CAS: 704-13-2; 3-Hydroxy-4-Nitrobenzaldehyde

该化合物是一种硝基替代芳烃甲酰胺,配有分子式C7H5NO4,该化合物的特性包括:对aldhyde的氢基和硝基功能组,使其在有机合成中成为多功能的中间体.其电退式硝基苯组在核生殖器替代反应中增强回动性,而氢氧基组则允许进一步衍生.该化合物在染料,制药和农用化学品的合成方面特别有用,因为它能够形成稳定的Schiff基体并参与凝聚反应.其定义清晰的结构和可预测的再活动使它成为精细化学和材料科学应用研究人员的宝贵建筑.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

meta-hydroxybenzaldehyde 5-(hydroxymethyl)-2-nitrophenol 3-hydroxy-4-nitro-benzoic acid 3-hydroxy-4-nitro-benzaldehyde-oxime 3-hydroxy-4-nitr°Cinnamic acid 3-hydroxy-4-nitro-benzoic acid 2,6-dibromo-3-hydroxy-4-nitro-benzaldehyde 3-hydroxy-4-nitro-benzaldehyde-thiosemicarbazone

合成工艺路线路线简述

  • 合成目标产物 3-Hydroxy-4-Nitrobenzaldehyde 主要起始原料 3-Hydroxy-4-Nitrobenzoic Acid
  • (文献来源)合成步骤主要原料 3-Hydroxy-4-Nitrobenzoic Acid
3-羟基-4-硝基苯甲酸置于manganese(Iv) Oxide,Dimethyl Sulfide Borane体系中,用 四氢呋喃,二氯甲烷 作为反应溶剂,化学反应 23.0H,反应生成 3-羟基-4-硝基苯甲醛
参考文献:Potential Photoaffinity Labels For Tubulin. Synthesis And Evaluation Of Diazocyclohexadienone And Azide Analogs Of Colchicine,Combretastatin,And 3,4,5-Trimethoxybiphenyl
标题:Potential Photoaffinity Labels For Tubulin. Synthesis And Evaluation Of Diazocyclohexadienone And Azide Analogs Of Colchicine,Combretastatin,And 3,4,5-Trimethoxybiphenyl
摘要:Analogs Of Tubulin Assembly Inhibitors Such As Colchicine,Combretastatin,And 3,4,5-Trimethoxybiphenyl Which Incorporate A 6-Diazo-2,4-Cyclohexadienone (O-Quinone Diazide) Ring Have Been Synthesized And Characterized. The Compounds Synthesized Include 6-Diazo-4-(2',3',4'-Trimethoxyphenyl)Cyclohexa-2,4-Dien-1-One And Its 3-Methyl And 3-Ethyl Analogs (1A-C),6-Diazo-3-(2,3,4-Trimethoxyphenyl)-2,4-Cyclohexadien-1-One And Its 4-Methyl And 4-Ethyl Derivatives (2A-C),4-[z-2-(3',4',5'-Trimethoxyphenyl)Ethenyl]-6-Diazocyclohexa-2,4-Dienone (3),3-[z-2-(3',4',5'-Trimethoxyphenyl)Ethenyl]-6-Diazocyclohexa-2,4-Dien-1-One (4),The Corresponding Dihydro Derivatives (5,6) And Two Isomeric Diazocyclohexadienones Derived From N-Acetylcolchinol (7,8). Compounds In Which The Cyclohexadienone Oxygen Is Approximately Isostructural With Carbonyl Or Hydroxy Functions Of The Parent Compounds Exhibit Good Activity In The Tubulin Assembly Inhibition Assay. 2'-Alkyl-4'Azido-3,4,5-Trimethoxy-1,1'-Biphenyls Also Show Good Activity As Tubulin Assembly Inhibitors.
DOI:10.1021/jo00094A048

海关参考信息

专利信息


专利号:US-5679864-A
优先权日:1995-11-03
标题:Process for the synthesis of curcumin-related compounds
发明人:KRACKOV MARK HARRY; BELLIS HAROLD EDWARD
权利人:GENE PRINT INC
摘要:The invention is directed to a process for the synthesis of curcumin and curcumin-related compounds by reacting the enol form of a 2,4-diketone with a monocarbocyclic aldehyde in the presence of an organic amine catalyst. The reactants are dissolved in a highly polar, aprotic organic solvent. The curcumin-related product is recovered in crystalline form by precipitation from the reaction mass and solvent recrystallization.

专利号:WO-0053313-A2
优先权日:1999-03-09
标 题:Lanthanide catalysts for synthesis of compounds and combinatorial libraries

专利号:US-6417195-B1
优先权日:1999-02-22
标题 :Isoquinoline derivatives and isoquinoline combinatorial libraries
发明人:LEBL MICHAL
权利人:LION BIOSCIENCE AG
摘要:The present invention provides the synthesis of heterocyclic compounds based on the isoquinoline ring. More specifically, the invention provides novel isoquinoline derivatives as well as novel libraries comprised of such compounds.

专利号:US-4603209-A
优先权日:1984-09-07
标题 :Fluorescent indicator dyes for calcium ions
发明人:TSIEN ROGER Y; GRYNKIEWICZ GRZEGORZ
权利人:UNIV CALIFORNIA
摘要:The present invention discloses a new class of highly fluorescent indicator dyes that are specific for calcium ions. The new fluorescent indicator dyes combine a stilbene-type fluorophore with a tetracarboxylate parent Ca 2+ chelating compound having the octacoordinate pattern of liganding groups characteristic of EGTA and BAPTA. Preferred forms contain extra heterocyclic bridges to reinforce the ethylenic bond of the stilbene and to reduce hydrophobicity. Compared to their widely used predecessor, 'quin2', the new dyes offer up to thirty-fold brighter fluorescence, major changes in wavelength (not just intensity) upon Ca 2+ binding, slightly lower affinities for Ca 2+ , slightly longer wavelengths of excitation, and considerably improved selectivity for Ca 2+ over other divalent cations. These properties, particularly the wavelength sensitivity to Ca 2+ , make the dyes useful indicators for many intracellular applications, especially in single cells, adherent cell layers, or bulk tissues. n The present invention also discloses an improved method for synthesizing alpha-acyloxyalkyl bromides wherein the bromides so synthesized are free of contaminating bis(1-bromoalkyl)ether. The improved method is exemplified herein in the synthesis of acetoxymethyl bromide, a compound useful in preparing the acetoxymethyl esters disclosed herein as novel Ca 2+ specific fluorescent indicators.

专利号:US-5874443-A
优先权日:1995-10-19
标 题:Isoquinoline derivatives and isoquinoline combinatorial libraries
发明人:KIELY JOHN S; GRIFFITH MICHAEL C
权利人:TREGA BIOSCIENCES INC
摘要:The present invention provides the synthesis of heterocyclic compounds based on the isoquinoline ring. More specifically, the invention provides novel isoquinolines as well as novel libraries comprised of many such compounds, and methods of synthesizing the libraries.

专利号:EP-0861223-B1
优先权日:1995-11-03
标 题:Process for the synthesis of curcumin-related compounds
济南美特斯盾医药科技有限公司
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主要参考文献

[参考文献]: Christiane Menzfeld, Et Al. Tyrphostin Ag126 Exerts Neuroprotection In Cns Inflammation By A Dual Mechanism. Glia. 2015 Jun;63(6):1083-99.
[参考文献]: Derek Magdziak, Et Al. Catalytic Enantioselective Thioester Aldol Reactions That Are Compatible With Protic Functional Groups. J Am Chem Soc. 2005 May 25;127(20):7284-5.

合成参考文献


摘要:C. K. Hancock and A. D. H. Clague, J. Am. Chem. Soc. 86, 4942 (1964).
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