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426253-04-5
  • names:

    (4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-3-((4-((S)-5-methyl-2,5-dihydro-1H-pyrrol-3-yl)thiazol-2-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

  • CAS号:

    426253-04-5

    MDL Number:
  • MF(分子式): C18H21N3O4S2 MW(分子量): 407.503
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Razupenem
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中文别名 (4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-3-((4-((S)-5-methyl-2,5-dihydro-1H-pyrrol-3-yl)thiazol-2-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
英文别名 SMP-601; SMP601; SMP 601; PTZ601; PTZ-601; PTZ 601; PZ-601; SM-216601; SM 216601; SM216601; Razupenem.
CAS号 426253-04-5
Inchi InChI=1S/C18H21N3O4S2/c1-7-4-10(5-19-7)11-6-26-18(20-11)27-15-8(2)13-12(9(3)22)16(23)21(13)14(15)17(24)25/h4,6-9,12-13,19,22H,5H2,1-3H3,(H,24,25)/t7-,8+,9+,12+,13+/m0/s1
InchiKey XFGOMLIRJYURLQ-GOKYHWASSA-N
分子式 Formula C18H21N3O4S2
分子量 Molecular Weight 407.503
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Razupenem(CAS:426253-04-5):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionRazupenem, also known as SMP-601 and PTZ601, is a broad spectrum injectable antibiotic, from the carbapenem subgroup of beta-lactam antibiotics. It was developed as a replacement drug to combat bacteria that had acquired antibiotic resistance to commonly used antibiotics. Razupenem performed well against a variety of bacterial strains.
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[1]Ansari MA, Shaikh S, Shakil S, Rizvi SM. An enzoinformatics study for prediction of efficacies of three novel penem antibiotics against New Delhi metallo-β-lactamase-1 bacterial enzyme. Interdiscip Sci. 2014 Sep;6(3):208-15. doi: 10.1007/s12539-013-0202-9. Epub 2014 Sep 1[1]PubMed PMID: 25205498.
[2]Ansari MA, Shaikh S, Shakil S, Rizvi SM. An enzoinformatics study for prediction of efficacies of three novel penem antibiotics against New Delhi metallo-β-lactamase-1 bacterial enzyme. Interdiscip Sci. 2014 Aug 9. [Epub ahead of print] PubMed PMID: 25118651.
[3] Tran QT, Pearlstein RA, Williams S, Reilly J, Krucker T, Erdemli G. Structure-kinetic relationship of carbapenem antibacterials permeating through E. coli OmpC porin. Proteins. 2014 Nov;82(11):2998-3012. doi: 10.1002/prot.24659. Epub 2014 Aug 21. PubMed PMID: 25082756.
[4] Karpiuk I, Tyski S. Looking for the new preparations for antibacterial therapy. II. Clinical trials; new beta-lactam antibiotics and beta-lactamase inhibitors. Przegl Epidemiol. 2013;67(1):51-6, 135-40. English, Polish. PubMed PMID: 23745376.
[5] Tran CM, Tanaka K, Yamagishi Y, Goto T, Mikamo H, Watanabe K. In vitro antimicrobial activity of razupenem (SMP-601, PTZ601) against anaerobic bacteria. Antimicrob Agents Chemother. 2011 May;55(5):2398-402. doi: 10.1128/AAC.01038-10. Epub 2011 Feb 22. PubMed PMID: 21343447; PubMed Central PMCID: PMC3088197.
6: MacGowan AP, Noel A, Tomaselli S, Elliott H, Bowker K. Pharmacodynamics of razupenem (PZ601) studied in an in vitro pharmacokinetic model of infection. Antimicrob Agents Chemother. 2011 Apr;55(4):1436-42. doi: 10.1128/AAC.00936-10. Epub 2011 Jan 24. PubMed PMID: 21263054; PubMed Central PMCID: PMC3067199.7: Page MG, Heim J. New molecules from old classes: revisiting the development of beta-lactams. IDrugs. 2009 Sep;12(9):561-5. PubMed PMID: 19697275.8: Livermore DM. Has the era of untreatable infections arrived? J Antimicrob Chemother. 2009 Sep;64 Suppl 1:i29-36. doi: 10.1093/jac/dkp255. Review. PubMed PMID: 19675016.9: Livermore DM, Mushtaq S, Warner M. Activity of the anti-MRSA carbapenem razupenem (PTZ601) against Enterobacteriaceae with defined resistance mechanisms. J Antimicrob Chemother. 2009 Aug;64(2):330-5. doi: 10.1093/jac/dkp187. Epub 2009 Jun 4. PubMed PMID: 19497942.10: Clark C, Kosowska-Shick K, McGhee P, Dewasse B, Beachel L, Appelbaum PC. Resistance selection studies comparing the activity of razupenem (PTZ601) to vancomycin and linezolid against eight methicillin-resistant and two methicillin-susceptible Staphylococcus aureus strains. Antimicrob Agents Chemother. 2009 Jul;53(7):3118-21. doi: 10.1128/AAC.00183-09. Epub 2009 May 11. PubMed PMID: 19433566; PubMed Central PMCID: PMC2704702.
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