CAS: 503-49-1; 3-Hydroxy-3-Methylpentanedioic Acid

该化合物是一种有机化合物,其特点是氢氧化基和碳酸酸性功能组;一种在水和极有机溶剂中溶解的无色黄色的浅色固体;分子结构具有与中央碳相连的,具有氢氧基集团的分支链条,有助于其反应和潜在的生物活动; 氢氧基酸在代谢途径中发挥着重要作用,特别是在混合丙酸(这是胆固醇和其他异丙醇的前体)方面,它也参与某些氨基酸的生物合成,在各种生物化学过程中很重要; 已经研究该化合物的潜在治疗应用,包括其在胆固醇低温治疗中的作用以及作为某些代谢性失调的一种补充作用; 由于其生物意义,3-水氧-3-甲基甘酸在药物和营养研究中都有意义.

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合成工艺路线路线简述

    甲瓦龙酸内酯置于硝酸体系中,化学反应 4.0H,以57%的收率获得产物3-羟基-3-甲基谷氨酸
    参考文献: Polymers Prepared From Mevalonolactone And Derivatives[fr] Polymères Préparés à Partir De La Mévalonolactone Et De Ses Dérivés
    标题: Polymers Prepared From Mevalonolactone And Derivatives[fr] Polymères Préparés à Partir De La Mévalonolactone Et De Ses Dérivés
    摘要:本文描述了从生物基化合物中衍生的聚合物前体化合物(又称聚合物构建模块),特别是生物基美伐酮内酯及其相关衍生物.通过氧化,这些生物基前体可以被反应反应生成(不饱和的)聚酯,聚酯多元醇和聚酰胺的构建模块,以及环氧酯和ω-烯基酯的前体.通过还原,这些生物基前体可以被反应反应生成(不饱和的)聚酯,聚酯多元醇,聚碳酸酯的构建模块,以及环氧醚和ω-烯基醚的前体.通过亲核环开和/或酰胺化,这些生物基前体可以被反应反应生成聚酯多元醇的构建模块,聚氨酯的扩链剂,或聚酯酰胺.

    海关参考信息

    专利信息


    专利号:US-10925977-B2
    优先权日:2006-10-05
    标 题 :Efficient synthesis of chelators for nuclear imaging and radiotherapy: compositions and applications
    发明人:YANG DAVID J; YU DONGFANG; THOMPSON ANDREW S
    权利人:YANG DAVID J; YU DONGFANG; THOMPSON ANDREW S; CEIL POINT LLC; UNIV TEXAS
    摘要:Novel methods of synthesis of chelator-targeting ligand conjugates, compositions comprising such conjugates, and therapeutic and diagnostic applications of such conjugates are disclosed. The compositions include chelator-targeting ligand conjugates optionally chelated to one or more metal ions. Methods of synthesizing these compositions in high purity are also presented. Also disclosed are methods of imaging, treating and diagnosing disease in a subject using these novel compositions, such as methods of imaging a tumor within a subject and methods of diagnosing myocardial ischemia.

    专利号:US-9051555-B2
    优先权日:2009-07-17
    标题 :Methods and composition for isoprenoid diphosphate synthesis
    发明人:NOEL JOSEPH P; DELLAS NIKKI M
    权利人:NOEL JOSEPH P; DELLAS NIKKI M; SALK INST FOR BIOLOGICAL STUDI
    摘要:Provided herein are methods and compositions relating to the synthesis of isoprenoid diphosphates using a mutated isopentenyl phosphate kinase.

    专利号:US-2005080260-A1
    优先权日:2003-04-22
    标 题 :Preparation of prodrugs for selective drug delivery
    发明人:MILLS RANDELL L; WU GUO-ZHANG
    摘要:Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

    专利号:US-9453037-B2
    优先权日:2011-07-28
    标 题 :Methylphenidate-prodrugs, processes of making and using the same
    发明人:GUENTHER SVEN; CHI GUOCHEN; BERA BINDU; MICKLE TRAVIS; BERA SANJIB
    权利人:KEMPHARM INC; KEMPHARM INC
    摘要:The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.

    专利号:US-9102961-B2
    优先权日:2009-03-11
    标 题 :Biological synthesis of difunctional hexanes and pentanes from carbohydrate feedstocks
    发明人:BAYNES BRIAN M; GEREMIA JOHN MICHAEL; LIPPOW SHAUN M
    权利人:CELEXION LLC
    摘要:Provided herein are methods for the production of difunctional alkanes in microorganisms. Also provided are enzymes and nucleic acids encoding such enzymes, associated with the difunctional alkane production from carbohydrates feedstocks in microorganisms. The invention also provides recombinant microorganisms and metabolic pathways for the production of difunctional alkanes.

    专利号:US-6149924-A
    优先权日:1998-07-20
    标题 :Composition for enhancing lipid production, barrier function, hydrogen peroxide neutralization, and moisturization of the skin
    发明人:PAUL HARBHAJAN S
    权利人:BIOMED RES & TECHNOLOGIES INC
    摘要:Increased production of skin lipids, increased barrier function, hydrogen peroxide neutralization, prevention of loss of the natural moisturizing factor from the stratum corneum and moisturization of the skin is provided by a topically applicable composition which includes one or more components selected from the group consisting of branched chain amino acids, derivatives of branched chain amino acids and mixtures thereof, which one or more components are capable of being catabolized in epidermal cells to form lipid precursors for epidermal lipid synthesis. The composition can also include one or more enzyme activators which increase the rate of catabolism of the one or more components.
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    主要参考文献


    1: da Rosa MS, Scaini G, Damiani AP, Longaretti LM, Pereira M, Seminotti B, Zapelini HG, Schuck PF, Streck EL, de Andrade VM, Wajner M, Leipnitz G. Evidence that 3-hydroxy-3-methylglutaric and 3-methylglutaric acids induce DNA damage in rat striatum. Metab Brain Dis. 2015 Aug;30(4):1055-62. doi: 10.1007/s11011-015-9675-z. Epub 2015 May 5. doi: 10.1002/ajmg.b.32296. Epub 2015 Feb 5. doi: 10.1007/s11010-014-2322-x. Epub 2015 Jan 4. doi: 10.1016/j.phytochem.2016.03.009. Epub 2016 Mar 16. doi: 10.1016/j.ymgme.2013.03.017. Epub 2013 Apr 6. Epub 2016 Jun 9. doi: 10.1186/1824-7288-39-33.
    8: Nguyen TG, Gerbing K, Eggerer H. New substrates and inhibitors of 3-hydroxy-3-methylglutaryl-CoA reductase. Hoppe Seylers Z Physiol Chem. 1984 Jan;365(1):1-8. doi: 10.1080/10715762.2016.1214952. Epub 2016 Aug 23. doi: 10.1016/j.phytochem.2012.05.006. Epub 2012 Jun 20. doi: 10.1002/pca.2400. Epub 2012 Oct 15. doi: 10.1007/s12035-015-9289-9. Epub 2015 Jun 23. doi: 10.1016/j.bmcl.2010.03.053. Epub 2010 Mar 15. doi: 10.1016/j.ijdevneu.2010.10.007. Epub 2010 Nov 2. doi: 10.1016/j.jconrel.2010.03.001. Epub 2010 Mar 4.

    合成参考文献


    参考文献:10.1007/s11130-011-0245-1
    摘要:Kosińska A, Penkacik K, Wiczkowski W, Amarowicz R. Presence of Caffeic Acid in Flaxseed Lignan Macromolecule. Plant Foods for Human Nutrition. 2011 Jul 16;66(3):270. doi: 10.1007/s11130-011-0245-1.
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