CAS: 1457-42-7; Pyridazine 1-Oxide

该化合物是一种环流化合物,其特点是具有氧代金芯的丙核,通常用于制药和农用化学研究.其独特的结构使得多功能回活动,使其作为合成生物活性分子的中间分子具有价值.氧化物会增加极分性,提高极地溶剂的溶解性,这有利于配制和反应过程. Pyridazinen-Ox 衍生物经常被探索其在药用化学方面的潜力,特别是在研制酶抑制剂或受体调节器方面.该化合物在标准条件下的稳定性和与各种功能化反应的兼容性进一步增进其在有机合成中的效用.其精确应用取决于具体的衍生物修改.

结构式图片

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1,2-diazine 4-(3-cyano-1-triazeno)pyridazine 1-oxide potassium salt(E)-but-1-en-3-yn-1-ylbenzene ((E)-1-(but-1-en-3-yn-1-yl)-4-methoxybenzene) (E)-1-(m-Chlorphenyl)but-1-en-3-in (E)-1-(but-1-en-3-yn-1-yl)-2-methoxybenzene

合成工艺路线路线简述

    哒嗪置于间氯过氧苯甲酸体系中,用 二氯甲烷 用作溶剂,以7%的收率获得哒嗪 N-氧化物
    参考文献:金催化中氮氧化物的策略性方法-一个案例研究
    标题:金催化中氮氧化物的策略性方法-一个案例研究
    摘要:对(氧化)金催化的选定关键反应的广泛动力学研究集中在催化活性的降低,这是由于吡啶衍生物引起的金(i)催化剂的抑制,如果使用n氧化物作为副产物获得的吡啶衍生物氧气供体.不管它们的市售性如何,都已对受检吡啶衍生物及其相应的n-氧化物进行了选择.特别注意的是迄今为止在大多数反应筛选中都被忽略的实际益处.用gc和1监测测试反应1 H NMR光谱.所接收的反应常数提供了关于杂环的电子结构与催化活性之间的相关性的信息.根据收集的动力学数据,有可能开发出一套基本的三种n氧化物,这些氧化物必须在进一步的氧化金(i)催化反应中加以考虑.
    Doi:10.1002/adsc.201801007

    专利信息


    专利号:WO-2024084491-A1
    优先权日:2022-10-21
    标题:Process for synthesis of res metirom and its intermediates thereof
    发明人:MEHTA NILESH VIPINCHANDRA
    权利人:MEHTA NILESH VIPINCHANDRA
    摘要:The present invention discloses a process for synthesis of Res metirom and its intermediates thereof. More particularly, the invention discloses process for synthesis of a key intermediate, 6-(4-amino, 2,6-dichlorophenoxy)4- isopropylpyridazin-3(2H)-one, of Res metirom via novel intermediate compounds of formula A. Wherein, R is selected from methyl, ethyl and propyl.

    专利号:US-10918627-B2
    优先权日:2016-05-11
    标 题:Convergent and enantioselective total synthesis of Communesin analogs
    发明人:MOVASSAGHI MOHAMMAD; LATHROP STEPHEN PAUL; POMPEO MATTHEW W; CHANG WEN-TAU TIMOTHY
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:A highly convergent biomimetic synthesis of a complex polycyclic scaffold has been successfully implemented. From these efforts, compounds having a structure of Formula (I): n nor a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein R 1 -R 8 and m, n, r, s, t, and u are as defined herein, is provided. Methods of making such compounds are also disclosed as are methods for the treatment of cancer, various infectious diseases, and abnormal cardiovascular function.

    专利号:US-6025492-A
    优先权日:1996-08-30
    标 题 :Synthesis of a hydrazone β-keto ester by the reaction with a diazo ester
    发明人:SHAH AJIT S; CLARK JERRY D; MA YINONG; PETERSON JAMES C; PATELIS LEFTERIS
    权利人:MONSANTO CO
    摘要:The present invention relates to the synthesis of a hydrazone β-keto ester by the reaction of an alkyl diazoester with a hydrazone aldehyde in the presence of a Lewis acid In a preferred embodiment, the hydrazone β-keto ester is then converted into a pyridazinone compound by the reaction with an alkyl acid chloride in the presence of a base, followed by acidification. A process for the production of a hydrazone aldehyde, which comprises contacting a hydrazine and glyoxal, is also described.

    专利号:US-11325912-B2
    优先权日:2019-05-09
    标题 :Regio-selective synthesis of imidazo[1,2-a]pyrimidines
    发明人:CLAGG KYLE BRADLEY PASCUAL; WHITE NICHOLAS ANDREW; ZHANG HAIMING; GOSSELIN FRANCIS; NACK WILLIAM; O'SHEA PAUL D
    权利人:GENENTECH INC
    摘要:A method of regio-selectively synthesizing an imidazo-pyrimidine compound of formulae (XXa) or (XXb)comprising a step of coupling a first compound of formula XX-P1a or XX-P1b with a second compound of formula XX-P2This annulation reaction between β-ethoxy acrylamides and phosphorylated aminoimidazoles to furnish imidazo[1,2-a]pyrimidin-amines relies on steering effects from endocyclic and exocyclic phosphorylated aminoimidazoles. The reaction furnishes either 2-amino or 4-amino constitutional isomers of imidazo[1,2-a]pyrimidines with good yields and ranges of 90:10-99:1 regio-selectivity. The reaction is useful in the synthesis of various tracer molecules used in the study of neurological conditions such as where R3 and R4 together with the imidazole ring atoms to which they are bonded form a phenyl ring and the products are substituted benzimidazopyrimidines. The reaction can be generalized to form imidazo[1,2-a]pyrimidines substituted at either of their 2- and 4-positions by alkoxy or thioalkyl groups.

    专利号:EP-0923540-B1
    优先权日:1996-08-30
    标题 :Synthesis of a hydrazone beta-keto ester by the reaction with a diazo ester
    发明人:SHAH AJIT S; CLARK JERRY D; MA YINONG; PETERSON JAMES C; PATELIS LEFTERIS
    权利人:MONSANTO TECHNOLOGY LLC
    摘要:The present invention relates to the synthesis of a hydrazone β-keto ester by the reaction of an alkyl diazo ester with a hydrazone aldehyde in the presence of a Lewis acid. In a preferred embodiment, the hydrazone β-keto ester is then converted into a pyridazinone compound by the reaction with an alkyl acid chloride in the presence of a base, followed by acidification. The present invention also relates to a continuous process for the production of a hydrazone aldehyde comprising contacting a hydrazine and glyoxal, wherein the hydrazine and the glyoxal are added simultaneously to a reactor at a controlled rate.

    专利号:US-2024124910-A1
    优先权日:2021-02-02
    标题:Ribosome-mediated polymerization of novel chemistries
    发明人:JEWETT MICHAEL CHRISTOPHER; LEE JOONGOO; ANSLYN ERIC V; CORONADO JAIME; LIM JONGDOO
    权利人:UNIV NORTHWESTERN; UNIV TEXAS
    摘要:Disclosed are methods, systems, components, and compositions for synthesis of sequence defined polymers. The methods, systems, components, and compositions may be utilized for incorporating novel substrates that include non-standard amino acid monomers and non-amino acid monomers into sequence defined polymers. As disclosed herein, the novel substrates may be utilized for acylation of tRNA via flexizyme catalyzed reactions. The tRNAs thus acylated with the novel substrates may be utilized in synthesis platforms for incorporating the novel substrates into a sequence defined polymer.
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    合成参考文献


    摘要:Zhang, J., Science of Synthesis Knowledge Updates, (2010) 4, 268.
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