CAS: 68401-81-0; (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(Methoxyimino)Acetamido)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

该化合物是第三代甲状腺素抗生素抗生素,其抗药性广泛,对克氏阳性和克氏阴性细菌具有抗药性,对乙状乳腺具有高度稳定性,提高了抗抗抗药性菌株的功效.Ceftizizime对肠杆菌切除性肝炎,包括Escherichia coli和Klebsiella肺炎,以及流感嗜血杆菌和肺炎.其药用动力学特征使得组织渗透和长血清半衰期非常出色,有助于临床环境中的每日两次使用.该化合物主要通过静脉或肌肉内施用,适合医院感染和严重的社区感染.其低毒性和最小的副作用进一步支持其在各种病人群体中使用,包括经剂量调整后患有肾损伤的人.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

7β-amino-ceph-3-em-4-carboxylic acid diphenylmethyl ester 2-methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid pivaloyloxymethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (6R,7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]°Ct-2-ene-2-carboxylic acid(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]°Ct-2-ene-2-carboxylic acid 1-cyclohexyloxycarbonyloxy-ethyl ester (6R,7R)-7-{2-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-thiazol-4-yl]-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]°Ct-2-ene-2-carboxylic acid 1-cyclohexyloxycarbonyloxy-ethyl ester

合成工艺路线路线简述

    Ae-活性酯,7-Aminoceph-3-Em-4-Carboxylic Acid Ester置于二乙胺体系中,用 二氯甲烷,正丁醇 作为反应溶剂,化学反应 12.0H,以93.6%的收率获得产物头孢唑肟杂质
    参考文献:一种头孢唑肟酸的生产方法
    标题:一种头孢唑肟酸的生产方法
    摘要:本发明提供的一种头孢唑肟酸的生产方法,以二氯甲烷,7-Anca和ae活性酯为原料,通过对反应条件的优化,特别是反应温度的控制和养晶工艺步骤的控制,获得了一种制备工艺简单,安全性高,纯度高,收率高的头孢唑肟酸的工业化生产方法,所得头孢唑肟酸成品纯度达99.3%以上,收率达93%以上,相比于现有技术,在收率方面具有明显的提高.

    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-5847150-A
    优先权日:1996-04-24
    标题 :Solid phase and combinatorial synthesis of substituted 2-methylene-2, 3-dihydrothiazoles and of arrays of substituted 2-methylene-2, 3-dihydrothiazoles
    发明人:DORWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS
    摘要:A solid phase method for the synthesis of a plurality of differently substituted 2-methylenethiazoles with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The 2-methylenethiazoles are prepared by acylation of a substrate-bound primary or secondary amine with cyanoacetic acid and reaction of the resulting cyanoacetamide with an isothiocyanate in the presence of a base. Alkylation with an appropriate alkyl halide under acidic conditions yields differently substituted, support-bound 2-methylene-2,3-dihydrothiazoles. These may be screened on the substrate or cleaved from the substrate and then screened in solution. The efficient synthesis of a wide variety of 2-methylenethiazoles using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse thiazole-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    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-2024197774-A1
    优先权日:2021-04-16
    标 题:Synthesis of Antimicrobial PVP-coated Bismuth Nanoparticles
    发明人:LOPEZ-RIBOT JOSE; VAZQUEZ-MUNOZ ROBERTO
    权利人:UNIV TEXAS
    摘要:Described herein is a facile, fast, and economical method for the synthesis of BAL-mediated PVP-BiNPs, using basic laboratory instruments and reagents readily available in most laboratories.

    专利号:US-2005186197-A1
    优先权日:2002-08-29
    标 题:Peptide inhibitors of beta lactamases
    发明人:PALZKILL TIMOTHY; HUANG WANZHI
    摘要:Peptide inhibitors of β-lactamases have been identified by the synthesis of peptide arrays using synthesis SPOT technology. These peptide inhibitors of β-lactamase have activity against a broad spectrum of β-lactamases and are useful in a variety of applications.

    专利号:US-8557979-B2
    优先权日:2004-06-10
    标题 :Carbapenem antibacterials with gram-negative activity and processes for their preparation
    发明人:CHOI WOO-BAEG; KOWALIK EWA
    权利人:CHOI WOO-BAEG; KOWALIK EWA; FOB SYNTHESIS INC
    摘要:The present invention provides β-methyl carbapenem compounds and pharmaceutical compositions useful in the treatment of bacterial infections and methods for treating such infections using such compounds and/or compositions. The invention includes administering an effective amount of a carbapenem compound or salt and/or prodrug thereof to a host in need of such a treatment. The present invention is also in the field of synthetic organic chemistry and is specifically provides an improved method of synthesis of β-methyl carbapenems which are useful as antibacterial agents.
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    主要参考文献


    1: Bhat AM, Soodan JS, Singh R, Dhobi IA, Hussain T, Dar MY, Mir M. Incidence of bovine clinical mastitis in Jammu region and antibiogram of isolated pathogens. Vet World. 2017 Aug;10(8):984-989. doi: 10.14202/vetworld.2017.984-989. Epub 2017 Aug 25.
    2: Liu S, Wang C, Fu YX. [Analysis of drug resistance of Acinetobacter baumannii in wound of children with traffic injury and its relationship with antibiotic use]. Zhonghua Shao Shang Za Zhi. 2017 Jul 20;33(7):404-409. doi: 10.3760/cma.j.issn.1009-2587.2017.07.002. Chinese. doi: 10.21010/ajid.v11i2.11. eCollection 2017.
    5: Jabeen S, Hassan F, Yousuf RI, Shoaib MH, Israr F, Hasan SMF, Saeed R, Farooqi S. Impact of different organic acids on solubility enhancement of cefpodxime proxetil immediate release tablet and its stability studies. Pak J Pharm Sci. 2017 May;30(3):855-866. doi: 10.1089/mdr.2017.0013. Epub 2017 Apr 12. doi: 10.1016/j.ijbiomac.2017.01.099. Epub 2017 Jan 27. Epub 2016 Jul 11.

    合成参考文献


    参考文献:10.1159/000239462
    摘要:Tzouvelekis LS, Prinarakis EE, Gazouli M, Miriagou V, Tzelepi E, Legakis NJ. In vitro activity of cefetamet against enterobacteria expressing an SHV-5-type beta-lactamase. Chemotherapy. 1996 Sep;42(5):324–8. doi: 10.1159/000239462.
    参考文献:10.1007/bf01743360
    摘要:Van Vlem B, Vanholder R, De Paepe P, Vogelaers D, Ringoir S. Immunomodulating effects of antibiotics: literature review. Infection. 1996 Jul;24(4):275–91. doi: 10.1007/bf01743360.
    参考文献:10.1093/jac/38.2.293
    摘要:Haas DW, Bonczar T. Effect of replacing cefotaxime with ceftizoxime in a hospital where penicillin-resistant pneumococcal disease is prevalent. J Antimicrob Chemother. 1996 Aug;38(2):293–9. doi: 10.1093/jac/38.2.293.
    参考文献:10.1093/jac/38.2.320
    摘要:Sofianou D, Tsakris A, Nikolaidis P, Kotis E, Tourkantonis A. The activity of cefetamet against enterobacterial isolates from community-acquired urinary tract infections. J Antimicrob Chemother. 1996 Aug;38(2):320–2. doi: 10.1093/jac/38.2.320.
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