CAS: 5263-87-6; 6-Methoxyquinoline

该化合物是一种环环环芳烃化合物,在6号位置上以甲氧基组替代了一种quinoline核心,该衍生物因其在有机合成中,特别是在制药,农用化学和功能材料的制作中作为多种媒介所发挥的作用而受到重视.其电子丰富的基诺结构增强了交叉反应的回弹性,而甲基氧基化合物组则助长了金枪鱼电子特性.该化合物在普通有机溶剂中表现出了良好的稳定性和溶解性,促进了其在复杂的合成路径中的使用.其定义明确的结构和一贯的纯度使它成为需要精确分子修改的研究和工业应用的可靠建筑块.

结构式图片

相似化合物

6931-17-5 1078-28-0 4964-76-5

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号104-94-9 对甲氧基苯胺 | CAS号56-81-5 甘油 | CAS号6563-13-9 6-甲氧基喹啉N-氧化物 | CAS号120-15-0 6-甲氧基-1,2,3,4-四氢喹啉 | CAS号14002-34-7 三(3-羟基丙基)胺 | CAS号100-17-4 4-硝基苯甲醚 | CAS号333383-86-1 6-methoxy-1-(me... | CAS号3179-63-3 3-二甲氨基-1-丙醇 | CAS号156-87-6 3-氨基丙醇 | CAS号3373-00-0 6-羟基-1,2,3,4-四氢喹啉 | CAS号580-16-5 6-羟基喹啉 | CAS号83407-38-9 N-甲基喹啉-6-胺 | CAS号5467-79-8 6-甲氧基-喹啉-2-甲腈 | CAS号22190-40-5 1-乙酰基-6-溴-1,2,3... | CAS号21979-59-9 Quinolinium,6-m... | CAS号21979-20-4 6-methoxy-1-met... | CAS号34373-76-7 6-甲氧基-N-乙基喹啉碘化物 | CAS号83907-40-8 SPQ | CAS号5392-11-0 6-甲氧基-1-甲基喹啉-2-酮

合成工艺路线路线简述

  • 合成目标产物 6-Methoxyquinoline 主要起始原料 P-Anisidine And 1,3-Propanediol
  • (文献来源)合成步骤主要原料 P-Anisidine 和 1,3-Propanediol
奎宁置于alkali Hydroxide体系中,化学反应生成 6-甲氧基喹啉
参考文献:Skraup,Monatshefte Fur Chemie,1883,Vol. 4,P. 699
标题:Skraup,Monatshefte Fur Chemie,1883,Vol. 4,P. 699

海关参考信息

专利信息


专利号:US-5442065-A
优先权日:1993-09-09
标 题:Synthesis of tetrahydroquinoline enediyne core analogs of dynemicin
发明人:MAGNUS PHILIP D; ILIADIS THEODORE; EISENBEIS SHANE A; FAIRHURST ROBIN A
权利人:UNIV TEXAS
摘要:A process is described for the preparation of the core azobicyclo[7.3.1]tridecaenediyne moiety of the antitumor antibiotic dynemicin. The synthesis allows efficient production of the enediyne as a stable, compound in good yield from the adamantyl N-protected azabicyclo[7.3.1]tridecadiyne. The adamantyl protecting group is employed in the starting material, N-adamantyl dihydroquinoline or N-adamantyl 6-methoxy quinoline. Also disclosed are process for the synthesis of 3-hydroxy-6-methoxyquinoline and several N-substituted derivatives of azobicyclo[7.3.1]tridecaenediyne. Solid tumor and leukemia assays were performed on the analogs of dynemicin. The results suggest a method that these compounds will useful in treating certain types of leukemias and solid tumors. The disclosed synthesis provides a route to new dynemicin intermediates and analogs which will allow development of second and third generation dynemicins.

专利号:EP-0310950-B1
优先权日:1983-11-18
标题 :Quinoline intermediates for the synthesis of 1H-imidazo[4,5-c]quinolines and 1H-imidazo[4,5-c]quinolin-4-amimes
摘要:Compounds of the types (I) and (II) are disclosed, wherein each R5 is independently selected from the group consisting of alkyl of one to about four carbon atoms, alkoxy of one to about four carbon atoms and halogen, and n is an integer from 0 to 2, with the proviso that if n is 2, then said R5 substituents together contain no more than 6 carbon atoms; R6 is selected from the group consisting of hydroxyalkyl of one to about six carbon atoms and cyclohexylmethyl; and R7 is selected from the group consisting of alkyl of one to about four carbon atoms and hydrogen. These compounds may be used as intermediates for the synthesis of 1H-imidazo[4,5-c]quinoline derivatives.

专利号:US-2013225819-A1
优先权日:2010-08-18
标 题:Use of azides in synthesis
发明人:JAMISON TIMOTHY F; PALDE PRAKASH B
权利人:JAMISON TIMOTHY F; PALDE PRAKASH B; MASSACHUSETTS INST TECHNOLOGY
摘要:Described herein are inventive methods for synthesis of tetrazoles. In some embodiments, the method involves the use of a flow reactor. The methods provided herein are capable at being carried out in short reaction times, with high yields, with minimal side reactions, and/or with minimal chance of explosions caused by the presence of azides.

专利号:US-3943142-A
优先权日:1969-01-24
标 题:Dye intermediates and their preparation and use in the synthesis of methine dyes
发明人:OWEN JOHN R
权利人:EASTMAN KODAK CO
摘要:Compositions of matter are provided comprising a stable, non-vaporous monomeric methylene base selected from a 2-methylenethiazoline; a 2-methylenebenzothiazoline; a 2-methylenenaphthothiazoline; a 2-methylenebenzoselenazoline; and a 2-methylenenaphthoselenazoline. The compositions of the invention are prepared by reacting the parent 2-methyl quaternary salt with a non-hydroxylic base which removes a proton of the heterocyclic salt together with a proton acceptor which inhibits build-up of the hydro salt of the non-hydroxylic base, the reaction being conducted under anhydrous conditions in a non-hydroxylic liquid in which the heterocyclic quaternary salt is sufficiently insoluble to inhibit dimer formation. The compositions of the invention are employed in the preparation of methine dyes.

专利号:US-5656634-A
优先权日:1991-03-21
标题 :N-aryl and N-heteroarylamide and urea derivatives as inhibitors of acyl coenzyme A: cholesterol acyl transferase (ACAT)
发明人:CHANG GEORGE; HAMANAKA ERNEST S; MCCARTHY PETER A; TRUONG THIEN V; WALKER FREDERICK J
权利人:PFIZER
摘要:Compounds of the formula ##STR1## the pharmaceutically acceptable salts thereof, wherein Q and R 1 are as defined below, and novel carboxylic acid and acid halide intermediates used in the synthesis of such compounds. The compounds of formula I are inhibitors of acyl coenzyme A: cholesterol acyltransferase (ACAT) and are useful as hypolipidemic and antiatherosclerosis agents.

专利号:WO-2009117985-A1
优先权日:2008-06-12
标题 :Pirinixic acid derivatives as prostglandin e2 synthesis inhibitors for treating inflammatory diseases
发明人:WERZ OLIVER; KOEBERLE ANDREAS; SCHUBERT-ZSILAVECZ MANFRED; POPESCU LAURA; SYHA YVONNE
权利人:MEDEON PHARMACEUTICALS GMBH; UNIV TUEBINGEN; WERZ OLIVER; KOEBERLE ANDREAS; SCHUBERT-ZSILAVECZ MANFRED; POPESCU LAURA; SYHA YVONNE
摘要:The invention relates to pirinixic acid derivatives, especially a-substituted pirinixic acids and pirinixic acid esters, and the structural derivatives thereof with the following structural formula. The pirinixic acid derivatives inhibit the PGE2 synthesis, especially that of the mPGES-1. The invention also relates to the use of said pirinixic acid derivatives for producing a medicament for treating prostaglandin E2-mediated diseases, especially inflammatory diseases, painful and feverish conditions, cardiovascular events and cancerous diseases associated with an increased inducible microsomal prostaglandin E2 synthesis-1 (mPGES-1) activity or increased prostaglandin E2 synthesis.
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主要参考文献

[参考文献]: Bin Yang, Et Al. Prediction Of Setschenow Constants Of N-Heteroaromatics In Nacl Solutions Based On The Partial Charge On The Heterocyclic Nitrogen Atom. Environ Sci Pollut Res Int. 2016 Feb;23(4):3399-405.
[参考文献]: Ping Li, Et Al. Ratiometric Fluorescence Imaging For Distinguishing Chloride Concentration Between Normal And Ischemic Ventricular Myocytes. Chem Commun (Camb). 2012 Feb 18;48(15):2077-9.
[参考文献]: Ramachandram Badugu, Et Al. Boronic Acid Fluorescent Sensors For Monosaccharide Signaling Based On The 6-Methoxyquinolinium Heterocyclic Nucleus: Progress Toward Noninvasive And Continuous Glucose Monitoring. Bioorg Med Chem. 2005 Jan 3;13(1):113-9.
[参考文献]: Richard G Painter, Et Al. Direct Measurement Of Free Chloride Concentrations In The Phagolysosomes Of Human Neutrophils. Anal Chem. 2006 May 1;78(9):3133-7.
[参考文献]: Roland J Reischl, Et Al. Methoxyquinoline Labeling--A New Strategy For The Enantioseparation Of All Chiral Proteinogenic Amino Acids In 1-Dimensional Liquid Chromatography Using Fluorescence And Tandem Mass Spectrometric Detection. J Chromatogr A. 2012 Dec 21:1269:262-9.

合成参考文献


摘要:Okamoto, K.; Ohe, K., Science of Synthesis Knowledge Updates, (2020) 1, 89.
摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 183.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 258.
摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 73.
摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 69.
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