CAS: 7164-98-9; 1-Phenyl-1H-Imidazole

该化合物是一种杂环有机化合物,其特点是在1号位置用苯基组替代一环,这种结构具有独特的化学特性,使其成为制药和农用化学合成中有价值的中间体.其富含电子的imidazole核心能够参与协调化学,成为催化剂系统的一种软体和催化器.该化合物在一系列反应条件下表现出稳定性,便于在交叉组合和功能化反应中使用.此外,1-苯并胺在材料科学中使用,以发挥其聚合物稳定作用,并成为先进有机框架的前体.其多功能性和再活性使它成为研究和工业应用中的一个关键基石.

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合成工艺路线路线简述

    苯异硫脲基乙酸置于sodium Tetrahydroborate,硫酸,Lithium Chloride,过氧化苯甲酰体系中,用 四氢呋喃,乙二醇二甲醚,乙醇,丙酮 作为反应溶剂,化学反应 6.5H,反应生成 1-苯基咪唑
    参考文献:氨基酸轻松转化为 1-烷基咪唑-2-硫酮,以及用过氧化苯甲酰将其氧化脱硫为咪唑
    标题:氨基酸轻松转化为 1-烷基咪唑-2-硫酮,以及用过氧化苯甲酰将其氧化脱硫为咪唑
    摘要:甘氨酸用异硫氰酸酯酰化并缩合为 3-烷基 2-硫代乙内酰脲,再用硼氢化钠和氯化锂的混合物还原并脱水为 1-烷基咪唑-2-硫酮.用过氧化苯甲酰将它们氧化脱硫成咪唑.模型化合物不需要色谱.开发的方法用于将酪氨酸精制为 1,4-二(对甲氧基苄基)咪唑,这是从海绵 Leucetta 合成三种咪唑的常见中间体.
    DOI:10.1055/s-2007-983740

    海关参考信息

    专利信息


    专利号:US-8450365-B2
    优先权日:2009-05-12
    标 题 :Efficient synthesis of galanthamine
    发明人:MAGNUS PHILIP D; FAUBER BEN; SANE NEERAJ
    权利人:MAGNUS PHILIP D; FAUBER BEN; SANE NEERAJ; UNIV TEXAS
    摘要:The present invention relates to methods for the synthesis of galanthamine, morphine, intermediates, salts and derivatives thereof. In preferred embodiments, the invention relates to methods for improving the efficiency and overall yield of said morphine, morphine related derivatives and intermediates thereof. In further embodiments, the invention relates to methods for improving the efficiency and overall yield of galanthamine and intermediates thereof.

    专利号:EP-0310950-B1
    优先权日:1983-11-18
    标题 :Quinoline intermediates for the synthesis of 1H-imidazo[4,5-c]quinolines and 1H-imidazo[4,5-c]quinolin-4-amimes
    摘要:Compounds of the types (I) and (II) are disclosed, wherein each R5 is independently selected from the group consisting of alkyl of one to about four carbon atoms, alkoxy of one to about four carbon atoms and halogen, and n is an integer from 0 to 2, with the proviso that if n is 2, then said R5 substituents together contain no more than 6 carbon atoms; R6 is selected from the group consisting of hydroxyalkyl of one to about six carbon atoms and cyclohexylmethyl; and R7 is selected from the group consisting of alkyl of one to about four carbon atoms and hydrogen. These compounds may be used as intermediates for the synthesis of 1H-imidazo[4,5-c]quinoline derivatives.

    专利号:WO-2024185775-A1
    优先权日:2023-03-06
    标 题:Long-chain alkenyloxy–substituted benzoyl derivative and oligonucleotide synthesis method using same
    发明人:OKADA YOHEI; INANAGA KAZATO; SHOJI Yukiya; MIZUFUNE HIDEYA; SUDO TATSUYA; ADACHI Sota; HOSOI Kazushi
    权利人:SPERA PHARMA INC; TOKYO UNIV OF AGRICULTURE AND TECHNOLOGY
    摘要:The purpose of the present invention is to provide a novel pseudo–solid phase protecting group that can be used in liquid-phase oligonucleotide synthesis. The purpose of the present invention is also to provide an oligonucleotide synthesis method that uses a novel pseudo–solid phase protecting group. The present invention provides a compound represented by formula (1) (in which R represents a C14–60 alkenyl group, n represents 2 or 3, m represents 0 or 1, p represents 1 or 2, X represents C, N, O, or S, Y represents a single bond or B(CH 2 ) t * or may form a ring with X, and Z represents a single bond or (CH 2 ) s (s being an integer from 1 to 5)). The present invention also provides an oligonucleotide production method that uses the compound.

    专利号:US-2023109627-A1
    优先权日:2019-11-14
    标 题:Precursor chemistry for quantum dot synthesis enabling temperature-independent modulation of reactivity
    发明人:HAN HEE-SUN; PARK JOONHYUCK
    权利人:UNIV ILLINOIS
    摘要:Provided herein are methods of making a high-quality quantum dot (QD), including by providing anion precursor chemistry that enables chemical modulation of precursor reactivity, thereby, allowing independent optimization of reaction temperature and precursor reactivity to systematically grow high quality QDs and by providing specially configured tunable precursors and related chemistry to facilitate separate reaction pathways for nucleation and growth, thereby accessing heat-up based synthesis of high-quality QD, including core-shell QDs. The methods may include providing a base-QD and a first anion or cation precursor having a composition comprising an anion or a cation element, respectively, and a modification agent. At least one add-layer is grown on the base-QD at a growth temperature, thereby making the high-quality QD comprising the base-QD and the at least one add-layer. At least one add-layer may have a composition comprising an add-layer cation element and an add-layer anion element.

    专利号:WO-2025082632-A1
    优先权日:2023-10-16
    标 题:Method and composition for oligonucleotide synthesis
    发明人:SAITO MASAHARU
    权利人:BACHEM HOLDING AG
    摘要:The invention pertains to a method for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises a step of subjecting a solution comprising a component (C-0)# to one or more aqueous extractions, wherein the organic phase comprises the component (C-0)#. Said component (C-0)# is a nucleoside or an oligonucleotide, which is covalently bonded to a pseudo solid-phase protecting group and comprises a free backbone hydroxyl group. The aqueous phase of each of said one or more aqueous extractions has a pH-value in the range of 4-7.

    专利号:EP-4605403-A1
    优先权日:2022-10-17
    标 题:Method and composition for oligonucleotide synthesis
    发明人:SAITO MASAHARU; TAKEDA KAZUTAKA; OKADA YOHEI; LUTHER ANATOL
    权利人:BACHEM HOLDING AG
    摘要:The invention pertains to methods for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises at least one aqueous extraction carried out in the presence of one or more amide solvents SA, wherein each amide solvent SA is an amide solvent comprising one or more alkyl groups, wherein these one or more alkyl groups together comprise in total 6−24 carbon atoms. The invention further pertains to compositions comprising an oligonucleotide which is covalently bonded to a pseudo solid-phase protecting group and a mixed solvent comprising on or more of the aforementioned amide solvents SA.
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    主要参考文献

    [参考文献]: A Hirashima, Et Al. Three-Dimensional Pharmacophore Hypotheses For The Locust Neuronal Octopamine Receptor (Oar3). Part 2: Agonists. Bioorg Med Chem. 1999 Jul;7(7):1437-43.
    [参考文献]: A R Barros, Et Al. Acrolein Genotoxicity In Drosophila Melanogaster. Iii. Effects Of Metabolism Modification. Mutat Res. 1994 May;321(3):119-26.
    [参考文献]: D J Wolff, Et Al. Calmodulin-Dependent Nitric-Oxide Synthase. Mechanism Of Inhibition By Imidazole And Phenylimidazoles. J Biol Chem. 1993 May 5;268(13):9425-9.
    [参考文献]: J A Zijlstra, Et Al. Influence Of Inhibition Of The Metabolic Activation On The Mutagenicity Of Some Nitrosamines, Triazenes, Hydrazines And Seniciphylline In Drosophila Melanogaster. Mutat Res. 1988 Nov;202(1):251-67.
    [参考文献]: L R Kao, Et Al. Inhibition Of Cytochrome P-450C-Mediated Benzo[a]Pyrene Hydroxylase And Ethoxyresorufin O-Deethylase By Dihydrosafrole. Xenobiotica. 1987 Jul;17(7):793-805.

    合成参考文献


    参考文献:10.1107/s1600536811008798
    摘要:Huang J, Zhang X. (η3-Allyl)bromido(1-phenyl-1H-imidazole-κN3)palladium(II). Acta Crystallogr E Struct Rep Online. 2011 Mar 15;67(4):m457. doi: 10.1107/s1600536811008798.
    参考文献:10.1016/j.abb.2005.10.014
    摘要:Trnka MJ, Doneanu CE, Trager WF. Photoaffinity labeling of P450Cam by an imidazole-tethered benzophenone probe. Archives of Biochemistry and Biophysics. 2006 Jan;445(1):95–107. doi: 10.1016/j.abb.2005.10.014.
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