Razupenem

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

MedKoo CAT#: 319838

CAS#: 426253-04-5

Description: 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

img
Razupenem
CAS# 426253-04-5
Instruction

Theoretical Analysis

MedKoo Cat#: 319838
Name: Razupenem
CAS#: 426253-04-5
Chemical Formula: C18H21N3O4S2
Exact Mass: 407.10
Molecular Weight: 407.503
Elemental Analysis: C, 53.05; H, 5.19; N, 10.31; O, 15.70; S, 15.73

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

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.