CAS: 84-85-5; 4-Methoxynaphthalen-1-Ol

该化合物是替代的氯化萘衍生物,其成分包括甲氧基和氢氧基功能组,使其成为有机合成的多功能中间体,其结构允许选择性反应,特别是在对制药和农用化学应用十分有用的电益芳香替代和组合反应中.化合物显示极有机溶剂中具有中等溶性,有利于其在溶解阶段化学中的使用.在标准条件下保持稳定,确保了可靠的处理和储存.电子施压组的存在,增强了其在合成复合热循环和功能化芳香系统中的效用.这种复合物因其金枪鱼分量再活动性和结构框架,在染料,芳香剂和生物活性分子的开发中特别有用.

结构式图片

相似化合物

10075-62-4 10075-63-5 67247-13-6

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

methanol 1,4-Dihydroxynaphthalene 4-amino-1-naphthol [1,4]naphthoquinone 6-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene acetic acid-[4-(2-hydroxy-4-methoxy-[2]naphthylazo)-anilide] 4-methoxy-2-[(E)-phenyldiazenyl]naphthalen-1-ol furan(+/-)-2-(4-methoxyphenyl)-2,3-dihydro-5-methoxynaphtho1,2-bfuran

合成工艺路线路线简述

  • 合成目标产物 4-Methoxy-1-Naphthol 主要起始原料 1,4-Dihydroxynaphthalene And Iodomethane
  • 571-60-8 = 84-85-5
    反应条件:1.1 Solvents: Methanol
    标题:Dimeric Naphthoquinones. Ii. Simple And Regioselective Synthesis Of Naphthohydroquinone Monoalkyl Ethers Via 2,3-Dihydronaphthoquinones
    作者:Laatsch,Hartmut
    参考文献:Liebigs Annalen Der Chemie 日期:1980 卷标:(1) 页码:140-57]

    15971-29-6 = 84-85-5
    反应条件:1.1 Reagents: Trifluoroacetic Acid,Selenium Dioxide,Hydrogen Peroxide Solvents: Dichloromethane,Water; 4 H,Rt1.2 Reagents: Potassium Hydroxide Solvents: Methanol; 1 H,Reflux1.3 Reagents: Hydrochloric Acid Solvents: Water; Acidified
    标题:Acceleration Of The Dakin Reaction By Trifluoroacetic Acid
    作者:Natu,Arun D.; Burde,Ameya S.; Limaye,Rohan A.; Paradkar,Madhusudan V.
    参考文献:Journal Of Chemical Research 日期:2014 卷标:38(6) 页码:381-382]

    25414-22-6 + 1609119-99-4 = 84-85-5
    反应条件:1.1 Reagents: Phenylmagnesium Bromide Solvents: Tetrahydrofuran; -78 °C; 10 Min,-78 °C1.2 Reagents: Water; Ph 7,-78 °C
    标题:Generation Of Arynes Triggered By Sulfoxide-Metal Exchange Reaction Of Ortho-Sulfinylaryl Triflates
    作者:Yoshida,Suguru; Uchida,Keisuke; Hosoya,Takamitsu
    参考文献:Chemistry Letters 日期:2014 卷标:43(1) 页码:116-118]

    130-15-4 = 84-85-5
    反应条件:1.1 Reagents: Hydrochloric Acid,Stannous Chloride,Phosphorus Oxychloride
    标题:Synthesis Of 4-Methoxypropranolol,A Suitable Internal Standard For The Determination Of Propranolol And 4-Hydroxypropranolol By Hplc
    作者:Remon,Jean Paul; Gyselinck,Patrick; Synave,Robrecht; Van Severen,Robert; Braeckmann,Pieter; Et Al
    参考文献:Archiv Der Pharmazie (Weinheim 日期:1981 卷标:314(5) 页码:432-5]

    130-15-4 = 84-85-5
    反应条件:1.1 Reagents: Hydrochloric Acid,Stannous Chloride Solvents: Water; Rt; 3 H,Reflux
    标题:Ambipolar Transistor Properties Of 2,2'-Binaphthosemiquinones
    作者:Higashino,Toshiki; Kumeta,Shohei; Tamura,Sumika; Ando,Yoshio; Ohmori,Ken; Et Al
    参考文献:Journal Of Materials Chemistry C: Materials For Optical And Electronic Devices 日期:2015 卷标:3(7) 页码:1588-1594]

    571-60-8 = 84-85-5
    反应条件:1.1 Solvents: Methanol
    标题:Acetylenic Compounds. Li. The Syntheses Of 4-Methyl-Eneglutamic Acid And 4-Methyleneglutamine
    作者:Wailes,P. C.; Whiting,M. C.
    参考文献:Journal Of The Chemical Society 日期:1955 卷标:3636 页码:3636-41]

    99894-13-0 = 84-85-5
    反应条件:1.1 Reagents: Oxalic Acid Solvents: Chloroform,Water
    标题:Dimeric Naphthoquinones. 13. Synthesis Of M-Substituted 4-Methoxy-1-Naphthols - β-Haloalkyl Ethers As Protective Groups In Phenols
    作者:Laatsch,Hartmut
    参考文献:Zeitschrift Fuer Naturforschung 日期:1985 卷标:(4) 页码:534-42]

    130-15-4 = 84-85-5
    反应条件:1.1 Reagents: Hydrochloric Acid,Stannous Chloride Solvents: Methanol
    标题:Synthesis Of 1,3-Disubstituted Naphtho[2,3-C]Pyran-5,10-Diones
    作者:Nguyen Van,T.; Kesteleyn,B.; De Kimpe,N.
    参考文献:Tetrahedron 日期:2001 卷标:57(19) 页码:4213-4219]

    15971-29-6 = 84-85-5
    反应条件:1.1 Reagents: Hydrogen Peroxide,2-Nitrobenzeneseleninic Acid Solvents: Dichloromethane,Water; 27 H,25 °C
    标题:The Baeyer-Villiger Oxidation Of Ketones And Aldehydes
    作者:Krow,Grant R.
    参考文献:Organic Reactions (Hoboken 日期:1993 卷标:43]

    15971-29-6 = 84-85-5
    反应条件:1.1 Reagents: Hydrogen Peroxide Catalysts: 2-Nitrobenzeneseleninic Acid Solvents: Dichloromethane,Water1.2 Reagents: Potassium Hydroxide Solvents: Methanol
    标题:The Baeyer-Villiger Oxidation Of Aromatic Aldehydes And Ketones With Hydrogen Peroxide Catalyzed By Selenium Compounds. A Convenient Method For The Preparation Of Phenols
    作者:Syper,Ludwik
    参考文献:Synthesis 日期:1989 卷标:(3) 页码:167-72]

    571-60-8 = 84-85-5 [标题:Reaction Conditions
    标题:Chemical And Pharmacological Research On Pyran Derivatives. Note Vi. 2-(Dialkylamino)-4-Oxo-4H-Naphthol[1,2-B]Pyrans And Derivatives
    作者:Ermili,A.; Balbi,A.; Roma,G.; Ambrosini,A.; Passerini,N.
    参考文献:Farmaco 日期:1976 卷标:31(9) 页码:627-48]

    130-15-4 = 84-85-5
    反应条件:1.1 Reagents: Stannous Chloride
    标题:Ring-Hydroxylated Propranolol: Synthesis And β-Receptor Antagonist And Vasodilating Activities Of The Seven Isomers
    作者:Oatis,J. E. Jr.; Russell,M. P.; Knapp,D. R.; Walle,T.
    参考文献:Journal Of Medicinal Chemistry 日期:1981 卷标:24(3) 页码:309-14]

    2216-69-5 = 84-85-5
    反应条件:1.1 Catalysts: Cytochrome Cyp102 Solvents: Water; 4 H,37 °C
    标题:Bioconversion Of Substituted Naphthalenes And β-Eudesmol With The Cytochrome P450 Bm3 Variant F87V
    作者:Misawa,Norihiko; Nodate,Miho; Otomatsu,Toshihiko; Shimizu,Keiko; Kaido,Chie; Et Al
    参考文献:Applied Microbiology And Biotechnology 日期:2011 卷标:90(1) 页码:147-157]

    2216-69-5 = 84-85-5
    反应条件:1.1 Reagents: Perchloric Acid,Hydrogen Peroxide Catalysts: 1-Butanaminium,N,N,N-Tributyl-,μ-Hydroxy(Octadeca-μ-Oxodecaoxodecatungstate)Pe... Solvents: Tert-Butanol,Water; 60 Min,333 K
    标题:Chemo- And Regioselective Direct Hydroxylation Of Arenes With Hydrogen Peroxide Catalyzed By A Divanadium-Substituted Phosphotungstate
    作者:Kamata,Keigo; Yamaura,Taiyo; Mizuno,Noritaka
    参考文献:Angewandte Chemie 日期:2012 卷标:51(29) 页码:7275-7278]

    2216-69-5 = 84-85-5
    反应条件:1.1 Reagents: Heptanoic Acid Catalysts: Peroxygenase Solvents: Ethanol,Water; 1 Min,Ph 7,25 °C
    标题:Aromatic C-H Bond Hydroxylation By P450 Peroxygenases: A Facile Colorimetric Assay For Monooxygenation Activities Of Enzymes Based On Russig'S Blue Formation
    作者:Shoji,Osami; Wiese,Christian; Fujishiro,Takashi; Shirataki,Chikako; Wuensch,Bernhard; Et Al
    参考文献:Jbic 日期:2010 卷标:15(7) 页码:1109-1115
📜1-甲氧基萘置于cyp175A1,双氧水体系中,用 Aq. Phosphate Buffer 作为反应溶剂,化学反应 1.0H,反应生成 4-甲氧基-1-萘酚
参考文献:孤基热稳定细胞色素p450 Cyp175A1催化取代基在萘衍生物反应中的反应性和产物选择性上的作用
标题:孤基热稳定细胞色素p450 Cyp175A1催化取代基在萘衍生物反应中的反应性和产物选择性上的作用
摘要:Cyp175A1酶的热稳定性质对于在环境温度或环境良性条件下的室温或高温下的生物催化具有潜在的意义.尽管对该酶的底物选择性知之甚少,但已通过氧化途径研究了cyp175A1对不同取代萘的生物催化活性,并确定了取代基对反应的影响.该酶首先充当过氧合酶,以将这些取代的萘转化为相应的萘酚,随后将其原位进行cyp175A1的过氧化物酶型活性可能导致氧化二聚作用形成不同颜色的染料.产物分析和动力学测量表明,基质中电子释放取代基(ers)的存在增强了基质的转化率,而基质中吸电子取代基(ews)的存在则大大降低了基质的转化率.还发现ers在底物中的位置在底物的转化中起重要作用.结果进一步证明leu80残基突变为phe通过促进活性位点中的底物缔合而增强了酶的反应性.观测到的取代萘的酶促氧化反应速率遵循取代基的哈米特相关性,
DOI:10.1016/j.Bioorg.2015.08.003

海关参考信息

专利信息


专利号:WO-2022148752-A9
优先权日:2021-01-08
标 题 :Photochromic dyes and polymeric matrix for an efficient dimming film
发明人:KARIPIDOU ZOI; KNORR NIKOLAUS; HENNIG DIANA; ROSSELLI SILVIA; ONO HIDEKI; TAKANASHI HIDEHIKO; HERON MARK; EDGAR ROSS
权利人:SONY GROUP CORP; SONY EUROPE BV
摘要:The present disclosure relates to a photochromic molecule and uses of said molecule. The present disclosure further relates to a method of preparing a film comprising said molecule. The present disclosure also relates to a film prepared using said molecule and a device comprising said molecule. Furthermore, the present disclosure relates to a method for synthesis of said molecule. The photochromic molecules are represented by the following formulas: (1), (2), (3), (4), wherein Ar1, Ar2, Ar3, Ar4, Ar5, Ar6, Ar7, and Ar8 are, at each occurrence, independently selected from the group consisting of formula (I).

专利号:US-6207838-B1
优先权日:1999-04-30
标 题 :Electrochemically generated organothiating reagents and their use
发明人:GLASS RICHARD S; JOUIKOV VIATCHESLAV V
权利人:UNIV ARIZONA
摘要:Electrolysis of organic disulfides in liquid sulfur dioxide is used to obtain organothiating agents, which can then be reacted with appropriate substrates to effect the synthesis of organothioaromatic compounds efficiently and in high yields. With appropriate phenolic compounds, regioselective substitution occurs in which para substitution greatly exceeds ortho substitution.

专利号:US-4118384-A
优先权日:1976-02-21
标题 :Process for preparation of azo dyestuffs by coupling in presence of aromatic sulphonic acid-formaldehyde reaction product
发明人:MOLLS HANS-HEINZ; SCHIWY WILLY; HORNLE REINHOLD; NEBELING REINHARD
权利人:BAYER AG
摘要:Dyestuff dispersions and dyestuff solutions free from salt or at least having a low salt content are obtained in that the diazotization is carried out with addition of free dispersing agent acid to which, after the synthesis, either no basic agents are added or basic agents are added only up to a pH value of 3. The disclosed process gives dyestuff compositions of low salt content and results in readily dispersible dyestuffs when water insoluble dyestuffs are prepared and stable solutions when water soluble dyestuffs are prepared. The process is widely applicable and chemical constitution of the dyestuffs is conventional.

专利号:US-2007172859-A1
优先权日:2000-12-01
标题 :Enzymatic nucleic acid synthesis: methods for direct detection of tagged monomers

专利号:JP-2018090503-A
优先权日:2016-11-30
标题:(Meth) acrylate compound, synthesis method thereof and use of the (meth) acrylate compound

专利号:US-7638554-B2
优先权日:2002-04-18
标题 :Flavanoids as chemotherapeutic, chemopreventive, and antiangiogenic agents
发明人:WALEH NAHID; ZAVERI NURULAIN T
权利人:STANFORD RES INST INT
摘要:Compounds useful as chemotherapeutic, chemopreventive, and antiangiogenic agents are provided. The compounds are flavanoids, including flavanones, flavanols, and chalcones. The compounds have the structure of formula (I) n nwherein R 1 through R 3 and R 5 through R 11 are defined herein, and α, β and γ are optional bonds, providing that when α is absent, β is present, and when β is absent, α is present. When α is present, preferred R 4 moieties are selected from O, S, NH and CH 2 , and when α is absent, preferred R 4 groups are selected from OH, SH, NH 2 and CH 3 . When γ is present, the preferred R 5 substituent is O, while when γ is absent, the preferred R 5 substituent is OH. Pharmaceutical compositions are provided as well, as are methods of synthesis and use.

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主要参考文献

[参考文献]: R E Talaat, Et Al. Synthesis And Identification Of 3-(4-Hydroxy-1-Naphthoxy)Lactic Acid As A Metabolite Of Propranolol In The Rat, In Man, And In The Rat Liver 9000 G Supernatant Fraction. Drug Metab Dispos. 1986 Mar-Apr;14(2):202-7.

合成参考文献


摘要:Bernardi, L.; Ricci, A., Science of Synthesis: Multicomponent Reactions, (2013) 1, 161.
摘要:Singh, F. V.; Wirth, T., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 53.
摘要:Amador, A. G.; Scholz, S. O.; Skubi, K. L.; Yoon, T. P., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 492.
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