Razupenem | CAS#426253-04-5 | antibiotic

MedKoo Cat#: 319838 | Name: Razupenem

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Razupenem, 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.

Chemical Structure

Razupenem

CAS#426253-04-5

Theoretical Analysis

MedKoo Cat#: 319838

Name: Razupenem

CAS#: 426253-04-5

Chemical Formula: C18H21N3O4S2

Exact Mass: 407.0973

Molecular Weight: 407.50

Elemental Analysis: C, 53.05; H, 5.19; N, 10.31; O, 15.70; S, 15.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

SMP-601; SMP601; SMP 601; PTZ601; PTZ-601; PTZ 601; PZ-601; SM-216601; SM 216601; SM216601; Razupenem.

IUPAC/Chemical 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 acid

InChi Key

XFGOMLIRJYURLQ-GOKYHWASSA-N

InChi Code

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

SMILES Code

O=C(C(N12)=C(SC3=NC(C4=C[C@H](C)NC4)=CS3)[C@H](C)[C@]2([H])[C@@H]([C@H](O)C)C1=O)O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 407.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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 11. 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.