CAS: 35176-46-6; 5-Nonadecylbenzene-1,3-Diol

该化合物是一个有机化合物,其特点是碳氢化合物链和苯球结构长,它具有一种共聚物成分,由1和3个方位的两个氢氧化物组组成的苯环和一个非乙基化合物组组成,这是一个长链烷基替代体,能够增强其疏水特性.该化合物通常用于各种用途,包括作为一种抗氧化剂,并由于其潜在的皮肤调节特性而用于制成化妆品制品.其结构允许与生物膜发生相互作用,使其对制药和化妆品产生兴趣.此外,长烷基链的存在有助于其表面活性特性,能够影响制剂中的溶性与乳化.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

3,5-dimethoxyphenyl°Ctadecane 3,5-dimethoxybenzaldehdye (1)1-(3,5-Dimethoxy-phenyl)-nonadecanol-(1) n-°Ctadecyllithium 5-Nonadecyl-resorcin-diacetat 3]-5-nonadecylresorcinol[2,4,6-2H3]-5-nonadecylresorcinol

合成工艺路线路线简述

    📜3,5-二甲氧基苯甲醛置于palladium On Activated Charcoal 氢气,三溴化硼体系中,用 水 作为反应溶剂,化学反应生成 5-十九烷基间苯二酚
    参考文献:Cereal Grain Resorcinolic Lipids: Mono And Dienoic Homologues Are Present In Rye Grains
    标题:Cereal Grain Resorcinolic Lipids: Mono And Dienoic Homologues Are Present In Rye Grains
    摘要:Analyses (Uv,Ir,H-1-NMR,Ms) Of The Main Phenolic Fractions Isolated By Sequential Separation On Normal-Phase And By Argentation Chromatography On Silica Gel Confirmed The Presence Of Monoenoic And Dienoic Homologues Of 1,3-Dihydroxy-5-N-Alkylbenzene In Acetone Extracts From Rye Grains. Conversion Of Mono And Dienoic Homologue Dimethyl Ethers To The Cis-Diols With Osmium Tetroxide,Transformation Of The Diol To The Acetonide With Acetone And Subsequent Ms Analysis Of Resulting Derivatives Showed That The Breakdown Pattern For The Monoenoic Homologues Was Consistent With A Double Bond In All The Homologous Chain Length At The 8-Position. For Dienes,The Results Were Not So Conclusive,Although The 8-And 11-Positions Appear To Be The Favoured Ones. It Has Been Also Shown That Rye 5-N-Ketoalkylresorcinols Contain A Previously Unobserved C17 Homologue. All Identifications Were Confirmed By Comparison With Synthetically Obtained C19:0 And C21:0 5-N-Alkylresorcinols And A 5-N-(2-Keto-Heptadecyl)Resorcinol. Other Minor Phenolic Components Present In The Acetone Extract Were Identified As Homologous 5-N-(2-Hydroxyalkyl)Resorcinols.
    DOI:10.1016/0009-3084(95)02480-7

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:An Expedient Synthesis Of 5-N-Alkylresorcinols And Novel 5-N-Alkylresorcinol Haptens
    作者:Kirsti Parikka,Kristiina Wähälä
    摘要:The First Synthesis Of Bioactive Long Alkyl Chain 5-N-Alkylresorcinols, Present In Whole Grain Products, By A Novel Modification Of The Wittig Reaction Is Described. All The Main Long Chain 5-N-Alkylresorcinols Present In Rye And Wheat, Including C23 And C25 Analogues And Haptens, Which Have Not Been Previously Prepared, Were Synthesised. Microwave-Promoted Reactions Of A Semi-Stabilized Ylid And Alkanals In Water Gave Good Yields In Both Pressurized And Open Systems. An Alternative Microwave-Promoted Synthesis Starting From Non-Stabilized Alkyltriphenylphosphonium Salts And 3,5-Dimethoxybenzaldehyde Worked As Well. Aqueous Media Were Suitable For The Reactions Even If The Starting Materials Were Not Soluble In Water. The 5-N-Alkylresorcinols Are Potential Biomarkers Of Whole Grain Intake, And The New Hapten Derivatives Of 5-N-Alkylresorcinols Will Open The Way For The Immunochemical Detection Techniques Of Alkylresorcinols.

    合成参考文献


    参考文献:10.1021/np50090a006
    摘要:Brown GD. Two New Compounds from Artemisia annua. J. Nat. Prod. 1992 Dec;55(12):1756–60. doi: 10.1021/np50090a006.
    参考文献:10.1021/jf00023a017
    摘要:Mullin WJ, Emery JPH. Determination of alkylresorcinols in cereal-based foods. J. Agric. Food Chem. 1992 Nov;40(11):2127–30. doi: 10.1021/jf00023a017.
    参考文献:10.1021/np50061a015
    摘要:Ayer WA, Browne LM, Lin G. Metabolites of Leptographium wageneri, the Causative Agent of Black Stain Root Disease of Conifers. J. Nat. Prod. 1989 Jan;52(1):119–29. doi: 10.1021/np50061a015.
    参考文献:10.1007/978-981-97-2542-7_8
    摘要:Hamid, Kathuria D, Gautam S, Suri S, Jaiswal AK. Triticale. 2024. In: Cereals and Nutraceuticals.
    参考文献:10.1007/s44339-025-00023-z
    摘要:Jana PK, Sil S, Ghosh A, Sultana I, Chattopadhyay S. Exploring the protective effects of ethanolic extract of Chenopodium quinoa seed (quinoa) on the reproductive alterations of BPA-exposed females in vivo: a preliminary study. Discov Toxicol. 2025 Apr 22;2(1). doi: 10.1007/s44339-025-00023-z.
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