CAS: 74431-23-5; (5R,6S)-3-((2-Formimidamidoethyl)Thio)-6-((R)-1-Hydroxyethyl)-7-Oxo-1-Azabicyclo[3.2.0]Hept-2-Ene-2-Carboxylic Acid Hydrate

该化合物是一种属于卡巴匹宁类的广义的抗生素β-光化抗生素,对包括许多抗多种药物菌株在内的广泛的抗克型和克格朗阴性细菌具有强有力的活动,这种单一水合物形式增强了稳定性和溶解性,使之适合药物配方.Imipenem 单水合物经常与硅脂结合使用,以防止肾退化,从而提高治疗效率.其行动机制包括抑制细菌细胞壁合成,导致细菌灭菌效应.这种化合物在治疗肺炎,败血症和腹部感染等严重感染方面特别宝贵.其可靠性和广泛覆盖面使它在临床和医院环境中成为关键制剂.

结构式图片

相似化合物

85604-01-9 59995-64-1 92309-29-0

欧盟法规

C&L通报

合成工艺路线路线简述

    Imipenem置于二氯甲烷,异丙醇体系中,用 二氯甲烷 作为反应溶剂,化学反应 4.0H,以obtained At Step (D) Example 1的收率获得产物亚胺培南(一水物)
    参考文献:Process For The Isolation Of Crystalline Imipenem
    标题:Process For The Isolation Of Crystalline Imipenem
    摘要:本发明涉及一种成本效益和工业优势的高纯度亚胺培南制备过程,其包括以下步骤:用有机溶剂处理含有亚胺培南的水溶液,其中亚胺培南没有经过冻干;从反应混合物中分离出纯结晶的亚胺培南单水合物.

    海关参考信息

    专利信息


    专利号:US-5145957-A
    优先权日:1988-03-18
    标 题:Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4-aroyloxy azetidinone
    发明人:TSCHAEN DAVID M; LYNCH JOSEPH E; LASWELL WILLIAM L; VOLANTE RALPH P; SHINKAI ICHIRO
    权利人:MERCK & CO INC
    摘要:A process is described for the stereocontrolled synthesis of (3R,4R)-3-[(1R)-1-hydroxyethyl]-4-benzoyloxyazetidin-2-ones and their derivatives by cycloaddition involving an imine and a ketone, generated from 3(S)-hydroxybutyrate which are useful intermediates in the synthesis of carbapenem antibiotics.

    专利号:US-11999757-B2
    优先权日:2017-11-01
    标 题:Synthesis of boronate ester derivatives and uses thereof
    发明人:BOYER SERGE HENRI; HECKER SCOTT J; VERZIJL GERARDUS K M; HERMSEN PETRUS J
    权利人:MELINTA SUBSIDIARY CORP
    摘要:Disclosed herein are methods for the preparation of boronate derivatives in the synthesis of antimicrobial compounds and uses thereof. Disclosed herein includes method of making a compound of Formula (B) by reducing the ketone group of the keto-ester compound of Formula (A), and the reduction can be performed using a Ruthenium based catalyst system or using an alcohol dehydrogenase bioreduction system.

    专利号:EP-0269236-B1
    优先权日:1986-10-24
    标题:Process for synthesis of a chiral azetidinone
    摘要:A process is described for the stereo-controlled synthesis of 3-(R)-3-[1'-(R)-hydroxyethyl]-4-(R)-benzoyl-2-oxo-1-aze tidines and their derivatives which are useful intermediates in the synthesis of carbapenem antibiotics.

    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:EP-0343716-A1
    优先权日:1988-05-23
    标 题 :Process for synthesis of a beta-lactam carbapenem intermediate
    发明人:LOEWE MALLORY F; CVETOVICH RAYMOND; HAZEN GEORGE G
    权利人:MERCK & CO INC
    摘要:A process is described for the synthesis of 3(S)-4(R)-3-[1(S)-hydroxyethyl]-4-(alkoxycarbonyl­methyl)-azetidin-2-one (II) which is a useful intermediate in the synthesis of carbapenem antibiotics.

    专利号:US-5037974-A
    优先权日:1988-05-23
    标题:Cyclization process for synthesis of a beta-lactam carbapenem intermediate
    发明人:LOEWE MALLORY F; CVETOVICH RAYMOND; HAZEN GEORGE G
    权利人:MERCK & CO INC
    摘要:A process is described for the synthesis of 3(S)-4(R)-3-[1(S)-hydroxyethyl]-4-(alkoxycarbonylmethyl)-azetidin-2-one (II) which is a useful intermediate in the synthesis of carbapenem antibiotics.
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    主要参考文献


    1: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012-. Available from http://www.ncbi.nlm.nih.gov/books/NBK548708/ doi: 10.1532/hsf.2141. Review. Available from http://www.ncbi.nlm.nih.gov/books/NBK500987/ doi: 10.1007/s40265-017-0851-9. Review. Erratum in: Drugs. 2018 May 10;:. Review.
    6: Sidorenko SV, Partina IV, Ageevets VA. [Imipenem: 30-year experience in therapy]. Antibiot Khimioter. 2013;58(5-6):55-61. Review. Russian. doi: 10.1186/1471-2466-10-45. Review.
    8: Hoffman J, Trimble J, Brophy GM. Safety of imipenem/cilastatin in neurocritical care patients. Neurocrit Care. 2009;10(3):403-7. doi: 10.1007/s12028-008-9170-z. Epub 2008 Dec 31. Review. Epub 2006 Sep 22. Review. Review. Review. Review. Review. Review. Review. Review. French. Review. Review. Italian. Review. Review.

    合成参考文献


    参考文献:10.1016/s0960-894x(01)00451-6
    摘要:Shin KJ, Koo KD, Yoo KH, Kang YK, Park SW, Kim DJ. Synthesis and biological properties of new 1beta-methylcarbapenems containing heteroaromatic thioether moiety. Bioorg Med Chem Lett. 2001 Sep 03;11(17):2397–9. doi: 10.1016/s0960-894x(01)00451-6.
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