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Razupenem

Razupenem (PTZ-601) 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.[1] Razupenem performed well against a variety of bacterial strains,[2] but further development is in doubt due to a high rate of side effects in Phase II clinical trials.

Razupenem
Clinical data
Trade namesPTZ-601
Routes of
administration
IV
Legal status
Legal status
Identifiers
  • (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 Number
  • 426253-04-5 Y
ChemSpider
  • 9168406 Y
UNII
  • 26020H3Q1L
KEGG
  • D09658
CompTox Dashboard (EPA)
  • DTXSID801045429
Chemical and physical data
FormulaC18H21N3O4S2
Molar mass407.50 g·mol−1
3D model (JSmol)
  • Interactive image
  • [H][C@]12N(C(C(O)=O)=C(SC3=NC(C4=C[C@H](C)NC4)=CS3)[C@@H]2C)C([C@@]1([C@H](O)C)[H])=O
  • 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
  • Key:XFGOMLIRJYURLQ-GOKYHWASSA-N

References edit

  1. ^ Livermore DM, Mushtaq S, Warner M (August 2009). "Activity of the anti-MRSA carbapenem razupenem (PTZ601) against Enterobacteriaceae with defined resistance mechanisms". The Journal of Antimicrobial Chemotherapy. 64 (2): 330–5. doi:10.1093/jac/dkp187. PMID 19497942.
  2. ^ Tran CM, Tanaka K, Yamagishi Y, Goto T, Mikamo H, Watanabe K (May 2011). "In vitro antimicrobial activity of razupenem (SMP-601, PTZ601) against anaerobic bacteria". Antimicrobial Agents and Chemotherapy. 55 (5): 2398–402. doi:10.1128/AAC.01038-10. PMC 3088197. PMID 21343447.

razupenem, broad, spectrum, injectable, antibiotic, from, carbapenem, subgroup, beta, lactam, antibiotics, developed, replacement, drug, combat, bacteria, that, acquired, antibiotic, resistance, commonly, used, antibiotics, performed, well, against, variety, b. Razupenem PTZ 601 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 1 Razupenem performed well against a variety of bacterial strains 2 but further development is in doubt due to a high rate of side effects in Phase II clinical trials RazupenemClinical dataTrade namesPTZ 601Routes ofadministrationIVLegal statusLegal statusUS Investigational New DrugIdentifiersIUPAC name 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 acidCAS Number426253 04 5 YChemSpider9168406 YUNII26020H3Q1LKEGGD09658CompTox Dashboard EPA DTXSID801045429Chemical and physical dataFormulaC 18H 21N 3O 4S 2Molar mass407 50 g mol 13D model JSmol Interactive imageSMILES H C 12N C C O O C SC3 NC C4 C C H C NC4 CS3 C H 2C C C 1 C H O C H OInChI 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 s1Key XFGOMLIRJYURLQ GOKYHWASSA NReferences edit Livermore DM Mushtaq S Warner M August 2009 Activity of the anti MRSA carbapenem razupenem PTZ601 against Enterobacteriaceae with defined resistance mechanisms The Journal of Antimicrobial Chemotherapy 64 2 330 5 doi 10 1093 jac dkp187 PMID 19497942 Tran CM Tanaka K Yamagishi Y Goto T Mikamo H Watanabe K May 2011 In vitro antimicrobial activity of razupenem SMP 601 PTZ601 against anaerobic bacteria Antimicrobial Agents and Chemotherapy 55 5 2398 402 doi 10 1128 AAC 01038 10 PMC 3088197 PMID 21343447 Retrieved from https en wikipedia org w index php title Razupenem amp oldid 1170996945, wikipedia, wiki, book, books, library,

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