CAS: 174671-46-6; 5-Fluorobenzo[c][1,2]Oxaborol-1(3H)-Ol

该化合物是一种主要用于对肿瘤病进行热切治疗的肉质抗冻剂,是脚趾甲的真菌感染,其行动机制包括针对利辛基-tRNA合成酶(一种促进真菌生长的基本酶)抑制真菌蛋白合成.塔瓦波罗花粉色展示了对皮肤植物,特别是Trichophyton rubrum和Trichophyton mentarophytes的广谱性活动.关键优势包括其低分子重量,它能提高指甲的渗透度,以及其有利的安全特征,同时尽量减少系统吸收.该化合物在有机溶剂中的稳定性和溶解性进一步增强了其在热剂中的功效.临床研究显示,该化合物的治愈率与其他抗风素疗法相似.

结构式图片

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号845301-93-1 2-bromo-5-fluor... | CAS号651326-68-0 1-bromo-2-(1-et... | CAS号456-47-3 3-氟苄醇 | CAS号202865-66-5 2-溴-5-氟苄醇 | CAS号94569-84-3 2-溴-5-氟苯甲醛 | CAS号5419-55-6 硼酸三异丙酯

合成工艺路线路线简述

  • 合成目标产物 Tavaborole 主要起始原料 (4-Fluoro-2-(Hydroxymethyl)Phenyl)Boronic Acid
  • (文献来源)合成步骤主要原料 (4-Fluoro-2-(Hydroxymethyl)Phenyl)Boronic Acid
5-Fluoro-2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Benzyl Acetate置于sodium Hydroxide体系中,用 甲醇 用作溶剂,化学反应 4.0H,以80%的收率获得5-氟-1,3-二氢-1-羟基-2,1-苯并氧杂硼戊环; Tavaborole
参考文献: Novel Process For The Preparation Of Tavaborole,Its Novel Polymorphic Forms And The Polymorphs Thereof[fr] Nouveau Procédé De Préparation De Tavaborole,Ses Nouvelles Formes Polymorphes Et Polymorphes Associés
标题: Novel Process For The Preparation Of Tavaborole,Its Novel Polymorphic Forms And The Polymorphs Thereof[fr] Nouveau Procédé De Préparation De Tavaborole,Ses Nouvelles Formes Polymorphes Et Polymorphes Associés
摘要:该发明涉及一种新型塔伐博瑞的制备工艺.该发明还涉及塔伐博瑞的新型多形态形式以及制备这些多形态形式的工艺.该发明还涉及一种用于纯化塔伐博瑞以获得高产率和基本纯净形式的工艺.

海关参考信息

专利信息


专利号:US-2025101045-A1
优先权日:2022-01-18
标题:Synthesis of boron-containing amidoxime reagents and their application to synthesize functionalized oxadiazole and quinazolinone derivatives
发明人:DAS BHASKAR
权利人:LONG ISLAND UNIV
摘要:The present disclosure is concerned with borylated amidoximes useful in the synthesis of biologically relevant drug-like molecules, including functionalized oxadizole and quinazolinone derivatives. Also disclosed are methods of making borylated amidoximes, methods of making functionalized oxadiazole and quinazolinone compounds using the amidoximes, and functionalized oxadiazole and quinazolinone compounds prepared from borylated amidoximes. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

专利号:US-2023212216-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins
发明人:MORRIS ALEXANDER REDFERN; SUTOV GRIGORIJ; BRUNE KARL DIETRICH
权利人:GENIE BIOTECH UK LTD
摘要:Site-specific modifications of proteins are desirable in biotechnological applications such as biopharmaceuticals, immunotherapy, vaccines, and are useful in chemical biology. Gluconoylation is a non-enzymatic, covalent, post-translational modification commonly observed on N-terminal His-Tags bearing proteins. We synthesized glucono-1,5-lactone derivatives, including azido variants for selective acylation. High yield acylation is achieved by simply mixing derivatives with target protein amidst diverse conditions of temperatures, aqueous buffers, excipients, or complex cell lysate.

专利号:US-8106031-B2
优先权日:2006-05-02
标题:Hydrolytically-resistant boron-containing therapeutics and methods of use
发明人:LEE VING; PLATTNER JACOB J; BENKOVIC STEPHEN J; BAKER STEPHEN J; MAPLES KIRK R; BELLINGER-KAWAHARA CAROLYN; AKAMA TSUTOMU; ZHANG YONG-KANG; SINGH RAJESHWAR; SAURO VITTORIO A
权利人:LEE VING; PLATTNER JACOB J; BENKOVIC STEPHEN J; BAKER STEPHEN J; MAPLES KIRK R; BELLINGER-KAWAHARA CAROLYN; AKAMA TSUTOMU; ZHANG YONG-KANG; SINGH RAJESHWAR; SAURO VITTORIO A; ANACOR PHARMACEUTICALS INC
摘要:Compositions and methods of use of boron derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by fungi, yeast, bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

专利号:WO-2023141114-A2
优先权日:2022-01-18
标 题:Synthesis of boron-containing amidoxime reagents and their application to synthesize functionalized oxadiazole and quinazolinone derivatives

专利号:US-11944609-B1
优先权日:2023-06-16
标题:Antifungal ionic liquid and Amphotericin B combination
发明人:RATHER SAMI-ULLAH; WANI MOHMMAD YOUNUS; BAMUFLEH HISHAM S; ALHUMADE HESHAM; SAEED USMAN; TAIMOOR AQEEL AHMAD; ALALAYAH WALID M; RATHER IRFAN AHMAD
权利人:KING ABDULAZIZ UNIVERISTY; UNIV KING ABDULAZIZ
摘要:Provided herein are ionic liquids that can be used as antifungal agents alone or in combination with Amphotericin B. Also disclosed are methods of synthesis of the ionic liquids and inhibiting fungal growth and methods of treating fungal infections using the disclosed compounds. The disclosure provides antifungal agents that potentiate the antifungal activity of Amphotericin B, a commonly used antifungal drug that could be used alone or in combination. This combination will help control and combat the infections caused by drug resistant Candida. auris in immunocompromised patients.

专利号:AU-2020409711-A1
优先权日:2019-12-20
标题 :Synthesis of lactone derivatives and their use in the modification of proteins
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主要参考文献


1: Gupta AK, Daigle D. Potential role of Tavaborole for the treatment of onychomycosis. Future Microbiol. 2014;9(11):1243-50. doi: 10.2217/fmb.14.76. doi: 10.1177/1091581814545245. Epub 2014 Sep 7. doi: 10.1007/s40265-014-0276-7. doi: 10.1586/14787210.2014.915738. Epub 2014 Jun 4. doi: 10.1517/14656566.2014.921158. Epub 2014 May 26.

合成参考文献


参考文献:10.1517/14656566.2014.921158
摘要:Elewski BE, Tosti A. Tavaborole for the treatment of onychomycosis. Expert Opin Pharmacother. 2014 Jul;15(10):1439–48. doi: 10.1517/14656566.2014.921158.
参考文献:10.1007/s00109-019-01803-y
摘要:Wang H, Jayaraman A, Menon R, Gejji V, Karthikeyan R, Fernando S. A non-beta-lactam antibiotic inhibitor for enterohemorrhagic Escherichia coli O104:H4. Journal of Molecular Medicine. 2019 Jun 28;97(9):1285–97. doi: 10.1007/s00109-019-01803-y.
参考文献:10.1021/acs.jmedchem.9b00736
摘要:Zhang J, Zhang J, Hao G, Xin W, Yang F, Zhu M, Zhou H. Design, Synthesis, and Structure-Activity Relationship of 7-Propanamide Benzoxaboroles as Potent Anticancer Agents. J Med Chem. 2019 Jul 25;62(14):6765–84. doi: 10.1021/acs.jmedchem.9b00736.
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