Durlobactam sodium | ETX2514 sodium | CAS#1467157-21- | β-lactamase inhibitor

MedKoo Cat#: 563876 | Name: Durlobactam sodium

Description:

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

Durlobactam sodium was discontinued for commercial reason

Chemical Structure

Durlobactam sodium

CAS#1467157-21-6 (sodium)

Theoretical Analysis

MedKoo Cat#: 563876

Name: Durlobactam sodium

CAS#: 1467157-21-6 (sodium)

Chemical Formula: C8H10N3NaO6S

Exact Mass: 277.0369

Molecular Weight: 299.23

Elemental Analysis: C, 32.11; H, 3.37; N, 14.04; Na, 7.68; O, 32.08; S, 10.71

Price and Availability

This product was removed for the commercial reasons.

Related CAS #

1467829-71-5 (free acid) 1467157-21-6 (sodium)

Synonym

ETX2514; ETX-2514; ETX 2514; ETX2514 sodium; Durlobactam sodium; Durlobactam sodium salt;

IUPAC/Chemical Name

sodium (2S,5R)-2-carbamoyl-3-methyl-7-oxo-1,6-diazabicyclo[3.2.1]oct-3-en-6-yl sulfate

InChi Key

WHHNOICWPZIYKI-IBTYICNHSA-M

InChi Code

InChI=1S/C8H11N3O6S.Na/c1-4-2-5-3-10(6(4)7(9)12)8(13)11(5)17-18(14,15)16;/h2,5-6H,3H2,1H3,(H2,9,12)(H,14,15,16);/q;+1/p-1/t5-,6+;/m1./s1

SMILES Code

CC1=C[C@@H](N2OS(=O)(O[Na])=O)CN(C2=O)[C@@H]1C(N)=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

Shelf Life

>3 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

Multidrug-resistant (MDR) bacterial infections are a serious threat to public health. Among the most alarming resistance trends is the rapid rise in the number and diversity of β-lactamases, enzymes that inactivate β-lactams, a class of antibiotics that has been a therapeutic mainstay for decades.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 299.23 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: Rodvold KA, Gotfried MH, Isaacs RD, O'Donnell JP, Stone E. Plasma and Intrapulmonary Concentrations of ETX2514 and Sulbactam following Intravenous Administration of ETX2514SUL to Healthy Adult Subjects. Antimicrob Agents Chemother. 2018 Aug 20. pii: AAC.01089-18. doi: 10.1128/AAC.01089-18. [Epub ahead of print] PubMed PMID: 30126953. 2: Iyer R, Moussa SH, Durand-Réville TF, Tommasi R, Miller A. Acinetobacter baumannii OmpA Is a Selective Antibiotic Permeant Porin. ACS Infect Dis. 2018 Mar 9;4(3):373-381. doi: 10.1021/acsinfecdis.7b00168. Epub 2017 Dec 26. PubMed PMID: 29260856. 3: McLeod SM, Shapiro AB, Moussa SH, Johnstone M, McLaughlin RE, de Jonge BLM, Miller AA. Frequency and Mechanism of Spontaneous Resistance to Sulbactam Combined with the Novel β-Lactamase Inhibitor ETX2514 in Clinical Isolates of Acinetobacter baumannii. Antimicrob Agents Chemother. 2018 Jan 25;62(2). pii: e01576-17. doi: 10.1128/AAC.01576-17. Print 2018 Feb. PubMed PMID: 29133555; PubMed Central PMCID: PMC5786785. 4: Shapiro AB, Gao N, Jahić H, Carter NM, Chen A, Miller AA. Reversibility of Covalent, Broad-Spectrum Serine β-Lactamase Inhibition by the Diazabicyclooctenone ETX2514. ACS Infect Dis. 2017 Nov 10;3(11):833-844. doi: 10.1021/acsinfecdis.7b00113. Epub 2017 Aug 28. PubMed PMID: 28835096. 5: Durand-Réville TF, Guler S, Comita-Prevoir J, Chen B, Bifulco N, Huynh H, Lahiri S, Shapiro AB, McLeod SM, Carter NM, Moussa SH, Velez-Vega C, Olivier NB, McLaughlin R, Gao N, Thresher J, Palmer T, Andrews B, Giacobbe RA, Newman JV, Ehmann DE, de Jonge B, O'Donnell J, Mueller JP, Tommasi RA, Miller AA. ETX2514 is a broad-spectrum β-lactamase inhibitor for the treatment of drug-resistant Gram-negative bacteria including Acinetobacter baumannii. Nat Microbiol. 2017 Jun 30;2:17104. doi: 10.1038/nmicrobiol.2017.104. PubMed PMID: 28665414.