CAS: 481-39-0; 5-Hydroxy-1,4-Naphthalenedione

该化合物是一个自然产生的环烷磺酮化合物,主要在黑胡桃树(Juglans nigra)和朱格兰德西埃家族其他成员中发现,其特点是黄色到棕色,分子配方为C10H6O3. 朱格伦表现出一系列生物活动,包括抗微生物,抗软体和草药特性,使其对生态和农业环境都感兴趣.该化合物已知抑制了某些植物和微生物的生长,这些植物和微生物助长了在黑胡桃树中观测到的偏向效应.除其生态意义外,还研究了马其潜在的治疗用途,包括对癌症细胞的影响.然而,也必须指出,如果大量吸收,可能对包括牲畜和宠物在内的某些生物产生毒性.它在有机溶剂中的溶解性以及水溶解性有限会进一步影响其在环境和生物系统中的行为.

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CAS号83-56-7 1,5-二羟基萘 | CAS号496-64-0 3-羟基-2-吡喃酮 | CAS号106-51-4 苯醌 | CAS号569-42-6 1,8-萘二酚 | CAS号5196-28-1 5-(acetyloxy)-1... | CAS号115031-12-4 2-Morpholinomet... | CAS号481-40-3 naphthalene-1,4... | CAS号481-72-1 芦荟大黄素 | CAS号477-85-0 美决明子素 | CAS号481-74-3 大黄酚 | CAS号67116-22-7 8-hydroxy-1-met... | CAS号18855-92-0 2-chloro-8-hydr... | CAS号18713-45-6 (8-acetyloxy-3-... | CAS号481-42-5 兰雪醌 | CAS号14777-17-4 5-hydroxy-3-met... | CAS号80596-51-6 2,3-dimethyl-5-... | CAS号129-43-1 1-羟基蒽醌

合成工艺路线路线简述

  • 合成目标产物 5-Hydroxy-1,4-Naphthalenedione 主要起始原料 1,5-Naphthalenediol, 2-(4-Morpholinylmethyl)-
  • (文献来源)合成步骤主要原料 1,5-Naphthalenediol, 2-(4-Morpholinylmethyl)-
1,5-二羟基萘置于c107H50N2O8体系中,用 甲醇,二氯甲烷 作为反应溶剂,化学反应 0.5H,以95%的收率获得产物5-羟基对萘醌
参考文献:Ylene二酰亚胺-富勒烯二重体为无重原子的三重态光敏剂,具有独特的单线态氧产生效率
标题:Ylene二酰亚胺-富勒烯二重体为无重原子的三重态光敏剂,具有独特的单线态氧产生效率
摘要:我们报告的合成,表征,光物理和光化学性质的两个新颖的ylene双亚胺-富勒烯二元组(7和8)带有一个或两个per双亚胺(pbi)单元作为光收集器和富勒烯作为自旋转换器.通过元素分析,质谱,Ft-Ir,1 H和13 C NMR技术阐明了所有合成化合物的分子结构.通过紫外可见吸收和2D / 3D荧光发射光谱学研究了它们的光学特性.通过直接和间接方法进行的光化学研究认可了pbi-富勒烯二聚体(7和8)作为有效的不含重原子的三重态光敏剂,而per衍生物则没有任何单线态氧的产生.pbi-富勒烯二聚体显示出0.93和0.95的极佳的单重态氧量子产率.pbi-富勒烯二元化合物(7和8)还能够用于1,5-二羟基萘(dhn)的光氧化以生产ju胶,并且被公认为比mb更强于常规三重态光敏剂.
DOI:10.1016/j.Jphotochem.2019.112022

海关参考信息

专利信息


专利号:US-3947517-A
优先权日:1969-06-12
标题:Stereoselective introduction of tetracyclines hydroxyl group at 12(a) position in synthesis of tetracyclines
发明人:MUXFELDT HANS H; MICHAEL JEFFREY
权利人:RESEARCH CORP
摘要:In the synthesis of tetracyclines, a critical step is the stereospecific or stereoselective introduction of a hydroxyl group at the C-12(a) position, a novel method for the introduction of this critical hydroxy group is disclosed. Additionally, synthetic procedures for obtaining tetracycline precursors are discussed.

专利号:EP-0113566-A1
优先权日:1982-12-20
标题:New intermediate compounds for synthesis of aklavinones and their preparation
发明人:KISHI YOSHITO
权利人:MEIJI SEIKA KAISHA
摘要:A new compound of the formulan wherein R, is a hydrogen atom, a hydroxyl group or an alkoxyl group of 1-4 carbon atoms and R 2 is an alkyl group of 1-4 carbon atoms is now provided. This new compound is useful as intermediate for synthesis of aklavinones which may be coupled with sugars, for example, daunosamine to give anthracycline antibiotics. The new compound of this invention is produced by several reaction steps started from a 3-halo-5-substituted or unsubstituted naphthoquinone and a furan diene compound. This process involves new regiospecific Diels-Alder condensation and new asymmetric crossed aldol condensation.

专利号:US-2022378721-A1
优先权日:2019-10-24
标 题 :Protein kinase inhibitors and use thereof for treatment of neurodegenerative diseases
发明人:SRIDHAR JAYALAKSHMI; BRATTON MELYSSA; GOYAL NAVNEET; JHA VISHWAJEET; SCHROEDER RICHARD
权利人:XAVIER UNIV OF LOUISIANA
摘要:The present disclosure relates to compounds that act as protein kinase inhibitors, especially CK1δ and/or CK1ε inhibitors, which can be used to treat a serine threonine kinase-dependent disease and condition, such as neurodegenerative diseases like Alzheimer's Disease, and the synthesis of the same. Further, the present disclosure teaches the utilization of such compounds in a treatment for neurodegenerative diseases, including Alzheimer's disease.

专利号:US-11851651-B2
优先权日:2017-06-19
标 题 :Automated methods for scalable, parallelized enzymatic biopolymer synthesis and modification using microfluidic devices
发明人:BANAL JAMES; BERLEANT JOSEPH DON; SHEPHERD TYSON; BATHE MARK
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:Methods for the automated template-free synthesis of user-defined sequence controlled biopolymers using microfluidic devices are described. The methods facilitate simultaneous synthesis of up to thousands of uniquely addressed biopolymers from the controlled movement and combination of regents as fluid droplets using microfluidic and EWOD-based systems. In some forms, biopolymers including nucleic acids, peptides, carbohydrates, and lipids are synthesized from step-wise assembly of building blocks based on a user-defined sequence of droplet movements. In some forms, the methods synthesize uniquely addressed nucleic acids of up to 1,000 nucleotides in length. Methods for adding, removing and changing barcodes on biopolymers are also provided. Biopolymers synthesized according to the methods, and libraries and databases thereof are also described. Modified biopolymers, including chemically modified nucleotides and biopolymers conjugated to other molecules are described.

专利号:US-2023406804-A1
优先权日:2018-10-12
标题:Protein kinase inhibitors
发明人:SRIDHAR JAYALAKSHMI; JONES FRANK; STEVENS CHERYL
权利人:XAVIER UNIV OF LOUISIANA; THE ADMINISTRATORS OF THE TULANE EDUCATIONAL FUND
摘要:The present disclosure relates to compounds that act as protein kinase inhibitors, and the synthesis of the same. Further, the present disclosure teaches the utilization of such compounds in a treatment for proliferative diseases, including cancer, particularly breast cancer, and especially ER+ and/or HER2+ breast cancer.

专利号:US-5097051-A
优先权日:1989-02-10
标题 :Cyclic triketone compounds and trimethylsilyloxy butadiene compounds and their use in the preparation of daunomycinone derivatives
发明人:SCHEEREN JOHAN W; DEBIE JOANNES F M; DEVOS DIRK
权利人:PHARMACHEMIE BV
摘要:The invention provides novel cyclic triketone compounds of the formulae wherein S is H, alkyl or alkoxy and R* is a group of the formule wherein R<1> is methyl and R2 is an alkyl group containing at least 2 carbon atoms, or R<1> is an alkyl group having 1-4 carbon atoms and R<2> is an aryl group, a hetero aryl group, a -CH2OR min , a -CH2N @@ group, a -CH2SR sec group or a -CH2CH=CH2 group, wherein R min and R sec are alkyl groups having 1-4 carbon atoms. These compounds can be used for preparing daunomycinone and derivatives thereof. Daunomycinone is used for preparing daunomycin and adriamycin. By introducing chirality at C-1 of ring A in the preparation of said novel compounds by using a novel diene of formula (1) in a Diels-Alder reaction for said preparation, the chirality of C-3 is established in the subsequent reaction with LiC IDENTICAL CSi(CH3)3 in the synthesis of daunomycinone and derivatives thereof. This last reaction leads to the desired compound wherein OH at C-3 and OR at C-1 are in the cis-position with respect to each other.
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主要参考文献

参考标题:Asymmetric Synthesis Of Natural Cis-Dihydroarenediols Using Tetrahydroxynaphthalene Reductase And Its Biosynthetic Implications
作者:Nirmal Saha,Michael Müller,Syed Masood Husain |发布日期:2019.4.5
摘要:Asymmetric Reduction Of Hydroxynaphthoquinones To Secondary Metabolites, (3S,4R)-3,4,8- And (2S,4R)-2,4,8-Trihydroxy-1-Tetralone, A Putative Biosynthetic Diketo Intermediate And A Probable Natural Analogue, (3S,4R)-7-Acetyl-3,4,8-Trihydroxy-6-Methyl-3,4-Dihydronaphthalene-1(2H)-One, Using Nadph-Dependent Tetrahydroxynaphthalene Reductase (T4Hnr) Of Magnaporthe Grisea Is Described. This Work Implies

合成参考文献


参考文献:10.1007/s11033-011-1196-1
摘要:Dimou M, Venieraki A, Zografou C, Katinakis P. The cytoplasmic cyclophilin from Azotobacter vinelandii interacts with phosphate acetyltransferase isoforms enhancing their in vitro activity. Molecular Biology Reports. 2011 Jul 20;39(4):4135–43. doi: 10.1007/s11033-011-1196-1.
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