CAS: 90332-63-1; 10-Deacetyl-7-Xylosyl Paclitaxel

该化合物是来自毒理学家族的化学化合物,以其在癌症治疗中的重要作用而著称,特别是在配制乳胶化物剂,如丙烯丙烷方面,该产品在治疗癌症方面起着重要作用;该化合物的特征是附于该毒理结构的氧基糖,这可能影响其溶性,稳定性和生物活动;脱乙基化合物的存在表明,它可能表现出与乙基乙基混合物相比不同的药理特性;一般而言,毒理学家的特点是它们有能力抑制微核脱聚合,从而破坏正常细胞分解,而正常细胞分离是癌症治疗的关键机制;7-Xylosyl-10-deacetyl taxol的具体特性,包括其分子重量,溶解性和生物活动,对于了解其潜在的治疗用途和功效至关重要;有必要开展进一步的研究,以阐明其药用化学的药理学,毒性和总体作用.

结构式图片

相似化合物

78454-17-8 78432-77-6 92950-39-5

合成工艺路线路线简述

    在 溶剂黄146,锌体系中,用 甲醇 作为反应溶剂,化学反应 4.0H,以29.5 G的收率获得产物7-木糖甙-10-脱乙酰基紫杉醇
    参考文献:一种7-木糖基紫杉醇的制备方法
    标题:一种7-木糖基紫杉醇的制备方法
    摘要:本发明涉及一种7‑木糖基紫杉醇的制备方法,属于紫杉烷类抗癌药物的制备技术领域,制备方法包括:S1:7‑木糖基‑10‑去乙酰基紫杉醇浸膏以二氯甲烷和吡啶溶解,搅拌下滴加氯甲酸‑2,2,2‑三氯乙酯,反应得产物i;s2:产物i溶于甲醇和乙酸中,加入锌粉,搅拌反应得产物ⅱ;s3:产物ⅱ溶于四氢呋喃中,加入三氯化铈,滴加乙酸酐,搅拌反应,得产物ⅲ;s4:将产物ⅲ溶于甲醇中,加入30%二甲胺甲醇溶液,搅拌反应,得7‑木糖基紫杉醇.本发明的优点在于起始物料具有可及性,反应条件温和,目标产物纯度高,能进行大量制备.

    海关参考信息

    专利信息


    专利号:US-8293930-B1
    优先权日:2004-06-25
    标题 :One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel
    发明人:NAIDU RAGINA
    权利人:NAIDU RAGINA; CHATHAM BIOTEC LTD
    摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediate in a one pot reaction of protecting the C-7 and C-10 positions and attaching a side chain at the C-13 position and subsequently deprotecting the group to form paclitaxel or docetaxel, and taxane intermediates.

    专利号:US-7893283-B2
    优先权日:2004-06-04
    标题:Semi-synthesis of taxane intermediates and their conversion to paclitaxel and docetaxel
    发明人:NAIDU RAGINA
    权利人:CHATHAM BIOTEC LTD
    摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediates.

    专利号:WO-2008032104-A1
    优先权日:2006-09-15
    标题:One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel
    发明人:WALKER ROSS THOMSON; NAIDU RAGINA
    权利人:CHATHAM BIOTEC LTD; WALKER ROSS THOMSON; NAIDU RAGINA
    摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediate in a one pot reaction, of protecting the C-10 and attaching a side chain at C-13 position and subsequently deprotecting the group to form paclitaxel or docetaxel, and intermediates used therein.

    专利号:US-7838694-B2
    优先权日:2004-04-23
    标题 :Semi-synthesis and isolation of taxane intermediates from a mixture of taxanes
    发明人:NAIDU RAGINA; FOO SAMUEL SIANG KIANG
    权利人:CHATHAM BIOTEC LTD
    摘要:A process is provided for the semi-synthesis and isolation of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis and isolation of 10-deacetylbaccatin III, the semi-synthesis of a mixture of 10-deacetylbaccatin III and baccatin III, and protected derivatives thereof, from a mixture of taxanes.

    专利号:US-7906661-B2
    优先权日:2004-06-29
    标 题 :Semi-synthetic conversion of paclitaxel to docetaxel
    发明人:NAIDU RAGINA; FOO SAMUEL SIANG KIANG; XUE BAOYU; FAN BO
    权利人:CHATHAM BIOTEC LTD
    摘要:A process is provided for the semi-synthesis of taxane derivatives useful in the preparation of docetaxel, in particular, the semi-synthesis of protected taxane derivatives in a one pot reaction of protecting the C-2′, C-7 and C-10 positions and introducing a t-Boc group at the nitrogen of the amide group at the C-3′ position in paclitaxel and subsequently conversion to docetaxel, and derivatives used therein.

    专利号:US-6869973-B2
    优先权日:2000-06-22
    标题:Nitrosated and nitrosylated taxanes, compositions and methods of use
    发明人:GARVEY DAVID S; LETTS L GORDON; LIN CHIA-EN; RICHARDSON STEWART K; WANG TIANSHENG
    权利人:NITROMED INC
    摘要:The present invention describes novel nitrosated and/or nitrosylated taxanes, and novel compositions comprising at least one nitrosated and/or nitrosylated taxane, and, optionally, at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The present invention also provides novel compositions comprising at least one taxane and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The compounds and compositions of the present invention can also be bound to a matrix. The present invention also provides methods for treating or preventing cardiovascular diseases and disorders, autoimmune diseases, pathological conditions resulting from abnormal cell proliferation, polycystic kidney disease, inflammatory disease, preserving organs and/or tissues or to inhibit wound contraction, particularly the prophylactic and/or therapeutic treatment of restenosis, by administering nitrosated and/or nitrosylated taxane or parent taxanes in combination with nitric oxide donors that are capable of releasing nitric oxide or indirectly delivering or transferring nitric oxide to targeted sites under physiological conditions.
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    主要参考文献


    1: Lataste H, Senilh V, Wright M, Guénard D, Potier P. Relationships between the structures of taxol and baccatine III derivatives and their in vitro action on the disassembly of mammalian brain and Physarum amoebal microtubules. Proc Natl Acad Sci U S A. 1984 Jul;81(13):4090-4. doi: 10.1073/pnas.81.13.4090.

    合成参考文献


    参考文献:10.1038/s42003-019-0744-4
    摘要:Yang L, Chen T, Wang F, Li L, Yu W, Si Y, Chen J, Liu W, Zhu P, Gong W. Structures of β-glycosidase LXYL-P1-2 reveals the product binding state of GH3 family and a specific pocket for Taxol recognition. Communications Biology. 2020 Jan 10;3(1):22. doi: 10.1038/s42003-019-0744-4.
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