CAS: 70-51-9; N1-(5-Aminopentyl)-N1-Hydroxy-N4-(5-(N-Hydroxy-4-((5-(N-Hydroxyacetamido)Pentyl)Amino)-4-Oxobutanamido)Pentyl)Succinamide

该化合物是一种主要用于处理铁过量条件的酸盐剂,例如,在患有地中海贫血或镰状细胞病的病人中反复输血导致的血,是一种六分离子,意思是它可以形成一个单一金属离子的多重结合,具体地说,它与电离子(Fe)结合,以便利其排出身体.氟氧胺通常通过亚皮或静脉注射途径施用,因为它从肠胃道吸收的不力.该化合物的特点是它能够形成稳定的铁复合体,有助于减少铁毒性和防止器官损伤.除了其治疗用途外,还研究其潜在的抗氧化性特性及其在各种研究应用中的作用.其化学结构包括一个对皮肤病特性至关重要的氢毒酸功能组.

结构式图片

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

1-Carbobenzoxyamino-6,17-dihydroxy-7,10,18,21-tetraoxy-27-(N-acetyl-hydroxyamino)-6,11,17,22-tetraaza-hepteikosan pentyl>amino>-1,4-dioxobutyl>(phenylmethoxy)amino>pentyl>-N-(4-cyanobutyl)-N-(phenylmethoxy)butanediamideN'-5-4-5-pentylamino-1,4-dioxobutyl(phenylmethoxy)aminopentyl-N-(4-cyanobutyl)-N-(phenylmethoxy)butanediamide O-benzyl-N-(5-aminopentyl)-N-(tert-butoxycarbonyl)hydroxylamine 5,16-bis(benzyloxy)-20-cyano-4,12,15-trioxo-5,11,16-triazaeicosanoic acidN-Succinyl-desferri-ferrioxyamin B benzoylamide deferoxamine N-[5-({3-[5-(acetyl-hydroxy-amino)-pentylcarbamoyl]-propionyl}-hydroxy-amino)-pentyl]-N'-hydroxy-N'-{5-[3-(4-isothi°Cyanato-phenyl)-thioureido]-pentyl}-succinamide Acetic acid 2-acetoxy-6-(3-{5-[(3-{5-[acetyl-(2,3-diacetoxy-benzoyloxy)-amino]-pentylcarbamoyl}-propionyl)-(2,3-diacetoxy-benzoyloxy)-amino]-pentylcarbamoyl}-propionyl)-[5-(2,3-diacetoxy-benzoylamino)-pentyl]-aminooxycarbonyl)-phenyl ester

合成工艺路线路线简述

  • 合成目标产物 Deferoxamine 主要起始原料 Benzyl (5-(Hydroxyamino)Pentyl)Carbamate
  • (文献来源)合成步骤主要原料 Benzyl (5-(Hydroxyamino)Pentyl)Carbamate

海关参考信息

专利信息


专利号:US-9353057-B2
优先权日:2003-12-30
标 题:Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
发明人:GALLOP MARK A; DAI XUEDONG; SCHEUERMAN RANDALL A; RAILLARD STEPHEN P; MANTHATI SURESH K; YAO FENMEI; PHAN THU; LUDWIKOW MARIA; PENG GE; BHAT SEEMA
权利人:XENOPORT INC
摘要:Methods for synthesis of 1-(acyloxy)-alkyl carbamates, particularly, the synthesis of 1-(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1-(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

专利号:US-6063919-A
优先权日:1998-08-14
标题:Process for the synthesis of exochelins
发明人:GAUDIOSO LARRY A; WEGLARZ MICHAEL A
权利人:KEYSTONE BIOMEDICAL INC
摘要:A process for the synthesis of an Exochelin comprising the steps of generating L-N-[(2-benzyloxy-(benzoyl)] serine or L-N-[2-benzyloxy (benzoyl)] threonine, creating L-N-t-Boc- epsilon -hydroxynorleucine and reacting same to produce L-N-Boc- epsilon -bromonorleucine trimethylsilylethyl ester, providing a dicarboxylic acid and forming an O-benzyl methyl hydroxamate from the dicarboxylic acid, coupling the O-benzyl methyl hydroxamate with the L-N-Boc- epsilon -bromonorleucine trimethylsilylethyl ester to give an L-N2-Boc-N6-methyl,N6-(benzyloxy) lysine 2-trimethylsilylethyl ester which incorporates the dicarboxylic acid as modified above, removing the N-tert-butoxycarbonyl protecting group from the L-N2-Boc-N6-methyl, N6-(benzyloxy) lysine 2-trimethylsilylethyl ester to yield a substituted lysine, and coupling the same with the L-N-[2-benzyloxy (benzoyl) serine or -threonine to yield a 2-trimethyl silylethyl ester of dibenzyl Exochelic acid, transforming the 2-trimethyl silylethyl ester of dibenzyl Exochelic acid to dibenzyl Exochelic acid, preparing benzyl epi-cobactin, forming an ester bond between the dibenzyl Exochelic acid and benzyl epi-cobactin to form an intermediate, and, hydrogenolytically removing three benzyl groups from said intermediate, resulting in the synthesized Exochelin. More particularly, a synthesis for Exochelin 786SM (R) is disclosed wherein the dicarboxylic acid is suberic acid and the serine form is utilized.

专利号:US-2024082435-A1
优先权日:2021-02-26
标 题 :Solid phase synthesis of glutamate-urea-lysine derived (GUL derived) prostate-specific membrane antigen (PSMA) targeting conjugates and their use as precursors for therapeutic and/or diagnostic agents
发明人:PINTO ARTUR; BONTEMPS ALEXIS; LEMAIRE LUCAS
权利人:TELIX INT INNOVATIONS PTY LTD
摘要:The disclosure provides methods for the solid phase synthesis of glutamate-urea-lysine derived (GUL derived) prostate-specific membrane antigen (PSMA) targeting conjugates. The disclosure also relates to key intermediates of this process and methods for their preparation such as a method of preparing a compound of formula (V). Also disclosed are use of the conjugates as precursors for therapeutic and/or diagnostic agents, including treating and diagnosing prostate cancer.

专利号:US-10973847-B2
优先权日:2017-06-30
标题 :Core-to-surface polymerization for the synthesis of star polymers and uses thereof
发明人:JOHNSON JEREMIAH A; GOLDER MATTHEW R
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:Disclosed are methods, compositions, reagents, systems, and kits to prepare star polymers, as well as compositions and uses thereof. Various embodiments show that synthesis of these polymers contain low metal concentration to provide polymers for diverse biomedical applications including in vivo applications.

专利号:WO-2023150820-A1
优先权日:2022-02-10
标题 :Process for the synthesis of radiolabelled biological polymers
发明人:WICHMANN CHRISTIAN WERNER; RUDD STACEY ERIN; SCOTT ANDREW MARK; DONNELLY PAUL STEPHEN
权利人:UNIV MELBOURNE; OLIVIA NEWTON JOHN CANCER RES INSTITUTE
摘要:Processes for the synthesis of zirconium-89 radiolabelled biological polymer-chelate agent conjugates are provided. Radiolabelling is performed in the presence of a polycarboxylate buffer resulting in improved reaction kinetics and short process times. The processes provide a high degree of reproducibility, excellent radiochemical yields and may be automated.

专利号:US-5367113-A
优先权日:1991-10-30
标题 :Method for synthesis of desferrioxamine B, analogs and homologs thereof
发明人:BERGERON JR RAYMOND J
权利人:UNIV FLORIDA
摘要:Synthesis of desferrioxamine B and analogs and homologs thereof beginning with O-protected, N-protected hydroxylamine, which is N-alkylated to produce a protected N-4-cyanoalkylhydroxylamine which is acylated with a suitable anhydride. The resulting half-acid amide is subjected to a series of high yield condensations and reductions which vide desferrioxamine B in high overall yield. Alternatively, polyether analogs of desferrioxamine B can be prepared by reacting an activated polyether with the O-protected, N-protected hydroxylamine and subjecting the resulting product to a series of similar steps.
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主要参考文献


1: Lange MD, Abernathy J, Shoemaker CA, Zhang D, Kirby A, Peatman E, Beck BH. Proteome analysis of virulent Aeromonas hydrophila reveals the upregulation of iron acquisition systems in the presence of a xenosiderophore. FEMS Microbiol Lett. 2020 Oct
12:fnaa169. doi: 10.1093/femsle/fnaa169. Epub ahead of print. 6(10):e05059. doi: 10.1016/j.heliyon.2020.e05059.
3: Behroozian S, Svensson SL, Li LY, Davies JE. Broad-Spectrum Antimicrobial and Antibiofilm Activity of a Natural Clay Mineral from British Columbia, Canada. mBio. 2020 Oct 6;11(5):e02350-20. doi: 10.1128/mBio.02350-20. 107(5):499-509. doi: 10.1007/s00223-020-00735-x. Epub 2020 Sep 29. 12(10):E2954. doi: 10.3390/nu12102954. 16(3):561-566. doi: 10.4103/1673-5374.293157. 9(9):E898. doi: 10.3390/antiox9090898. 57(4):1057-1071. doi: 10.3892/ijo.2020.5116. Epub 2020 Aug 28. 21(18):E6719. doi: 10.3390/ijms21186719. 216(11):153199. doi: 10.1016/j.prp.2020.153199. Epub ahead of print.

合成参考文献


参考文献:10.1007/bf03346643
摘要:Poggi M, Pascucci C, Monti S, Pugliese P, Lauri C, Amodeo G, Girelli G, Toscano V. Prevalence of growth hormone deficiency in adult polytransfused β-thalassemia patients and correlation with transfusional and chelation parameters. Journal of Endocrinological Investigation. 2010 Feb 15;33(8):534–8. doi: 10.1007/bf03346643.
摘要:Sleem GA, Al-Zakwani IS, Almuslahi M. Hypoparathyroidism in adult patients with Beta-thalassemia major. Sultan Qaboos Univ Med J. 2007 Dec;7(3):215–8.
参考文献:10.1007/s11010-011-0980-5
摘要:Ogino T, Kobuchi H, Munetomo K, Fujita H, Yamamoto M, Utsumi T, Inoue K, Shuin T, Sasaki J, Inoue M, Utsumi K. Serum-dependent export of protoporphyrin IX by ATP-binding cassette transporter G2 in T24 cells. Molecular and Cellular Biochemistry. 2011 Jul 12;358(1-2):297. doi: 10.1007/s11010-011-0980-5.
参考文献:10.1208/s12249-011-9661-7
摘要:Badıllı U, Sen T, Tarımcı N. Microparticulate based topical delivery system of clobetasol propionate. AAPS PharmSciTech. 2011 Sep;12(3):949–57.
参考文献:10.1007/s00595-010-4394-x
摘要:Teke Z, Adali F, Kelten EC, Enli Y, Sackan KG, Karaman K, Akbulut M, Goksin I. Mannitol attenuates acute lung injury induced by infrarenal aortic occlusion-reperfusion in rats. Surg Today. 2011 Jul;41(7):955–65. doi: 10.1007/s00595-010-4394-x.
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