Synonym
VNRX7145; VNRX 7145; VNRX-7145; VNRX-5236 Etzadroxil; Ledaborbactam etzadroxil;
IUPAC/Chemical Name
((2-ethylbutanoyl)oxy)methyl (R)-2-hydroxy-3-propionamido-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylate
InChi Key
SDTLIXWDRBWASV-HNNXBMFYSA-N
InChi Code
InChI=1S/C19H26BNO7/c1-4-12(5-2)18(23)26-11-27-19(24)14-9-7-8-13-10-15(21-16(22)6-3)20(25)28-17(13)14/h7-9,12,15,25H,4-6,10-11H2,1-3H3,(H,21,22)/t15-/m0/s1
SMILES Code
OB(O1)[C@@H](NC(CC)=O)CC2=C1C(C(OCOC(C(CC)CC)=O)=O)=CC=C2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
391.23
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: Karlowsky JA, Wise MG, Hackel MA, Pevear DC, Moeck G, Sahm DF. Ceftibuten- Ledaborbactam Activity against Multidrug-Resistant and Extended-Spectrum-β- Lactamase-Positive Clinical Isolates of Enterobacterales from a 2018-2020 Global Surveillance Collection. Antimicrob Agents Chemother. 2022 Nov 15;66(11):e0093422. doi: 10.1128/aac.00934-22. Epub 2022 Oct 26. PMID: 36286518; PMCID: PMC9664860.
2: Giacobbe DR, Bassetti M. Innovative β-lactam/β-lactamase inhibitor combinations for carbapenem-resistant Gram-negative bacteria. Future Microbiol. 2022 Apr;17:393-396. doi: 10.2217/fmb-2021-0301. Epub 2022 Mar 2. PMID: 35234517.
3: Mendes RE, Rhomberg PR, Watters AA, Castanheira M. In vitro activity of the orally bioavailable ceftibuten/VNRX-7145 (VNRX-5236 etzadroxil) combination against a challenge set of Enterobacterales pathogens carrying molecularly characterized β-lactamase genes. J Antimicrob Chemother. 2022 Feb 23;77(3):689-694. doi: 10.1093/jac/dkab425. PMID: 34849977; PMCID: PMC8865001.
4: Karlowsky JA, Hackel MA, Sahm DF. In Vitro Activity of Ceftibuten/VNRX-5236 against Urinary Tract Infection Isolates of Antimicrobial- Resistant Enterobacterales. Antimicrob Agents Chemother. 2022 Jan 18;66(1):e0130421. doi: 10.1128/AAC.01304-21. Epub 2021 Oct 18. PMID: 34662183; PMCID: PMC8765315.
5: Trout RE, Zulli A, Mesaros E, Jackson RW, Boyd S, Liu B, Hamrick J, Daigle D, Chatwin CL, John K, McLaughlin L, Cusick SM, Weiss WJ, Pulse ME, Pevear DC, Moeck G, Xerri L, Burns CJ. Discovery of VNRX-7145 (VNRX-5236 Etzadroxil): An Orally Bioavailable β-Lactamase Inhibitor for Enterobacterales Expressing Ambler Class A, C, and D Enzymes. J Med Chem. 2021 Jul 22;64(14):10155-10166. doi: 10.1021/acs.jmedchem.1c00437. Epub 2021 Jun 30. PMID: 34191513; PMCID: PMC8311649.
6: Chatwin CL, Hamrick JC, Trout REL, Myers CL, Cusick SM, Weiss WJ, Pulse ME, Xerri L, Burns CJ, Moeck G, Daigle DM, John K, Uehara T, Pevear DC. Microbiological Characterization of VNRX-5236, a Broad-Spectrum β-Lactamase Inhibitor for Rescue of the Orally Bioavailable Cephalosporin Ceftibuten as a Carbapenem-Sparing Agent against Strains of Enterobacterales Expressing Extended-Spectrum β-Lactamases and Serine Carbapenemases. Antimicrob Agents Chemother. 2021 Jul 16;65(8):e0055221. doi: 10.1128/AAC.00552-21. Epub 2021 Jul 16. PMID: 34001510; PMCID: PMC8284453.
