±)-降烟碱

合成工艺路线路线简述

  • 合成目标产物 (+/-)-Nicotine 主要起始原料 Formaldehyde And Formic Acid And 3-(2-Pyrrolidinyl)Pyridine
  • (文献来源)合成步骤主要原料 Formaldehyde 和 Formic Acid 和 3-(2-Pyrrolidinyl)Pyridine
📜烟碱置于15-冠醚-5,Sodium T-Butanolate体系中,化学反应 2.0H,以94.7%的收率获得(+/-)-尼古丁
参考文献:一种吡啶衍生物的消旋方法及应用
标题:一种吡啶衍生物的消旋方法及应用
摘要:本发明属于药物领域,尤其涉及一种吡啶衍生物的消旋方法及应用,该方法包括如下步骤:如下式i所示的吡啶衍生物在碱和相转移催化剂作用下进行消旋反应,经后处理得到吡啶衍生物消旋体;式i如下所示:;式中,N选自‑3,‑2,‑1,0,1,2或3;R表征氢或c1‑c7含碳基团;所述碱选自氢氧化钾,氢氧化钠,碱金属醇盐中的至少一种;所述相转移催化剂选自18‑冠醚‑6,18‑冠醚‑6衍生物,15‑冠醚‑5或15‑冠醚‑5衍生物;反应温度为20oc‑200oc.本发明提供的吡啶衍生物的消旋方法条件温和,消旋速度快,副反应少,收率高,成本低,实用价值高,适用于大规模工业化生产应用.

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专利信息


专利号:US-8735586-B2
优先权日:2007-06-26
标 题 :Regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles
发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR
权利人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR; SANOFI SA
摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, n nwherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct copper catalyzed regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.

专利号:US-7875724-B2
优先权日:2003-11-17
标 题 :Regiospecific synthesis of nicotine derivatives
发明人:KING LAURA S; SMITH EMILIE; COMINS DANIEL L
权利人:UNIV NORTH CAROLINA STATE
摘要:Methods of synthesizing nicotine analogs and derivatives are described. The methods are particularly useful for the regioselective production of enantiomerically pure nicotine analogs having substituents at the C4 position. Intermediates useful for the synthesis of such compounds are also described.

专利号:US-7888512-B2
优先权日:2003-08-26
标题 :Synthesis of nicotine derivatives from nicotine
发明人:COMINS DANIEL L; SMITH EMILIE DESPAGNET
权利人:UNIV NORTH CAROLINA STATE
摘要:Methods of synthesizing nicotine analogs and derivatives are described. In some embodiments the methods utilize an alkyl or aryl silyl-substituted nicotine analog intermediate. Intermediates useful for the synthesis of nicotine and nicotine analogs are also described.

专利号:EP-2173747-B1
优先权日:2007-06-26
标 题:A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARE MARC; R KYEN OMAR; URMANN MATHIAS; HALLAND NIS
权利人:SANOFI SA
摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R1; R2; R3; R4; J1; J2; J3; J4 and G have the meanings indicated in the claims. The present invention provides a direct metal, e.g. palladium or copper, catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.

专利号:EP-1685138-B1
优先权日:2003-11-17
标题 :Regiospecific synthesis of nicotine derivatives
发明人:COMINS DANIEL L; KING LAURA S; DESPAGNET EMILIE
权利人:UNIV NORTH CAROLINA STATE
摘要:Methods of synthesizing nicotine analogs and derivatives are described. The methods are particularly useful for the regioselective production of enantiomerically pure nicotine analogs having substituents at the C4 position. Intermediates useful for the synthesis of such compounds are also described.

专利号:US-9765027-B2
优先权日:2014-08-22
标题 :Substituted 1-arylethyl-4-acylaminopiperidine derivatives as opioid/alpha-adrenoreceptor modulators and method of their preparation
发明人:VARDANYAN RUBEN S; HRUBY VICTOR J
权利人:THE ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIV OF ARIZAONA; UNIV ARIZONA
摘要:The invention provides compounds that bind with high affinities to the μ-, δ- and κ-opioid receptors and α 2 -adrenoreceptor. In addition to providing these compounds with novel pharmacological binding properties, the invention also describes detailed novel methods for the preparation of representative compounds and a scheme for the synthesis of related compounds that bind to the opioid receptors and/or α 2 -adrenoreceptor.

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合成参考文献


参考文献:10.1136/tc.2009.033498
摘要:Eissenberg T. Electronic nicotine delivery devices: ineffective nicotine delivery and craving suppression after acute administration: Figure 1. Tob Control. 2010 Feb;19(1):87–8. doi: 10.1136/tc.2009.033498.
参考文献:10.1253/circj.cj-09-0803
摘要:Tsukahara H, Noda K, Saku K. A randomized controlled open comparative trial of varenicline vs nicotine patch in adult smokers: efficacy, safety and withdrawal symptoms (the VN-SEESAW study). Circ J. 2010 Apr;74(4):771–8. doi: 10.1253/circj.cj-09-0803.
参考文献:10.1007/s00228-010-0785-6
摘要:Djordjevic N, Carrillo JA, Gervasini G, Jankovic S, Aklillu E. In vivo evaluation of CYP2A6 and xanthine oxidase enzyme activities in the Serbian population. European Journal of Clinical Pharmacology. 2010 Feb 13;66(6):571–8. doi: 10.1007/s00228-010-0785-6.
参考文献:10.1007/s10899-010-9178-0
摘要:Brunborg GS, Johnsen BH, Pallesen S, Molde H, Mentzoni RA, Myrseth H. The Relationship Between Aversive Conditioning and Risk-avoidance in Gambling. Journal of Gambling Studies. 2010 Feb 13;26(4):545–59. doi: 10.1007/s10899-010-9178-0.
参考文献:10.1186/2047-783x-14-s4-86
摘要:Gawlikowska-Sroka A, Dzieciolowska E, Szczurowski J, Kamienska E, Czerwinski F. Tobacco abuse and physical activity among medical students. European Journal of Medical Research. 2009 Dec 07;14(Suppl 4):86. doi: 10.1186/2047-783x-14-s4-86.
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