CAS: 58957-92-9; (7S,9S)-9-Acetyl-7-(((2R,4S,5S,6S)-4-Amino-5-Hydroxy-6-Methyltetrahydro-2H-Pyran-2-yl)Oxy)-6,9,11-Trihydroxy-7,8,9,10-Tetrahydrotetracene-5,12-Dione

该化合物是炭疽抗生素和主要用于癌症化疗的抗乳胶剂,产自daunorubicin,以其对各种癌症,特别是急性流血性白血病和某些淋巴瘤的强烈细胞毒性效应而著称.异丁烯的化学配方为C26H27N3O9, 具有复杂的多环结构,包括炭疽酶,这对它的行动机制至关重要.通过切换DNA,干扰复制过程和产生有助于细胞损伤的自由基,其致癌作用涉及组织迅速分布,主要在肝脏中出现新陈代谢.该药物是静脉注射的,具有显著的副作用,包括乳房压抑,心肠中毒和胃肠扰动.由于其功效和毒性,易与其它乳房化剂结合,在管理不良效果的同时,通常使用异丁香素来强化治疗结果.

结构式图片

上下游产品

(-)-4'-O-p-Nitrobenzoyl-N-trifluoroacetyl-4-demethoxydaunorubicin (+)-N-Trifluoroacetyl-4-demethoxydaunorubicin (7S,9S)-idarubicinone 2,3,6-trideoxy-4-O-(p-nitrobenzoyl)-3-(trifluoroacetamido)-α-L-lyxo-hexopyranosyl p-nitrobenzoate-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9--5,12-naphthacenedione hydr°Chloride(7S,9S)-7-(3'-amino-2',3',6'-trideoxy-α-L-lyxohexapyranosyl)oxy-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-1-(S)-hydroxyethyl-5,12-naphthacenedione hydr°Chloride -7,8,9,10-tetrahydro-6,9,11-trihydroxy-9--5,12-naphthacenedione hydr°Chloride(7S,9S)-7-(3'-amino-2',3',6'-trideoxy-α-L-lyxohexopyranosyl)oxy-7,8,9,10-tetrahydro-6,9,11-trihydroxy-9-1-(R)-hydroxyethyl-5,12-naphthacenedione hydr°Chloride 23H22O7C23H22O7 Idarubicinol

合成工艺路线路线简述

    📜柔红霉素 盐酸盐置于4-二甲氨基吡啶,1,1'-双(二苯基膦)二茂铁,Palladium Diacetate 吡啶,Triflic Azide,甲酸:三乙胺 1:1,Potassium Carbonate,N,N-二异丙基乙胺,三苯基膦,Potassium Iodide,Magnesium Chloride体系中,用 四氢呋喃,甲醇,二氯甲烷,水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 10.5H,反应生成 伊达比星
    参考文献:Method Of Producing 4-Demethoxydaunorubicin
    标题:Method Of Producing 4-Demethoxydaunorubicin

    海关参考信息

    专利信息


    专利号:US-2004242897-A1
    优先权日:2002-07-31
    标题 :Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:US-2012177593-A1
    优先权日:2009-07-20
    标 题 :Synthesis of dendrimer conjugates
    发明人:BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH
    权利人:BAKER JR JAMES R; ZHANG YUEHUA; THOMAS THOMMEY P; DESAI ANKUR MAHESH; UNIV MICHIGAN
    摘要:The present invention relates to novel methods of synthesis of therapeutic and diagnostic dendrimers. In particular, the present invention is directed to novel dendrimer conjugates, novel methods of synthesizing the same, compositions comprising the conjugates, as well as systems and methods utilizing the conjugates (e.g., in diagnostic and/or therapeutic settings (e.g., for the delivery of therapeutics, imaging, and/or targeting agents (e.g., in disease (e.g., cancer, inflammatory disease) diagnosis and/or therapy, pain therapy, etc.)). Accordingly, dendrimer conjugates of the present invention may further comprise at least two different components for targeting, imaging, sensing, and/or providing a therapeutic or diagnostic material and/or monitoring response to therapy. Furthermore, the novel synthesis methods of certain embodiments of the present invention provide significant advantages with regard to total reaction time and simplicity.

    专利号:WO-2004011474-A1
    优先权日:2002-07-31
    标题:Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH; RAVIKUMAR VASULINGA T; KUMAR RAJU K
    权利人:ISIS PHARMACEUTICALS INC; GUZAEV ANDREI P; MANOHARAN MUTHIAH; RAVIKUMAR VASULINGA T; KUMAR RAJU K
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotide and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:US-6653468-B1
    优先权日:2002-07-31
    标 题 :Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH
    权利人:ISIS PHARMACEUTICALS INC
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:US-4448724-A
    优先权日:1982-12-20
    标题 :Synthesis of 4-demethoxydaunomycinone
    发明人:CAVA MICHAEL P; DOMINGUEZ DOMINGO
    权利人:UNIV PENNSYLVANIA
    摘要:A synthesis of 4-demethoxydaunomycinone and its derivatives from the known compound 9-acetyl-6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacenedione. 4-Demethoxydaunomycinone may be converted to 4-demethoxydaunorubicin which is an anthracycline derivative known to have antitumor activity.

    专利号:WO-2024104433-A9
    优先权日:2022-11-16
    标 题:Use of galectin-1 as immune checkpoint in preparation of tumor immunotherapy medicament and medicament
    发明人:ZHANG YU; HONG YU; SI XIAOFANG; LIU WENJING; MAI XUEYING
    权利人:NAT INSTITUTE OF BIOLOGICAL SCIENCES BEIJING
    摘要:Provided are use of galectin-1 (Gal-1) as an immune checkpoint in the preparation of a tumor immunotherapy medicament and the medicament, and provided is a new tumor immunotherapy strategy targeting the new immune checkpoint. Lactose and a derivative thereof can inhibit the immune checkpoint by competing Gal-1 on the surfaces of a cancer cell and an immune cell, and do not have significant toxic and side effects. Knocking out B4GATL1 to reduce protein galactosylation can significantly reduce the level of Gal-1 transferred from a tumor to a T cell, thereby enhancing the activation and function of the T cell. In addition, a lactose synthetase component LALBA is overexpressed in a mouse tumor, and de novo synthesis of lactose in a tumor microenvironment can be realized, such that an immune response mediated by a CD8+ T cell is enhanced. In combination with the anti-tumor effect and economic cost of lactose, a wide and feasible idea is provided for cancer treatment.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Padia SA. Is Idarubicin the Future of TACE? Radiology. 2019 Jun;291(3):809-810. doi: 10.1148/radiol.2019190789. Epub 2019 Apr 30. 25(5):505-17. doi: 10.1177/106002809102500511. 7(3):117-20. doi: 10.1177/104345429000700307. 83(6):1105-1112. doi: 10.1007/s00280-019-03825-2. Epub 2019 Apr 9.
    5: Guiu B, Chevallier P, Assenat E, Barbier E, Merle P, Bouvier A, Dumortier J, Nguyen-Khac E, Gugenheim J, Rode A, Oberti F, Valette PJ, Yzet T, Chevallier O, Barbare JC, Latournerie M, Boulin M. Idarubicin-loaded Beads for Chemoembolization of Hepatocellular Carcinoma: The IDASPHERE II Single-Arm Phase II Trial. Radiology. 2019 Jun;291(3):801-808. doi: 10.1148/radiol.2019182399. Epub 2019 Apr 30. 117(8):2358-65. doi: 10.1182/blood-2010-03-273243. Epub 2010 Aug 6. 68(6):1163-1171. doi: 10.1016/j.jhep.2018.01.022. Epub 2018 Feb 8. 30(8):1303-1309. doi: 10.1016/j.jvir.2018.12.022. Epub 2019 May 31. 24(4):275-88. doi: 10.2165/00003088-199324040-00002. Erratum in: Clin Pharmacokinet 1993 Oct;25(4):350. 42(4):690-719. doi: 10.2165/00003495-199142040-00010.

    合成参考文献


    参考文献:10.1186/2047-783x-15-1-13
    摘要:Michael M, Bruns I, Bölke E, Zohren F, Czibere A, Safaian NN, Neumann F, Haas R, Kobbe G, Fenk R. Bendamustine in patients with relapsed or refractory multiple myeloma. European Journal of Medical Research. 2010 Jan 29;15(1):13. doi: 10.1186/2047-783x-15-1-13.
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    摘要:Latagliata R, Breccia M, Fazi P, Vignetti M, Di Raimondo F, Sborgia M, Vincelli D, Candoni A, Salvi F, Rupoli S, Martinelli G, Kropp MG, Tonso A, Venditti A, Melillo L, Cimino G, Petti MC, Avvisati G, Lo-Coco F, Mandelli F; GIMEMA Acute Leukaemia Working Party. GIMEMA AIDA 0493 amended protocol for elderly patients with acute promyelocytic leukaemia. Long-term results and prognostic factors. Br J Haematol. 2011 Sep;154(5):564–8. doi: 10.1111/j.1365-2141.2011.08593.x.
    参考文献:10.1097/pat.0b013e3283489087
    摘要:Lakhwani S, Raya JM, González-Brito G, Álvarez-Argüelles H, Brito ML, Hernández-Nieto L. Reversible bone marrow necrosis after all-trans retinoic acid induction therapy for acute promyelocytic leukaemia. Pathology. 2011 Aug;43(5):515–7. doi: 10.1097/pat.0b013e3283489087.
    参考文献:10.1007/s11912-011-0183-y
    摘要:Solis EC. Treatment strategies in patients with core-binding factor acute myeloid leukemia. Curr Oncol Rep. 2011 Oct;13(5):359–60. doi: 10.1007/s11912-011-0183-y.
    参考文献:10.1186/1749-8546-6-27
    摘要:Tan W, Lu J, Huang M, Li Y, Chen M, Wu G, Gong J, Zhong Z, Xu Z, Dang Y, Guo J, Chen X, Wang Y. Anti-cancer natural products isolated from chinese medicinal herbs. Chinese Medicine. 2011 Jul 22;6(1):27. doi: 10.1186/1749-8546-6-27.
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