CAS: 66592-87-8; (6R,7R)-7-((R)-2-Amino-2-(4-Hydroxyphenyl)Acetamido)-3-Methyl-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid Hydrate

该化合物是一种使用化学配方C16H17N3O5SH2O的抗生素丙烯丙酸甲酸酯的广谱,它通过抑制细胞壁合成,对抗格列阳性和某些克列阴性细菌有强大的活动.单氢甲酸酯形式增强了稳定性和溶性,确保了持续的生物利用率.它的延长半衰期允许与类似的抗生素相比减少剂量,提高了病人的合规性.Cefadroxil 单氢酸甲酯对普通病原,如Sreptococcus pygenes, Stophilococcuccucus aureus 和 Escherichichita Coli, 适合治疗呼吸道,皮肤和尿道感染.该化合物的有利药效皮肤特征和低的不良效果进一步支持其临床用途.口服配方通常用于方便的治疗.

结构式图片

欧盟法规

C&L通报

合成工艺路线路线简述

    7-[d-α-Amino-α-(P-Hydroxyphenyl)Acetamido]-3-Methyl-3-Cephem-4-Carboxylic Acid Dimethylformamide Solvate置于水体系中,用 甲醇 作为反应溶剂,化学反应 2.5H,以60.4 G的收率获得产物头孢羟氨苄
    参考文献:Us6337396
    标题:Us6337396

    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:EP-2173892-B8
    优先权日:2007-07-27
    标题:Process for the preparation of immobilised recombinant Penicillin Acylase biocatalyst from Achromobacter sp CCM 4824 expressed in E. coli BL21 CCM 7394 and its use for the synthesis of beta-lactam antiobiotics
    发明人:DATLA ANUPAMA; RAJASEKAR VYASARAYANI WILLIAMS; KYSLIK PAVEL; BECKA STANISLAV; KRISHNAKANT ASHAR TRUPTI; YOGESH ZAMBRE SUJATA; NIKUNJ KUMAR
    权利人:FERMENTA BIOTECH LTD
    摘要:The present invention discloses isolation of Penicillin Acylase (PA) from Achromobacter sp CCM 4824 expressed in recombinant strain E. coli BL21 CCM 7394 bearing the recombinant plasmid pKXIP1 and processing of PA into biocatalyst useful for the industrial synthesis of antibiotics. More particularly the invention discloses a synthesis of semi-synthetic β-lactam antibiotics in the reaction mixture consisting of activated acyl-donor (D-p-hydroxyphenylglycine methyl ester or amide for Amoxicillin and Cefadroxil; D-phenylglycine methyl ester or amide for Ampicillin and Cephalexin) and nucleophile (6-APA or 7-ADCA) catalyzed by PA obtained from recombinant E. coli BL21 CCM 7394 as the biocatalyst.

    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:WO-2011113486-A1
    优先权日:2010-03-17
    标 题 :Process for the synthesis of hydroxyphenylglycine esters
    发明人:PALLARES BAYO ANTONIO; LOPEZ SANCHEZ RAMON; SANTIANDREU LOPEZ RICARDO MANUEL
    权利人:DERETIL S A; PALLARES BAYO ANTONIO; LOPEZ SANCHEZ RAMON; SANTIANDREU LOPEZ RICARDO MANUEL
    摘要:The present invention refers to a process for the synthesis of a D-(-)-p-hydroxyphenylglycine (HPG) ester in crystal form, by crystallizing D-HPG ester from a solution containing dissolved D-HPG ester to obtain a suspension comprising D-HPG ester crystals, characterized in that the ee D of the D-HPG ester in the solution and the ee D of the D-HPG ester crystals is above 95%, preferably above 97%, more preferably above 98%, more preferably above 99%, more preferably above 99.5%.

    专利号:US-6156534-A
    优先权日:1996-07-26
    标 题:Synthesis of β-lactam antibacterials using soluble side chain esters and enzyme acylase
    发明人:USHER JOHN J; ROMANCIK GUNA
    权利人:BRISTOL MYERS SQUIBB CO
    摘要:Disclosed is a process for the synthesis of β-lactam antibacterials using soluble side chain esters in the presence of enzyme acylase. Also disclosed are novel esters useful as reactants in said process.

    专利号:US-2003044884-A1
    优先权日:2000-10-11
    标题:Synthesis of beta-lactam antibacterials using soluble side chain esters and enzyme acylase
    发明人:USHER JOHN J; ROMANCIK GUNA
    摘要:Disclosed is a process for the synthesis of β-lactam antibacterials using soluble side chain esters in the presence of enzyme acylase. Also disclosed are novel esters useful as reactants in said process.
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    主要参考文献


    1: Chen X, Loryan I, Payan M, Keep RF, Smith DE, Hammarlund-Udenaes M. Effect of transporter inhibition on the distribution of cefadroxil in rat brain. Fluids Barriers CNS. 2014 Nov 14;11(1):25. doi: 10.1186/2045-8118-11-25. eCollection 2014.
    2: Jin HE, Kim IB, Kim YC, Cho KH, Maeng HJ. Determination of cefadroxil in rat plasma and urine using LC-MS/MS and its application to pharmacokinetic and urinary excretion studies. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Feb 1;947-948:103-10. doi: 10.1016/j.jchromb.2013.12.027. Epub 2013 Dec 30. doi: 10.1124/dmd.111.041731. Epub 2011 Dec 13. doi: 10.1007/s11095-012-0937-8. Epub 2012 Dec 7.
    6: Kim YC, Kim IB, Noh CK, Quach HP, Yoon IS, Chow ECY, Kim M, Jin HE, Cho KH, Chung SJ, Pang KS, Maeng HJ. Effects of 1α,25-dihydroxyvitamin D3 , the natural vitamin D receptor ligand, on the pharmacokinetics of cefdinir and cefadroxil, organic anion transporter substrates, in rat. J Pharm Sci. 2014 Nov;103(11):3793-3805. doi: 10.1002/jps.24195. Epub 2014 Sep 29. doi: 10.1128/AAC.01497-13. Epub 2013 Sep 30.

    合成参考文献


    参考文献:10.2116/analsci.22.591
    摘要:Makchit J, Upalee S, Thongpoon C, Liawruangrath B, Liawruangrath S. Determination of cefadroxil by sequential injection with spectrophotometric detector. Anal Sci. 2006 Apr;22(4):591–7. doi: 10.2116/analsci.22.591.
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