CAS: 43218-56-0; 2-Amino-N-[2-(2,5-Dimethoxyphenyl)-2-Hydroxyethyl]Acetamide Monohydrochloride

该化合物是一种合成药物,主要用作血管压抑剂,用于治疗气压低压,其特点是站立时有异常低血压;它作为α-1肾上腺激动剂,导致血管收缩和血压增加;氢盐中子体化学配方为C12H17ClN2O4S, 通常以盐盐的形式施用,以提高溶解性和稳定性;该化合物的特点是白到白的晶状粉外表,在水和酒精中可溶性;其肝脏中含有代谢,其活性代谢物,稀释剂,这也助长了其药理效应;常见副作用可能包括输血,尿保留和高血压,特别是当剂量没有得到认真管理时;由于其作用机制,中子体在有某些心血管症状的病人中受到摄取,其使用需要仔细监测血压水平.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

合成工艺路线路线简述

    米多君置于盐酸体系中,用 乙醇,异丙醇 作为反应溶剂,以96%的收率获得产物2-氨基-N-[2-(2,5-二甲氧基苯基)-2-羟基乙基]乙酰胺盐酸盐
    参考文献:A Process For The Preparation Of Midodrine
    标题:A Process For The Preparation Of Midodrine

    海关参考信息

    专利信息


    专利号:US-7094928-B2
    优先权日:2002-08-21
    标题 :Process for the synthesis of (±) 2-Amino-N-[2,(2,5-dimethoxy phenyl)-2-hydroxyethyl] acetamide monohydrochloride
    发明人:SUBRAMANIAN RAJARAM SANKARA; SATAGOPAN VENKATANATHAN; SRINIVASAN RAJAGOPALAN
    权利人:SANMAR SPECIALTY CHEMICALS LTD
    摘要:This invention relates to an improved process for synthesizing (±)-2-Amino-N-[2-(2,5-dimethoxyphenyl]-2-hydroxyethyl acetamide monohydrochloride in good yield and in a cost effective manner from 1-(2,5-dimethoxyphenyl)-2-bromoethanone by reacting the same with hexamine in the presence of novel solvent system comprising Tetrahydrofuran and water. The resulting aminoethanone is acylated with haloacetylchloride and sodium acetate in acetone-water solvent system. This product is reduced selectively first with sodium borohydride and subsequently with stannous chloride. This product is converted in situ to the corresponding hydrochloride salt immediately after reduction on its own.

    专利号:US-6201153-B1
    优先权日:2000-04-17
    标 题 :Synthesis of midodrine HCI from a novel intermediate 1-(2′,5′-dimethoxyphenyl)-2-azidoethanone
    发明人:RAY ANUP K; PATEL HIREN; PATEL MAHENDRA R
    权利人:GENEVA PHARMACEUTICALS INC
    摘要:Midodrine hydrochloride, ±1-(2',5'-dimethoxyphenyl)-2-glycineamido-ethanol-(1)-HCl, is prepared from a novel intermediate, 1-(2',5'-dimethoxyphenyl)-2-azidoethanone.

    专利号:EP-1276711-A2
    优先权日:2000-04-17
    标 题 :Synthesis of midodrine hci from a novel intermediate 1-(2',5'-dimethoxyphenyl)-2-azidoethanone

    专利号:AU-2001258344-A1
    优先权日:2000-04-17
    标题:Synthesis of midodrine hci from a novel intermediate 1-(2',5'-dimethoxyphenyl)-2-azidoethanone

    专利号:US-2004198836-A1
    优先权日:2002-08-21
    标 题:Process for the synthesis of (+) 2-amino-n-{2, (2,5-dimethoxy phenyl)-2-hydroxyethyl} acetamide monohydrochloride

    专利号:EP-1465860-A1
    优先权日:2002-08-21
    标 题:An improved process for the synthesis of ( ) 2-amino-n-[2,(s,5-dimethoxyphenyl)-2-hydroxyethyl] acetamide monohydrochloride
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    主要参考文献


    1: Zhao J, Tang C, Jin H, Du J. Plasma copeptin and therapeutic effectiveness of midodrine hydrochloride on postural tachycardia syndrome in children. J Pediatr. 2014 Aug;165(2):290-294.e1. doi: 10.1016/j.jpeds.2014.04.032. Epub 2014 May 22. doi: 10.1097/ALN.0000000000000890. e2. doi: 10.1016/j.jpeds.2013.04.039. Epub 2013 May 30. doi: 10.1212/WNL.0000000000000815. Epub 2014 Aug 22. Review. doi: 10.1161/HYPERTENSIONAHA.114.04225. Epub 2014 Sep 2.
    6: Deng W, Liu Y, Liu AD, Holmberg L, Ochs T, Li X, Yang J, Tang C, Du J, Jin H. Difference between supine and upright blood pressure associates to the efficacy of midodrine on postural orthostatic tachycardia syndrome (POTS) in children. Pediatr Cardiol. 2014 Apr;35(4):719-25. doi: 10.1007/s00246-013-0843-9. Epub 2013 Nov 20. Chinese. doi: 10.1016/j.jcrc.2013.05.021. Epub 2013 Jul 8. doi: 10.1016/j.chest.2016.02.657. Epub 2016 Mar 4. doi: 10.1016/j.jacc.2012.04.025. doi: 10.1111/jcpt.12375. Epub 2016 Mar 4. Terlipressin plus albumin versus midodrine and octreotide plus albumin in the treatment of hepatorenal syndrome: A randomized trial. Hepatology. 2015 Aug;62(2):567-74. doi: 10.1002/hep.27709. Epub 2015 Feb 13. doi: 10.1016/j.amjcard.2013.05.008. Epub 2013 Jun 1. doi: 10.1007/s10286-016-0363-9. Epub 2016 Jul 2.
    16: Chen L, Wang L, Sun J, Qin J, Tang C, Jin H, Du J. Midodrine hydrochloride is effective in the treatment of children with postural orthostatic tachycardia syndrome. Circ J. 2011;75(4):927-31. Epub 2011 Feb 2. doi: 10.1038/jcbfm.2014.3. Epub 2014 Jan 29.
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