CAS: 465-39-4; 5-((1R,2Ar,3As,3Br,5Ar,7S,9As,9Bs,11Ar)-7-Hydroxy-9A,11A-Dimethylhexadecahydronaphtho[1',2':6,7]Indeno[1,7A-B]Oxiren-1-yl)-2H-Pyran-2-One

该化合物是一种自然形成的化合物,被归类为bufadienolide,是一种血清凝胶,主要来自某些蛤虫的皮肤,特别是Bufo genus中的蛤虫,该化合物展示了一系列生物活动,包括心血管效应,通过增加收缩力影响心脏功能.Resibufogenin也因其潜在的抗癌特性而进行了研究,因为它可能会在各种癌症细胞线上引起吸附性.该物质的特点是其特定的分子结构,其中包括一种含有多种氢氧基和乳腺环的类固醇骨.其药理效应归因于它与各种细胞目标,包括离子通道和酶的相互作用的能力.然而,由于它具有很强的生物学活动,必须谨慎地处理里丁香素,因为它在高浓度时可以表现出毒性.研究继续探索其治疗潜力和各种医疗应用的行动机制.

结构式图片

欧盟法规

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3-Oxo-Resibufogenin 62859-80-7

合成工艺路线路线简述

    在 吡啶,咪唑,甲醇,N-溴代丁二酰亚胺(Nbs),Wilkinson'S Catalyst,四(三苯基膦)钯,氯化亚砜,高氯酸,Copper Chloride Dihydrate,5%-Palladium/activated Carbon,氢气,碘,4-甲基苯磺酸吡啶,Potassium Carbonate,四丁基高碘酸铵,对甲苯磺酸,氟化氢吡啶,一水合肼,三乙胺体系中,用 四氢呋喃,1,4-二氧六环,甲醇,乙醇,二氯甲烷,水,N,N-二甲基甲酰胺,丙酮 作为反应溶剂,化学反应 76.5H,反应生成 布福吉宁
    参考文献:一种天然蟾毒基内酯类化合物的制备方法
    标题:一种天然蟾毒基内酯类化合物的制备方法
    摘要:本发明公开了一种天然蟾毒基内酯类化合物的制备方法,从廉价易得的商业甾体骨架原料,如雄烯二酮4‑ad或3β‑羟基‑5β‑雄甾烷‑17‑酮等出发,通过生物‑化学接力合成或者化学合成方法经过简单转化得到中间体3β,14α‑二羟基‑5β‑雄甾烷‑17‑酮类化合物,然后再通过化学半合成完成e环即六元二烯内酯环的上载,最终实现蟾毒基内酯类化合物的合成.该制备方法操作简单,收率较高,可用于大规模制备该类天然产物,具有广泛的应用前景.

    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-3682895-A
    优先权日:1970-07-17
    标题 :Synthesis of 3-hydroxy-5-bufa-20,22-dienolide
    发明人:PETTIT GEORGE R; FESSIER DYRAL C; PAUIL KENNETH D
    权利人:GEORGE R PETTIT; DYRAL C FESSIER; KENNETH D PAUIL
    摘要:THERE IS PROVIDED A NOVEL METHOD OF SYNTHEESIZING 5ABUFADIENOLIDES, WHICH ARE USEFUL INTERMEDIATES IN THE TOTAL SYNTHESIS OF BUFALIN, A CARDIAC ACTIVE COMPOUND. EPIANDROSTERONE ACETATE IS CONVERTED INTO 3B - ACETOXYL-5APREGNANE-21-AL WHICH UNDERGOES CHAIN EXTENSION TO METHYL 3B-ACETOXYL-20-FORMYL-21-NOR-5A-CHOLANATE WHICH IS RING CLOSED TO FORM THE 3B - ACETOXY-5-A-BUF-20(21)-ENOLIDE WHICH IS DEHYDROGENATED TO THE CORRESPONDING BUFADIENOLIDE.

    专利号:US-11130948-B2
    优先权日:2013-03-15
    标题 :Compositions and methods for multiplex nucleic acids synthesis
    发明人:JACOBSON JOSEPH; SCHINDLER DANIEL; SAAEM ISHTIAQ E; LAWTON SCOTT S; GOLDBERG MARTIN J; HUDSON MICHAEL E; KUNG LI-YUN A
    权利人:GEN9 INC
    摘要:Aspects of the invention relate to methods, compositions for designing and producing a target nucleic acid. In particular, aspects of the invention relate to the multiplex synthesis of target polynucleotides.

    专利号:US-10053719-B2
    优先权日:2013-03-13
    标题:Compositions and methods for synthesis of high fidelity oligonucleotides
    发明人:SAAEM ISHTIAQ E; HUDSON MICHAEL E; ARCHER STEPHEN F; SANN-RORTH SOPHEA; SANCHEZ ELLEN J; JACOBSON JOSEPH
    权利人:GEN9 INC
    摘要:Aspects of the invention relate to methods, compositions for synthesizing high fidelity oligonucleotides.

    专利号:US-7635462-B2
    优先权日:2006-09-15
    标题 :Method of making porous crystalline materials
    发明人:CAO GUANG; SHAH MATU J
    权利人:EXXONMOBIL RES & ENG CO
    摘要:The present invention relates to new methods of making crystalline materials isostructural to ITQ-21, as well as to new crystalline materials obtainable by such methods, and their use in hydrocarbon conversion processes. In one of its aspects, the invention relates to a method of making a crystalline material iso-structural to ITQ-21, the method comprising:n (a) providing a synthesis mixture comprising water, at least one source of germanium, at least one source of a tetravalent element X other than germanium, at least one structure directing agent R, optionally at least one source of trivalent element Y and optionally at least one source of fluoride, wherein the structure directing agent R is a compound of formula C 1 C 2 R 1 R 2 N + A − (I),n in whichn C 1 and C 2 each independently represent a substituted or unsubstituted cyclohexyl or cyclopentyl group, R 1 and R 2 each independently represent a methyl group, an ethyl group or a propyl group, or R 1 and R 2 together with the nitrogen atom they are connected to form a ring containing 5 or 6 atoms, and A represents hydroxyl, fluorine, chlorine, bromine or iodine, n n (b) forming said crystalline material from the synthesis mixture; (c) recovering said crystalline material.

    专利号:EP-0252846-A1
    优先权日:1986-07-08
    标 题 :Catalyst for the synthesis of methanol, and its use in the synthesis of methanol
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    主要参考文献


    1: Zheng C, Zheng B, Yao T. [Study on quality standards for Lingmaoxiang Jiedu pills]. Zhongguo Zhong Yao Za Zhi. 2010 Feb;35(3):305-7. Chinese. Chinese. doi: 10.2147/IJN.S93541.
    5: Ichikawa M, Sowa Y, Iizumi Y, Aono Y, Sakai T. Resibufogenin Induces G1-Phase Arrest through the Proteasomal Degradation of Cyclin D1 in Human Malignant Tumor Cells. PLoS One. 2015 Jun 29;10(6):e0129851. doi: 10.1371/journal.pone.0129851.
    6: Ning J, Yu ZL, Hu LH, Wang C, Huo XK, Deng S, Hou J, Wu JJ, Ge GB, Ma XC, Yang L. Characterization of phase I metabolism of resibufogenin and evaluation of the metabolic effects on its antitumor activity and toxicity. Drug Metab Dispos. 2015 Mar;43(3):299-308. doi: 10.1124/dmd.114.060996. doi: 10.1371/journal.pone.0113272.

    合成参考文献


    参考文献:10.1016/j.neulet.2011.06.059
    摘要:Hao S, Bao YM, Zhao RG, Wang HS, Bi J, An LJ, Jiang B. Effects of resibufogenin on voltage-gated sodium channels in cultured rat hippocampal neurons. Neurosci Lett. 2011 Aug 26;501(2):112–6. doi: 10.1016/j.neulet.2011.06.059.
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