CAS: 7177-48-2; (2S,5R,6R)-6-((R)-2-Amino-2-Phenylacetamido)-3,3-Dimethyl-7-Oxo-4-Thia-1-Azabicyclo[3.2.0]Heptane-2-Carboxylic Acid Trihydrate

该化合物是一种半合成二硝基苯丙胺抗生素,主要用于治疗各种细菌感染,其特点是对克菌阳性和某些克菌阴性细菌的广谱活动,氨基硅三氢酸酯化学配方反映其结构,包括对其抗菌行动必不可少的乙酯环;作为三氢酸酯,含有三种水分子,影响其溶性性和稳定性;氨基硅通常通过口服或注射方式进行,并因在胃肠道中吸收相对良好而闻名;该物质在正常条件下一般稳定,但可能对热和湿度敏感,可能导致降解;常见副作用包括胃肠紊乱和过敏反应,特别是有青霉素过敏史的人.由于其效力和相对低的成本,氨基醇在临床环境中仍是一种广泛使用的抗生素.

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上下游产品

6-aminopenicillanic acid phenylglycidylchloride hydr°Chloride 6-Aminopenicillanic Acid N,N'-bis(trimethylsilyl)ureapenicillin G penicillanic acid

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    专利信息


    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:US-6218138-B1
    优先权日:1998-05-26
    标 题 :Synthesis of beta-lactam antibiotics with immobilized penicillin amidase
    发明人:ILHAN FERHAT; KRAEMER DIETER
    权利人:UNIFAR KIMYA SANAYI VE TICARET
    摘要:Beta-lactam antibiotics are synthesized by reacting an amino-beta-lactam component with a corresponding amino-group-containing acylating side-chain component in the presence of penicillin amidase from E. coli covalently immobilized on support particles. The resulting beta-lactam antibiotic product is solubilized by adding an acid such as sulfuric acid to lower the pH to 1.0 at a temperature in the range of 0° C. to +5° C. The immobilized penicillin amidase is substantially inactivated by the acid. After separating the beta-lactam antibiotic product, the immobilized penicillin amidase is substantially reactivated for reuse in antibiotic synthesis by treatment with a buffer having about a neutral pH. Antibiotics that can be produced include ampicillin, amoxicillin, cephalexin, cefaclor and cefadroxil. Support particles that can be used include particles having a macroporous structure and a particle diameter of 10-1000 mum, particles having oxirane groups, particles made of a synthetic polymer and inorganic particles such as porous glass particles.

    专利号:US-4251442-A
    优先权日:1978-12-07
    标题:Method for synthesis of penicillin
    发明人:MORITA YOSHIHARU; ITAGAKI TAKAHARU; ITO TSUYOSHI; WADA SHIGENORI
    权利人:MITSUBISHI CHEM IND
    摘要:This invention relates to a method for synthesizing a penicillin by reacting a silylate of 6-aminopenicillanic acid and a carboxylic acid halide in the presence of an insoluble weakly basic resin having a three-dimensional structure.

    专利号:EP-0024372-A1
    优先权日:1979-08-03
    标题:Derivatives of clavulanic acid, their preparation and pharmaceutical compositions containing them
    发明人:DENERLEY PAUL MILLINGTON; EGLINGTON ALFRED JOHN; HARBRIDGE JOHN BARRY
    权利人:BEECHAM GROUP PLC
    摘要:The compounds of the formula (II):n and salts and esters thereof wherein the hydroxyl group occupies position 2 or 4 R 1 and R 2 may be the same or different and represent hydrogen, halogen, hydroxy, lower alkyl, cyclopentyl, cyclohexyl, lower alkoxy or R, and R 2 when an adjacent carbon atoms may together represent a 1,4-buta-1,3-dienylene group or a polymethylene group containing from 3 to 5 carbon atoms; have been found to be β-lactam antibiotics and synergists with penicillins and cephalosporins. Their preparation and use is described. The synthesis of intermediates useful in their preparation is also described.

    专利号:US-2021284668-A1
    优先权日:2018-06-19
    标题:Gold (i)-phosphine 1,2,3-triazole derivatives with antibiotic properties
    发明人:MISLIN GAËTAN; SCHALK ISABELLE; PLÉSIAT PATRICK; PAULEN AURÉLIE
    权利人:CENTRE NAT RECH SCIENT; UNIV FRANCHE COMTE; CENTRE HOSPITALIER REGIONAL UNIV DE BESANCON; UNIV STRASBOURG
    摘要:The present invention relates to gold (I)-phosphine 1,2,3-triazole compounds, and their use in a human or animal medicine. The present invention also relates to using such compounds for the prevention and/or treatment of an infection, i.e. inhibitors of growth of Gram-positive and/or Gram-negative bacteria. On another aspect the invention relates to the synthesis of the gold (I)-phosphine compounds of the invention and to their synthesis intermediates. The present invention finds applications in the medical, veterinary and/or chemical fields.

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    主要参考文献


    1: Credille BC, Giguère S, Vickroy TW, Fishman HJ, Jones AL, Mason ME, DiPietro RO, Ensley DT. Disposition of ampicillin trihydrate in plasma, uterine tissue, lochial fluid, and milk of postpartum dairy cattle. J Vet Pharmacol Ther. 2015 Aug;38(4):330-5. doi: 10.1111/jvp.12178. Epub 2014 Nov 5. doi: 10.3168/jds.2013-7569. Epub 2014 Jun 18. Mutat Res Genet Toxicol Environ Mutagen. 2015 Jul;786-788:158-64. doi: 10.1016/j.mrgentox.2015.02.005. Epub 2015 Feb 26. doi: 10.1016/j.jpba.2014.08.021. Epub 2014 Aug 26.
    9: Sylvestri MF, Makoid MC. Stability of ampicillin trihydrate suspension in amber plastic oral syringes. Am J Hosp Pharm. 1986 Jun;43(6):1496-8. Russian. doi: 10.1002/rcm.6834. doi: 10.1016/j.rvsc.2010.11.001. Epub 2010 Dec 7.

    合成参考文献


    参考文献:10.1016/j.ejmech.2008.04.001
    摘要:Ertan T, Yildiz I, Tekiner-Gulbas B, Bolelli K, Temiz-Arpaci O, Ozkan S, Kaynak F, Yalcin I, Aki E. Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents. European Journal of Medicinal Chemistry. 2009 Feb;44(2):501–10. doi: 10.1016/j.ejmech.2008.04.001.
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