CAS: 71-63-6; Digitoxin

该化合物是一种心脏胶质,来源于Digitis Purpurea植物,通常称为狐狸球,主要用于治疗心脏状况,特别是心脏衰竭和小发性纤维化,因为它能够增加心脏萎缩的力量并调节心脏节奏. 狄氏毒素的化学结构包括一个带有乳腺环和多种糖糖糖的类固醇核,有助于其药理特性. 它具有亲脂性,可以很容易地跨过细胞膜,并且具有相对较长的半衰期,这就需要仔细监测剂量以避免毒性. 常见副作用包括胃肠扰动,视觉变化和潜在的心律不齐,特别是在过量的情况下. 狄氏毒素的动作机制包括抑制纳+/K+ ATPase泵,导致细胞内钙含量增加,从而增加心脏收缩性. 由于其治疗指数狭窄,数字化毒素需要在临床环境中仔细使用和监测.

结构式图片

欧盟法规

统一分类与标签压力设备指令-第1组危险流体ECHA物质ECHA物质工作场所安全标识要求C&L通报REACH预注册废弃物危险特性清单

上下游产品

CAS号57292-22-5 digitoxigen O-[... | CAS号279684-76-3 3,4-bis-(tert-b... | CAS号279684-79-6 (2R,3R,4S)-4-(t... | CAS号279684-92-3 4-O-[3,4-bis-(t... | CAS号279684-91-2 (2R,3R,4S)-3-((... | CAS号279684-80-9 (2R,3R,4S)-3-((... | CAS号1111-39-3 乙酰洋地黄毒甙 | CAS号1102-88-1 (5beta)-14-hydr... | CAS号143-62-4 毛地黄毒苷配基 | CAS号16479-50-8 (3beta,5beta,8x... | CAS号18404-43-8 洋地黄毒苷元-洋地黄毒糖苷 | CAS号18810-27-0 3-[(3S,5R,7S,8S... | CAS号72908-79-3 7-hydroxydigoxin | CAS号20830-75-5 地高辛

合成工艺路线路线简述

  • 合成目标产物 Digitoxin 主要起始原料 5-Hexyne-2,3-Diol, 4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-, 2-Benzoate, (2R,3R,4S)-
  • (文献来源)合成步骤主要原料 5-Hexyne-2,3-Diol, 4-[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]-, 2-Benzoate, (2R,3R,4S)-
Lanatoside A置于biocellulase体系中,用 水 作为反应溶剂,化学反应 48.0H,以68%的收率获得产物洋地黄毒苷
参考文献:羊毛脂苷 A 的选择性酶促转化
标题:羊毛脂苷 A 的选择性酶促转化
摘要:Mesure Des Quantites Relatives D'Acetyldigitoxine Et De Digitoxine,Obtenues Par L'Action De Diferentes Prepares Enzymatiques (Preparation Commerciale D'Enzyme Cellulolytique,酶制剂 A Partir Degraines De Lin,D'Orge Et De Chanvre)
DOI:10.1002/ardp.19873200818

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-6015808-A
优先权日:1993-08-20
标 题 :Synthesis of pharmaceutical compositions with lactams and β-lactams/oxo thia azabicyclo compounds
发明人:THIRUMALACHAR MANDAYAM JEERSAN; NARASIMHAN JR MANDAYAM JEERSAN
摘要:Pharmaceutical compositions with heretofore unknown and enhanced physical, chemical, and biological properties are prepared by combining known biologically active parent compounds with oxo thia azabicyclo compounds, such as lactam and beta -lactam compounds, capable of rapidly transporting the parent compounds in undegraded form to their target sites of action. A process for combining the parent compound with beta -lactam compounds consists of dissolving the parent compound in a polar solvent, adding a beta -lactam compound, incubating the resulting mixture, followed by drying, and subjecting the remaining solid material to solvent washing or extraction to further purify the new pharmaceutical composition. The new pharmaceutical composition possesses the biological and therapeutic activity of the parent compound and the barrier penetrating characteristics of the beta -lactam compound, which results in improved pharmacodynamics, including bioavailability, and an improved chemotherapeutic index, such that lower amounts of the parent may be used to avoid the toxic effects of the parent compound. Some of the new pharmaceutical compounds provide for the first time parent compounds in an orally administerable form.

专利号:US-8759632-B2
优先权日:2005-07-05
标 题 :Polynucleotides encoding isoprenoid modifying enzymes and methods of use thereof
发明人:RO DAE-KYUN; NEWMAN KARYN; PARADISE ERIC M; KEASLING JAY D; OUELLET MARIO; EACHUS RACHEL; HO KIMBERLY; HAM TIMOTHY
权利人:RO DAE-KYUN; NEWMAN KARYN; PARADISE ERIC M; KEASLING JAY D; OUELLET MARIO; EACHUS RACHEL; HO KIMBERLY; HAM TIMOTHY; UNIV CALIFORNIA
摘要:The present invention provides isolated nucleic acids comprising nucleotide sequences encoding isoprenoid modifying enzymes, as well as recombinant vectors comprising the nucleic acids. The present invention further provides genetically modified host cells comprising a subject nucleic acid or recombinant vector. The present invention further provides a transgenic plant comprising a subject nucleic acid. The present invention further provides methods of producing an isoprenoid compound, the method generally involving culturing a subject genetically modified host cell under conditions that permit synthesis of an isoprenoid compound modifying enzyme encoded by a subject nucleic acid.

专利号:US-8017776-B2
优先权日:2003-07-15
标题 :Methods for synthesis of acyloxyalkyl compounds
发明人:BHAT LAXMINARAYAN; GALLOP MARK A
权利人:XENOPORT INC
摘要:Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.

专利号:WO-2024003514-A1
优先权日:2022-06-29
标题 :Methods and compositions relating to the synthesis of the qs-7 molecule
发明人:OSBOURN ANNE; REED JAMES; ORME ANASTASIA; MARTIN LAETITIA
权利人:PLANT BIOSCIENCE LTD
摘要:The present invention relates to a biosynthetic route to precursors of the QS-7 molecule, as well as routes to make the QS-7 molecule, enzymes involved, the products produced and uses of the product.

专利号:US-7759473-B2
优先权日:2005-02-14
标题:Nucleotide oligomer, nucleotide polymer, method for determining structure of functional substance and method for manufacturing functional substance
发明人:FUJIHARA TSUYOSHI; FUJITA SHOZO
权利人:FUJITSU LTD
摘要:A modified nucleotide n-mer (where n is an integer of 2 or more) is used which comprises a nucleoside unit with a substituent group introduced into the base, wherein the substituent group is bound to the base via a triple bond. Novel nucleotide oligomers, nucleotide polymers, and nucleosides which can be used as raw materials or intermediates in the synthesis of this nucleotide oligomer and nucleotide polymer, as well as novel techniques for structural determination and manufacture of a functional substance having high affinity for a target, are provided.
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主要参考文献


1: Pongrakhananon V, Stueckle TA, Wang HL, O'Doherty GA, Dinu CZ, Chanvorachote P, Rojanasakul Y. Monosaccharide digitoxin derivative sensitize human non-small cell lung cancer cells to anoikis through Mcl-1 proteasomal degradation. Biochem Pharmacol. 2014 Mar 1;88(1):23-35. doi: 10.1016/j.bcp.2013.10.027. Epub 2013 Nov 11.
2: Bylda C, Thiele R, Kobold U, Volmer DA. Simultaneous quantification of digoxin, digitoxin, and their metabolites in serum using high performance liquid chromatography-tandem mass spectrometry. Drug Test Anal. 2015 Oct;7(10):937-46. doi: 10.1002/dta.1781. Epub 2015 Mar 4. doi: 10.1021/jo4021419. Epub 2013 Dec 11. doi: 10.1021/ac503187z. Epub 2015 Jan 26. doi: 10.1016/j.taap.2011.10.007. Epub 2011 Oct 18.
6: Beale TM, Taylor MS. Synthesis of cardiac glycoside analogs by catalyst-controlled, regioselective glycosylation of digitoxin. Org Lett. 2013 Mar 15;15(6):1358-61. doi: 10.1021/ol4003042. Epub 2013 Mar 6.

合成参考文献


参考文献:10.1089/adt.2009.0206
摘要:Gill S, Gill R, Liang S. Validation of a Rb + Uptake Assay for the Mouse Embryonic Stem Cell-Derived Cardiomyocytes Na + , K + ATPase. ASSAY and Drug Development Technologies. 2010 Feb;8(1):114–7. doi: 10.1089/adt.2009.0206.
参考文献:10.1016/j.antiviral.2011.06.015
摘要:Bertol JW, Rigotto C, de Pádua RM, Kreis W, Barardi CR, Braga FC, Simões CM. Antiherpes activity of glucoevatromonoside, a cardenolide isolated from a Brazilian cultivar of Digitalis lanata. Antiviral Res. 2011 Oct;92(1):73–80. doi: 10.1016/j.antiviral.2011.06.015.
参考文献:10.1007/s10549-005-9053-3
摘要:Chen JQ, Contreras RG, Wang R, Fernandez SV, Shoshani L, Russo IH, Cereijido M, Russo J. Sodium/potassium ATPase (Na+, K+-ATPase) and ouabain/related cardiac glycosides: A new paradigm for development of anti- breast cancer drugs Breast Cancer Res Treat. 2006 Mar;96(1):1–15. doi: 10.1007/s10549-005-9053-3.
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